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Holiday Rentals near Clearwater Jolley Trolley

410 N Myrtle Ave, Clearwater, Florida 33755-4433
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    Travellers to Clearwater are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 100 Rentals in Clearwater
    Stunning Modern Single Family Home/Vacation Rental1 / 41
    (13)Very good
    0.6 miles from Clearwater Jolley Trolley
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Beautiful 2 bedroom condo,mins. drive to beach, pool1 / 31
    (15)Excellent
    1.3 miles from Clearwater Jolley Trolley
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    1.7 miles from Clearwater Jolley Trolley
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Royal Paradise - Avalon at Clearwater | Minutes to Clearwater Beach1 / 45
    (20)Excellent
    1.3 miles from Clearwater Jolley Trolley
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 August 2018
    We have just stayed at Cristian and Cristina's amazing condo in Clearwater. It is located in a quiet setting about a 10 minute drive to the beautiful Clearwater beaches. We...
    Reviewed 8 July 2018
    Stayed for 3 weeks in May.Just as lovely as we remembered it from our previous stay.Very clean and the new flooring and other upgrades in kitchen were a bonus.Central location...
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    About this property
    Professionally Decorated Condo in Avalon at Clearwater complex. This condo is everything you need for a family up to 6. These spacious suite features two appointed, separate bedrooms. The condo is only 3 miles away from the one of the most beautiful beach - Clearwater Beach. The condo it is on the...
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    Clearwater, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Avalon at Clearwater1 / 29
    (29)Excellent
    1.3 miles from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Grill
    • Balcony
    • Wi-Fi
    • Washer
    • DVD Player
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 June 2018
    Excellent condo...everything we needed was there. Will go back for sure for long term. Thank you Maggie.
    Reviewed 30 November 2017
    Fantastic stay at the Avalon the condo was super everything we needed was on hand great location short drive to the beach supermarket within walking distance Would definetly...
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    About this property
    Avalon at Clearwater is a gated development set in Clearwater,FL., close to the Gulf Beaches which are only a 10 minute drive away.The Avalon offers a host of features including a year round heated resort style swimming pool, close by bars and restaurants, internet access, and clubhouse with a...
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    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Clearwater Beach Waterfront Townhouse on the ICW1 / 48
    (11)Excellent
    1.8 miles from Clearwater Jolley Trolley
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Hot Tub
    • Patio
    • DVD Player
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    • Ocean Views
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 June 2018
    This townhouse was amazing! Plenty of room, comfort, and privacy for the whole family. The owners have really gone above and beyond on the extras!! We went for a bike ride every...
    Reviewed 3 June 2018
    We have been coming to Clearwater for over 20 years and this was by far the best accommodation we have experienced. The location is ideal in a quiet street with superb view back...
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    About this property
    Ahhh! The Clearwater Beach Life. This 2018 TripAdvisor 'Circle of Excellence' Award Winner is located on the Intracoastal Waterway in beautiful Clearwater Beach. A 2400 sq. foot (3400 sq. foot total) beautifully appointed 3BR/3BA Mediterranean style townhome with private elevator, comes with every...
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    Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Modern Condo near Clearwater Beach, Private End Unit, Gated Complex, Heated Pool1 / 45
    (4)Excellent
    1.2 miles from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 April 2018
    My husband and I rented the relaxing, romantic & modern Condo for a week in April 2017 and it was just that!Relaxing, Romantic and definitely Modern...... This place is great...
    Reviewed 31 July 2017
    Beautiful condo, it had everything we needed. Would definitely recommend it, it was very close to the beach and very comfortable.
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    About this property
    Enjoy your perfect vacation rental. Great location and quiet area. Close to beaches, shopping, supermarkets, restaurants and golf courses. Free parking space in the front of the building. Only 5 minutes drive away from Clearwater Beach which is rated one of the top beaches in the USA. The condo...
