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Holiday Rentals in Sarasota

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    Travellers to Sarasota are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    All 313 Rentals in Sarasota
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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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    Luxury Condo 2 blocks from Siesta Key Beach1 / 21
    (13)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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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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    Executive 2 Bed 3 Bath Pool Home near Siesta Key1 / 45
    (24)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 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...
    Reviewed 10 July 2017
    This is a very well appointed house with everything you would need for a week or two week stay.The pool was great and we made use of it daily and having internet access was...
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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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    34231, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Paradise Cottage1 / 11
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Patio
    • Housekeeping Included
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 July 2017
    This cottage was perfect for us!! We were even able to bring our dogs which is wonderful!! Just a few minute walk to Lido Beach and a 5 minute drive to St Armand's...
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    34236, Lido Key, Sarasota
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Family friendly house with pool/spa1 / 17
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Washer
    • Air Conditioning
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 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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    34233, Lido Key, Sarasota
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Steps to the beach one bedroom Condo with full kit1 / 4
    (1)Terrible
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Delightful studio apartments to 3 bedroom apartments tucked away on exciting Lido Key, the Lido Islander located at 528 South Polk Drive, Sarasota, Fl 34236. 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...
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    34236, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Guest Cottage, clean, convenient and remodeled.1 / 10
    (8)Excellent
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Patio
    • Outdoor Dining Area
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 February 2017
    The cottage was even better than I anticipated. Our host Sue was just the best. The cottage is very close to the Ringling Museum, repertory theater and other entertainment. Easy...
    Reviewed 13 April 2016
    This cottage was very well equipped with the most quiet A/C,private yard and sunbathing court.The kitchen utensils stove and frig were great We especially enjoyed the...
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    About this property
    The private unit offers a completely fenced in yard should you be traveling with your furry best friend! This is a 500 square foot, newly renovated unit located in the Ringling Museum area. It has 3/4 vaulted ceilings and offers a queen size bed and a new queen pull out sleeper that has a memory...
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    Location Information
    34234, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 1 Bathroom, Sleeps 4
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    Amazing  Location-Short Walk to Beach!!!1 / 61
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Grill
    • Balcony
    • Cable/satellite TV
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 February 2017
    Awesome get away. Everything was found to be as described. Perfect weather, close enough to the trolley and the beach for us. Safe neighborhood, too!
    Reviewed 16 October 2016
    It was a nice stay in a very well equipped appartment.You can really walk to the beach, wonderful!We enjoyed very much our stay and contact to the owner, nice people!
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    About this property
    Discount for 3 months or more!!! Walk less than 10 minutes to the white sands of Siesta beach (Gulf of Mexico) just over the bridge, or to many island restaurants, marina and shops where you can rent absolutely anything for your outdoor activities and adventures. Walk to the opposite direction and...
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    Location Information
    34231 3847, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Newly Updated 3 Bedroom Pool Home - Close to Beach1 / 16
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 June 2017
    We were in Florida for my nieces wedding. The location was perfect for us. Nice quite neighborhood, close to grocery stores and shopping. We really enjoyed the back yard and pool.
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    About this property
    Enjoy your time in Sarasota in this newly renovated 3 bedroom 2 bathroom pool home. Located in a quiet family neighborhood just minutes to shopping, dining, golf courses and of course the #1 Beach in the USA along with multiple other beautiful beaches including Lido Key, Casey Key, Turtle Beach...
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    Location Information
    34232, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Family friendly Coastal Manor of Sarasota1 / 36
    (19)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Porch
    • Air Conditioning
    • Balcony
    • Wi-Fi
    • Waterfront
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 March 2017
    Perfect stay in an amazing Southern State style house. Lovely apartment, well equipped and a lot of space. Wonderful surrounding with pool at Phillipi creek. Best place for...
    Reviewed 7 March 2017
    Located at a quiet, lovely place, this location offers everything you need for a relaxing stay. Amazing hosts make a stay an unforgettable experience.
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    34231, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedroom Cottage Nestled in the Heart of Sarasota1 / 30
    (5)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Cable/satellite TV
    • DVD Player
    • Waterfront
    • Grill
    • Internet Access
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 April 2017
    Ventured 16 hours + from Up North for some Sunshine and quiet Family Getaway! The Home did not disappoint. Very thankful for Kim and Ross for being wonderful Host!! They were...
