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Holiday Rentals near Stoneybrook Golf & Country Club

8801 Stoneybrook Blvd, Sarasota, Florida 34238-5803
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    Travellers to Sarasota are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    All 100 Rentals in Sarasota
    Siesta Key -  2bdrm on the beach - amazing views!!1 / 27
    (29)Excellent
    2.4 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Gorgeous Direct gulf Front 2 Bedroom Condo on Siesta Keys... JUST REMODELLED1 / 51
    (11)Excellent
    2.4 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Heated pool home near Siesta Key1 / 35
    (7)Excellent
    3.0 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Oceanfront home w/sunset views of Sarasota Bay1 / 37
    (1)Excellent
    1.6 miles from Stoneybrook Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Ocean Views
    • Waterfront
    • Washer
    • 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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2.7 miles from Stoneybrook Golf & Country Club
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and queen-size sleeper sofa in the living room accommodating up to four persons. The living room is furnished with a 40' flatscreen TV with HD programing. The kitchen is equipped with 4-burner gas range,...
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    Gulf Gate Branch, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Heated Pool 2 Bed 3 Bath near Siesta Key1 / 90
    (25)Excellent
    3.0 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Grill
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 May 2018
    We just came back from one of our top beach-vacation experiences, considering location and lodging. This is a beautiful home, with a very responsive and flexible owner, just a...
    Reviewed 30 November 2017
    We have recently returned from a wonderful stay in this beautiful home which is equipped with everything you could need and looks exactly like it does in the photographs. It is...
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    About this property
    Desirable Gulf Gate - Large 2 bedroom 3 bathrooms home near Siesta Key Beaches. Tile and laminate wood flooring thruout. Fully equipped kitchen Stainless Steel Appliances. Gas BBQ Grill. Perfect home for entertaining or just enjoy the scenery and the tranquil view overlooking the large screened in...
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Quiet and Comfortable Condo Near Turtle Beach1 / 42
    (5)Very good
    2.3 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 March 2018
    We really enjoyed our stay at Dana Z's condo. It was close to all the amenities on Siesta Key. The condo was quiet and peaceful. The water front gave us many enjoyable evenings...
    Reviewed 21 February 2018
    Great place, but needs some attention to the bed in master bedroom also a updated tv in the living room. I would recommend this place for older adults.
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    About this property
    Cozy Cove is a small condominium complex of six total units, located on the south end of Siesta Key in Sarasota, Florida. The complex sits on the Gulf side of the Key along Blind Pass. The complex itself is on the inlet with a dock at the back of the property where you will often see fish jump and...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Superb Village Des Pins Sarasota vacation villa near Siesta Key1 / 23
    (10)Very good
    1.6 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Grill
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 December 2014
    We had a wonderful week in this villa. I am sorely tempted to go live there. It's enormous! There were only the 2 of us, but even for a family there was loads of room. The...
    Reviewed 16 June 2014
    My wife and I stayed here on our recent honeymoon and absolutely loved it. It's a really lovely villa with large rooms, very modern furniture, and plenty of useful appliances...
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    About this property
    Thanks for considering our property. If you have stayed with us before, let us know for a loyalty discount! We would be happy to answer any questions on any aspect of the rental. This top quality spacious modern corner villa is set in an award winning, safe, semi gated community, and are the...
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Welcome to the Paradise1 / 17
    (1)Excellent
    3.3 miles from Stoneybrook Golf & Country Club
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Patio
    • Grill
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2014
    Me and 5 other people stayed at this beautiful house for one week. The house is located in a quiet and beautiful neighborhood. We were only a few minutes from Siesta Key Beach...
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    About this property
    New on the market! Magnificent big villa, 3 bedrooms, 2.5 bathrooms, dining room, leaving room and family room. Freshly paint with new furniture.Plenty lanai room with swimming pool.The house is quite equipped to receive easily 6 people. Placed well close of many beaches as Casey key beach,...