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    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Charming Cottage in Clearwater1 / 46
    (7)Very good
    1.4 miles from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Washer
    • DVD Player
    • Shared Garden
    • Outdoor Dining Area
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 April 2015
    The cottage was exactly as pictured and the owner was very quick to respond to all of our needs in the booking process. Check in was simple and the cottage was clean. My only...
    Reviewed 21 September 2014
    Very cute little cottage. Close to the beach.Perfect for one or couple looking to be out of typical hotel scene. Lovely garden and surroundings.Would definitely rebook.
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    About this property
    Charming cottage in a quiet neighborhood near many attractions. 5 miles from Clearwater Beach and 1 miles to delightful downtown Dunedin! Full kitchen-Stove, fridge, sink, microwave. Generously stocked with cookware and servingware. The cottage has it's own private driveway with room for...
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    Clearwater, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Luxury Condo near Clearwater Beach1 / 60
    (9)Excellent
    1.3 miles from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
    • Air Conditioning
    • Balcony
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 June 2018
    We've stayed in Margaret's condo 902 for several years now. It's beautiful, comfortable & conveniently located. Everything you need is there; I feel like it's our home away...
    Reviewed 25 January 2018
    This condo is absolutely beautiful with everything you need at your finger tips. Margaret and Peter are wonderful to deal with and very accommodating. I would recommend this...
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    About this property
    The AVALON is a resort style condominium complex with all the appointed amenities including a heated pool, fitness centre, clubhouse and Wi-Fi. Only 7 minutes drive away from Clearwater Beach which is rated one of the top beaches in the USA. Second floor Unit approximately 750 square feet living...
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    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    YOUR HOME AWAY FROM HOME  from CLEARWATER BEACH!!!1 / 21
    (1)Excellent
    1.3 miles from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Washer
    • Cable/satellite TV
    • Balcony
    • Air Conditioning
    • Hot Tub
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 January 2017
    Upon opening the door we were impressed with our 'home away from home'. Very clean and neat. Everything that we needed to continue our daily routine as a family of 4 with two...
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    About this property
    1 BED apartement, Sleeps 4 , minutes from Clearwater Beach ! This beautiful Second floor (top) fully furnished, very clean 1 bedroom/1 bath condo with it's own private entry is nicely decorated and perfect for a get away vacation. This property is very well equipped for a family of 4, featuring a...
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    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Charming Fully Furnished 3 Bedroom Townhouse1 / 23
    (5)Very good
    0.8 miles from Clearwater Jolley Trolley
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Patio
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 April 2018
    We really enjoyed our stay. Less than 10 minutes from Clearwater Beach. If your looking for a luxury condo this is not for you. If you want a reasonable quiet place, clean...
    Reviewed 26 February 2017
    Two couples stayed in condo for three nights. We were able to walk to the store to get extra ice and small items that we had forgotten. The drive to the beach and golf course...
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    About this property
    1400 Square foot upstairs and downstairs newly remodeled, quaint town home in the heart of Clearwater. Five Minutes to the beach, 20 minutes to Tampa and airport, 1 1/2 bath, washer/dryer, WiFi, quiet neighborhood, small yard, parking, A/C, two queen size beds, one single bed, large closets, huge...
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    Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    The Avalon Royal Dream; Cozy, Spacious, and Intimate1 / 47
    (1)Excellent
    1.2 miles from Clearwater Jolley Trolley
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 August 2018
    It is just as shown in the pictures. Cristian and Cristina have done an awesome job decorating and making sure everything is cozy for their guests. Only about 10 minutes away...
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    About this property
    Newly listed 2 bedroom apartment in Clearwater. Freshly renovated and decorated in June 2018. Enjoy long sunsets and intimacy with friends and family in the apartment of your dreams, 10 minutes away from the beach. The unit has two separate and opposed bedrooms, each one coming with its own...
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    Clearwater, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Avalon BLUE HEAVEN : Newly renovated one bedroom!1 / 25
    (4)Excellent
    1.3 miles from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 May 2018
    I found this unit to be excellent. Very clean, modern, updated. It seemed spacious, easy flow from room to room. Located in a great area, convenient to the beach and downtown...
