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Holiday Rentals near Crescent Beach

Siesta Key, Florida 34242
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    Travellers to Siesta Key are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 100 Rentals in Siesta Key
    Beachfront Getaway in Siesta Key1 / 24
    (22)Very good
    0.0 miles from Crescent Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Beachfront- Gulf View! 2 BR/BA Crescent Arms 603S, #1 Beach in the US.1 / 24
    (9)Excellent
    0.2 miles from Crescent Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Siesta Key Beach Condo, 2Br/2Ba Direct Beach Front1 / 20
    (4)Very good
    0.2 miles from Crescent Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Sandy Toes Siesta Key Florida  (6796)1 / 40
    (23)Very good
    0.2 miles from Crescent Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Patio
    • Waterfront
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 April 2018
    Everything was great. The condo was updated, clean and spacious. It had what we needed to really enjoy our week. It was a quick walk to the beach, restaurants and shops. We...
    Reviewed 25 March 2018
    We had so much fun. It was so nice that the kids had their own space , own TV, own bathroom. The beach is amazing. The owner provided beach towels, chairs and umbrellas. I...
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    About this property
    A spacious 2 bedroom 2 bath Townhouse, with a 2 car garage and extra guest parking. Stroll down a private road (about 300 yards) to the #1 Beach in the U,S. You are in the Resorts of Sara Sea and just a couple of blocks from restaurants, grocery, sports rentals and ice cream ! The Great room has...
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    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sea Shell Condo-Right On Crescent Beach-Siesta Key1 / 24
    (10)Excellent
    0.0 miles from Crescent Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Air Conditioning
    • Terrace
    • Wi-Fi
    • Grill
    • Ocean Views
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 March 2019
    Wow, what a fabulous beach and sunsets out of this world. One doesn't want this vacation to ever end. Every amenity in the condo you can think of. Roomy, clean, and...
    Reviewed 17 April 2018
    Clean, roomy, well-stocked with all kitchen amenities that you could think of. Master bedroom very roomy. Extra space for your bathroom essentials in medicine cabinet...
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    About this property
    If you are looking for the perfect spot for a family vacation, to escape the cold and snow, or a quiet romantic getaway this is the place for you. Recently updated throughout, this 2 bedroom 2 bath condo sleeps 6 comfortably all in real beds. Just outside your door is Crescent Beach, consistently...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.2 miles from Crescent Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Spray #123 is a spacious 900 sq.ft. one bedroom ground floor condo with French doors opening out to a private patio that overlooks the secret tropical garden. The bedroom has king bed with flat screen TV. The bathroom has a walk-in shower. The dining/Living room has a 42” Flat Screen TV w/ HD...
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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Siesta Key Condo, Crescent Arms, unit 605 South1 / 24
    (19)Very good
    0.3 miles from Crescent Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Cable/satellite TV
    • Balcony
    • Secure Parking
    • Air Conditioning
    • Ocean Views
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 March 2019
    Of course we were impressed as we booked with Karen again. The condo was as clean as could be both times and Karen is terrific to deal with. The beach is visible from the...
    Reviewed 6 July 2018
    This was our second time coming to the specific condo and booking with Karen. After our first trip, we had to come back. The beach is incredible and the sand feels just like...
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    About this property
    Enjoy a late summer/fall vacation beginning August 10. Four night minimum stay beginning mid September through December. Split floor plan with each bedroom having a private full bath, tv and access to the lanai. Totally updated, comfortable furniture and relaxing condo. Free Siesta Breeze open...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    LJ's 'Rustic Cottage'-- 2 Bedroom/ 2 Bath Steps From The Sand With Pool Access!!1 / 31
    (1)Very good
    0.2 miles from Crescent Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 April 2019
    pictures make it look bigger than it is. 4 plex was a little loud a couple nights. beds and pillows could use a upgradeOtherwise nice, comfortable place. Quality appliances...
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    About this property
    Beautiful 2 Bed, 2 bath vacation rental with a pool just steps from Siesta Beach Access! Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. There are four different units located on...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Crescent Arms 703S, Beachfront Penthouse, Gulf View from Every Room! 2BR-BA1 / 36
    (12)Very good
    0.2 miles from Crescent Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Waterfront
    • Air Conditioning
    • Ocean Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 July 2018
    This condo is in a great location, steps from the beach with an amazing view of Point of Rocks. This is our second year renting from the owners who are great to work with. Very...