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    Osprey, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    0.3 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stoneybrook in Palmer Ranch is a condo in a gated community of upscale homes. Surrounded by lush vegetation, a golf course, lighted 'har tru' tennis courts, clubhouse with restaurant and activities and a beautiful community pool, there is plenty of open space as well as peace, quiet and...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1.9 miles from Stoneybrook Golf & Country Club
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Cable/satellite TV
    • Parking
    • Hot Tub
    • Internet Access
    • 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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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Beachfront Ground Level Suite - Remodeled - 2 king bedrooms1 / 40
    (5)Very good
    2.4 miles from Stoneybrook Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Washer
    • Wi-Fi
    • Balcony
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 September 2016
    If you are an avid beach goer, you're average rental experience probably includes lifting and lugging a million beach accessories and toys (if you have kids) for what seems like...
    Reviewed 16 August 2016
    This unit is literally 200 steps to the water. Fantastic ocean front appeal and it had literally the best master suite mattress that we've had in years for a vacation property...
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    About this property
    Leave your worries behind... If you're looking for a relaxing beachfront condo that's been totally remodeled you've come to the right place. Our ground-level oceanfront condo is the perfect place to unwind unplug and recharge the batteries. Fisherman's Cove is a quiet and relaxed complex on the...
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    Siesta Key, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Newly Renovated Waterfront Condo w/Beach Access1 / 21
    (3)Excellent
    2.5 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Housekeeping Included
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 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 17 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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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2.7 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Balcony
    • Washer
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Want a great location in Osprey, Florida?? This is your home away from home 2 bedroom 2 bath updated condo at Pine Run....just steps away from the swimming pool. This complex offers you many great amenities including a location that is close to shops, restaurants, a waterfront park with boat and...
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    Location Information
    Osprey, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1.7 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Village des Pins! We offer you a lovely 2 bedroom, 2 bath, one car garage, single story villa surrounded by beautiful Florida Palms and other luscious greenery on the south side of Sarasota. This community has a clubhouse with many amenities, including a two tennis courts (lighted),...
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    Gulf Gate Branch, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Amazing Beachfront Condo, Siesta Key, 100ft+ Beach1 / 33
    (5)Very good
    2.4 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    • Ocean Views
    • Patio
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 October 2018
    We loved the inside deco inside the condo,it was very tastefully doneEverything you needed was in the condo including beach chairs and parasol Loved that we had water front at...
    Reviewed 19 May 2018
    Siesta Key is our favorite domestic vacation spot. However, it has become a very popular, crowded, and loud spring break spot, especially at the public beach and the Village...
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    About this property
    Great first impressions are evident from the moment you enter this lovely condo and enjoy the breathtaking ocean views from our private oversized lanai. We know you'll adore our comfortably decorated oceanfront condo and have the relaxing vacation you've been dreaming of. This unit unfolds as you...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Timberwoods Vacation Villa Best Value in Sarasota1 / 18
    (2)Excellent
    1.6 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Hot Tub
    • DVD Player
    • Grill
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • 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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2.9 miles from Stoneybrook Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully and uniquely renovated home 1.25 miles from the # 1 Beach in the USA (Siesta Key Beach). (Ask Owner about closest beach access!) SPECIAL DEALS NOW AVAILABLE for SUMMER & FALL 2018 HOUSE HUNTERS AND RE-LOCATORS TO SARASOTA TAKE NOTICE THAT'S PLENTY OF TIME TO FIND YOUR DREAM HOME IN...
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Timberwoods Vacation Villas Best Value in Sarasota1 / 18
    (20)Very good
    1.7 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Washer
    • Internet Access
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    Reviewed 9 August 2015
    Wonderfully relaxing and well maintained complex of villas. Villa was spacious and well appointed. Master bedroom was huge - with a suitably massive bed. Lovely bathrooms. Pool...
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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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.5 miles from Stoneybrook Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Ocean Views
    • Air Conditioning
    • Grill
    • Washer
    • Waterfront
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful property overlooking little Sarasota bay. Tucked away on a very quite street minutes from shopping, restaurants, and beaches. This home has 3 bedrooms 2 bathrooms and a grand living area for everyone to enjoy taking in seemingly panoramic views of the bay. All three bedrooms offer glass...
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    Location Information
    Osprey, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Pet friendly paradise with heated pool close to Sarasota-Osprey-Nokomis-Venice1 / 17
    (2)Very good
    0.9 miles from Stoneybrook Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Private Garden
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 December 2017
    We had a great stay for the month and plan to come again. Great location midway between our favorite beaches, Caspersen, Casey Key and Siesta Key. Very private lanai and pool...