    Reviewed 18 April 2018
    My girlfriend and I had a wonderful stay at the Blue Heaven in Avalon. Beautifully designed, it was the perfect getaway from work. It made us feel like home, away from home.
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    About this property
    Completely renovated and ready for you starting January 10. This beautiful one bedroom apartment will seduce you with its perfect location and its oversized terrace overlooking the garden. The 730 square feet is very well divided into an open space including the living/dining/kitchen aria with...
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    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Clearwater Beach, modern one bedroom in Avalon Complex1 / 44
    (16)Excellent
    1.3 miles from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Grill
    • Air Conditioning
    • Secure Parking
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 weeks ago
    We found Lavinia the owner great to deal with from the start. The information she sent about the condo was very helpful as were the detailed directions to the resort. We found...
    Reviewed 7 June 2018
    Due to my misunderstanding we had some complications. She kept in contact with me, responded immediately with my questions. She was very kind to help me threw the whole process...
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    About this property
    Modern condo at The Avalon complex in Clearwater, Florida. Avalon is a gated community only 5 minutes away from Clearwater Beach on the Gulf of Mexico - voted as the #1 Beach in the US in 2013. It is close to Florida's major attractions - Disney World, Universal Studios, SeaWorld and Busch Gardens....
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    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Dew Drop Inn - 5 min to beach1 / 22
    (4)Excellent
    0.4 miles from Clearwater Jolley Trolley
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Outdoor Dining Area
    • Porch
    • Washer
    • Wi-Fi
    • Parking
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2017
    The Dew Drop Inn is very close to lots of great places that our family visited during our stay there. We were less than 10 minutes away from several beaches and the Clearwater...
    Reviewed 2 January 2017
    The place was great for 5 of us, the kitchen is well equipped, the beach towels were helpful, it's quite buggy sitting outside, the upstairs bathroom door could be fixed so it...
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    About this property
    The Space You'll love the historic charm of this 2-story Foursquare Bungalow home! Built in 1925, 'Dew Drop Inn' has architectural details found only in early Florida homes. Beautiful hardwood floors and custom decorating accent the living room with brick fireplace. This home has been completely...
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    Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Palm Retreat House1 / 38
    (6)Excellent
    0.9 miles from Clearwater Jolley Trolley
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 July 2018
    Our host, Bruce kept in touch. Was immediately available when we arrived and showed us how everything worked in the home. Very clean and charming space. He has information on...
    Reviewed 27 June 2017
    Great place to stay , very nice and clean . Close to everything we went to visit . Owner very helpful and courteous. Family had a great time in the place.
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    About this property
    You'll love the historic charm of this charming bungalow! Built in 1925, 'Palm Retreat House' has architectural details found only in early Florida homes. Beautiful hardwood floors and custom decorating accent the arched windows and living room with brick fireplace. There is a formal dining room...
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    Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Hideout:Charming Studio Apartment1 / 46
    (7)Excellent
    1.4 miles from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Patio
    • Parking
    • Air Conditioning
    • DVD Player
    • Grill
    • Porch
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 July 2018
    Loved this cozy apartment in Dunedin. Was conveniently located to Clearwater beach, an easy 10 min uber ride. Also close to St. Pete's and the downtown area of Dunedin which was...
    Reviewed 18 May 2017
    Vicky's super amazing guide book was super amazing.It saved me a lot of time & was very accurate. A perfect spot for me & my small dog for a week.I highly recommend the...
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    About this property
    The Hideout is a charming studio apartment that sits towards the back of the building. It has private patio, large bathroom and separate kitchen. There is free onsite parking. Although the Hideout has a seperate sleeping area, I still consider it a studio apartment due to its size. The property...
