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Wheelchair Accessible Holiday Rentals in Siesta Key

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    Travellers to Siesta Key are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    36 Matching Rentals in Siesta KeyView all 565 rentals
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    Amazing Beachfront Condo, Siesta Key, 100ft+ Beach1 / 33
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Reserve now! Siesta key 10% off Sept and Oct1 / 48
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Excellent Location - Gulf/Beach View - Siesta Key1 / 19
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Newly Renovated Waterfront Condo w/Beach Access1 / 21
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Waterfront
    • Satellite TV
    • Balcony
    • Washer
    • Parking
    • Air Conditioning
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 May 2017
    A really lovely apartment, very well equipped. location is perfect if you want a peacful beach holiday.Turtle beach is stunning and great for fishing, swimming and collecting...
    Reviewed 18 April 2017
    This is a wonderful 2-bedroom, 2 bath condo overlooking the bay. The nicely decorated lanai is a great place to relax with your morning coffee. The kitchen is wonderfully...
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    About this property
    Our 2nd floor, end unit condo was completely renovated over the winter of 2012– 2013. The floor plan was opened up to provide a nice airy feel and to enjoy the water view. All furniture, flooring and fixtures are new. The entry hall has a bench to store your flip-flops and other beach gear and...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 MINUTE WALK TO SIESTA BEACH!! (really)   Clean,1 / 16
    (11)Very good
    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 9 June 2017
    This jewel gets an A+ for the 4 C's: cleanliness, comfort, charm, and coastline. Quiet and peaceful. Kitchen, linen, & beach supplies all provided. Amazingly comfortable bed...
    Reviewed 15 August 2015
    Ideally situated 2 minutes from the beach, restaurants,shops and 7 eleven. Very clean accommodation has everything that you need but does need a little refurb ie furniture...
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    About this property
    GREAT Value !!! MVPROPERTIES AT SIESTA KEY Recently renovated and very conveniently located duplex villas at beautiful Crescent Beach on Siesta Key. 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, very clean...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Gorgeous  Condo Across from Siesta Key Beach1 / 40
    (3)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Satellite TV
    • Air Conditioning
    • Parking
    • DVD Player
    • Internet Access
    • Ocean Views
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 2017
    The free Siesta Key trolley stopped nearby and the beautiful Siesta beach was a short walk across the road. The condo complex had a lovely pool, an elevator, and covered parking...
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    About this property
    Gorgeous 2 bedroom condo across the street from #1 voted beach Siesta Key. We have everything for your home away from home. The beauty of Sarasota will get your attention on your first visit. Siesta Beach is one of the top ranked beaches in the world! Its fine quartz white sand has a silky,...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Housekeeping Included
    • Air Conditioning
    • Satellite TV
    • Washer
    • Hot Tub
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1st Floor Large Corner Unit Newly Painted & Furnished This is a large corner unit 1280 sq. ft in the center of private Crescent Beach which is deeded just for the Palm Bay Guests. This is a gulf to bay resort which gives you access to a pool , fishing pier & hot tub on the bay side along with...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Spacious 4bed air-con villa on Siesta Key1 / 26
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • DVD Player
    • Parking
    • Grill
    • Patio
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 May 2016
    This lovely 4-bed villa was well proportioned and kitted out for our party of 6 adults but deciding who should get the biggest and best bedroom with the only en-suite could have...
    Reviewed 22 July 2015
    We stayed two weeks here and had a wonderful time. The villa was very spacious with large bedrooms, eat-in kitchen and living rooms. Most impressive was how well equipped it...
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    About this property
    Very spacious, air-conditioned 4 bed detached ranch-type Villa on Siesta Key Bayside. Sleeps 8, 1 King, 1 Queen, 2 Full and 2 twin beds. 1 month minimum Jan-March, 2 week minimum April -Dec. Maximum 3 cars . Large Heated Communal pool, Own Outdoor patio area with BBQ , Table, seating and sun...
