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Sarasota Luxury Holiday Homes

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    Travellers to Sarasota are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    45 Matching Rentals in SarasotaView all 305 rentals
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    Oceanfront home w/sunset views of Sarasota Bay1 / 37
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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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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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Washer
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine combining privacy of staying in a private home with the resort amenities of a fine hotel matched with a fantastic location, just 5 minutes from the beach and very easy access to Sarasota sporting cultural amenities and an array of dining options. Enjoy all that Sarasota has to offer while...
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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Million Dollar Estate for family getaways. Short drive to Lido and Siesta Key1 / 32
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 April 2019
    We enjoyed staying at this beautiful home for the weekend and also throwing our wedding reception here where we got to share this breathtaking place with our family and closest...
    Reviewed 5 October 2018
    We had a great time at Sarasota;s Shangri La! We stayed in this house while visiting my sister in Nokomis. The house, pool, and spa were great, but the gardens and turtle pond...
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    About this property
    LENGTH OF STAY - The property can be rented once in a 30 day period. 30 day minimum stay is preferred though shorter stays are allowed if a 30 day rental has not been reserved. Please contact me for details. PRICING - If the property is available within the next 2 weeks I am willing to negotiate a...
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    Sarasota, Southwest Gulf Coast 34232
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Washer
    • Waterfront
    • Parking
    • Internet Access
    • Cable/satellite TV
    • Hot Tub
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You will love our beautifully maintained and clean Villa Youppie in Sarasota. It is located at the corner of a lake which provides lots of privacy and thanks to a southern exposure you have sun in the pool and on the patio all day long. New travertine tiles on the patio, granite counter tops in the...
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    Sarasota, Southwest Gulf Coast 34238
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Elegant 4 Bedroom 3 bath Executive Home - HEATED POOL near Siesta Key Beaches!!!1 / 34
    (13)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 December 2018
    A great place, my family loved it. My family and I high recommend it. Nice quiet place near the beach.
    Reviewed 23 October 2018
    We really enjoyed our stay. The home is lovely and very comfortable. We had 3 generations at the house and there was something for everyone. The pool was great, Netflix in...
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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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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Hot Tub
    • Washer
    • Patio
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Truly, this is one of our premier properties with everything you need to have an amazing vacation experience in Sarasota. This is an ideal location as it's close to downtown Sarasota with all of the great restaurants and shops, as well as a short drive to #1 rated Siesta Key Beach and a short...
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    Location Information
    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Breathtaking Views of Gulf (Sea Horse Unit)1 / 28
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Grill
    • Air Conditioning
    • Waterfront
    • Patio
    • Washer
    • Cable/satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two story, 3 bedroom, 2 bath unit, designer decorated, with amazing views of the Gulf from every room! Look no further. This unit has everything imaginable and you literally step out of your unit and the crystal white sands of Siesta Keys number one beach are under your feet. We are located at...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Grill
    • Internet Access
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 Bed 1 Bath Main House And 1/1 Guest House. Private Courtyard, Enclosed Pool This newly remodeled home has all the amenities you need while on vacation and still manages to maintain its beachy charm. Professionally decorated this home has an airy feel with top of the line finishings. At 3 bedrooms...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Tulip House - 1 mile to Siesta Key1 / 47
    (1)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pool home: This extraordinary 3 bedroom + / 2 baths designer remodeled single family home (1,826 sq/ft) is located on the mainland close to the worlds famous Siesta Key. The home offers a new pool (baby fence available upon request) and is located within approx. 1 mile of the Siesta Key...
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    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3br - 5100ft2 - Country Estaste Adventure1 / 21
    (2)Very good
    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Balcony
    • Washer
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Terrace
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 October 2018
    Our stay at this home wasn't long. We enjoyed the view of the pond and watching the lilly pads open each day. Nice pool and grill area. Each of the beds had wonderful sheets...
    Reviewed 2 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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    Renovated ! Heated pool! House Close To USA's Best Beach! Great Rates!1 / 19
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Grill
    • DVD Player
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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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    The MacGregor House is 1925 Old Florida elegance1 / 22
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Parking
    • Patio
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    • Private Garden
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 June 2019
    Summary: Yes Very nice home conveniently located near downtown and very close to wonderful beaches and shopping. Comfy beds, comfy furnishings and a nice kitchen for preparing...