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    0.9 miles from Clearwater Jolley Trolley
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ask about the scooter that comes with the property 3 Bed Room, 2 Bath Condo with Outdoor Pool, 6min away from Clearwater Beach (Rated #1 Beach in the United States 2017 by Forbes). Three Ashley Furniture bedroom sets, three massive TVs, Fully equipped Kitchen with brand new hardwood floor. No...
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    Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    AVALON- POOL VIEW IN A MODERN CONDO - Feel at Home and enjoy your stay1 / 39
    (15)Excellent
    1.3 miles from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    • Balcony
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 August 2018
    This is a short note to say how much we enjoyed staying in Avalon, it was a bit like coming home. The renovation is gorgeous, love the new kitchen, the living room and bedroom...
    Reviewed 1 May 2018
    Exactly as advertise. Great location. Very clean. Owners are great. Thanks Erwin and Elena. We will certainly spend another vacation at your condo in the near future. John
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    About this property
    New listed! Enjoy your stay and Feel at Home in a modern condo with pool view For your best vacation, welcome to stay in our newly renovated and tastefully decorated condo for having a relaxed vacation ! Family with kids, young retired ( snow birds) or just couples who want to spend romantic...
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Clearwater  Vacation Condo 2 bed.1 / 24
    (3)Very good
    1.3 miles from Clearwater Jolley Trolley
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Washer
    • Patio
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Housekeeping Included
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 November 2017
    your condo was lovely, and clean witch is inportant to us and everthink we needed was there, i love clearwater beach
    Reviewed 10 May 2016
    I found the condo to be well furnished and guest ready when I arrived. The condo complex has a very nice swimming pool which I enjoyed. The condo is located only about 5...
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    About this property
    This vacation condo is pearfect for families and couples who want an affordable, resort-like stay in Florida. The Condo has been made brand new and has 2 bedrooms and 2 bathrooms. The condo is is on the third floor. The condo is only 5-10 mins away from Clearwater Beach.The Condo has been made...
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Cove  Sunset House and Gardens1 / 56
    (2)Very good
    1.4 miles from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Porch
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Shared Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 April 2017
    I stayed in one of the hostel rooms at this property. I found myself wanting to spend as much time HERE as out in town (which is also fabulous). Owner puts her heart and soul...
    Reviewed 27 May 2015
    The Cove feels like it's in a somewhat secluded area, but there is easy access within a few miles to beaches, the cute town of Dunedin, bike trail, and big-box shopping if...
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    About this property
    An awesome front porch with a neat little apartment attached to it. A taste of old Florida-Relax under the front porch while sipping sweet tea and forget all about the snow up north! Sleeps 3. 4 is ok if at least 2 are children under 12. 5 mi to Clearwater Beach and 1 mi to downtown Dunedin....
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Waterfront Condo 21. Quiet Location, but walk to Live music & great restaurants!1 / 46
    (14)Excellent
    1.6 miles from Clearwater Jolley Trolley
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Grill
    • Wi-Fi
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 July 2018
    We stayed here for 4th of July 2017 and absolutely loved it. We made great friends that we still communicate with and we plan on returning summer of 2019 for 4th!! Kitchen is...
    Reviewed 16 July 2018
    Perfect, relaxing getaway within walking distance to shops, restaurants, and the beach. Definitely recommend walking down to the pier in the evening and taking in the...
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    About this property
    This Beautiful waterfront studio is set up like a 1 bedroom with a privacy curtain separating the bedroom area from the living room area. The condo is located on the Bay side or intracoastal waters of Clearwater Beach. There are wonderful water views from the living-room and third floor balcony....
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Serenity on Clearwater Beach Unit 11 / 17
    (2)Very good
    0.6 miles from Clearwater Jolley Trolley
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 January 2018
    We were greeted with chocolate chip cookies when arrived at the condo, I had questions with parking and Jennifer was great, she answered all our questions. The place was walking...
