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Sarasota Vacation Rentals

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    Travelers to Sarasota are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 311 Rentals in Sarasota
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    Walk to beach & St Armand's Circle !!!1 / 10
    (26)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    3 Bedroom Family friendly Coastal Manor of Sarasota1 / 22
    (19)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Luxury Condo 2 blocks from Siesta Key Beach1 / 48
    (13)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Canal Pool Home with Free Golf Aug - Nov '18  (15 mins to Siesta Key Beach)1 / 44
    (22)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • DVD Player
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    The Villa has everything anybody would need and is ideally positioned for easy access throughout Sarasota and Longboat Key. The tranquillity on the creek is just perfect. Any...
    Reviewed November 22, 2017
    So enjoyed the convenience of this property for our trip from Ohio to Sarasota, Florida to a wedding for our niece. Located near all of the wedding venues, plenty of shopping...
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    About this property
    Our 4 bedroom, 3 bath house is located in a family friendly neighbourhood on the side of a tidal canal. Have your morning coffee on the covered pool side lanai as you enjoy the wildlife that calls the canal home. 2 sets of sliding doors lead out to the lanai and pool (30x16). It's a great place to...
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    Sarasota, Southwest Gulf Coast 34239
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Lido Key, Sarasota 34236
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Petite by beach-Million dollar location/affotdable1 / 17
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Shared Yard
    • Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 27, 2016
    Noisy neighbors made this trip kind of exhausting (thin walls). No amentities to speak of (coffee maker and coffee filters but no coffee and the nearest grocery store was over...
    Reviewed March 11, 2016
    Our apartment on Lido Key is small so we rented at this property so my brother and his wife could visit us. The location is about two blocks from the beach at Lido and three...
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    About this property
    Petite Rooms are our entry level room category. They are intimate and affordable, ideal for the value conscious traveler or short term visits and provide an affordable option to enjoy the tropical island lifestyle. Queen size bed. Cable TV High speed internet access-non smoking Microwave, mini...
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    Lido Key, Sarasota 34236
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Lovely 2 BR Beach Cottage at Lido Key Villas across from Lido Beach1 / 21
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Yard
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 26, 2017
    just want to say this 2 bedroom home was cozy and very clean loved the private back yard that had a cool breeze everyday there they also have everything there that you need the...
    Reviewed October 5, 2017
    This apartment (a house would be a more accurate description) is bright, colorful, clean and right across from the beach. We walked the beach and swam in the Gulf nearly every...
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    About this property
    Our spacious fully furnished two-bedroom cottage is directly across the street from the beach (600 ft, a 2 min walk). It offers everything you need to enjoy a memorable beach vacation. It features all the conveniences – full kitchen, full bath and a lovely tree-shaded back yard. There is also a...
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    Location Information
    Lido Key, Sarasota 34236
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Fido Friendly w/Fenced Yard, Spa/Swimming Pool,  Wifi, Large Ranch Home, Large L1 / 31
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Hot Tub
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 22, 2018
    We stayed here as an extended family: grandparents, parents, and a 2 year old.The property is located near to the north end of Sarasota–Bradenton Airport just off the I-41...
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    About this property
    This is a beautiful, large 3 bedroom, 2 bath ranch home on the Northside of Sarasota with a heated (optional) swimming pool and jetted spa. (See below for more details) With a two car garage, it's conveniently close to the Sarasota/Bradenton airport and just 10 minutes to downtown Sarasota. Walk...
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    Location Information
    Sarasota, Southwest Gulf Coast 34243
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    bring A Boat, 12 Minutes To Sarasota Bay1 / 11
    (15)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Waterfront
    • Hot Tub
    • Wi-Fi
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 6, 2018
    We (2) were guests at Jim‘s house for 6 days and we liked the place very much. The house is very clean and good equipped. Jim is a very kind host and gives good recommendations...
    Reviewed April 7, 2018
    A very clean and updated home. We enjoyed our stay here. We spent a week, family of four with two teens. We all enjoyed the pool and hot tub. The home is very convenient and...
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    About this property
    Clean and spacious, 3/4 of the house is yours, kitchen and laundry, 2 bedroom with 1 and 1/2 bath, pool and spa, on the canal that leads to Sarasota bay, offering morning coffee, light breakfast and an occasional visit from the manatees off the dock. Bedroom 1, has a double bed, bedroom 2, has a...