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    About this property
    This home has just been listed on Trip Advisor This beautiful Italianate-style 2-story home was built in 1925 during the John Ringling era. It is a rare find, nestled in a quiet, peaceful neighborhood and listed on the local registry of historic homes, it retains many of its original features. It...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    Sarasota River House Paradise. 4BR. Free kayaks, bikes, fishing, hot tub + more.1 / 23
    (5)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Waterfront
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 March 2017
    We loved this property! It worked perfectly for our family get together. We needed a place to stay for a ceremony at my daughters college, we came from New York and both sets of...
    Reviewed 27 March 2017
    This home is really comfortable and has a wonderful array of amenities. Peter Dunn has put lots of thought into the details of making it a home away from home. Our family has...
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    About this property
    The property and Sarasota were not damaged by hurricane Irma. We're booked for all of December and half of January and March. Most people wait until after the holidays to start planning winter vacations, so they book for February and March. Thus, after holiday school breaks are over, the second...
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    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    A luxurious 1926  Florida bungalow, located in historic Laurel Park, Sarasota1 / 17
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Terrace
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 February 2017
    I'll be the first to admit I didn't know much about Sarasota before heading to Susan and Jerry's bungalow, but I left feeling like a regular! It is the perfect location from...
    Reviewed 14 February 2017
    We stayed here because we wanted a quiet location within easy walking distance of the Marie Selby Botanical Gardens, the Marina complex and Sarasota center with its many shops...
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    About this property
    This upscale and unique 1926 Florida bungalow, with two bedrooms and two bathrooms, is located in the historic Laurel Park District of Sarasota. It features the charm of the old with the convenience of the new. The 1300 square foot home, with original old pine floors, was totally and elegantly...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Starfish Unit at Sunset Beach Resort Beach Front Property1 / 17
    (6)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Waterfront
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    • Terrace
    • Cable/satellite TV
    • Balcony
    Suitability
    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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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Parking
    • DVD Player
    • Washer
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make a splash in the private screened-in pool at this winning 4BR/4BA home. Play a game of ping-pong or fire up the BBQ for an al fresco meal. You’re a quick walk to Lido Beach and an array of shopping, casual eateries, and fine dining. Sleeps 8. Long Description: Make a splash in the private...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Charming Lido Key Beach House 5 min Walk to Beach!1 / 33
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Balcony
    • Outdoor Dining Area
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    • Patio
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    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 October 2015
    I had been staying in Sarasota for springtime vacations for about ten years before renting this house on Lido Key. The house is charming and spacious with all the extras you...
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    About this property
    This beautifully decorated Beach House of about 1400 sq ft includes a living room, dining room, KitchenAid equipped newly renovated kitchen, laundry room, 2 bedrooms, and 2 bathrooms. The living room has a large and comfortable couch, a coffee table, and cable TV. The dining room includes a...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Luxury Beach Cotttage1 / 32
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
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    • Grill
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adorable Luxury Cottage on Gulf front Estate, nestled among Oaks & Palms. Tongue and groove wood cathedral ceiling, white wood floors, wains-coat, tile bathroom, washer, dryer and dishwasher. Large sliding glass doors to enjoy a view of gardens & ponds. Relax, get away and enjoy Siesta Key's laid...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    An Upscale Romantic Getaway in Historic Laurel Park, Sarasota1 / 15
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Private Garden
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    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 February 2017
    This apartment is in a unique and beautiful neighborhood of Sarasota and about a 5 minute walk to the heart of downtown Sarasota. There are countless restaurants and bars on...
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    About this property
    Who ever knew you could fit so much convenience and luxury into 500 square feet? Our brand-new one bedroom apartment features a gourmet kitchen, a luxurious cathedral-ceilinged living room, a bedroom and a deck that faces the sunset. The front deck is a great place to have your morning...
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    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Stunning Beach Front Pool Home (Sand Castle Unit)1 / 27
    (7)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Directly overlooking breathtaking views of privately owned beach on North end of Siesta Key. Just renovated everything brand new. Four bedrooms, 2 baths, sleeps 11, living room, dining room, full kitchen and game room. Flat screen TVs in living room, game room, and each bedroom with DVD players,...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 11
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    Mangrove Bay Cottage Siesta Drive vacation rental1 / 17
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 days ago
    We came down for a visit with our three young kids and Mangrove Bay was absolutely perfect for us. The house itself is beautiful inside, all updated with a laundry room, great...