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    About this property
    Enjoy this beautifully furnished beach rental located on the island of world renowned Clearwater Beach. Just a short walk to the sand, this 3 bedroom, 2 1/2 bath town home is beautifully decorated with large expansive and comfortable living areas. The town home sleeps (maximum) eight people and is...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Slice of Paradise II1 / 10
    (1)Excellent
    0.5 miles from Clearwater Jolley Trolley
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SLICE OF PARADISE II This charming 2-BR unit offering an area for grilling and chilling! Enjoy the charm of this nicely decorated tropical beach apartment! Nestled in the Tourist District of North Clearwater Beach you are only a few blocks over to the white sands and blue waters of Clearwater...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Beautiful Condo at The Avalon Clearwater1 / 28
    (9)Excellent
    1.3 miles from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Terrace
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 February 2018
    The condo was very nice and conveniently located in the condo complex. Loved the gated security. Stayed in January and the weather was not real warm, so didn't go to the beach...
    Reviewed 7 August 2017
    Condo was well appointed, kitchen was nicely stocked with cooking utensils. Décor was warm and inviting as well as comfortable. All in all a lovely place to stay.
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    About this property
    This newly renovated first floor condo is your perfect vacation oasis. This property is very well situated in a gated community. We are located only 3.5 miles from the beach (Clearwater Beach - voted most beautiful beach in the USA in 2013). Several restaurants, a shopping center and a...
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1.4 miles from Clearwater Jolley Trolley
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
    • Washer
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Ocean Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beachcomber's Luxury Home This property is a monthly rental only - please contact us directly for rates and availability. Your ultimate vacation begins with this incredible beach house. This deluxe 5 bedroom 4.5 bathroom house is a splendidly designed 3-level house with all the comforts of home...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    0.5 miles from Clearwater Jolley Trolley
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SEASIDE SECLUSION 3U Nestled within our renowned quaint resort beach town this beach house boasts a spacious floor plan...Two bedrooms, 2 bathrooms and pool that will keep you coming back year after year. The atmosphere in Clearwater Beach is unhurried; the temperatures are warm with refreshing...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Carriage House studio apartment - 5 min to beach1 / 9
    (6)Very good
    0.8 miles from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Grill
    • Patio
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    • Shared Garden
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 February 2016
    Apartment was comfortable. Had everything we needed. 5 min. to Clearwater Beach. Close to Dunnedin where there were many restaurants and parks near the beach. The owner had...
    Reviewed 5 May 2015
    I really enjoyed staying at the Carriage House. It was in a safe neighborhood, as I was vacationing solo. It is a short drive from the beach and centrally located from the...
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    About this property
    This charming 1-bedroom studio apartment is a comfortable get-away at a great price! Very clean - best value this close to beach - Queen bed - All linens are provided - Comfortable sitting area for 2, with cable TV - 1 bathroom with shower - Fully equipped kitchen with standard cookware and...
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    0.8 miles from Clearwater Jolley Trolley
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Balcony
    • Central Heating
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Snuggle Inn is a charming historic home built in 1920, updated and furnished with comfort and style! It's a perfect location to easy access to local attractions, beaches, restaurants, and shopping. The Snuggle Inn has become our favorite! The layout is so comfortable, with a floor plan...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Charming Coral Cottage1 / 10
    (2)Excellent
    0.9 miles from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Patio
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    • Porch
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    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 April 2018
    Nice, cozy cottage, close to the beach nestled in a quiet neighborhood! Perfect for our little family of three!
    Reviewed 30 March 2017
    Charming Coral Cottage in Clearwater was a great place for our first extended stay in Florida. It is not right on the beach, but the beautiful Clearwater Beach is easily...
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    About this property
    The Space This charming cottage is a comfortable get-away at a great price! Very clean - best value this close to beach - Queen bed in cottage - All linens are provided - Living room, dining room, new kitchen and full bath - Fully equipped kitchen with standard cookware and service for 4....
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    801 Harborview Grande1 / 30
    (13)Excellent
    1.6 miles from Clearwater Jolley Trolley
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 2016
    We loved this place. We traveled with three teenagers and it was perfect. This condo has EVERYTHING. Even has beach chairs and boogie boards on the balcony for your use...