    Reviewed 17 June 2018
    Pavan and Tracy are very attentive and accommodating. During our stay we needed nothing. the Condo is well appointed, nicely furnished and had everything we needed, including...
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    About this property
    -Accommodations: Condo, 2 Bedrooms + Convertible Bed, 2 Baths (Sleeps 4-6) -Expansive, panoramic gulf view from every room of this 7th (top) floor condo. -Crescent Arms is a quiet, beach front, high rise condominium building that is ideally located for maximum fun and relaxation. -Right on the...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    8 Steps to the Sand of Siestas Best Beach! - Old Man and the Sea Inn (1)1 / 47
    (1)Excellent
    0.2 miles from Crescent Beach
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Balcony
    • Patio
    • Cable/satellite TV
    • Washer
    • Grill
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 July 2017
    Wonderful, relaxing, perfect location! On the quiet side of the key, easy close access to gorgeous crescent Beach. Easy quick walk to bus stop and local market, restaurants as...
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    About this property
    Old Man and the Sea Inn - 1 marlin to the sand! 2BR (sleeps 8). Brought to you by Gertrude Rentals! Perfect for travelers in search of uncomplicated seclusion. Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests...
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    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    8 Steps to Sand Path of Siesta's Best Beach! - Old Man and the Sea Inn (4)1 / 47
    (36)Very good
    0.2 miles from Crescent Beach
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Patio
    • Balcony
    • Washer
    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    The rental was great. The place was very clean. I do have to say the walls are thin so you can hear your neighbors and vice versa. Pets are allowed in the rental, but not...
    Reviewed 28 January 2019
    Property is extremely well maintained and contains what you will need for your trip. I would say our suite was best for about 4 people. It would sleep more, but I like my...
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    About this property
    A Gertrude Rentals Property! Rated 'The World's Finest, Whitest Sand' at the Great International Sand Challenge. Perfect for travelers in search of uncomplicated seclusion. Residing in Siesta Keys most 'private' non-private beach neighborhood and just one marlin's length (5 steps) from yard to...
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    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Siesta Key Ebb Tide #8  1Bdr with 2 Baths1 / 19
    (35)Very good
    0.1 miles from Crescent Beach
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Patio
    • Wi-Fi
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 April 2019
    Enjoyed my stay around the eclectic decorations. It was a wonderful visit. Great weather and perfect location close to the beach. Thanks so much.
    Reviewed 22 April 2019
    Melinda, the owner, was very thorough in thinking about everything that a vacationer might want: beach chairs, umbrella, Tommy Bahama cart, etc. Location is perfect! Grocery...
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    About this property
    My home is your home! 1 Bdr with (2) full baths! PRIVATE 2ND floor END unit! No one walking past door !! QUEEN SEALY in Bdrm and QUEEN SLEEPER in living room. LEATHER RECLINERS that lay----sooo---flat you will wake up in often!! Very roomy even when sleeper is in use. 2 HDTV's - 32'...
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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Sandy Toes Siesta Key Florida   (6798)1 / 37
    (22)Excellent
    0.3 miles from Crescent Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Grill
    • Internet Access
    • Air Conditioning
    • Balcony
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 August 2018
    The house was nice and spacious along with a garage for your car. You are walking distance to restaurants and stores. And just a couple minute walk to white sand beach. They had...
    Reviewed 22 June 2018
    Had everything we needed. We appreciate Joe the maintenance guy checking on us. He was very helpful. Would stsy here again.
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    About this property
    A short stroll down a private road to the #1 Beach in the US. You will love the location - you are located in the Resorts of the SaraSea community and can walk to everything you might need or want... Grocery, restaurants, ice cream, pizza, sports rentals, drugstore or boat rental. You have your...
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    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 MINUTE WALK TO SIESTA BEACH!! (really)  1 MINUTE TO POOL.  GREAT VALUE!!!1 / 16
    (14)Very good
    0.2 miles from Crescent Beach
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
    • Parking
    • DVD Player
    • Air Conditioning
    • Patio
    • Outdoor Dining Area
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 April 2019
    Thoroughly enjoyed our stay! Both the pool and beach were just a short walk. Our 3 children had a blast! They enjoyed the fact that beach chairs/toys/umbrella were available...