    Reviewed 6 January 2016
    This was a great trip! Home was exactly as listed, 2 bedrooms upstairs (full,king) and 2 bedrooms down (queen, 2 twins) Wonderfully decorated. This rental makes you feel like...
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    About this property
    Newly renovated and available for your vacation. A live oak canopy gives a tree house feel throughout this charming and centrally located 2 story home on the beautiful Cultural Coast of Florida. Minutes from downtown and each of Lido and Siesta Keys, you can access world class beaches, the heart...
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    Location Information
    34239, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sarasota Villa1 / 19
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Heated)
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 June 2017
    Very happy with our rental for a week. The home was nice and clean and stocked with plenty of towels and everything you needed for the beach! Would rent again
    Reviewed 5 May 2017
    We had a wonderful time at this rental. Very close to everything easy to jump on 75 to go to Tampa for the day very close to beautiful Siesta Key. The house had everything you...
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    About this property
    An air conditioned 3 bedroom/2 bathroom villa with private solar heated pool. The villa is conveniently located in a residential area, close to all amenities including stunning beaches, golf courses, restaurants and shopping malls. Fully equipped kitchen and dining room. Quiet lounge with large...
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    34232, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Superb Sarasota Vacation Villa near Siesta Key1 / 25
    (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 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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    34238, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2BD/2BA Modern Pool House 4 Miles Away1 / 13
    (2)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 9 January 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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    34231, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Beautiful 2 Bedroom/2 bath Condo Vacation Home1 / 36
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 August 2017
    Our stay was great, the house was clean and cozy which led to a very relaxing and enjoyable stay we had a small problem at first but that was quickly solved and we got to enjoy...
    Reviewed 18 May 2017
    The home had everything you need they even pay attention to the little things you might need.The landscaping in the community was fantasic it made you feel as if yiu were in a...
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    About this property
    Beautiful 2 bedroom 2 bathroom condo. in a tropical setting. Each bedroom has real wood floors. The upgraded kitchen has granite countertops. The den has a Futon that can be used as a bed. Their is a paver driveway and parking for 2 vehicles. The condo has an outside paver patio with table and...
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    34234, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Midnight Cove: Living on the Water1 / 16
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Grill
    • Patio
    • Waterfront
    • Washer
    • Air Conditioning
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 October 2016
    This was our third time our family has stayed here and we love it. Everything you need and right across the street from the beach. Looking forward to next year.
    Reviewed 21 April 2016
    This place is a home away from home. You have the best of the bay and beach life. Being about to walk our your door and fish of the dock or take a short walk over to the beach...
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    About this property
    Step out the back door of your ground floor apartment and in seconds you're standing on a boating and fishing dock, surrounded by lush tropical foliage. This breathtakingly beautiful two bedroom, 1½ bath unit is located in Midnight Cove, one of the best complexes on Siesta Key. Since Midnight Cove...
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    Location Information
    34242, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Canal Pool Home - 15 mins from Siesta Key Beach1 / 44
    (20)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • DVD Player
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 November 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...
    Reviewed 20 June 2017
    When a vacation turns out to be everything that you hoped it would be with no disappointments, you've had a pretty good time. It all started and ended at this wonderful property...
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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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    Location Information
    34239, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are in the heart of historic Burns Square in downtown Sarasota, nestled between high end residential neighborhoods S. Palm Avenue, Laurel Park and Hudson Bayou. The property is a mixed-use historic property with residential on the second floor with stairs. You do not need a car as we are in...
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    Location Information
    34236, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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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 20 February 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 18 February 2017
    My husband and I stayed at this fantastic villa in July 2016. We were pleasantly surprised at how beautifully decorated and conveniently located this little gem is. The...
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    About this property
    This newly remodeled villa will delight you with it's contemporary charm and pristine interior. Featuring a master bedroom with king-sized bed and a loft bedroom with queen bed, it has two full baths, a deluxe kitchen and high-end furnishings throughout. Among Lido Key’s premier vacation rentals...
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    Location Information
    34236, Lido Key, Sarasota
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private Back-Apartment renovated and available for your vacation, 2 rooms, 1 bathroom ,two beds( 2 queen size), kitchen fully furnished, Cable-TV, Internet Wifi. Humble place(not a five star hotel), centrally located at Sarasota Downtown Area and Marina Jack Bay. Apartment is attached to the...