    Reviewed 12 June 2014
    We stayed in #801 at the Harbourview Grande and absolutely loved this condo. The views were incredible and the condo was beautiful. The location was perfect. We walked across...
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    About this property
    Beautiful Waterfront Penthouse level Condo at Clearwater Beach - 3 bedroom, 2 bath This luxury Harborview Grande Condo in Clearwater Beach provides the perfect setting for a premium vacation experience. Have a cup of coffee on your top floor balcony, while enjoying the sunrise over downtown...
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.5 miles from Clearwater Jolley Trolley
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A perfect compliment to the Beach Retreat and just as beautifully decorated. Enjoy the charm of this tropical beach apartment! Nestled in the quiet residential neighborhood of North Clearwater Beach you are only 1 block over to the white sands and blue waters of Clearwater Beach. Get ready to...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Summer Breeze1 / 21
    (1)Excellent
    0.5 miles from Clearwater Jolley Trolley
    5 Bedrooms, 3 Bathrooms, Sleeps 15 Quick View
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    • Washer
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Summer Breeze offers a huge new pool and deck along with spacious accommodations that are perfect for family reunions. This home has been custom-designed and furnished with tropical accents. The Summer Breeze Beach House is one street over from the Bay Areas most-famous tropical Beach! Youll enjoy...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 15
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    0.5 miles from Clearwater Jolley Trolley
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Grill
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    • Wi-Fi
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Clearwater Beach Splendor is just a short walk away from the white sands of Clearwater Beach and the Intercoastal! Offering a nice selection of comfortable and relaxing accommodations that will please the most discriminating vacationer. The colors that fill each room are reminiscent of the...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    1.3 miles from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Terrace
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Space Spacious one bedroom queen bed suite with big walk in closet, a queen sofabed, wifi, and 42' flat screen TV, laundry, located within the gated community, Avalon at Clearwater. Ground floor location means no stairs to climb! Guest Access Fantastic amenities include a gorgeous heated...
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Infinity Sun Beach House1 / 43
    (2)Average
    1.7 miles from Clearwater Jolley Trolley
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Parking
    • Balcony
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2018
    good location a lot of places within walking distance, there was bikes, fishing rods a canoe for us to use. Great to sit out on the balconies at night to have a drink...
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    About this property
    INFINITY SUN BEACH HOUSE Infinity Sun Beach House, located on one of Clearwater Beach's newest waterfront communities, introduces a magnificent coastal contemporary townhomes with British Colonial influences constructed to the most current building standards and codes while promoting energy...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    0.5 miles from Clearwater Jolley Trolley
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
    • Parking
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the beauty of the Gulf staying at the luxurious Casa Del Mar & La Casita Studio Suite. Conveniently located in a beautifully landscaped neighborhood across the street from the Bay Areas most famous beach! This newly renovated custom-designed historical home is the perfect setting for you and...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    1BR Pool View Condo in Clearwater Florida1 / 18
    (5)Excellent
    1.3 miles from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 April 2018
    Loved the location! Groceries, gas across the street, wonderful bar and grill next door and you are just minutes away from the beaches. The condo has everything that you need...
    Reviewed 20 February 2018
    The condo was EXACTLY as pictured. It was clean and nicely decorated. It had plenty of kitchen supplies like dishes, utensils, small appliances, large refrigerator, ultra...
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    About this property
    Watch spectacular sun rises from our pool view balcony and magnificent sunsets from the US no. 1 beach at Clearwater Beach, just 7 minutes drive away. Enjoy a recently remodeled third floor one bedroom Condo with spacious open plan living area and high vaulted ceilings and balcony in the gated...
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Bombshell Beachhouse-Waterfront Beachhouse Steps Away from Nation's #1 Beach1 / 11
    (3)Excellent
    1.7 miles from Clearwater Jolley Trolley
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
    • Balcony
    • Patio
    • Central Heating
    • Ocean Views
    • Washer
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2018
    We have just spent 5 nights here, this place is absolutely beautiful full credit to its owners. We had everything we could have dreamed off a beautiful place to relax inside...
