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Sarasota Vacation Rentals

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    Travellers to Sarasota are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 316 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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    Waterfront 2BR 2 Bath Suite at the Sara Bay Marina1 / 48
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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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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    Canal Pool Home with Free Golf Aug - Nov '18  (15 mins to Siesta Key Beach)1 / 44
    (21)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 22 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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    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    • Porch
    • Balcony
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Washer
    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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    Sarasota, Southwest Gulf Coast 34231
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    bring A Boat, 12 Minutes To Sarasota Bay1 / 22
    (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 2 weeks ago
    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 7 April 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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    Sarasota, Southwest Gulf Coast 34243
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Parking
    Suitability
    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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    Sarasota, Southwest Gulf Coast 34237
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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 21 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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    Sarasota, Southwest Gulf Coast 34234
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Romantic Retreat with your own Private Pool1 / 50
    (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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    Sarasota, Southwest Gulf Coast 34234
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Tranquil Beach House1 / 16
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 March 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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    Amenities & Details
    • 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 1 week ago
    We just came back from one of our top beach-vacation experiences, considering location and lodging. This is a beautiful home, with a very responsive and flexible owner, just a...
    Reviewed 30 November 2017
    We have recently returned from a wonderful stay in this beautiful home which is equipped with everything you could need and looks exactly like it does in the photographs. It is...
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    About this property
    Desirable Gulf Gate - Large 2 bedroom 3 bathrooms home near Siesta Key Beaches. Tile and laminate wood flooring thruout. Fully equipped kitchen Stainless Steel Appliances. Gas BBQ Grill. Perfect home for entertaining or just enjoy the scenery and the tranquil view overlooking the large screened in...
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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Five star Downtown Sarasota tropical garden Cottage1 / 88
    (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 9 March 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 25 February 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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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 15 February 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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    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Luxury Condo 2 blocks from Siesta Key Beach1 / 24
    (13)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Washer
    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 January 2018
    Love the trolley service close to many beaches,restaurants and shops.the accommodations were fantastic could use a new mattress in master bedroom other than that everything was...
    Reviewed 13 December 2017
    6703 Midnight Pass Siesta Key #215 it was ok for the December special price just a little dusty and musty smelling, beach was farther then we were told, a senior condo complex...
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    About this property
    This 2 bedroom, 2 bath unit is in the quiet complex of Sea Winds. It is one of the most updated and best units in this complex. All NEW Tile floors, and ALL NEW Stainless appliances. New living room furniture. Located just 2 blocks South of the South Bridge on Siesta Key, it is within walking...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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 11 April 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 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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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    The 'NEST'1 / 14
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    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 a newly remolded, 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,...
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    Sarasota, Southwest Gulf Coast 34239
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Casa Calm: King Room, Yoga, Spa1 / 21
    (14)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Waterfront
    • Air Conditioning
    • Housekeeping Included
    • Washer
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    This location has become one of our favorite spots to stay. It is extremely well kept and the perfect weekend getaway for yoga doers and people looking to just relax alike.
    Reviewed 23 March 2016
    We spent 5 days at this yoga retreat. We don't usually do yoga but other reviewers mentioned how relaxing this place was even if you do not do the included yoga sessions so we...
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    About this property
    Set on a lake and preserve, our private residence features upscale amenities, tranquil water views, complimentary breakfast (organic options), private yoga and meditation sessions (included in price of stay), a heated saltwater pool, outdoor jacuzzi, indoor and outdoor lounge areas, indoor and...
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    Sarasota, Southwest Gulf Coast 34251
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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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
    • Grill
    • Cable/satellite TV
    • Washer
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    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
    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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
    • Hot Tub
    • Parking
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 April 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 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...
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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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    Sarasota, Southwest Gulf Coast 34239
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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
    Lido Key, Sarasota 34236
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, 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
    Kid friendly
    Smoking allowed
    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
    Sarasota, Southwest Gulf Coast 34236
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Lovely Lido Key Villa - away from it all but close to the BEACH -1 / 25
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    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
    Lido Key, Sarasota 34236
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Gulf Beach, Pool  And Walk To Siesta Key Village1 / 35
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Balcony
    • Patio
    • 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
    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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 24 February 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 2 August 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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    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
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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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    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)
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    • Waterfront
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    • Hot Tub
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    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 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
    Late availability sale - 20% off selected dates in May,June, July and September. Our weekly rate is reduced from $1250 to $1000. Enjoy the ultimate vacation in our luxury villa situated in the award winning, exclusive & secure University Park Country Club. Bright & airy home all tastefully...
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    Location Information
    Sarasota, Southwest Gulf Coast 34201
    Holiday Rental House - 3 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
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
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    • 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
    Sarasota, Southwest Gulf Coast 34232
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    • Balcony
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    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
    Holiday Rental House - 2 Bedrooms, 3 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
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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 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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    Location Information
    Lido Key, Sarasota 34233
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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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
    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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
    • Air Conditioning
    • Wi-Fi
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    • Private Outdoor Pool (Heated)
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 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
    Sarasota, Southwest Gulf Coast 34233
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 April 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 10 July 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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    Midnight Cove: Living on the Water1 / 16
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
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    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
    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
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    • Balcony
    • Patio
    • 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...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Steps to the beach yet affordable1 / 24
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Garden
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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
    Lido Key, Sarasota 34236
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Wi-Fi
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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
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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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 Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 March 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 7 October 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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Washer
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    • Private Outdoor Pool (Heated)
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    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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
    • Hot Tub
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • DVD Player
    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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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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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
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 October 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 11 March 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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    Location Information
    Lido Key, Sarasota 34236
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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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
    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
    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 15
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    Sarasota Villa1 / 19
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Washer
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    • Private Outdoor Pool (Heated)
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    • 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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    Location Information
    Sarasota, Southwest Gulf Coast 34232
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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)
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 April 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
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3br - 5100ft2 - Country Estaste Adventure1 / 42
    (1)Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Balcony
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    • Terrace
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 January 2017
    Beautiful home good for big family we enjoed our stay looking forward stay there in the future pool and spa was great owners was very friendly and helpful strongly recommend...
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    About this property
    Country estate in the secluded and bucolic part of Sarasota County known as Saddle Oak. A builder musician's home that opens up completely to nature with intriguing features. This Saddle Oak home of about 5,000 square feet (with additional outdoor areas), was built to take advantage of the rural...
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    Location Information
    Sarasota, Southwest Gulf Coast 34241
    Holiday Rental House - 3 Bedrooms, 5 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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    • Private Outdoor Pool (Heated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 May 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 15 April 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
    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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    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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    Upscale 4 Bed Private Heated Pool Home spa.1 / 22
    (2)Average
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2015
    We were particularly impressed with the spaciousness and layout of the house, as well as the quality of the furnishings. The living room couches and chairs were SO comfortable...
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    About this property
    The home has a great floor plan.2,064sq ft of internal space. Lovely breakfast table at the side of the kitchen, overlooking deck & pool. For more formal occasions separate large dining area. Love to BBQ. we provide gas BBQ on the patio, large table for alfresco dining.The large patio has sun &...
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    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stoneybrook in Palmer Ranch is a condo in a gated community of upscale homes. Surrounded by lush vegetation, a golf course, lighted 'har tru' tennis courts, clubhouse with restaurant and activities and a beautiful community pool, there is plenty of open space as well as peace, quiet and...
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    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    About Sarasota