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    Location Information
    34237, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    bring A Boat, 12 Minutes To Sarasota Bay1 / 11
    (10)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Waterfront
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Central Heating
    • Hot Tub
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    My husband and I had the good fortune to stay at this gorgeous home January 25-28. It was the perfect stay! The house is modern, tastefully decorated, meticulously maintained...
    Reviewed 5 July 2017
    Beautiful clean and spacious. The house was designed to the T.. only thing is that the bedrooms should have been styled up a little bit more to to match the rest of the house...
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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
    34243, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Charming Old Florida one bed apartment, Sarasota1 / 26
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Grill
    • Balcony
    • Hot Tub
    • Parking
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 October 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...
    Reviewed 30 March 2017
    The dog park at Arlington Park was wonderful, we already knew about it as we stayed in Sarasota in the past for 4 weeks for several years. I would have liked the back yard to be...
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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. 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, by the week or long term....
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    Location Information
    34239, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Luxury Condominium at Siesta Dunes Beachside1 / 232
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Grill
    • Balcony
    • Air Conditioning
    • Hot Tub
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 May 2017
    Perfect location & beautiful condo many amenities. Would highly recommend staying at this condo. Steps away from the beach & stunning pool. We will vist again.
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    About this property
    Siesta Beach was just voted best beach in the US Our condominium is in Building 5 Unit 203 and is located beachfront at the Siesta Dunes Resort on Crescent Beach, about a half mile north of Stickney Point Road on Midnight Pass Road. We are on the second floor with a beautiful view, taking in the...
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    Location Information
    34242, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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 Garden
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 October 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 5 October 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
    34236, Lido Key, Sarasota
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Heated pool home near Siesta Key1 / 29
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 July 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...
    Reviewed 8 July 2017
    Me and my husband stayed at this great home for one week in June. We didn’t want to leave! The house is perfectly organized, has a good flow, and tastefully decorated. Owners...
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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
    34231, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Fabulous pool home at 5 min. to Siesta Key1 / 25
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 May 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...
    Reviewed 30 April 2014
    The house is beautiful,we absolutely loved it and we had a GREAT time. The neighbor's house is very close to the pool area and we were often outside with a radio,playing...
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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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    34231, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tropical Escape Sarasota1 / 26
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 15 Quick View
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    Pet friendly
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    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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    34243, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 15
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    3 Bedroom House1 / 38
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 November 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...
    Reviewed 18 December 2015
    Nice and comfortable home with big living room, big back yard space for kids an family, I recommend this home for family vacations.
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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
    34243, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great private cozy apartment with a nice outdoor terrace / bbq area Located in a quiet family neighborhood just minutes to shopping, dining, golf courses and of course the #1 Beach in the USA along with multiple other beautiful beaches including Lido Key, Casey Key, Turtle Beach and more. This is...
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    Location Information
    34232, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Elegant 4 Bedroom 3 bath Executive Home - HEATED POOL near Siesta Key Beaches!!!1 / 68
    (9)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 December 2017
    The house was very spacious and accommodating. The location was near the beach and local eateries and grocery stores.
    Reviewed 2 December 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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    34231, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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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
    34236, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    34231, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Beautiful Newly Renovated Sarasota Rental Home Minutes to Siesta Key Beach1 / 20
    (8)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    • Outdoor Dining Area
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 August 2017
    Beautiful house in a great location close to restaurants, beach and water sports activities. Short drive to outlets and Siesta Key for an evening stroll.
    Reviewed 16 December 2015
    We thoroughly enjoyed our stay at this newly renovated 4 bedroom home. The layout of the home allows for privacy, but has very nice "gathering" spaces, as well. It is...
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    About this property
    Our 2000 sq ft beautifully renovated 4 bedroom home features a private pool with patio seating and a new Weber BBQ with cast iron grills. The house has been outfitted with new, transitional solid wood furniture throughout including brand new premium mattresses and pillows in every room. The home...
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    Location Information
    34231, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
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    • Cable/satellite TV
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Embrace the tropical climate and active outdoor lifestyle of Siesta Key in this nearly 2,000 sq.ft., home! This is a 3 bedroom, 2.5 bath light and bright, modern, town home and just a short bike ride to our beloved Crescent Beach! With the patios, there is more than 2,500 sq. feet of living space!...