    Reviewed 16 February 2019
    We loved are stay had a nice back yard for are family also very nice owners! Had lot of thing like a grilllots of toy for the kids for the beach life jackets for the kids.
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    About this property
    GREAT Value !!! MVPROPERTIES AT SIESTA KEY Renovated and very conveniently located duplex villas at the beautiful Crescent Beach section of Siesta Key beach. We have (2) 2 bedroom 1 bath apartments. Each apartment sleeps up to 5 persons. Rent 1 apartment or both. The units are bright, updated,...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    8 Steps to the Sand of Siestas Best Beach! - Old Man and the Sea Inn (3)1 / 42
    (21)Excellent
    0.2 miles from Crescent Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • Waterfront
    • Patio
    • Washer
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2018
    This place was amazing and could not have been more perfect to stay at for an extended vacation!!!! The unit was cozy and comfortable- it had everything that you could possibly...
    Reviewed 9 April 2018
    Great location! Only steps to beach access. Our unit was very clean and had all we needed for 2 people. The owner Daniel, was great to work with. He always replied to any...
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    About this property
    1BR (sleeps 4)- Perfect for travelers in search of uncomplicated seclusion. Brought to you by Gertrude Rentals! Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests and is a four unit Key West style home located...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    8 Steps to the Sand of Siestas Best Beach! - Old Man and the Sea Inn (2)1 / 43
    (2)Excellent
    0.2 miles from Crescent Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Grill
    • Air Conditioning
    • Waterfront
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 February 2017
    What a wonderful stay! To start, Daniel is a very down-to-earth guy....ALWAYS responded promptly to phone calls and emails, and always was always courteous and complete in...
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    About this property
    1BR (sleeps 4)- Perfect for travelers in search of uncomplicated seclusion. Brought to you by Gertrude Rentals! Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests and is a four unit Key West style home located...
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    Siesta Key, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Updated unit with beach and pool access1 / 27
    (2)Very good
    0.3 miles from Crescent Beach
    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 19 October 2016
    Pros; Great location, super quiet-depending on situation of who's above you, very clean, 7-eleven and some great Restaurants walking distance from the Beach house. Also my wife...
    Reviewed 27 December 2015
    The best part of this rental was the location! It is less than a 5 min walk from the beach access and wasn't too far to be able to easily carry our beach gear to the beach. The...
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    About this property
    Walk the soft sandy shores of Siesta Key beach from this 1 bedroom1 bath vacation rental on Siesta Key. The unit offers an open floor plan with full kitchen, dining area, and living room with flat screen TV. Through the large sliding doors you can sit out and enjoy the pool area on the screen...
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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Gorgeous Beach Studio Steps From the Ocean1 / 18
    (2)Excellent
    0.1 miles from Crescent Beach
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    Reviewed 25 February 2019
    Beautiful unit in perfect location. Dior did an amazing job with the renovation and you are walking distance to everything. We went to the beach most days, and walked to the...
    Reviewed 15 January 2019
    This gorgeous studio is 2-3 minutes walking to the beach. All furniture is brand new and has everything you will need. The most comfortable bed we ever slept in. Delicious...
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    About this property
    Newly remodeled, gorgeous and quiet studio is located few steps from the famous Crescent Beach in Siesta Key. Easy access - no stairs. The luxurious full kitchen and bathroom offer a full-sized fridge, microwave, stove\oven, and all the cooking and serving wares you'll need. The lanai provides a...
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    Siesta Key, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    NEW POOL! 3 Bed 2 Bath on Siesta Key   Walk to beach   POOL  Great location1 / 18
    (3)Excellent
    0.2 miles from Crescent Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Wi-Fi
    • Air Conditioning
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 February 2019
    I loved that we were just a 2 block walk from the beach, less than a block from Siesta Key Village filled with restaurants, bars, grocery store, etc. Everyone in the Village was...
    Reviewed 22 March 2017
    This three bedroom two bath house is located on Siesta Key near the South Bridge. It has great beach access near several fun restaurants. The owners were very supportive and...
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    About this property
    SIESTA SUN VILLAS - BRAND NEW POOL! 3 Bed 2 bath home on Siesta Key in Sarasota, FL Sleeps 6 people in beds. We are on the beautiful Island of Siesta Key. Walking distance to the number 1 beach in the USA. Full kitchen with oven, microwave, fridge, freezer, coffee maker & toaster. Large HDTV in...