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    Location Information
    Sarasota, Southwest Gulf Coast 34243
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Heated pool home near Siesta Key1 / 29
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Washer
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Lovely villa, very clean and comfortable, nice quiet area, handy to Siesta Key and for shopping. Owner very helpful. Would use again.
    Reviewed July 12, 2017
    I stayed at this home with a few friends - it was comfortable and convenient. When we did not travel to the Siesta Key beach (just 10 minutes away!), we spent time lounging in...
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    About this property
    Newly remodeled 2 bed/2 bath heated Pool home is 3 miles from Siesta Beach rated #1 in US. Located in Gulf Gate area, it’s a prime spot for your vacation. Close to shopping and restaurants. Neighborhood is quiet and safe. Brand new furniture and furnishing. Large living room features queen sleeper...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Waterfront 2BR 2 Bath Suite at the Sara Bay Marina1 / 16
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Yard
    • Cable/satellite TV
    • Waterfront
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 24, 2015
    My wife and I stayed here for 5 nights - friends joined us for 3 nights. Lots of room, well appointed through out with a view out over the water. Great location for travelling...
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    About this property
    PLEASE EMAIL ME FOR A LINK TO PREFERRED LISTING ADDRESS, VACATION RENTAL BY OWNER LISTING: 442427 THIS IS A PRIVATELY OWNED CONDOMINIUM AT THE RAMADA INN, 7150 N Tamiami Trail, SARASOTA, Directly on the Sara Bay Marina with direct access to the Gulf of Mexico. Yacht rentals are available on...
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    Location Information
    Sarasota, Southwest Gulf Coast 34243
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedroom House1 / 38
    (4)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Private Yard
    • Parking
    • Patio
    • Outdoor Dining Area
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 26, 2018
    Bright and clean, lots of space, easy to get to and Darius was very helpful. This was the first time I've rented a home and it was a pleasure all round.
    Reviewed November 21, 2016
    The house was in a lovely neighborhood, convenient to family and to the beach. It was extremely clean and with much natural light. The kitchen and front bathroom were beautiful...
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    About this property
    This 3 bedroom 2 bath house is in immaculate conditions, ready to move in. This is a 2175 square foot newly renovated house. It offers a king size bed in two bedrooms, queen size bed in one bedroom, extra Pull-out Sofa Bed queen size in living room. The kitchen area has everything you would need to...
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    Location Information
    Sarasota, Southwest Gulf Coast 34243
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Superb Sarasota Vacation Villa near Siesta Key1 / 50
    (10)Very good
    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 December 29, 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 June 16, 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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    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Steps to the Beach! - Point of Rocks Beach Bungalow1 / 21
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 15, 2018
    Wonderful to enjoy Wintertime in Florida for a week! Nice, cozy place to stay. Cabin was stocked, with what is needed. Neat back street, and short walk to the beach.
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    About this property
    Point of Rocks Beach Bungalow It’s quaint, it’s quiet, and it’s the prefect island getaway. Escape to the island Siesta Key and stay in the Point of Rocks Beach Bungalow. Find yourself in this charming designer cottage complete with the modern amenities and features of home. Enjoy the shaded,...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    2BD/2BA Modern Pool House 4 Miles Away1 / 13
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 11, 2018
    The pool house was lovely. It was clean and well maintained. The back yard, with the pool was spacious. The only downside was that although there was a Tiki bar, it was in...
    Reviewed January 9, 2018
    We enjoyed this very clean house, fit our family of 5 with our extra air mattress. Very comfy beds, pool looked nice but too cold to try it in January! Kitchen had all...
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    About this property
    This is a newly renovated 2 bedroom 2 bath 1149 sq feet modern pool home. The property features a big backyard with a pool. The house has an infinity door that opens onto the lanai that looks over the pool giving you a peaceful feeling of indoor and outdoor. All sheets and towels are brand new...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Executive 2 Bed 3 Bath Pool Home near Siesta Key1 / 45
    (25)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Outdoor Dining Area
    • Grill
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 8, 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 November 30, 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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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Bedroom Cottage with an Old Florida feel.The unit has full kitchen, and Queen size bed plus queen size sleeper sofa. The beach is a 6 minute walk and St. Armands 14 minutes, according to Google Maps. The unit has private patio and separate screen porch. The complex has a heated pool. The unit...
