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Sarasota Villas

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    Travelers to Sarasota are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    65 Matching Rentals in SarasotaView all 856 rentals
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    Beautiful 2 Bedroom/2 bath Condo Vacation Home1 / 36
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Great Value Vacation Villa at Village Des Pins community, Sarasota/Siesta Key1 / 24
    (10)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Timberwoods Vacation Villa Best Value in Sarasota1 / 18
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smart 2 bed 2 bath villa at Village Des Pins close to Siesta Key!!1 / 27
    (21)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Porch
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    Pet friendly
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    Reviewed September 1, 2014
    My husband and I and our 3 adult children spent 9 nights at this property. Loved it - esp. proximity to beaches and Sarasota area. Everything was convenient and well equipped...
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    About this property
    Thanks for considering our property. We can also offer a Disney area / Gulf Coast combination rental deal for those looking for the complete Florida experience! search 'premiervacationsflorida' Amazing value from $772/week inc rent/tax/final clean!! Low season, up to 4 guests. Cost effective,...
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    Sarasota, Southwest Gulf Coast 34238
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    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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    Sarasota, Southwest Gulf Coast 34231
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Upscale 4 Bed Private Heated Pool Home spa.1 / 22
    (2)Average
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Reviewed October 11, 2015
    We were particularly impressed with the spaciousness and layout of the house, as well as the quality of the furnishings. The living room couches and chairs were SO comfortable...
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    About this property
    The home has a great floor plan.2,064sq ft of internal space. Lovely breakfast table at the side of the kitchen, overlooking deck & pool. For more formal occasions separate large dining area. Love to BBQ. we provide gas BBQ on the patio, large table for alfresco dining.The large patio has sun &...
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    Sarasota, Southwest Gulf Coast 34238
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    We just had a last minute cancellation. Our villa is now available for the full winter season. Jan 1 2016 as long as you'd like to stay up until Dec. 2016. Spacious kitchen fully equipped with a breakfast area. Living and dining area look out on the lanai and the 4th fairway and green. Beautiful...
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    Sarasota, Southwest Gulf Coast 34238
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    About this property
    A wonderful new community on the mainland side of Sarasota, just off of the south bridge of Siesta Key, is the brand new Esplanade by Siesta Key built by Taylor Morrison. Enter the gates to a small complex of upscale private homes and villas with a spectacular clubhouse complete with resort style...
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    Sarasota, Southwest Gulf Coast 34231
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Lovely Lido Key Villa - away from it all but close to the BEACH -1 / 25
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Reviewed February 20, 2017
    Lido Key is a perfect getaway for locals and visitors from distant locations alike. This rental comfortably sleeps 5, with all of the amenities for a perfect vacation at an...
    Reviewed February 18, 2017
    My husband and I stayed at this fantastic villa in July 2016. We were pleasantly surprised at how beautifully decorated and conveniently located this little gem is. The...
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    About this property
    This newly remodeled villa will delight you with it's contemporary charm and pristine interior. Featuring a master bedroom with king-sized bed and a loft bedroom with queen bed, it has two full baths, a deluxe kitchen and high-end furnishings throughout. Among Lido Key’s premier vacation rentals...
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    Location Information
    Lido Key, Sarasota 34236
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Most people come to Sarasota for the magnificent beaches, but in this resort style complex, you can have easy access to Siesta Key beach plus much more. This beautifully decorated and almost new villa is built and decorated for utmost comfort and contains upscale amenities. From the gorgeous resort...
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    Sarasota, Southwest Gulf Coast 34231
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
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    About this property
    A 3 bedroom/2 bathroom villa situated in a quiet residential location only minutes from downtown Sarasota.It has a private and secluded south facing garden with its own caged, solar heated private pool which catches the sun throughout the day.(electric pool heater is available for the cooler winter...
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    Sarasota, Southwest Gulf Coast 3242
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    The Little Cottage * Point of Rocks It’s quaint, it’s quiet, and it’s the prefect island getaway. Escape to the island Siesta Key and stay in The Little Cottage * Point of Rocks. Find yourself in this charming designer cottage complete with the modern amenities and features of home. Enjoy the...
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    Sarasota, Southwest Gulf Coast 34242
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 1 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Porch
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    • Waterfront
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    Pet friendly
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    Smoking allowed
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    2-bedroom, 2-bath villa in Windrush Bourne at the Meadows. This villa offers ground-floor living with vaulted ceilings, split bedrooms, with expansive lake views and a one-car garage. Enjoy the heated community pool, 20 miles of walking trails, or a round of golf at the Meadows Country Club. There...