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    Location Information
    34231, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Shared Outdoor Pool (Unheated)
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    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Look no further! Stay at this beautiful 2 bedroom, condo minutes (by car less than 1 minute) from Crescent Beach and Siesta Key. Just off of Stickney Point Rd. just before the bridge to Siesta Key is a gem of 15 brightly colored town homes all overlooking a pool. With 2 assigned parking spots right...
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    Location Information
    34231, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, 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 Garden
    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 March 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
    34236, Lido Key, Sarasota
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Condo on Private Golf Course - Close to Siesta Key1 / 17
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    This is a 2 bedroom 2 bath, 1st floor condo in a gated community with private 18 hole golf course. Amenities include 5 swimming pools, tennis courts, fitness center, clubhouse, and nature trails. Transfer membership privileges allow use of all facilities including clubhouse restaurants and...
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    Location Information
    34241, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Perfect relaxation-University Park,golf,beach,pool1 / 39
    (13)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
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    • Waterfront
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 May 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, LCD TVs, wifi, mini office with printer, juicers, bread maker,...
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    Location Information
    34201, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Location is everything with this newly furnished one bedroom second floor condo overlooking the garden pool at Castel Del Mare. Popular Captain Curts Tiki bar, bike and kayak rentals, shopping and great restaurants within walking distance. We are still in the process of furnishing. Televisions,...
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    Location Information
    34231, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    (Cozy, Pet Friendly, Bungalow , great location, Siesta Key and Down Town1 / 15
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 June 2017
    This home has been totally and most tastefully renovated throughout with excellent kitchen and bathroom facilities, and is in a most convenient and quiet part of Sarasota. It...
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    About this property
    A totally remodeled 1,200 s.f. bungalow located in a million-dollar neighborhood known as the 'flowered streets' West of 41. The house is centrally located close to shopping, beaches, downtown and the world famous St. Armand’s Circle. Siesta Key is a meer 4 miles away, downtown 2 miles, St....
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    Location Information
    34239, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    What a great location! Walk to Siesta Key village or relax on your small Gulf Beach or fishing on the pier at Sandy Cove. This renovated 2 bedroom 2 bath unit is a 2nd level condo with pool views from the balcony. Enjoy breakfast after a short walk at one of the villages' quite restaurants...
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    Location Information
    34242, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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 19 June 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 6 June 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
    34237, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Central Heating
    • Terrace
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    • Ocean Views
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy expansive views of The Lakes Country Club, Palm Aire's premiere Championship golf course from this 2 bedroom, 2 bath split-level, second floor condo. Open floor plan with cathedral ceilings, eat-in kitchen, and large Great Room that leads to the lanai with serene golf course views, a great...
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    Location Information
    34243, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    We just had a last minute cancellation. Our villa is now available for the full winter season. Jan 1 2016 as long as you'd like to stay up until Dec. 2016. Spacious kitchen fully equipped with a breakfast area. Living and dining area look out on the lanai and the 4th fairway and green. Beautiful...
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    Location Information
    34238, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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
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    Pet friendly
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    Reviewed 3 February 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 19 August 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
    34236, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Tranquil Beach House1 / 16
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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
    34239, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sarasota exquisite vacation home1 / 20
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 February 2017
    Beautiful, well appointed home. Clean, organized and plenty of room for everyone. The 4 little ones had plenty of room to play while the adults had areas to relax and chat...
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    About this property
    Fantastic home in a great location. Minutes from the best beach in the US, Siesta Keys. Beautiful solar heated pool with lanai, lounge chairs, outdoor shower, outdoor dining area, BBQ grill. Awesome lake views. Indoors you have an updated kitchen, full dining room, fireplace, family room, living...
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    Location Information
    34233, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Steps from White Sands of Siesta Beach-Best Beach1 / 17
    (15)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 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...
    Reviewed 6 October 2015
    Condo was ready when we arrived, and everything was great! Very close to the beach and the Main highway. Hope we can stay again sometime soon!
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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
    34242, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 March 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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    34243, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    1
    Sarasota Holiday 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 holiday 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 holiday 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, snorkelling 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, speciality 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 holiday rentals in Sarasota

    From beachfront bungalows to golf course villas and everything in between, the Sarasota area has holiday 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 holiday rental that gives your family room to spread out instead of a cramped, mundane hotel room.

    Saving money on Sarasota holiday rentals

    We have a long list of money saving holiday 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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