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    Location Information
    Lido Key, Sarasota 34236
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Beautiful 3 bedms/2 bathms with pool close to Downtown1 / 22
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Great place conveniently located at 15 minutes to Siesta Key,Lido Key.The only thing that would have been better was for Alberto storm to choose a different path,but we were...
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    About this property
    This is spacious house, located in Novus Place, close to downtown and beaches. With 3 bedrooms, 2 bathrooms, a private swimming pool, equipped kitchen and TV equipped living room, it can perfectly accommodate a family or group of friends of 6 guests. The house is located in a residential area,...
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    Location Information
    Sarasota, Southwest Gulf Coast 34237
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Five star Downtown Sarasota tropical garden Cottage1 / 44
    (17)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • DVD Player
    • Wi-Fi
    • Secure Parking
    • Patio
    • Outdoor Dining Area
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 9, 2017
    Maureen, our host, was super helpful and her place was a peaceful sanctuary, close to everything downtown. We have a toddler and it was great for him too.
    Reviewed February 25, 2017
    We have rented more than 20 homes and apartments in lieu of staying in hotels. My husband and I were very comfortable at this cottage and look forward to renting it again next...
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    About this property
    This location is central to everything and everywhere in Downtown Sarasota, near all area Beaches, Marinas, Golf courses, YMCA and Sarasota Bayfront. Only 7.5 miles to the 2017 World Rowing Championships at Benderson Park. This Charming Florida style home has been totally updated and stylishly...
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    Sarasota, Southwest Gulf Coast 34237
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Romantic Retreat with your own Private Pool1 / 25
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Washer
    • Hot Tub
    • Grill
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Romantic vintage pool side 2 bedroom apartment. Freshly remodeled in 2015. Tropical Chic decor, quality furnishings, lush tropical landscaping. Old Florida neighborhood close to downtown. Alternative lifestyle friendly allows you the freedom to totally be yourself many miles from your home town....
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    Location Information
    Sarasota, Southwest Gulf Coast 34234
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach1 / 30
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 3, 2016
    We just spent a delightful 4 days in the heart of historic Burns Court. This renovated apartment was so wonderfully located in it's proximity to historic Sarasota. Everything is...
    Reviewed August 19, 2015
    We had a great stay here, the apartment was right downtown, it was very comfortable, and we hope to return soon!Denise was very helpful.
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    About this property
    Historic 1920's Mediterranean & 1950’s Historic mixed-use building in Burns Square, downtown Sarasota, safely nestled between high-end residential neighborhoods of Palm Avenue, Laurel Park and Hudson Bayou. Apartment is private and secure, located on the second floor (stairs) with original hardwood...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Steps to the beach yet affordable1 / 48
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Yard
    • Secure Parking
    • Air Conditioning
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 10, 2017
    Ok, so, if you're like me, you're looking for a place to stay, that won't break the bank, and will provide the basics. I live in a tourist-based economy; a town of 8,000 with 70...
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    About this property
    Delightful guest rooms tucked away on exciting Lido Key, located at 528 South Polk Drive, Sarasota, Fl 34236.All rooms in private units, in a small apartment building, with their own bathroom and shower.The Guest Rooms are our entry level room category. They are cozy and affordable, ideal for the...
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    Location Information
    Lido Key, Sarasota 34236
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Renovated ! Heated pool! House Close To USA's Best Beach! Great Rates!1 / 19
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Grill
    • DVD Player
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 9, 2018
    We traveled with another family. 4 kids and 4 Adults all together. The house was set up perfect. TV's in every room was a nice bonus as well. The pool provided hours of...
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    About this property
    Villa Siesta Sunset-The Ultimate Vacation Home Rental. The first thing you will do when you open the front door is smile. This is a happy place! You will find peace and tranquility in this spacious friendly home. This home has been redone from top to bottom, everything is brand new! You will be...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Private Yard
    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a spacious house, located in Winchester Drive, close to downtown and beaches. With 2 bedrooms, 2 bathrooms, equipped kitchen and TV equipped living room, it can perfectly accommodate a family or group of friends of 4 guests. The house is located in Bayshore residential area, really close to...
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    Location Information
    Sarasota, Southwest Gulf Coast 34234
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Sale -dates May/June/Jul/Sep -Lakeside villa Uni. Park,golf,cycles,pool, beach1 / 33
    (14)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Heated)
    • Washer
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 25, 2018
    I just completed a 3 week stay at this home in University Park, Bradenton Florida. The home exceeds its representation. It was very clean, well appointed and a very comfortable...