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    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Luxury Condo Ground Floor Across the Street1 / 18
    (1)Excellent
    0.2 miles from Crescent Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 June 2018
    This condo was perfect. It had everything we needed to feel right at home. It was clean and well-maintained and the owner was very responsive. Beaches were within walking...
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    About this property
    Location! Location! Location! Walk out the door, across the street and onto the # 1 ranked beaches in America! This beautiful condo is on the ground floor, no steps, with a tropical enclosed lanai. It features 3 televisions, Tommy Bahama furnishings, a barbecue grill and high speed internet for...
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    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Direct Beachfront 2 BR/2BA, Sunset View!1 / 30
    (2)Excellent
    0.2 miles from Crescent Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Cable/satellite TV
    • DVD Player
    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2018
    Prior to our trip, we received a very helpful/informative packet from the property owner regarding our upcoming stay - had lots of great info and recommendations on what to do...
    Reviewed 18 November 2017
    This condo made our trip the best ever! This unit's oceanfront view is worth every penny. At any time we were able to enjoy the gentle sound of the waves and the amazing...
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    About this property
    *New listing! Amazing direct gulf view from this 4th floor condo. Crescent Arms is a quiet, beach front, high rise condominium building that is ideally located for maximum fun and relaxation. We are right on the beach with lounge chairs provided. As close as you can get to the Gulf without...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.3 miles from Crescent Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Ocean Views
    • DVD Player
    • Waterfront
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the tranquil sound of ocean waves lapping the shore while a gentle summer breeze flows throughout every room of this beachfront condo. Every room of this 3rd floor condo opens to a screened lanai with direct views of the crystal sands of Siesta Key beach and the beautiful blue waters of the...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.2 miles from Crescent Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Grill
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Breeze #125 is a spacious 900 sq.ft. one bedroom ground floor condo with French doors to patio opening out to our tropical pool and hot tub. The bedroom has king bed with flat screen TV. The bathroom has a walk-in shower. The Dining/Living room has a 42” Flat Screen TV w/ HD DirecTV and queen...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.2 miles from Crescent Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Patio
    • Washer
    • DVD Player
    • Grill
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Breeze #126 is a spacious 900 sq.ft. one bedroom ground floor condo with French doors to patio opening out to our tropical pool and hot tub. The bedroom has king bed with flat screen TV. The bathroom has a walk-in shower. The Dining/Living room has a 42” Flat Screen TV w/ HD DirecTV and queen...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.2 miles from Crescent Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Sea Gem #224 is a spacious 900 sq.ft. one bedroom 2nd floor condo. The bedroom has two queen beds with flat screen TV. The bathroom has a tub/shower combination. The Dining/Living room has a 42” Flat Screen TV w/ HD DirecTV and queen sleeper sofa with a fully-equipped eat-in kitchen (max. occupancy...
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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.2 miles from Crescent Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Sea Gem #124 is a spacious 900 sq.ft. one bedroom ground floor condo with French doors opening out to a private patio that overlooks the secret tropical garden. The bedroom has two queen beds with flat screen TV. The bathroom has a walk-in shower. The dining/Living room has a 42” Flat Screen TV w/...
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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    8 Steps to Sand Path! Best Value on Siesta Key! - The Siesta Key Poor Boy1 / 44
    (1)Very good
    0.2 miles from Crescent Beach
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    A Gertrude Rentals Property! Rated 'The World's Finest, Whitest Sand' at the Great International Sand Challenge! Just 8 steps from the yard to the sand of the beach path! The Poor-Boy unit is perfect for travellers in search of all the best the island of Siesta Key has to offer but on a limited...
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    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    0.2 miles from Crescent Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    About this property
    Sea Escape #225 is a spacious 1200 sq.ft. 2nd floor condo with deck overlooking pool and tropical gardens. Dining/Living room has 50” Flat Screen TV with HD DirecTV, queen sleeper sofa and French doors opening out to the screened porch/lanai. Fully-equipped eat-in kitchen. Master bedroom has king...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    0.2 miles from Crescent Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Escape #226 is a spacious 1200 sq.ft. 2nd floor condo with deck overlooking pool and tropical gardens. Dining/Living room has 50” Flat Screen TV with HD DirecTV, queen sleeper sofa and French doors opening out to the screened porch/lanai. Fully-equipped eat-in kitchen. Master bedroom has king...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    0.2 miles from Crescent Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Sea Dream #223 is a spacious 1750 sq.ft. 3 bedroom 2nd floor condo. Our largest Suite with wraparound deck overlooking tropical gardens. Master bedroom has king bed with flat screen TV, en suite private bathroom featuring double bowl vanity and a claw foot soaking tub with a separate glass shower....