    Reviewed 7 May 2018
    We booked this property for my sister's bacherolette trip and it was everything we expected and more! There were 10 of us and this property provided more than enough space for...
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    About this property
    Welcome to The Bombshell Beach House! This 3 story, 3 bedroom luxury water-front townhouse located in Clearwater Beach, FL has been a childhood dream come true for me as a Clearwater native! As avid travelers, my husband and I wanted to create a STAY-CATION spot that mixed in all of the comforts of...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    AVALON LUXURIOUS CONDO MINUTES FROM CLEARWATER BEA1 / 43
    (4)Excellent
    1.2 miles from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Balcony
    • Terrace
    • Grill
    • Secure Parking
    • Washer
    • Outdoor Dining Area
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 October 2017
    This is a nice, clean and comfortable condo with an excellent gym and pool. We used the full kitchen and washer/dryer in the unit. There are two TV's, too!
    Reviewed 28 September 2017
    Very nice relaxing place to stay. We had everything we needed. So Beautiful. Only 10 min from Clearwater beach.
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    About this property
    This is a one bedroom one bath newly renovated luxurious condo with a full kitchen, bathroom, walk-in closet, large bedroom, and large living area. The kitchen is fully equipped with a microwave, toaster, coffee maker, large fridge, full stove, set of silverware, pots and pans, cups, and glasses....
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Clearwater Beach, Florida, USA, modern fully renovated condo1 / 37
    (7)Excellent
    1.3 miles from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
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    • Ocean Views
    • Grill
    • Wi-Fi
    • Secure Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 days ago
    I rented this place for girlfriend and myself and it was amazing. Everything was described as it was and the place was super clean and modern. Would definitely rent this again!
    Reviewed 19 September 2018
    In the heart of the city, minutes away from downtown and Clearwater Beach, this condo was very well positioned and my family and I were able to truly call this a home. It was...
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    About this property
    This property is located in the gated community Avalon, which features a spacious clubhouse offering free WiFi Internet access, a large heated swimming pool with a barbecue area, as well as a 24/7 fitness center. The property is located within walking distance to Publix supermarket and liquor...
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Cozy Cottage Clearwater1 / 15
    (3)Excellent
    1.7 miles from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Private Garden
    • Secure Parking
    • Air Conditioning
    • Patio
    • Outdoor Dining Area
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2018
    We weren't sure what to expect when we booked our stay. We found it to be relaxing and comfortable. The shared backyard is nice for pets and we even learned about the...
    Reviewed 9 April 2017
    Sharon and John were wonderful hosts. The cottage was immaculate and well equipped. The bed was very comfortable. We especially enjoyed our morning coffee on the front, private...
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    About this property
    Centrally Located in a Beautiful Part of Clearwater, Florida minutes from the coast and award winning beaches. The Cottage offers a Fully Equipped kitchen with Full size appliances. Also included is High speed wireless internet and Brand New Flat Screened TV's. There is a separate bedroom with a...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    MODERN CONDO IN GATED COMMUNITY MINUTE FROM BEACH1 / 38
    (5)Excellent
    1.3 miles from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Secure Parking
    • Wi-Fi
    • Terrace
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 July 2018
    Great location, close to everything. 10 mins from the beach. Very nice apt, everything we needed. Was greeted with a bottle of wine. Close to the pool. I highly recommend this...
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    About this property
    This is a one bedroom one bath newly renovated luxurious condo with a full kitchen, bathroom, closet, large bedroom, and cozy living area. The kitchen is fully equipped with a microwave, toaster, coffee maker, large fridge, full stove, set of silverware, pots and pans, cups, and glasses. Bedroom...
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Luxury condo overlooking gorgeous pool1 / 50
    (35)Excellent
    1.3 miles from Clearwater Jolley Trolley
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    The location was great. The condo was spacious. Great view overlooking the pool. Close to everything. There is a sports bar right outside the condo and the food was very good...