    Reviewed May 20, 2011
    My husband and I and 2 other couples stayed here for a week...really comfortable, clean home. Excellent friendly communication with the owner who made it easy for us to get the...
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    About this property
    Enjoy the ultimate vacation in our luxury villa situated in the award winning, exclusive & secure University Park Country Club. Bright & airy home all tastefully furnished. Extremely well equipped - 4 cycles, 4 sets of golf clubs, beach gear, LCD TVs, wifi, mini office with printer, juicers,...
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    Location Information
    Sarasota, Southwest Gulf Coast 34201
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    Beach Studio at Lido Key Villas - your own home at the beach1 / 21
    (2)Very good
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 20, 2018
    The screened in porch was equipped with seating and dining so greatly expands the space. The kitchen is harder to cook in because of space.. The bed and amenities were very nice...
    Reviewed October 7, 2017
    Such a great place to be. The location is paradise, right across from the beach and walking distance to St. Armand’s circle for shopping and dining. The studio is a perfect...
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    About this property
    Imagine waking up in this cute studio apartment just steps away from the beach on Lido Key. Our spacious studio apartment offers everything you need to enjoy a relaxing beach vacation away from home. This unit features all the conveniences you’re used to at home – full kitchen, full bath and a...
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    Location Information
    Lido Key, Sarasota 34236
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Washer
    • Waterfront
    • Grill
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    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You will love our beautifully maintained and clean Villa Youppie in Sarasota. It is located at the corner of a lake which provides lots of privacy and thanks to a southern exposure you have sun in the pool and on the patio all day long. New travertine tiles on the patio, granite counter tops in the...
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    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Tropical Escape Sarasota1 / 26
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 15 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Elevated & spacious conveniently located home is nestled above 2 acres of Old Florida. The forest view home is 1400 ft.², 3Br/2Ba, LR, DR, Kit. For current and extensive reviews, visit the Tropical Escape in Sarasota, FL on Airbnb. A place worth reading about :) Early bookings may receive special...
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    Location Information
    Sarasota, Southwest Gulf Coast 34243
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 15
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    Steps from White Sands of Siesta Beach-Best Beach1 / 17
    (17)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 20, 2018
    We had a wonderful two week stay at Sea Winds. Lionel and Sally were wonderful hosts and were very accessible. They were very good about communicating with us before and...
    Reviewed June 26, 2016
    Lionel's apartment is very nice, clean and felt like a home away from home. Comfortable enough for me, my wife and our 3yr old son (who loved the big queen-size sofabed). The is...
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    About this property
    This may be the most updated apartment on Siesta Key! Newly remodeled one-bedroom, one bath ground-floor apartment with ceramic tile and enclosed backyard/garden for lounging and barbecuing. New cabinets and granite counter tops were installed in the kitchen in 2016 along with new ceramic top...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Siesta Key Voted #1 Beach, Lovely Home 10 min away1 / 24
    (7)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Porch
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Good quality accomodation. It was our first stop off on our Florida drive tour and chose it due to ease of finding. Had a little problem with access when we first arrived but...
    Reviewed April 8, 2018
    The house was very nice, clean, and well equipped. The community was full of nice people. The two pools were great and within walking distance. The kids enjoyed our stay a...
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    About this property
    This home is in walking distance to all facilities, 2 car drive/ car port, lanai. Manured garden and trees. Area for BBQ and out door eating. Located ideally for easy access to Sarasota's famous 'Siesta Beach' Downtown and St. Armands Circle have many restaurants to suit all eclectic tastes....
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    Location Information
    Sarasota, Southwest Gulf Coast 34233
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Location Location Location,The 'NEST' west of Tamiami Trl close to everything.1 / 14
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 10, 2018
    This a very clean two-bedroom second-floor apartment with all the amenities of home. Great location, close to a fabulous gourmet market, excellent restaurants, shopping, and...
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    About this property
    THE SARASOTA 'NEST', West Of Tamiami Trail This vacation getaway is an immaculate, 2 bed room upstairs apartment, located in the heart and soul of old Sarasota. Walk to Sarasota's most desired locations, including Shelby Gardens, Bay Front Park, Southside Village (has everything, best restaurants,...