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    Siesta Key, Florida FL34242
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    The Top  Location on Siesta Key - Gertrude's Village House1 / 25
    (30)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Waterfront
    • Patio
    • Air Conditioning
    • Satellite TV
    • Balcony
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 May 2017
    My son booked this for his whole family. There were nine of us. The beach was just a half block away. It was beautiful with cool white sand, aqua water with warm rolling...
    Reviewed 25 September 2016
    Stayed there, the location is great. Everything in walking distance. The kitchen was supplied with everything you need. The positives beyond location varied, quiet, lots of room...
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    About this property
    Our Top Location, Gertrude's Village House! Brought to you by Gertrude Rentals and named for our grandmother who traveled the world until age of 91 but always insisted this street on Siesta Key was the place she loved best. Leave the car behind. Gertrude's is richly furnished, perfectly nestled...
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    Siesta Key, Florida 34242
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Siesta Key -  2bdrm on the beach - amazing views!!1 / 22
    (19)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Secure Parking
    • Washer
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 August 2017
    Excellent apartment in a beautiful location. We swam with manatees right outside. Loved the fishing tackle and beach equipment
    Reviewed 20 January 2017
    This was our 6th year staying at Fishermans Cove in Siesta Key, Unit 208, 8900 Blindmans Pass. We become very comfortable during our three weeks in this waterfront condo. The...
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    About this property
    The condo benefits from its own private pool. The living room, master bedroom, and lanai (balcony) all have stunning ocean views. The lanai, with over $10,000 of new doors and windows, is furnished with a table and chairs to enable you to dine al fresco. There is also a comfortable couch to...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Steps from the Village and #1 Beach in the USA!1 / 26
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Patio
    • Grill
    • Parking
    • Air Conditioning
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 September 2017
    What a beautiful modern and superbly located house. Immaculate and well maintained with everything you could possibly need. Our host Randy was excellent and answered our...
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    About this property
    Steps from the islands best restaurants, shops (in the Village area) and a short walk to the #1 beach in the USA! Great home with 2 car and 1 car private garages. Recently renovated including a screened in patio, hot tub and pool. Brand new appliances making this home a great place for monthly...
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    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sun, Sand & *Save 20% to 35% per Week* at Siesta Breakers #603 in Siesta Key, FL1 / 24
    (25)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Air Conditioning
    • Porch
    • Ocean Views
    • Wi-Fi
    • Satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    'Stop clicking around the web, and endless window shopping for your next Siesta Key Vacation Property Rental, and take advantage of the super accommodation cost savings offered in “Every-Day Deals” and “Sell-Off Deals”, with a Direct-with-Owner gulfside condo Reservation at Siesta Breakers #603,...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Palm Bay Club  Private Beach 3 min. - Pool, jacuzi1 / 42
    (22)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Sauna
    • Washer
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 June 2017
    The place was beautiful, and had all the accommodations we wanted. Close to stores and restaurants, and the beaches. Nancy was easy to deal with, and very friendly. We love...
    Reviewed 5 November 2016
    Nancy the owner was a pleasure to deal with from the moment of our inquiry until we arrived at the apartment. Her communication skills were second to none.The condo was clean...
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    About this property
    Our condo is on the second floor and is only 3 doors from the lovely pool, jacuzzi and fishing pier. The private Cresant Beach which is deeded just for the Palm Bay Guests and is just across the street from the Bay side. It is raked every a.m. and loung chairs set out and also has a charcole grill...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    New 6 Bedroom, Luxury Home in Gated Community1 / 22
    (1)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Heated)
    • Satellite TV
    • DVD Player
    • Washer
    • Waterfront
    • Air Conditioning
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 April 2017
    View from master bedroom was fantastic. Plenty of room for the 14 of us. Will defiantly book again. Kitchen had all appliances needed. Grill was old and had to light with a...
