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Sarasota Luxury Holiday Rentals

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    Travellers to Sarasota are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    44 Matching Rentals in SarasotaView all 295 rentals
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Large Executive Water-Front Property1 / 40
    (1)Very good
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Stunning Beach Front Pool Home (Sand Castle Unit)1 / 27
    (7)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Breathtaking Views of Gulf (Sea Horse Unit)1 / 28
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two story, 3 bedroom, 2 bath unit, designer decorated, with amazing views of the Gulf from every room! Look no further. This unit has everything imaginable and you literally step out of your unit and the crystal white sands of Siesta Keys number one beach are under your feet. We are located at...
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    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Oceanfront home w/sunset views of Sarasota Bay1 / 37
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Ocean Views
    • Waterfront
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    • Wi-Fi
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 March 2018
    Beautifully remodelled, 3 bedroom, 2 bathroom home located about 10 to 15 minute drive from Siesta Key beach. The backyard is directly on the Sarasota Bay so you can see the...
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    About this property
    Treat your family, friends, and beloved small dogs to an unforgettable oceanfront getaway in sunny Florida! Conveniently located near plenty of Sarasota's shopping and dining, your new home away from home is nice and isolated, surrounded by gorgeous views and just a quick walk from the waters of...
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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sarasota/Florida, Siesta Key Beachfront Townhouse.1 / 24
    (3)Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    • Ocean Views
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Prime Siesta Beachfront location just a block north of Sarasota County's Siesta Beach and only a 4 block walk or tip taxi ride to Siesta Key Village. This property shares a private beachfront lot with one other townhouse unit. It is on the sugar white quartz sand of Crescent Beach which has been...
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    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    3br - 5100ft2 - Country Estaste Adventure1 / 21
    (2)Very good
    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Balcony
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    • Terrace
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 October 2018
    Our stay at this home wasn't long. We enjoyed the view of the pond and watching the lilly pads open each day. Nice pool and grill area. Each of the beds had wonderful sheets...
    Reviewed 1 January 2017
    Beautiful home good for big family we enjoed our stay looking forward stay there in the future pool and spa was great owners was very friendly and helpful strongly recommend...
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    About this property
    Country estate in the secluded and bucolic part of Sarasota County known as Saddle Oak. A builder musician's home that opens up completely to nature with intriguing features. This Saddle Oak home of about 5,000 square feet (with additional outdoor areas), was built to take advantage of the rural...
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    Sarasota, Southwest Gulf Coast 34241
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    Luxury Beach Cotttage1 / 32
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
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    • Private Outdoor Pool (Unheated)
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    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adorable Luxury Cottage on Gulf front Estate, nestled among Oaks & Palms. Tongue and groove wood cathedral ceiling, white wood floors, wains-coat, tile bathroom, washer, dryer and dishwasher. Large sliding glass doors to enjoy a view of gardens & ponds. Relax, get away and enjoy Siesta Key's laid...
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    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover your personal paradise at this 3-bedroom, 2-bath vacation rental home in Sarasota. Nestled in a private jungle oasis, this Florida home features a backyard with a pool, and offers a prime location offering easy access to Lido Beach, St. Armand's Circle, Longboat Key and downtown Sarasota....
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    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
    • Grill
    • Washer
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 3 bedroom 3 bath home. Ideally located steps from St Armands Circle shops and restaurants and minutes from downtown Sarasota. Walk to famous Lido Key beach. Professionally designed, furnished and outfitted. Lush landscaping surrounds outdoor pool and seating areas behind privacy wall....
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    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Charming Lido Key Beach House 5 min Walk to Beach!1 / 33
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Balcony
    • Outdoor Dining Area
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 October 2015
    I had been staying in Sarasota for springtime vacations for about ten years before renting this house on Lido Key. The house is charming and spacious with all the extras you...
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    About this property
    This beautifully decorated Beach House of about 1400 sq ft includes a living room, dining room, KitchenAid equipped newly renovated kitchen, laundry room, 2 bedrooms, and 2 bathrooms. The living room has a large and comfortable couch, a coffee table, and cable TV. The dining room includes a...
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    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Hot Tub
    • Washer
    • Patio
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Truly, this is one of our premier properties with everything you need to have an amazing vacation experience in Sarasota. This is an ideal location as it's close to downtown Sarasota with all of the great restaurants and shops, as well as a short drive to #1 rated Siesta Key Beach and a short...