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    Location Information
    Sarasota, Southwest Gulf Coast 34239
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Charming 'Old Florida' one bed apartment, Sarasota1 / 24
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Grill
    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 6, 2018
    We enjoyed our stay at this Sarasota apartment. The outside is very enjoyable in the evening. The hot tub was pleasant and private. We used Uber for our trip to Siesta Key...
    Reviewed October 7, 2017
    We had a great time on our first visit to Sarasota. Our stay was amazing, it had all the comforts of home. We were minutes from the best beach I have ever been too and very...
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    About this property
    This property is attached to the main house but has a private entrance with a private patio and back yard which is fully fenced in. A 10 minute drive to either Siesta Key or Lido Beach and minutes from downtown Sarasota, this charming 'Old Florida' one bedroom apartment is available for weekends,...
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    Location Information
    Sarasota, Southwest Gulf Coast 34239
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Walk to Crescent Beach, Upgraded Sea Winds Condo1 / 19
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 24, 2016
    This condo is an end unit, so one less neighbor to worry about, noise wise, and nice and bright - 3 walls with plantation shuttered windows. The location is perfect, only a...
    Reviewed August 2, 2015
    The condo was a walking distance to the private beach (belonged to other resorts, but no one cared if you accessed it as well.) it was clean and exactly how you see it on the...
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    About this property
    Siesta Key located on the Gulf of Mexico. Tropical beauty with white powder sand, gorgeous sunsets, pristine waters and expansive wide beaches. Beach shops, restaurants, ice cream shops and nightlife all can be found on the palm tree paradise, Siesta Key. The city of Sarasota is just over the...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Family friendly house with pool/spa1 / 29
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Washer
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    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 18, 2016
    The owners are great, very friendly and helpful. The house was clean and almost everything needed was supplied. The rooms are nice and clean. The pool was the main focus of the...
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    About this property
    We want you to enjoy, staying here this year & be back with your friends/family. Beautiful house on 1 acre lot, close to everything located in one of the best and desirable area in south Sarasota. This property offers easy access to all local attractions and beaches. Only a short drive to the...
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    Location Information
    Lido Key, Sarasota 34233
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Fabulous pool home at 5 min. to Siesta Key1 / 25
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Patio
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    • Private Outdoor Pool (Heated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 22, 2014
    We stayed at the home for 11 days in April for a big extended family vacation. Everyone loved the house, but especially the pool area. The house is beautiful and spacious and...
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    About this property
    Sarasota is located on the west coast of Florida and is renowned for its finest beaches in the United States (Siesta Key) for its white sand like flour and water from the Gulf of Mexico turquoise as in the islands. The house is located 10 min. walk from the beach in Siesta Key. Several...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Pet Friendly Pool Home Close to Beaches & Town1 / 28
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
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    • Patio
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    • Washer
    • Private Outdoor Pool (Heated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 22, 2017
    Booked to stay for a weekend with visiting family. Beautiful spacious home with a great pool. I have two young daughters so the size of the pool is perfect to be able to keep an...
    Reviewed April 15, 2017
    Let me start with what was most important to us - the pool. It is very small; you can't swim in it. and it is cold! even tho it is heated (barely). even the kids complained...
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    About this property
    Southgate house description We refer to this Florida Home as 'Goldy Lox's West Wing on Bermuda Brook.' This comfortable mid-century Florida home is located central to all things Sarasota. We chose this home for its location and ease of access to beaches, downtown, shopping and restaurants. The home...
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    Location Information
    Sarasota, Southwest Gulf Coast 34239
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Downtown Sarasota five star home1 / 55
    (7)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 19, 2017
    Loved our visit to this beautifully renovated home! It was just right for 2 couples and 2 boys. Convenient location on a quiet street, with great amenities. Enjoyed the...
    Reviewed June 6, 2017
    Great cozy stay. well kept and very close to everything. they even offered to come over and clean the grill and checked up to make sure we were enjoying our time! Def recommend...
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    About this property
    Our guests say this home is where you want to be ! Very central Downtown Sarasota near all area Beaches, Marinas, Golf courses, and Sarasota Bay front. Only 7.5 miles to the 2017 World Rowing Championships at Benderson Park.. This Charming Florida style 3 bedroom, 2 bath home has been newly...