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    Siesta Key, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Reserve now!  Beautiful Siesta key Beach1 / 24
    (5)Excellent
    0.0 miles from Crescent Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2018
    First impression.....WOW! what a great place to stay..squeeky clean, and very nicely decorated. Plenty of pots, pans, dishes towels etc. newer stainless appliances. Far enough...
    Reviewed 15 July 2017
    This is such a beautiful condo! Very comfortable and beautifully decorated. The beach is so nice and close. Wonderful time, highly recommend!!!
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    About this property
    I have tried to make this apartment as comfortable as your own home only at the beach. This unit has two bedrooms and two baths. It can accommodate six people with a king bed and two double beds. There are plenty of closet and dresser space, a fully-equipped kitchen, color TV's, VCR and/or DVD and...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    NEW EVERYTHING  Luxury 1 king Bedroom  Villa #4  Siesta Key Pool JUNE 19TH 3 DAY1 / 12
    (3)Excellent
    0.3 miles from Crescent Beach
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Reviewed 31 March 2019
    My wife and I have been coming to Siesta Key for the last 4 or 5 years. I've stayed on the Key in the past but, she never had. The location was perfect for everything. You're...
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    About this property
    Luxury King 1 bedroom condo King Size - Double pillow top bed Ground floor Air conditioning Daily, Weekly, Monthly rates. Everything new 2017 Kitchen Coffee maker Toaster Microwave Stainless Steel fridge with ice maker 21 Years and over Heated swimming pool Free parking Free...
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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    NEW EVERYTHING Luxury King Villa #2  July 2nd 3 NIGHTS  Walk to the beach Pool1 / 13
    (2)Excellent
    0.3 miles from Crescent Beach
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    Everything is new in our 1 bedroom condo. Inside and out King size double pillow top bed Kitchen, Coffee maker, Microwave, Toaster. 55 inch HDtv in lounge 50 inch HDtv in bedroom New heated swimmimng pool Free internet Free parking A short walk to Siesta Key beach 2 night Minimum retals
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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    NEW EVERYTHING  Luxury 1 Bedroom King 3 Villa Pool  Walk beach1 / 13
    (2)Very good
    0.3 miles from Crescent Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Reviewed 16 January 2018
    It was very nice on a quiet street only a few minute walk from crescent beach. It's an older building, although they have refreshed it with all new interiors and furnishings...
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    A Luxury 1 bedroom ground floor condo King size double pillow top bed 55 Inch HDtv in living room 50 Inch HDtv in bedroom Kitchen, Microwave, Coffee maker, Toaster. Stainless Steel fridge with ice maker. Adults only 21 years and up Heated swimming pool. Free internet (high speed WIFI) Free parking...
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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Midnight Cove #532 in Siesta Key, FL- Sun, Sand & Save1 / 24
    (39)Excellent
    0.2 miles from Crescent Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 October 2018
    The rental was very clean and relaxing. A small walk across the street to the gulf. Beautiful beaches.
    Reviewed 9 September 2018
    Condo very clean. Equipped with washing machine and dryer. Perfect for family of 4 or less. Condo well located in Siesta Key and 5 minutes walking distance from beach. Nice...
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    About this property
    Direct-with-Owner 'All-In Price' Discounted Rental Rates from $601 to $1,704 /Wk (variable season rates & 12% tax not included) & SAVINGS from $167 to $471 /Wk (variable season savings) Visit the Midnight Cove #532 web-site to view 85 Exterior Photos, 53 Interior Photos & 100 Guest Reviews- Rated...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Crystal Sands Siesta Key1 / 22
    (2)Very good
    0.3 miles from Crescent Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
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    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Grill
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 April 2019
    We spent a wonderful time over Christmas and New Year in the condo. We really appreciated the modern style and the great lanai with the gorgeous view. Everything was in good...
    Reviewed 6 March 2019
    Great view from our 11th floor condo. Big landscaping job going on during our stay. Looked great by the time we left. Our unit was clean but needs a makeover The bathrooms...