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    About this property
    Absolutely the best value for your vacation dollar in the Sarasota-Osprey-Nokomis-Venice area ! This newly renovated pet friendly paradise is a single family 3 br - 2 bath home with heated pool that has it all. Large, extremely well equipped kitchen with granite countertops, double convection...
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    Location Information
    Osprey, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    0.6 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Patio
    • DVD Player
    • Parking
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ONLY MONTHLY RENTALS ALLOWED per HOA RULES This property is located in Stoneybrook Golf and Country Club in Sarasota Florida. It is a quiet private gated community with beautiful landscaping, a clubhouse with excellent meals and a bar, tennis,a fitness room, bocce ball court,18 hole golf course,...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    LUX CONDOs near beautiful, sparkling Siesta Key Beach.1 / 27
    (1)Excellent
    1.1 miles from Stoneybrook Golf & Country Club
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Washer
    • DVD Player
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2017
    The location is great. Really close to the beach. The host is very friendly and helpful. We enjoyed our vacation.
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    About this property
    Dear Renter, I am Beya, the owner with more a decade experience in the vacation rental field. I have been offering authentic condos in the beautiful natural area of the Vintage Grand community. I would be happy to host you in one of my condos.I have down and upstairs floor condos with lake-view or...
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    Location Information
    Gulf Gate Branch, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1.7 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • DVD Player
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    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Dear Renter, I am Beya, the owner and I'm offering authentic villas in the natural environment on Palmer Ranch. The villa is a spacious house with stunning garden with palm and pine trees. The location is just perfect, Mall, restaurants, and park are located just minutes drive, sparkling Siesta Key...
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    Location Information
    Osprey, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2.8 miles from Stoneybrook Golf & Country Club
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Wi-Fi
    • Patio
    • Grill
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a spacious studio style two bedroom unit furnished with king-size bed and queen sleeper sofa downstairs and queen bed upstairs Accommodating up to 6 persons. The downstairs bathroom is equipped with tub/shower combo. While the upstairs offers a sky view stall shower. The unit is furnished...
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    Location Information
    Gulf Gate Branch, Florida
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    3.0 miles from Stoneybrook Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Only 8 min. to the #1 Beach in the USA 'Siesta Key Beach'!! Our 'SUPER CLEAN' large 3 bedroom / 2 bathroom condo in a beautiful gated complex. This spacious split plan offers a master bedroom with a walk-in closet, central living room, kitchen, dining room room and two bedrooms on seperate wings...
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    Location Information
    Gulf Gate Branch, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sarasota Siesta Key Beaches1 / 21
    (1)Excellent
    3.2 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Secure Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 August 2017
    Awesome house for vacation in Sarasota. House was very clean and has very nice decoration.There is beach umbrellas and beach chairs in the house,toys for kids to play in the...
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    About this property
    Rarely rent able Gulf Gate home with 2 bedrooms and 2 bathrooms. Completely redone inside. Incredible kitchen with designer Viking appliances, granite counters and wood cabinetry. Bamboo hardwood floors throughout. Amazing Master Bathroom with walk through shower, designer sinks, and lots of room....
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    Location Information
    Gulf Gate Branch, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2.4 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Within just a few feet of the beach, our condominium home features a well equipped kitchen with granite counter tops, luxury vinyl flooring, a leather sectional couch, recliner chairs, teak furnishings, ceiling fans in all rooms, a 55 inch smart TV in the living room and a flat screen TV in each...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3.0 miles from Stoneybrook Golf & Country Club
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located south Siesta Key with no busy streets to cross, it’s a leisurely stroll to the Gulf of Mexico and to Point of Rocks, the best snorkeling beach on the Key. There are many restaurants, lots of shopping, bike rentals, ice cream shops, beach equipment, etc., in a very beachy atmosphere. It’s...
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    Location Information
    Siesta Key, Florida
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2.8 miles from Stoneybrook Golf & Country Club
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Grill
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Air Conditioning
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and queen-size sleeper sofa in the living room accommodating up to four persons. The living room is furnished with a 40' flatscreen TV with HD programing. The kitchen is equipped with 4-burner gas range,...
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    Location Information
    Gulf Gate Branch, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1.7 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Internet Access
    • Hot Tub
    • Air Conditioning
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    • 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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3.1 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amazing live-aboard opportunity and a fully self-contained houseboat. Very private was all the necessary amenities and many extras. On-site also for availability and use for a small fee are paddle boards, kayaks, bicycles, and an electric car like a golf cart. Gulf of Mexico access across the...