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    Location Information
    Sarasota, Southwest Gulf Coast 34237
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    St.Armands Circle condo ( Kingston Arms )1 / 9
    (7)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Terrace
    • Balcony
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    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 9, 2018
    We stayed in this condo at Kingston Arms for a week! It is beautiful! I cannot say enough great things about it! It is a short blocks walk to St. Armand’s Circle and 3 blocks...
    Reviewed July 10, 2017
    This is a very nice unit in an older condo facility. We loved how close to the shops and restaurants we were. The walk to the beach is also not bad at all. We never used the...
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    About this property
    2 bedroom,2 bathrooms,modern updated condo.Walking distance to Lido Beach. Fully furnished,microwave,A/C,cable,local phone only,dishwasher, 3 new LCD TV's ,Stereo,Laundry (common area) Beautiful heated pool ,hot tub, all in common area Great shopping,excellent restaurants,great entertainment in St....
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    Location Information
    Sarasota, Southwest Gulf Coast 34232
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Lido Beach Front Condo1 / 14
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Reviewed September 20, 2016
    The condo is spacious with two bedrooms, 2 bathrooms and a den with a sofabed. The master bedroom is huge with a large enclosed lanai; the second bedroom has 2 single beds...
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    About this property
    9th floor bay front views of downtown Sarasota and county wildlife refuge. Beach front with pool and unparalleled sunsets. One mile from St Armand circle with shopping and restaurants. 2 bedroom, 2 bath with 3rd smaller room for guests. Over 2,100 sq ft with enclosed balconies. All rooms have a...
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    Location Information
    Lido Key, Sarasota 34236
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Starfish Unit at Sunset Beach Resort Beach Front Property1 / 17
    (5)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful beachfront apartment on Siesta Key. One bedroom, one bath, full sized kitchen, living area with queen sized pull couch, flat screen TV's in living area and bedrooms along with, premium channels, and free Wi Fi . French doors open onto your private deck along with patio furniture and...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Timberwoods Vacation Villa Best Value in Sarasota1 / 18
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you looking for a Sarasota Vacation Rental close to all of the local attractions and beaches, but want peace & quiet at affordable prices? Then, Timberwoods is the perfect place for your next vacation! This vacation rental has 2 bedrooms, 2 bathrooms, kitchen, washer, dryer, living & dining,...
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    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    The front door of our 1920 vintage loft apartment opens directly onto Main Street... You will be surrounded with all the world-class attractions Sarasota, Florida has to offer - from beaches and boating to arts and culture. When you stay here, each day dawns with endless possibilities, many of the...
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    Location Information
    Lido Key, Sarasota 34236
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Deluxe Bungalow on Lido Key by St. Armands1 / 13
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 4, 2014
    Great service and very easy rental for this simple one room efficiency. Room was clean and the location was great. Just a short 4-6 block walk to Lido Beach. Lido is great! The...
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    About this property
    Delightful Studio Cottage tucked away on exciting Lido Key, the Lido Islander. Nestled amid a tropical garden, the units are steps from the beautiful white sands of Lido beach, with the turquoise waters of the Gulf of Mexico just beyond. The beach is a 6 minute walk and St. Armands 14 minutes,...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    Delightful studio apartment tucked away on exciting Lido Key. Nestled amid a tropical garden, the units are steps from the beautiful white sands of Lido beach, with the turquoise waters of the Gulf of Mexico just beyond. The beach is a 6 minute walk and St. Armands 14 minutes, according to Google...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Wi-Fi
    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Big house is located in Sarasota-Downtown Area, just 2 minutes walking, 3 bedrooms(1 King, 2 queens), 1 sofa-bed, 1 bathroom, fully equipped kitchen, stove, living room, WiFi, Cable TV, washer-dryer, all linens and towels. Home is centrally located near restaurants, bars, beaches, can host up...
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    Location Information
    Sarasota, Southwest Gulf Coast 34237
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Cozy 2 Bedroom with Pool - Convenient Location - Walk to the Bay1 / 7
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Private Yard
    • Patio
    • Washer
    • Private Outdoor Pool (Unheated)
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We also have two main rooms with 2 couches. A pool/ping pong table waiting to be used! Wi-fii is available. Washer/dryer access is flexible -- please ask. Screened-in lanai and swimming pool are ready to be used. If you forgot an amenity, please feel free to use those that we provide for...
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    Location Information
    Sarasota, Southwest Gulf Coast 34243
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Elegant 4 Bedroom 3 bath Executive Home - HEATED POOL near Siesta Key Beaches!!!1 / 34
    (9)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Internet Access
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 20, 2017
    The house was very spacious and accommodating. The location was near the beach and local eateries and grocery stores.