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    About this property
    Luxury hi-rise condo right on the beach. Enjoy amazing sunsets on the full lanai, with access from each bedroom. Take long walks on the beach. Location is close to shops and restaurants. Crystal Sands on Midnight Pass Rd is one of the most popular condos in Siesta Key. And our Crescent Beach is...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Siesta Breakers #603 in Siesta Key, FL- Sun, Sand & *Save*1 / 24
    (27)Excellent
    0.1 miles from Crescent Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 February 2019
    This Siesta Breakers condo was exactly as promised. Vic was very efficient and extremely thorough in sending all the information and access. He was easily accessible by phone if...
    Reviewed 7 July 2018
    Very nice condominium. Very clean, comfortable and spacious. Great location. I would like to rent there every year. I really love it. I used to visit Sarasota every year for...
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    About this property
    Direct-with-Owner 'All-In Price' Discounted Rental Rates from $998 to $2,070 /Wk (variable season rates & 12% tax not included) & SAVINGS from $250 to $754 /Wk (variable season savings) Visit the Siesta Breakers #603 web-site to view 90 Exterior Photos, 35 Interior Photos & 105 Guest Reviews-...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    NEW EVERYTHING  Luxury King  villa #1 Siesta Key  Heated Pool  Walk to beach1 / 7
    (1)Terrible
    0.3 miles from Crescent Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Villa 1 is an end villa You can park outside in front Feels private Nice and bright Everything is new after a full property remodel 2017 An open living room withe the kitchen and dinning area 55 inch HDTV Full size stainless steel fridge Microwave,Coffee maker and toaster 2 burner cook top Granite...
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    Siesta Key, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    6 Bedroom 4 Bathroom house   New pool  Siesta Key Florida  Walk to the Beach1 / 32
    (1)Excellent
    0.2 miles from Crescent Beach
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 July 2017
    Excellent all-around. Owner was very responsive and friendly. House was clean and in great condition upon arrival, and even bigger than expected! To top it all off, it was...
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    About this property
    Siesta Sun Villa Our home is one large house that has a 3 bed 2 bath unit. A 2 bed 1 bath unit and a 1 bed 1 bath unit. All with connecting doors so you can rent the whole house to sleep 12 guests all in beds. It is perfect for large familys, Weddings and reunions. Private back yard, Overlooking a...
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    Siesta Key, Florida
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Newly Renovated - Ebb Tide #2  Siesta Key Treasure by the Beach!1 / 18
    (4)Excellent
    0.1 miles from Crescent Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 30 April 2019
    Love Ebb Tide 2-great location, clean, everything we need is here. Owner quickly responds to any questions. Will be back.
    Reviewed 11 April 2019
    So close to beach, pool, shopping, eatery and night life, if you so desire. Like a nice walk then you have that too, with beautiful scenery as you get your steps in.
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    About this property
    This newly renovated, first floor 1 bedroom, cottage will help you melt away the day-to-day and send you right into vacation mode. With a convenient parking spot right out front, Ebb Tide #2 offers everything you need to enjoy your vacation! We are located on the beach side of Midnight Pass Rd in...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.2 miles from Crescent Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    SEA HORSE VILLA 1 bedroom, 1 bathroom on Siesta Key Your own private entrance. Outside sitting area with a table and chairs. Perfect for a couple. 1 bedroom and a futon in the living room. Large HDTV & Free WiFi Microwave, Fridge, Coffee maker, & sink in the kitchen. Fully furnished. Daily rentals....
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Buttonwood 462 at Midnight Cove Siesta Key, FL.1 / 25
    (1)Very good
    0.2 miles from Crescent Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Heated)
    • Grill
    • Waterfront
    • Internet Access
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 December 2018
    We stayed over Thanksgiving week. We enjoyed the condo. It was bright and clean. We found it to be very comfortable. It is an end unit and the beach view is exactly as you...
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    About this property
    Magnificent 6th floor, quiet, end/corner unit with over 1600 sq. ft. of spacious living space. The unit is a 3 bedroom 2 full baths. Master bath has large walk in shower with dual sinks. Guest bath is tub/shower combo. Tile flooring through the entire unit except the larger guest bedroom with queen...
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    Siesta Key, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Best Deals on Siesta Key1 / 30
    (36)Very good
    0.1 miles from Crescent Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 July 2018
    We stayed at this Siesta Key location and had a wonderful time. Place was very clean and close to everything. Beach was amazing and close. The pool was wonderful as well. I...