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    Location Information
    Casey Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2.3 miles from Stoneybrook Golf & Country Club
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Wi-Fi
    • Sauna
    • Waterfront
    • Air Conditioning
    • Housekeeping Included
    • Ocean Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully decorated Bayfront Condo with awesome views. Look out over the little Sarasota Bay and catch the sunrise and all the activity or sit in the kitchen and look out over the ocean only a few hundreds yards away and watch the sunset. It's the best of both worlds! Turtle beach is...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    2.8 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Wi-Fi
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    • Patio
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a two bedroom two bathroom unit furnished with king-size bed in one private bedroom, two twin-size beds in the other private bedroom, and sleeper sofa in the living room accommodating up to 6 persons. There are two bathrooms one with shower only and the other with tub/shower combo. The...
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    Location Information
    Gulf Gate Branch, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2.4 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Biltmore Pines This spotless, cozy and charming two-bedroom homes has an open concept it is lovingly maintained situated in a very desired location. As you enter the home you’ll find a bright living and dining areas with plenty of room for your gathering events with your family and friends. The...
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    Location Information
    Gulf Gate Branch, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Newly Remodeled 3BR 2BA Home Near Beaches1 / 30
    (3)Average
    2.0 miles from Stoneybrook Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Cable/satellite TV
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    • Patio
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    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2018
    I took 8 members of my family on vacation to beautiful Sarasota, FL for 8 days. We decided to rent a home so that we could prepare meals when we wanted, to cut the cost of hotel...
    Reviewed 18 March 2018
    When we first arrived there were problems with a/c and there were few hangers and almost no bedside lamps or access to plugs in master bedroom there were no instructions...
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    About this property
    Completely remodeled home within 5 miles of world famous Siesta Key beach. The home boasts 3 large bedrooms and 2 full bathrooms, along with a beautiful open kitchen/dining/living room area with a screened lanai and a patio. 1 Bedroom - 1 King Bed 1 Bedroom - 1 Queen Bed and 1 Futon 1 Bedroom -...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    2.9 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Breezy Springs This 2-bedroom, 2-bathroom condo on the 1st floor is located in the former Golf community of Sunrise Golf Club. This condo provides everything you need for a relaxing vacation! Everything is located in the 1st floor. With its split floor plan you can enjoy privacy even in the...
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    Location Information
    Gulf Gate Branch, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 BR / 2 BA Condo in Stoneybrook Golf & County Club - Sarasota & Siesta Key1 / 15
    (2)Excellent
    0.4 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Sauna
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 June 2018
    The location is amazing! The condo was super clean and very family friendly. I loved the community with multiple pools and the awesome clubhouse. It was just a short drive or...
    Reviewed 25 May 2018
    There was not a single unmet need the entire week. This unit is clean, comfortable, and serene. The kitchen has everything, so we cooked a lot. From the beach towels, cooler...
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    About this property
    Stoneybrook Golf & Country Club is a gated community on Palmer Ranch with a fully renovated clubhouse with fine and casual dining, close proximity to Siesta Key's world-famous beaches, shops, restaurants, and Sarasota's active arts communities. This unit is a ground-floor end/corner unit with extra...
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    Location Information
    Osprey, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Tropical Pool Home Near Siesta Key, Pet Friendly!  Private POOL   !!1 / 55
    (7)Very good
    2.8 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Grill
    • Patio
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2017
    We have stayed now 2 years in a row at this lovely home. It's comfortable and laid back with a quaint private pool ! We're from England and have stayed in Sarasota several...
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    About this property
    Quiet, private and pet friendly 2 bedroom, 2 bath, swimming pool home in Gulf Gate just 5 minutes to Siesta Key and her Beaches! All taxes are 'included' in rental fee. Be Our Guest...very quiet, clean and comfortable non-smoking home with private pool and lanai at the corner end of a very...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1.6 miles from Stoneybrook Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for that spacious vacation home located just minutes from local beaches and shopping. Well this is the perfect home for you. Located in south Sarasota in the community of The Isles on Palmer Ranch you get the best of both worlds, short driving distance to the beaches and also located off...