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    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    A luxurious 1926  Florida bungalow, located in historic Laurel Park, Sarasota1 / 17
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Terrace
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 February 2017
    I'll be the first to admit I didn't know much about Sarasota before heading to Susan and Jerry's bungalow, but I left feeling like a regular! It is the perfect location from...
    Reviewed 13 February 2017
    We stayed here because we wanted a quiet location within easy walking distance of the Marie Selby Botanical Gardens, the Marina complex and Sarasota center with its many shops...
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    About this property
    This upscale and unique 1926 Florida bungalow, with two bedrooms and two bathrooms, is located in the historic Laurel Park District of Sarasota. It features the charm of the old with the convenience of the new. The 1300 square foot home, with original old pine floors, was totally and elegantly...
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    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Sarasota River House Paradise. 4BR. Free kayaks, bikes, fishing, hot tub + more.1 / 23
    (5)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Washer
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    • Waterfront
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 March 2017
    We loved this property! It worked perfectly for our family get together. We needed a place to stay for a ceremony at my daughters college, we came from New York and both sets of...
    Reviewed 26 March 2017
    This home is really comfortable and has a wonderful array of amenities. Peter Dunn has put lots of thought into the details of making it a home away from home. Our family has...
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    About this property
    The property and Sarasota were not damaged by hurricane Irma. We're booked for all of December and half of January and March. Most people wait until after the holidays to start planning winter vacations, so they book for February and March. Thus, after holiday school breaks are over, the second...
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    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Grill
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Hot Tub
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury home on 27 hole golf course, 3400 sq ft of designer heaven This newly furnished and updated executive home totals over 3400 sq ft of luxury right on the 1st fairway of the #1 rated golf course community in south western Florida. Generously sized accommodation with top of the range...
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    Location Information
    Sarasota, Southwest Gulf Coast 34201
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We help make the most of your vacation by providing Free Admission to some of the area’s top attractions each and every day including a free, bike rental, free kayak rental, and free dolphin fun cruise! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA with advance...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Washer
    • Patio
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4/5 Bed Rooms, 3 Baths, Sleeps 8 to 12 Very elegant, updated, 4br, 3 ba, heated pool home, in the heart of Sarasota, close to every thing, down town, beaches, lido key, St Armand cir, marina jacks, gulf courses, museums . The house is fully renovated and updated, elegantly furnished and very...
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    Sarasota, Southwest Gulf Coast 34237
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    (Cozy, Pet Friendly, Bungalow , great location, Siesta Key and Down Town1 / 15
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 June 2017
    This home has been totally and most tastefully renovated throughout with excellent kitchen and bathroom facilities, and is in a most convenient and quiet part of Sarasota. It...
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    About this property
    A totally remodeled 1,200 s.f. bungalow located in a million-dollar neighborhood known as the 'flowered streets' West of 41. The house is centrally located close to shopping, beaches, downtown and the world famous St. Armand’s Circle. Siesta Key is a meer 4 miles away, downtown 2 miles, St....
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    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious house with the charm of old and modern comfort renovated in an European style with a large garden in a quiet area close to Downtown (5min), beaches (15min), Yoder’s Fresh market and Arlington park (tennis, basketball, Olympic pool, and playing area for kids). With 3 bedrooms, 2 bathrooms,...
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    Location Information
    Lido Key, Sarasota 34239
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Elegant 4 Bedroom 3 bath Executive Home - HEATED POOL near Siesta Key Beaches!!!1 / 34
    (13)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
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    • Private Outdoor Pool (Heated)
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 December 2018
    A great place, my family loved it. My family and I high recommend it. Nice quiet place near the beach.
    Reviewed 22 October 2018
    We really enjoyed our stay. The home is lovely and very comfortable. We had 3 generations at the house and there was something for everyone. The pool was great, Netflix in...
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    About this property
    Heated Pool with therapy jets. You will Love this Large 4 bedrooms Home situated within minutes to #1 Siesta Key Beaches, Downtown, Live Entertainment, Fine Dinning, Shopping, etc.... The home has a oversized covered Lanai, A screened in Pool and a 2 Car Attached Garage. #1 -'Master Bedroom Suite'...
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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make a splash in the private screened-in pool at this winning 4BR/4BA home. Play a game of ping-pong or fire up the BBQ for an al fresco meal. You’re a quick walk to Lido Beach and an array of shopping, casual eateries, and fine dining. Sleeps 8. Long Description: Make a splash in the private...