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    Sarasota, Southwest Gulf Coast 34235
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 1
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
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    About this property
    A beautiful and spacious, 3-bedroom, 2-bath villa with a 2-car garage, your seasonal home away from home is extra comfortable with brand new furniture and linens and a flat-screen TVs in each bedroom. The living room also boasts a huge flat-screen TV. The lanai is glass-enclosed for use, no matter...
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    Location Information
    Sarasota, Southwest Gulf Coast 34235
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Beautiful contemporary 2/2 with attached garage, caged private pool, hot tub, large entertainment bridge over part of pool (all pool is swimmable, just swim under the bridge) twin beds in guest room, king in master, both with bathrooms. Master is very large and will also accommodate two rollaway...
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    Sarasota, Southwest Gulf Coast 34232
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    • Private Yard
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    • Ocean Views
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    About this property
    Lovely, completely remodeled two-bedroom villa in beautiful Village des Pins, located at 7893 Timberwood Circle, Sarasota, Florida. We are just minutes from Siesta Key Beach – voted best in the U.S. in 2011 and after! This spacious 2 bedroom, 2 bath villa sleeps four-six people in comfort, features...
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    Sarasota, Southwest Gulf Coast 34238
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
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    Sarasota, Southwest Gulf Coast 34238
    Rental Home - 3 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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    Sarasota, Southwest Gulf Coast 34238
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    About this property
    Moomist Villa is an idyllic setting to relax and rewind. It is located within Polynesian Gardens across the street from beautiful Siesta Key beach (Number 1 on the list of Top 10 most beautiful beaches in the USA). Out the front door you have a “peek-a-boo” view of the bay with boats cruising by....
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    Sarasota, Southwest Gulf Coast 34242
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Sarasota, Southwest Gulf Coast 34242
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast 34242
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    Sarasota, Southwest Gulf Coast 34231
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    Sarasota, Southwest Gulf Coast 34238
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Sarasota, Southwest Gulf Coast 34238
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    Sarasota, Southwest Gulf Coast 34238
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Sarasota, Southwest Gulf Coast 34242
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Sarasota, Southwest Gulf Coast 34238
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    Sarasota, Southwest Gulf Coast 34242
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    Sarasota, Southwest Gulf Coast 34242
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    Sarasota, Southwest Gulf Coast 34242
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    Sarasota, Southwest Gulf Coast 34242
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    Sarasota, Southwest Gulf Coast 34242
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    Sarasota, Southwest Gulf Coast 34242
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Sarasota, Southwest Gulf Coast 34231
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sarasota, Southwest Gulf Coast 34238
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    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Sarasota, Southwest Gulf Coast 34238
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 9
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    Sarasota, Southwest Gulf Coast 34238
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Sarasota, Southwest Gulf Coast 34242
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Villa near No.1 beach in the USA!!1 / 24
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast 34238
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Sarasota, Southwest Gulf Coast 34231
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sarasota, Southwest Gulf Coast 34242
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
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    • Air Conditioning
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Internet Access
    • Satellite TV
    • Washer
    • Porch
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Siesta Key (#1 beach in the US) beachside villa in a lovely garden setting of a condominium, only a short walk to the Gulf of Mexico. Our villa has a nicely furnished living-dining room, 2 bedrooms, 2 baths, a lanai, a well equipped kitchen and a carport. The community pool is only a few steps...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Grill
    • Internet Access
    • Air Conditioning
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Sarasota, Southwest Gulf Coast 34232
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Satellite TV
    • Washer
    • Grill
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
    • Patio
    • Washer
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    • Grill
    • Washer
    • Wi-Fi
    • Patio
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    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You can enjoy spending your time in nice and peaceful atmosphere of a one level villa in a gated community. It has 2 bedrooms and 2 bathrooms. The master bedroom has a private bathroom, and a queen size bed. Guestroom has a queen size sleeper sofa, and its own bathroom. Living room and bedrooms...
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    Location Information
    Sarasota, Southwest Gulf Coast 34237
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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    Paradise Awaits You! Enjoy The 'Sugar' Sands Of Siesta Key1 / 18
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Patio
    • Satellite TV
    • DVD Player
    • Washer
    • Air Conditioning
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • DVD Player
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Patio
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Sarasota, Southwest Gulf Coast 34234
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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