    Reviewed 21 July 2018
    When you first look at the complex it shows off a very cute old Florida style. However, once you walk into the condo the new dark flooring complements with the light yelllow...
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    About this property
    This 2nd floor condo is the perfect getaway from the bustle and noise of everyday life. No need to stay in crowded and boring hotels. Relax and enjoy in comfort, a clean, beautiful, and updated condo on the gulf/beach side of world famous Siesta Key a short minute walk from the studio to the white...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.1 miles from Crescent Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
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    Pet friendly
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    Smoking allowed
    About this property
    Siesta Key’s only luxury hotel. Sitting directly on Siesta’s Quartz Beach that offers the whitest and softest sand in the World that’s always cool to the touch. Relax and make your memories is all that’s required but just minutes to down town’s rich art and cultural community. In the village of...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Only 150 yrds to Siesta Key Beach and heated pool!1 / 50
    (20)Very good
    0.1 miles from Crescent Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
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    • Cable/satellite TV
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    You can not ask for a better location. So close to the beach and pool. Yes, it's on a busy street but that also means no walk to catch a trolley. Also great restaurants and gift...
    Reviewed 8 May 2019
    Nothing fancy but it worked out just fine. It is pretty noisy since its off a main road so it was hard for the kids to sleep/nap due to the noise. Inside house was clean but...
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    About this property
    Newly upgraded ( September 2015 ) with new kitchen, new vanities, newly painted and with the tiles steam cleaned this Siesta Key villa is a gem. It comes with a with a lovely heated community salt water pool and private access to the beautiful white sanded Crescent Beach! Crescent Beach on Siesta...
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    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Only 150 yards to Crescent Beach and heated pool!1 / 58
    (21)Excellent
    0.1 miles from Crescent Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 April 2019
    Our stay here was fantastic. This little duplex was exactly as advertized & so clean & neat. It is not lacking anything in the well appointed kitchen with Gotham steel...
    Reviewed 19 July 2018
    This villa is a nice little gem. It was spacious enough for our family of 4. Great location to some stores and restaurants, and not a far walk to the pool or the beach. We would...
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    About this property
    Newly upgraded ( September 2015 ) with new kitchen, new vanities, newly painted and with the tiles steam cleaned this Siesta Key villa is a gem. It comes with a with a lovely heated community salt water pool and private access to the beautiful white sanded Crescent Beach! Crescent Beach on Siesta...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    0.2 miles from Crescent Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Waterfront
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fantastic town home, multi-level 2nd & 3rd floor unit. Over looking the canal. The unit is done in neutrals with pops of color throughout. A large kitchen with plenty of cabinet space. Dining room seats 6, living room has large TV. Lanai off of the living room is carpeted and glass enclosed. Both...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Crystal Sands Penthouse 12091 / 23
    (4)Excellent
    0.3 miles from Crescent Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Cable/satellite TV
    • Grill
    • Waterfront
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    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 March 2019
    John gets personally involved to assure you love the condo. It is absolutely beautiful as complete updates have been done throughout. And the view - simply spectacular.
    Reviewed 19 February 2019
    We loved everything about this unit. Beautifully appointed and a great lanai to have a glass of wine and watch the sunsets.We will be back!!
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    About this property
    Totally renovated during the winter of 2014-15, this is our second (see also Crystal Sands Penthouse 1211) all-new 2-bedroom, 2-bath top-floor Penthouse unit in beautiful 'Crystal Sands' directly on the Gulf of Mexico and Siesta Beach. With interiors designed by Sarasota's award-winning Sweet...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.2 miles from Crescent Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Air Conditioning
    • Waterfront
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    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ENJOY YOUR BEACH VACATION in this fabulous first floor 1400+ s.f. unit. Step out from the spacious screened lanai to the beautiful tropical grounds, pool and world famous white sugary sands of Crescent Beach! Ceramic tile spread throughout living areas and Island style decor. Living room offers a...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.2 miles from Crescent Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Waterfront
    • Washer
    • Private Outdoor Pool (Heated)
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    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sleeps no more than 6. Spacious 2 bedroom 1.5 Bath, Bay Side unit with a nice canal view! Walk out your back door to the heated pool and boat docks! Only about a 5 minute (350yd) walk to your private area of the beautiful white sands of award winning Crescent beach. There are complimentary use and...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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