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    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    A True 3 Bedroom, 2 Bath Property With A Private Outdoor Kitchen And Spa Nestled on the serene and inviting Crescent Street, a true wood picket fence is the classic cottage signature which perfectly frames the tropical landscaping and delightful curb appeal. Modern comforts of the 1,465 square...
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    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Soak up the Sunshine State from this 2-bedroom, 2-bath Sarasota vacation rental house that comfortably sleeps 4. The private backyard that’s embellished with an abundance of Bamboo and lush gardens is the perfect place to enjoy meals al fresco. Located only a few miles from Siesta Key Beach, this...
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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Sarasota's Shangri La for family getaways. Short drive to Lido and Siesta Key1 / 32
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 April 2019
    We enjoyed staying at this beautiful home for the weekend and also throwing our wedding reception here where we got to share this breathtaking place with our family and closest...
    Reviewed 4 October 2018
    We had a great time at Sarasota;s Shangri La! We stayed in this house while visiting my sister in Nokomis. The house, pool, and spa were great, but the gardens and turtle pond...
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    About this property
    LENGTH OF STAY - The property can be rented once in a 30 day period. 30 day minimum stay is preferred though shorter stays are allowed if a 30 day rental has not been reserved. Please contact me for details. PRICING - If the property is available within the next 2 weeks I am willing to negotiate a...
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    Location Information
    Sarasota, Southwest Gulf Coast 34232
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Something for everyone! Spacious 4 bedroom house in quiet neighborhood. Great for the single person retreat, a couple seeking time together or the family get-a-way. There is a tree house, swing and hammock in the big back yard something for the little kids and big kids too. The big teak table on...
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    Location Information
    Sarasota, Southwest Gulf Coast 34232
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This home has just been listed on Trip Advisor This beautiful Italianate-style 2-story home was built in 1925 during the John Ringling era. It is a rare find, nestled in a quiet, peaceful neighborhood and listed on the local registry of historic homes, it retains many of its original features. It...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    This newly remodeled 1,900 sq. ft. open concept home must be seen to be appreciated. It is appointed with high quality upscale granite, travertine style tile floors and all new furniture and appliances. Most of the living is outdoors in the screen enclosed pool and patio area. The master BR suite...
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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    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
    About this property
    Are you looking for a Sarasota Vacation Rental close to all of the local attractions and beaches, but want peace & quiet at affordable prices? Then, Timberwoods is the perfect place for your next vacation! This vacation rental has 2 bedrooms, 2 bathrooms, kitchen, washer, dryer, living & dining,...
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    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Timberwoods Vacation Villas Best Value in Sarasota1 / 36
    (21)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 April 2019
    Our villa was just right --very clean and comfortable. The pool and hot tub were great. It was not far from the beach. We would like to come again.
    Reviewed 6 March 2016
    We enjoyed our stay--especially the ease of getting anyplace we were interested in. A Publix grocery store is a short drive away, It was easy to drive down to Venice and up to...
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    About this property
    Are you looking for a Sarasota Vacation Rental close to all of the local attractions and beaches, but want peace & quiet at affordable prices? Then, Timberwoods is the perfect place for your next vacation! This vacation rental has 2 bedrooms, 2 bathrooms, kitchen, washer, dryer, living & dining,...
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    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you looking for a Sarasota Vacation Rental close to all of the local attractions and beaches, but want peace & quiet at affordable prices? Then, Timberwoods is the perfect place for your next vacation! This vacation rental has 2 bedrooms, 2 bathrooms, kitchen, washer, dryer, living & dining,...
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    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Hot Tub
    • Patio
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you looking for a Sarasota Vacation Rental close to all of the local attractions and beaches, but want peace & quiet at affordable prices? Then, Timberwoods is the perfect place for your next vacation! This vacation rental has 2 bedrooms, 2 bathrooms, kitchen, washer, dryer, living & dining,...
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    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you looking for a Sarasota Vacation Rental close to all of the local attractions and beaches, but want peace & quiet at affordable prices? Then, Timberwoods is the perfect place for your next vacation! This vacation rental has 2 bedrooms, 2 bathrooms, kitchen, washer, dryer, living & dining,...