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    About this property
    Mangrove Bay Cottage is your ideal Sarasota vacation rental destination. Neighborhood convenience for all local beaches, shopping, dining, and attractions. Enjoy your visit to Sarasota and West Coast Florida's natural beauty and living life (ola ola) experience....
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    Location Information
    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Grill
    • Wi-Fi
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    • Air Conditioning
    • Hot Tub
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury home on 27 hole golf course, 3400 sq ft of designer heaven This newly furnished and updated executive home totals over 3400 sq ft of luxury right on the 1st fairway of the #1 rated golf course community in south western Florida. Generously sized accommodation with top of the range...
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    Location Information
    Sarasota, Southwest Gulf Coast 34201
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
    • Grill
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    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 3 bedroom 3 bath home. Ideally located steps from St Armands Circle shops and restaurants and minutes from downtown Sarasota. Walk to famous Lido Key beach. Professionally designed, furnished and outfitted. Lush landscaping surrounds outdoor pool and seating areas behind privacy wall....
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Large Executive Water-Front Property1 / 40
    (2)Average
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Hot Tub
    • Ocean Views
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 May 2018
    We rented this property for my mom's 60th birthday party. The owner was very accomodating and helpful. We had a great time and the property was beautiful!!
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    About this property
    This Contemporary Home on Sarasota Bay has Spectacular Views from all 3 stories. Enjoy bayfront living at it's finest with a 2-story great room, bayfront lanai, pool, boat dock and lift. Master Bath is finished in marble; a guest suite, also with an amazing walk in closet & spacious bath, has...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
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    • Private Outdoor Pool (Heated)
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Something for everyone! Spacious 4 bedroom house in quiet neighborhood. Great for the single person retreat, a couple seeking time together or the family get-a-way. There is a tree house, swing and hammock in the big back yard something for the little kids and big kids too. The big teak table on...
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    Location Information
    Sarasota, Southwest Gulf Coast 34232
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Beautiful waterfront home on Phillipi Creek close to all that Sarasota has to offer. 5 miles to America's number 1 beach Siesta Key, and only a few short blocks from stores, night life, & other beaches. This quaint ​​getaway includes a kayak to enjoy the pure bliss of the calm ​​​​​waters of...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Private Garden
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious house with the charm of old and modern comfort renovated in an European style with a large garden in a quiet area close to Downtown (5min), beaches (15min), Yoder’s Fresh market and Arlington park (tennis, basketball, Olympic pool, and playing area for kids). With 3 bedrooms, 2 bathrooms,...
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    Location Information
    Lido Key, Sarasota 34239
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Casa Antigua - Sparkling 4 BR, Heated Pool, Minutes From Siesta Key [sleeps 8]1 / 35
    (2)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Casa Antigua! Casa Antigua is a four (4) bedroom, two (2) bath private home. It is configured for maximum comfort and enjoyment for large parties who will find it a well designed retreat and haven to call your own vacation home. First and foremost, enjoy the benefits of your very own...
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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    A True 3 Bedroom, 2 Bath Property With A Private Outdoor Kitchen And Spa Nestled on the serene and inviting Crescent Street, a true wood picket fence is the classic cottage signature which perfectly frames the tropical landscaping and delightful curb appeal. Modern comforts of the 1,465 square...
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    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sarasota/Florida, Siesta Key Beachfront Townhouse.1 / 24
    (3)Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    • Waterfront
    • DVD Player
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    • Ocean Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Prime Siesta Beachfront location just a block north of Sarasota County's Siesta Beach and only a 4 block walk or tip taxi ride to Siesta Key Village. This property shares a private beachfront lot with one other townhouse unit. It is on the sugar white quartz sand of Crescent Beach which has been...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Single family pool home, 3 bedrooms. 1 bedroom with queen size bed and end suite. 1 bedroom with queen size bed and 1 with 2 single beds. lovely sun room, living room with sectional seats 6 comfortably, recliner and cable TV. Dinning room, breakfast bar seats 3. Fully equipped kitchen with...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tranquility at the Preserve1 / 35
    (1)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    other travellers have booked this property
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    • Patio
    • Grill
    • Private Outdoor Pool (Heated)
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    • Washer
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury 5 bedroom 4 ½” bath house on the Misty creek Golf Course/Country Club Gated community nested on a wild life preserve with large lakes. Home sleeps 10 Master suite with private access to heated pool and spa Large private screened heated pool and hot tub Outdoor grill Beautiful lake at the...