    Reviewed 8 September 2018
    big condo with everything you need - about 10 mins drive to the beach pier 60 clearwater - nice swimming pool plenty of sun loungers - the condo has a tv in every bedroom nice...
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    About this property
    Lovely 2 bedroom 2 bath condo with balcony overlooking a beautiful resort style heated pool. Gated community. Second (top) floor with vaulted ceilings. 25 minutes from Tampa International Airport. Two miles to Clearwater Beach. Walking distance to grocery store, restaurants and shopping....
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Serenity on Clearwater Beach Unit 11 / 17
    (2)Very good
    0.6 miles from Clearwater Jolley Trolley
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    SERENITY ON CLEARWATER BEACH Vacation Rental Unit 1 Enjoy this beautifully furnished beach rental located on the island of world renowned Clearwater Beach. Just a short walk to the sand, this 3 bedroom, 2 1/2 bath town home is beautifully decorated with large expansive and comfortable living areas....
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1.6 miles from Clearwater Jolley Trolley
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    PALM ISLAND GETAWAY A Monthly Beach Rental This wonderful home is less than a 10 minute drive or bike ride to the white sandy beaches of World renowned Clearwater beach. The music of tranquil blue waters, fish jumping and our Florida sun dancing on the water just for you! Palm Island Getaway is...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1.8 miles from Clearwater Jolley Trolley
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Hot Tub
    • Waterfront
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Panoramic waterway views are yours to enjoy from the rooftop deck of this contemporary 3BR/3BA townhouse. Take advantage of the shared pool. A private elevator whisks you from the garage up to the roof deck, with additional decks on the first and second floor. You’re a half mile from downtown...
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    Location Information
    Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Avalon Home away from Home1 / 16
    (7)Excellent
    1.3 miles from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 June 2018
    This is our second year staying at the same place. Condo is nice and clean. Appliances are new as well as coffee maker. Nothing is outdated. Condo colours are beautiful...
    Reviewed 30 December 2017
    This is our 2nd stay here (2016 and 2017) and we stay there for about 10 days during the holidays. Robert is a first class host and he listens to our needs. The condo is...
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    About this property
    Reserve now for the summer 2017***$400 /Week** $700 /2 Weeks**$1200 Month** This newly renovated first floor condo is your perfect vacation oasis. This property is very well situated in a gated community. We are located only 3.5 miles from the beach (Clearwater Beach - voted most beautiful beach...
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Beautiful relaxing getaway close to the beach1 / 40
    (15)Excellent
    0.8 miles from Clearwater Jolley Trolley
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 July 2018
    2nd year in a row staying in Pamela’s condo. Beautiful place very close to shops, right across the street. beach 6 minutes away. Lovely condo. Pamela very quik to respond...
    Reviewed 18 May 2018
    The gated complex was quiet and secure. We spent one day relaxing at the pool, and it was very enjoyable. The condo was spacious for a one bedroom. The kitchen and bath are...
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    About this property
    Our inviting condo is equipped with all that you would need to enjoy your stay in Clearwater. The community itself, is very well cared for, with manicured grounds, clean resort area and a mature feel. Should you wish to cook, there are facilities to do so, would you like to relax and swim….there...
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Beautiful condo 10 mins from Clearwater beach1 / 4
    (1)Excellent
    0.8 miles from Clearwater Jolley Trolley
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 August 2018
    My family and I loved staying here, it was extremely clean had everything we neexed plus more... owners had thought of everything a family could need, safety gates for stairs...
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    About this property
    This beautiful condo,consist of 2 bederooms 1 and half bath.2car parking garage.fully renovated,chique furniture.kitchen fully equipped.walking distance to publix. 2miles from the beach.walking distance to downtown Clearwater.you can enjoy white sandy beaches or fishing from the pier. This is the...
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    Location Information
    Clearwater, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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