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    About this property
    Perfectly located, New, 6 bedrooms 4 1/2 bathrooms private home,in a gated community, combines luxury with convenience of location. We offer you a large 6000sf+ home within a short distance to the pristine beaches of Siesta Key and walking to the Village, Restaurants, shops and nightlife. Privacy...
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    Siesta Key, Florida 34242
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Ocean Views
    • Sauna
    • Private Outdoor Pool (Heated)
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    beautifull, totally remodeled condo ,fully porcelain tiled, new cherry kitchen cabinets, stainless appliances, granite and lanai overlooks pool with small view of #1 beach in U.S. fully furnished with 3 TV, cable and internet and utilities included. Local area offers fun , swimming , fishing,...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Children's Pool
    • Balcony
    • Washer
    • Grill
    • Satellite TV
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quiet and serene, but close to local attractions, you will love this large 4 bedroom, family friendly home with 2 kitchens, new appliances, modern furnishings, and beach buggy with all the gear! Separate living areas can accommodate one large family or two smaller ones. Each living area has its...
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    Siesta Key, Florida 34242
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    GULF FRONT ON #1 Beach! Siesta Dunes (by owner)1 / 36
    (43)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • Grill
    • Patio
    • Waterfront
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 August 2017
    Condo and location are amazing with beautiful view, from the moment you enter the condo feels home and when it comes to kitchen you will find all gadgets love the beach theme...
    Reviewed 17 July 2016
    We had a wonderful week with our 2 adult children. The condo is very nice and the kitchen has everything you need!There is 2 beach chairs and an umbrella for you to use. The...
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    About this property
    Find your vacation getaway on the island paradise of Siesta Key, Florida! SIESTA KEY BEACH HAS BEEN RATED THE #1 BEACH IN AMERICA BOTH BY TRIP ADVISOR (2015 and 2017) AND DR. BEACH in 2011. One year ago, we sold our ground floor condo and purchased this 4th floor unit which offers stunning...
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    Location Information
    Siesta Key, Florida 34232
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key - on the Water ... Seaclub 21 / 17
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Waterfront
    • Patio
    • Air Conditioning
    • Washer
    • Parking
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 June 2017
    terrific little place - perfect for 4 adults - all you need for a relaxing vacation. Laundry facilities in complex. Well maintained pool and literally mins. from the best beach...
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    About this property
    Located steps away from the whitest sand and the # 1 beach in America, known as Crescent Beach, Siesta Key. Our location 200 yards away has an easement for private beach access. We are located on the intercostal waterway of Little Sarasota Bay on the island of Siesta Key. The condominium has two...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • DVD Player
    • Sauna
    • Washer
    • Children's Pool
    • Air Conditioning
    • Satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly renovated and up-to-date condo is across the street from the beach and has open views of the inter-coastal waterway with boats and dolphins coming and going throughout the day. The condo is a fully furnished 2 bedrooms/2-bath unit with three flat screen TV's, FREE WIFI and a DVD Player....
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Satellite TV
    • Grill
    • Air Conditioning
    • Parking
    • Wi-Fi
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come sink your feet into the sand thats never hot!!!! Siesta Key, FL has been voted the best beach in America for 3 straight years, thanks to the gorgeous white, 99% crushed quartz sands, that don't burn your feet. Our 2 bedroom, 1 bath GROUND FLOOR condo is right across the street from the public...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This could very well be your best vacation.. Spacious fully equipped 4th floor condo overlooking Gulf of Mexico. Fish from a private dock or sun on one of the world's cleanest white sand beaches. Amenities include but not limited to cool refreshing pools, club house, saunas, HD cable TV, high speed...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Parking
    • Internet Access
    • Private Garden
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our 2000 sq ft beautifully renovated 4 bedroom home features a private pool with patio seating and a new Weber BBQ with cast iron grills. The house has been outfitted with new, transitional solid wood furniture throughout including brand new premium mattresses and pillows in every room. The home...