    Reviewed December 2, 2017
    We were extremely happy with this vacation home! Our family traveled from the many different states for the holiday and everyone said it was well worth the trip. The home was...
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    About this property
    Heated Pool with therapy jets. You will Love this Large 4 bedrooms Home situated within minutes to #1 Siesta Key Beaches, Downtown, Live Entertainment, Fine Dinning, Shopping, etc.... The home has a oversized covered Lanai, A screened in Pool and a 2 Car Attached Garage. #1 -'Master Bedroom Suite'...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    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!) HOUSE HUNTERS AND RE-LOCATORS TO SARASOTA TAKE NOTICE SPECIAL DEALS NOW AVAILABLE for SEPTEMBER, OCTOBER & NOVEMBER; THAT'S PLENTY OF TIME TO FIND YOUR...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Terrace
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa on Siesta Key is located in luxury development with easy access to the beach. Has 2 floors. First floor has living room, open kitchen, half bath and laundry. Second floor has two bedrooms and 2 bathrooms. Master bedroom has queen size bed, second bedroom two twins bed. You can accommodate 6...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Tranquil Beach House1 / 16
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 26, 2018
    Loved the house, very nice owner. Only 15 minutes away from siesta key, without traffic of course! Fully stocked kitchen, towels, blankets. Lots of light, loved the open lay...
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    About this property
    Located 5 minutes from Siesta Key Beach & Village, downtown & the marina. I have created a coastal paradise that you will fall in love with. Completely remodeled. Kitchen has everything you need. 4k flatscreen TV. Washer/dryer, 4 beach chairs & cooler. Beautiful open floor plan with lots of...
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    Location Information
    Sarasota, Southwest Gulf Coast 34239
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Additional Sarasota Info

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    • Local time: 04:50 PM (EDT)
    • Peak travel: February - April
    Sarasota Vacation Rentals

    Encompassing some of the state’s most impressive cultural attractions, world-class beaches and a slew of eco-tourism activities, Sarasota and its surrounding islands, is the perfect destination to unwind in style. If you want to luxuriate in style, you should consider a vacation rental. From roomy, beachside homes to sophisticated high-rise condos, quaint cottages and classy villas and town homes, the selection in the Sarasota area is appealing to a range of tastes and desires. Amenities like fully equipped kitchens and spacious indoor and outdoor dining areas make vacation rentals perfect for families seeking to prepare their own meals and save money.

    Sarasota attractions and activities

    You’ll have access to one of the world’s great beaches. Siesta Key Beach, which was included in Dr. Beaches’ Top 10 “Best Beaches in America” in 2007 & 2008, is a don’t miss experience. While beach activities like parasailing, snorkeling and sailing are popular pastimes, away from the sands, cultural attractions are big draws in Sarasota. A great family outing is the John and Mable Ringling Estate, a Venetian-inspired mansion along Sarasota Bay featuring an art museum, circus museum, a Circus Ring of Fame and the Flying Trapeze and The Flying Fantasy Circus. When it’s time to shop and dine, head to St. Armands Circle on Lido Key, a classy area with a European charm featuring bistros with outdoor dining and a plethora of boutiques, art galleries, specialty shops and restaurants. Popular outdoor activities in the Sarasota area include kayaking at Myakka River State Park, playing golf at top-notch layouts like the Arnold Palmer designed Legacy Golf Club at Lakewood Ranch and the Scottish links-style Tatum Ridge Golf Links and hiking the newly opened Legacy Trail, which stretches more than 12 miles from Sarasota to Venice.

    Family vacation rentals in Sarasota

    From beachfront bungalows to golf course villas and everything in between, the Sarasota area has vacation rentals in a variety of settings. Sarasota is a great destination for kids. It boasts attractions like the Mote Aquarium, Marie Selby Botanical Gardens and Sarasota Jungle Gardens. After a long day of sunbathing, shopping, playing golf or visiting attractions, you can return to a vacation rental that gives your family room to spread out instead of a cramped, mundane hotel room.

    Saving money on Sarasota vacation rentals

    We have a long list of money saving vacation rental options. Regardless of your price range and budget, we have special deals and discounts on all types of properties in different settings in the Sarasota area.

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