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    Location Information
    Osprey, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2.4 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Internet Access
    • Washer
    • Ocean Views
    • Waterfront
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our HOA and our insurance require minimum 7 day rentals. Our Condo is on beautiful Turtle Beach at the southern and most private end of Siesta Key directly on the Gulf of Mexico. When we say directly, we mean directly and not merely a Gulf “View” or a long car ride or a long walk to the Gulf....
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2.8 miles from Stoneybrook Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Grill
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Waterfront
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a three bedroom two bathroom single family home furnished with king-size bed in the private master bedroom with beautiful en-suite bathroom equipped with stall shower. Adjacent is the first guest bedroom furnished with two twin-size beds. The third bedroom with pool view is furnished with...
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    Location Information
    Gulf Gate Branch, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Upscale 4 Bed Private Heated Pool Home spa.1 / 22
    (2)Average
    3.2 miles from Stoneybrook Golf & Country Club
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Washer
    • Grill
    • Patio
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 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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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    Superb spacious villa at the Village Des Pins community close to Siesta Key!!1 / 26
    (21)Excellent
    1.6 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Porch
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 September 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. If you have stayed with us before, let us know for a loyalty discount! We can also offer a Disney area / Gulf Coast combination rental deal for those looking for the complete Florida experience! search 'premiervacationsflorida' Cost effective, Comfortable,...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3.1 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Patio
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recently updated and a favorite in the area, this 2 bed/2 full bath Sarasota home with heated and caged pool is nestled in the highly sought out Gulf Gate community, a very friendly, safe, and quiet neighborhood. Just 4.5 miles away from Siesta Key Beach (voted #1 beach in the US), 1 mile away...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.8 miles from Stoneybrook Golf & Country Club
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    About this property
    Welcome to this charming 2 bedroom townhome located in Bay Street Community. This rental is conveniently located in Osprey, FL, close proximity to Sarasota and Venice. The amenity-rich community features a clubhouse, community pool, fitness center, and playground. Enjoy the Florida lifestyle plus...
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    Location Information
    Osprey, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Flip Flop Cottages Siesta Key Florida1 / 84
    (2)Average
    2.6 miles from Stoneybrook Golf & Country Club
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Patio
    • Porch
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 May 2015
    Nice overall for what we needed-good location for beach hoppers like ourselves. Could get to Lido beach and turn around and go to Venice beach with still many beaches between...
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    About this property
    YOUR PRIVATE GETAWAY ON THE KEY ASK ABOUT OUR SUMMER SPECIALS!!!!!!!!! Does not include Weekends or Holidays!!! Looking to relax, Flip Flop Cottages is the place to be for a quaint and private vacation in Siesta Key, Florida. Come and stay at our serene environment and enjoy and visit all the...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Vacation Home Close to Beach!1 / 17
    (2)Excellent
    2.2 miles from Stoneybrook Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Patio
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    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 2018
    I loved my stay at this family-friendly rental. Perfect location - a quick drive to the beach, Siesta Village, and downtown Sarasota! The home had everything we could possibly...
    Reviewed 16 August 2018
    The house was very nice and was in a wonderful location. Everything was provided for a perfect stay. We would love to stay here again in the future!
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    About this property
    This spacious house has all the amenities of home so you'll never want to leave! Just a quick 7-10 minute drive to the beautiful free public beach, 12 minutes to fun Siesta Village, and 20 minutes to St Armand's Circle with tons of shops and restaurants! The Master bedroom has a king-sized bed...
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    Location Information
    Gulf Gate Branch, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2.4 miles from Stoneybrook Golf & Country Club
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Parking
    • Internet Access
    • Terrace
    • Air Conditioning
    • Balcony
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully re-modeled 2nd floor unit on Turtle Beach! Sit on your lanai and enjoy the amazing views of the Gulf of Mexico. Complex offers shuffle board, heated pool, boat docks by application and a prime location on Turtle Beach. Enjoy Sunday Brunch at O'Pheila's on the water just a short walk...
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    Location Information
    Osprey, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3.1 miles from Stoneybrook Golf & Country Club
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 3 Bedroom, 2 Bath home with split plan in South Sarasota Bay Community. Access to tennis courts, heated swimming pool and lots of social activities. Harbor Front community with water access, and 15 minute drive to Nokomis Beach, close to Siesta Beaches as well. Shopping nearby and...
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    Location Information
    Osprey, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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