    Florida's Gulf Coast is packed with gems, and Sarasota is one that shines particularly brightly. Settle into this lively and welcoming community, and feel like a local by staying at your choice of Sarasota vacation homes.

    Sarasota Climate

    Like most of Florida, Sarasota boasts humid summers and mild winters. During the peak of summer in July and August, temperatures often exceed 90 degrees, and the area receives frequent thunderstorms. In the winter, Sarasota experiences temperatures in the 70s, and the skies remain relatively dry.

    How to Get Around Sarasota

    Flying into the Sarasota area is easy, thanks to several convenient airport options. Whether you fly to the Sarasota-Bradenton International Airport, the Tampa International Airport, or the St. Pete-Clearwater International Airport, you'll be just a short drive from most Sarasota vacation homes. Since Sarasota spans both the mainland and islands, you'll cover the most ground by car.

    Top Things to Do in Sarasota

    With art, architecture, and flora, The Ringling has something for everyone. You could easily spend an entire day touring the Venetian Gothic Ca' d'Zan, delighting in the details of the 44,000-piece Howard Bros. Circus Model, smelling the flowers in Mable Ringling's Rose Garden, or looking for treasures in John Ringling's Renaissance-style Museum of Art Courtyard.

    Discover more of Sarasota's historic beauty with a visit to the Marie Selby Botanical Gardens, which features numerous smaller gardens to highlight unique plants and a rainforest garden that's perfect for kids. Step back in time with a trip to the Sarasota Jungle Gardens, a family-friendly spot with over 150 animals like alligators, snakes, lizards, and pink flamingos.

    Explore underwater life at the Mote Marine Laboratory and Aquarium, a research institution with an impressive aquarium and aquaculture campus in Sarasota. No ordinary aquarium, the Mote Marine Laboratory educates kids and adults about the ocean and its inhabitants, using its research and knowledge to better understand land-based life as well.

    Can't Miss Sarasota Events

    No matter the season, you'll find a festival or special event to pique your interest in Sarasota. Dance, music, and theater lovers should mark their calendars for the Ringling International Arts Festival, which celebrates the best of contemporary performing arts. In January, the Forks and Corks Food and Wine Festival treats attendees to wine and food tastings, celebrity chef events, and food demonstrations. In April, the Sarasota Film Festival spans 10 days, highlights over 200 films, and welcomes more than 250 filmmakers. With panels, symposia, and talks with filmmakers, this is one of the city's most popular events each year.

    June brings Savor Sarasota, the city's restaurant week and a celebration of the area's many Zagat-rated restaurants. With affordable prix fixe menus for lunch and dinner, this event offers a prime opportunity to try Sarasota's top places to dine. In November, participants and spectators alike will appreciate the Crystal Classic Sand Sculpting Competition. Held on the beach in Siesta Key, this event attracts some of the world's best sand sculptors and awards big prizes.

    From art to nature to cuisine, Sarasota has it all. Choose from dozens of Sarasota vacation homes to find one with the ideal mix of city luxury and coastal relaxation, and start planning your perfect getaway.

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