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    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Patio
    • Hot Tub
    • DVD Player
    • Internet Access
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you looking for a Sarasota Vacation Rental close to all of the local attractions and beaches, but want peace & quiet at affordable prices? Then, Timberwoods is the perfect place for your next vacation! This vacation rental has 2 bedrooms, 2 bathrooms, kitchen, washer, dryer, living & dining,...
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    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Central Heating
    • Grill
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adorable, Cozy, charming home in the middle of it all in Downtown Sarasota with a private outdoor patio where you feel you can also get away from it all. Walk to restaurants, shops, Saturday morning farmers market or the marina. Adorable 2 Bedroom, 1 Bath house in historic downtown Sarasota. The...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Grill
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This brand-new listing may not have an abundance of guest reviews yet, but you can be assured of an exceptional stay. Thoroughly vetted, this home is professionally managed by TurnKey Vacation Rentals, two-time winner of the Travel Weekly Magellan Award for Vacation Rental Hospitality. Book now to...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Washer
    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With 1,448 square feet of welcoming living space and a beautiful pool overlooking the canal, this 3BR/2BA home is perfect for your Sarasota vacation. The open-concept layout features two living rooms, and the pool and spa are surrounded by a stylish stone patio. An on-site rental boat is...
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    Location Information
    Sarasota, Southwest Gulf Coast 33434
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Starfish Unit at Sunset Beach Resort Beach Front Property1 / 17
    (6)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Waterfront
    • Parking
    • Wi-Fi
    • Grill
    • Terrace
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful beachfront apartment on Siesta Key. One bedroom, one bath, full sized kitchen, living area with queen sized pull couch, flat screen TV's in living area and bedrooms along with, premium channels, and free Wi Fi . French doors open onto your private deck along with patio furniture and...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Terrace
    • Cable/satellite TV
    • Parking
    • DVD Player
    • Washer
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2 bedroom, 2 bathroom 2nd floor loft has just undergone a fresh remodel, and is ready to make your vacation complete. The location cannot be beat by any other rental in the surrounding area. You are literally across the street from the Towles Court Artist Colony, which features classic style...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Tranquility at the Preserve1 / 35
    (1)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Grill
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury 5 bedroom 4 ½” bath house on the Misty creek Golf Course/Country Club Gated community nested on a wild life preserve with large lakes. Home sleeps 10 Master suite with private access to heated pool and spa Large private screened heated pool and hot tub Outdoor grill Beautiful lake at the...
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    Location Information
    Sarasota, Southwest Gulf Coast 34241
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Renovated ! Heated pool! House Close To USA's Best Beach! Great Rates!1 / 19
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Grill
    • DVD Player
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 April 2018
    We traveled with another family. 4 kids and 4 Adults all together. The house was set up perfect. TV's in every room was a nice bonus as well. The pool provided hours of...
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    About this property
    Villa Siesta Sunset-The Ultimate Vacation Home Rental. The first thing you will do when you open the front door is smile. This is a happy place! You will find peace and tranquility in this spacious friendly home. This home has been redone from top to bottom, everything is brand new! You will be...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Washer
    • Waterfront
    • Parking
    • Internet Access
    • Cable/satellite TV
    • Hot Tub
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You will love our beautifully maintained and clean Villa Youppie in Sarasota. It is located at the corner of a lake which provides lots of privacy and thanks to a southern exposure you have sun in the pool and on the patio all day long. New travertine tiles on the patio, granite counter tops in the...
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    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Air Conditioning
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Beach Cottage has it all! Plenty of space for your friends and family and is located just steps from the World Famous Siesta Key Public Beach. This spacious Cottage has 4-5 available bedrooms and a fenced in backyard with propane grill. This house is ready for your next Siesta Key get...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Tulip House - 1 mile to Siesta Key1 / 47
    (1)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pool home: This extraordinary 3 bedroom + / 2 baths designer remodeled single family home (1,826 sq/ft) is located on the mainland close to the worlds famous Siesta Key. The home offers a new pool (baby fence available upon request) and is located within approx. 1 mile of the Siesta Key...
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    Location Information
    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Private Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3.5 miles to Siesta Key, North Bridge Dawson House is closely located within a few miles to Siesta Key and close to downtown Sarasota. This home offers an open kitchen that is truly 'The Heart of the Home.' Completely remodeled with custom wood cabinets, a cast Iron farm sink, Granite Counter tops,...
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    Location Information
    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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