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    Location Information
    Siesta Key, Florida 34231
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Gorgeous One Bedroom - Steps From Siesta Beach!1 / 16
    (13)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Satellite TV
    • Washer
    • Air Conditioning
    • Waterfront
    • Patio
    • Wi-Fi
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 December 2016
    We go to Siesta Key several times a year, but this was a last minute get away. It was easy to book this condo and Marcy was very helpful. The condo is nice, it has everything...
    Reviewed 7 July 2016
    Thanks to the people at La Siesta my husband and I had a beautiful trip to Siesta Keys!! The apartment its self was clean and beautiful, and fully equipped for a stay at the...
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    About this property
    Enjoy a most relaxing beach vacation in our beautiful one bedroom condo -- directly across the street from world famous Siesta Beach (rated the #1 beach in the US) -- where you will find the whitest sand in the world . When you're not on the beach, you might want to visit the condo's large,...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    2 Bedrooms, Sleeps 6 Quick View
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    • Washer
    • Waterfront
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PLEASE CHECK AVAILABILITY CALENDAR Completely renovated-New cabinets, tile, carpet, granite in kitchen and bathrooms, decorative molding, doors, furniture, new applicances etc... Located on Siesta Key near Sarasota, Florida, this building is perhaps the most sought after vacation...
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    Location Information
    Siesta Key, Florida FLORIDA
    Condo/Apartment - 2 Bedrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Washer
    • Satellite TV
    • Waterfront
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious 1 bedroom, 1 bathroom, turn key furnished condo at Harbor Towers on Siesta Key. The unit has been totally remodeled, kitchen with granite counter tops, new cabinets, new lighting and stainless steel appliances. Bathroom has new shower and granite counter tops. Ceramic tile flooring...
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    Location Information
    Siesta Key, Florida 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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    • Central Heating
    • Patio
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is perfect for you If you like the beach, golfing, shopping or relaxing on your patio basking in the warm sun. We are 5 minutes drive to Siesta Key Beach rated No. 1 in the USA and surrounded by some great golf courses and the best shopping. Our home is a single floor plan, with no steps,...
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    Location Information
    Siesta Key, Florida 34231
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • DVD Player
    • Balcony
    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My Condo located in a corner unit on the 6th floor offers a beautiful panoramic view of both the Gulf of Mexico and the Intracoastal Waterway. Decorated in Tropical Tommy Bahama the Condo is clean and comfortable. View Boats and Dolphins traveling the Intracoastal Waterway and watch the sun set...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Sauna
    • DVD Player
    • Patio
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    • Satellite TV
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Harbor Towers Condo, Enjoy one of the nicest beaches in the world in style, our condo is located on beautiful Siesta Key, completely furnished, accommodations include an additional pull down murphy bed. This third floor unit is completely furnished with all you need to for a great vacation....
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    • Balcony
    • Housekeeping Included
    • Grill
    • Terrace
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hyatt siesta key is a residence club with hotel amenities. Perfect location on crescent beach. Many bars and restaurants close by. The facility offers valet parking,unground pool and spa,private beach,gym,grill,fire pit,bar,complimentary breakfast,housekeeping,chefs kitchen and many other...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    The Palm Island House - a Shangri-La! 1.5 blocks to Siesta Keys best beaches!1 / 34
    (14)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Waterfront
    • Balcony
    • Patio
    • Grill
    • Air Conditioning
    • Washer
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2017
    Palm Island was a DREAM home for us!! My bf and I were the only ones that went on this vacation so we had the WHOLE house to ourselves!! It was amazing!! A perfect location...
    Reviewed 5 December 2015
    We loved this home! We had a large group and it never felt crowded. The house is lovely and very convenient to everything! Highly recommend this rental!
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    About this property
    Prominently featured in the 2013 and 2014 in NYJL House Tour Magazine and winner Spring of 2014 Top Auction Item. Brought to you by Gertrude Rentals! This Spanish revival home is located on Palm Island, the heart shaped island within the island of Siesta Key, just steps from the beach and one...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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    BEAUTIFUL CONDO ONLY STEPS AWAY FROM POOL AND BEACH1 / 18
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • Waterfront
    • Ocean Views
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 July 2017
    If you're looking for a reasonably-priced condo in on of the most beautiful beaches in FL, you won't do better than this one!Sleeps 6 (in 3 queen beds), has a comfortable...