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    Location Information
    Sarasota, Southwest Gulf Coast 34241
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adorable, Cozy, charming home in the middle of it all in Downtown Sarasota with a private outdoor patio where you feel you can also get away from it all. Walk to restaurants, shops, Saturday morning farmers market or the marina. Adorable 2 Bedroom, 1 Bath house in historic downtown Sarasota. The...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Hot Tub
    • Patio
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you looking for a Sarasota Vacation Rental close to all of the local attractions and beaches, but want peace & quiet at affordable prices? Then, Timberwoods is the perfect place for your next vacation! This vacation rental has 2 bedrooms, 2 bathrooms, kitchen, washer, dryer, living & dining,...
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    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Terrace
    • Cable/satellite TV
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    • DVD Player
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    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2 bedroom, 2 bathroom 2nd floor loft has just undergone a fresh remodel, and is ready to make your vacation complete. The location cannot be beat by any other rental in the surrounding area. You are literally across the street from the Towles Court Artist Colony, which features classic style...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Soak up the Sunshine State from this 2-bedroom, 2-bath Sarasota vacation rental house that comfortably sleeps 4. The private backyard that’s embellished with an abundance of Bamboo and lush gardens is the perfect place to enjoy meals al fresco. Located only a few miles from Siesta Key Beach, this...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Secure Parking
    • Private Outdoor Pool (Heated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This contemporary eye catching house in the heart of Harbor Acres, one of the best neighborhood of Sarasota, features 5 bedrooms, 5.5 bathrooms, a private swimming pool, a private fitness room and a boat dock. The villa has a built living space of 5,403 square feet split across three floors. The...
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    Location Information
    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Washer
    • Air Conditioning
    • Cable/satellite TV
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    • Patio
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sarasota Sands on South Lido, sleeps six, two baths, fully equipped, on the best beach, walking distance to St. Armand's Circle, pool, sauna -- a gem Located directly on a beautiful stretch of Lido beach along the Gulf of Mexico. Perfect for swimming in sparkling, azure waters, seashell searches...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Washer
    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With 1,448 square feet of welcoming living space and a beautiful pool overlooking the canal, this 3BR/2BA home is perfect for your Sarasota vacation. The open-concept layout features two living rooms, and the pool and spa are surrounded by a stylish stone patio. An on-site rental boat is...
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    Location Information
    Sarasota, Southwest Gulf Coast 33434
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • DVD Player
    • Grill
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This brand-new listing may not have an abundance of guest reviews yet, but you can be assured of an exceptional stay. Thoroughly vetted, this home is professionally managed by TurnKey Vacation Rentals, two-time winner of the Travel Weekly Magellan Award for Vacation Rental Hospitality. Book now to...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly remodeled 1,900 sq. ft. open concept home must be seen to be appreciated. It is appointed with high quality upscale granite, travertine style tile floors and all new furniture and appliances. Most of the living is outdoors in the screen enclosed pool and patio area. The master BR suite...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    Our sweet 3 bedroom, 2 bathroom house is just 10 minutes drive from Siesta Beach, voted America's #1 beach, and a short walk to the bay waters. When you are not at the beach, relax in our recently renovated colorful and unique home and enjoy grilling out on our lanai or playing ping pong in the...
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    Location Information
    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Casita Blanca- 2BR, Private Beach Access, Communal Heated Pool [Sleeps 4]1 / 25
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
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    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Casita Playa of Playa y Blanca. This COMPLETELY RENOVATED, single level (2 BR/1BA - Master BR/1 Queen & 2nd BR/2 twins -sleeps 4) vacation home features private, gated beach access, a sparkling clean hot tub in a private, lush setting, a communal heated swimming pool with plenty of pool...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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