    Reviewed 21 May 2017
    This location in Siesta Key, FL, was perfect. Beautiful condo on ground level, safe, immaculate, spacious. Right next to pool, hot tub and short walk to the most beautiful beach.
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    About this property
    Find your vacation getaway on the island paradise of Siesta Key, Florida! For the second time in seven years, SIESTA KEY BEACH HAS BEEN AWARDED THE TITLE OF #1 BEACH IN AMERICA! The beach, known for its long stretches of soft white sand, previously won the title from Stephen 'Dr. Beach'...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Internet Access
    • Balcony
    • DVD Player
    • Grill
    • Waterfront
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 September 2014
    This was our second stay at Sand Box and we have booked for April 2015. All staff were very friendly and went out of their way to make us feel at home. Property was very clean...
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    About this property
    Newly remodeled with a tiled kitchen and bath and new furnishings. Includes: King bed Pullout queen sleeper fully equipped kitchen Laundry facilities VCR/DVD Wifi Dishwasher/Micro Patio/gas Grills NOTE: PLEASE CONTACT US FOR AVAILABILITY. We do NOT always keep this calendar current. Thanks....
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    A Siesta Tropical Retreat - Island Pool Oasis1 / 22
    (35)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Hot Tub
    • Waterfront
    • DVD Player
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2017
    We loved our stay at this beautiful home! The home is in a Perfect location and equipped with everything you could need. We highly recommend it!
    Reviewed 5 March 2017
    Just came back from beautiful Siesta few days ago. Location, location, location! Everything is just a few steps away restaurants, grocery store, beach....The house was well...
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    About this property
    PERFECTLY LOCATED POOL OASIS VACATION HOME, TWO MINUTE WALK TO THE VILLAGE AND A QUICK SCENIC WALK TO THE BEACH!! This 2 bedroom/2 bathroom single family canal front home has the best location in the heart of Siesta Key, only a short walk to the Siesta Key Village restaurants and shops, and a...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Sept SPECIAL $85!   Beautiful full ocean view/steps away from siesta key beach!1 / 7
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Washer
    • Waterfront
    • Ocean Views
    • Grill
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 April 2017
    We stayed at condo 206 for the third straight year from March 9 to 16. Florida was chillier than usual that week, but since we live in Wisconsin, that didn’t slow us down or...
    Reviewed 24 February 2017
    We rented this unit about a year and a half ago and it was spectacular. It had everything one could need to have a fantastic vacation and it was spotless. The owners were so...
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    About this property
    This quaint 4 story condominium has been described as a 'treasure' by guests. Siesta Key Beach has just been named the #1 beach by Trip Advisor! We offer walking access to the beach and close proximity to the local shops, restaurants, and tourist attractions. The condo is located on the second...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    636ontheKey - The 'Belle of the Beach'1 / 15
    (7)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
    other traveller has booked this property
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    Amenities & Details
    • Patio
    • DVD Player
    • Air Conditioning
    • Ocean Views
    • Washer
    • Internet Access
    • Waterfront
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4,000 SQ FT BEACHFRONT HOME 1/2 mile from Village! 4 Bedroom + Media Room - 5 Bathroom - Sleeps up to 14 and is ON THE BEACH!!! NOTE: Our home is NOT listed on Craig's List. If it is represented there it is fraudulent. Located directly on the beautiful white sands of Siesta Beach! 636...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 14
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Grill
    • Air Conditioning
    • Satellite TV
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The waterfront cottage, ‘La Casa Verde’ is a very luxurious and large four [4] bedroom canal front heated pool home with two very large bathrooms in approximately 2,800SF of air conditioned living space. As you approach the home you are immediately drawn into it by volumes of lush, lavish tropical...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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