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Sarasota Luxury Vacation Rentals

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    Travellers to Sarasota are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    50 Matching Rentals in SarasotaView all 336 rentals
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    8 Bedrooms, 8 Bathrooms, Sleeps 24 Quick View
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    Large Executive Water-Front Property1 / 40
    (1)Very good
    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
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 1, 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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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Grill
    • Terrace
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your tropical oasis awaits! Welcome to this stunning, updated 5-bedroom pool home with private beach access in Sarasota. This beauty is located off St Armand’s Circle and Lido Beach. With easy access to fine dining and shopping you’re bound to always have something to look forward to. Neighboring...
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    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    About this property
    Very nice decorated, spacious 3 bedroom apartment, with a spectacular view on Siesta Beach Water. Oversized balcony to enjoy sunset, or morning coffee. Living room fire place. You will be in the center of Siesta town, with all restaurants, bars, live music, shopping and more and on the beach.Truly...
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    Lido Key, Sarasota 34242
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Newly Remodeled 3 Bed 2 Bath Bungalow Block to Beach Heated Pool & Spa FREE WiFi1 / 23
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Private Outdoor Pool (Heated)
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 13, 2017
    This place was so cute... we didn't want to leave. We were 4 ladies away celebrating birthdays and this home was everything we could have possibility hoped for. Amazing...
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    About this property
    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 and 2 full bathrooms, this is one of the best little rentals on Lido Key....
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    Lido Key, Sarasota 34236
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Ocean Views
    • Washer
    • Private Outdoor Pool (Heated)
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come sail away, come sail away with me!!! Welcome to Topsail! Our newly constructed luxury cottage has everything you could ask for with all the amenities your group [up to 12] can fathom. Inside you’ll enjoy travertine flooring throughout the entire three-story building, garden soaking tub in...
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    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    3br - 5100ft2 - Country Estaste Adventure1 / 21
    (1)Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Balcony
    • Washer
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    • Terrace
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 1, 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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    Sarasota, Southwest Gulf Coast 34241
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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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
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    • 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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    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 11
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    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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    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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    • Private Garden
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    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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    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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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
    • Air Conditioning
    • Internet Access
    • Waterfront
    • DVD Player
    • Cable/satellite TV
    • Ocean Views
    • Patio
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    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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    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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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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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 29, 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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    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedroom Family friendly Coastal Manor of Sarasota1 / 22
    (20)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Porch
    • Balcony
    • Air Conditioning
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    • Waterfront
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Stayed all over Florida in many rentals,this one is amazing the house its self felt more like a home,so much room inside and out all the rooms were very nice decor different...
    Reviewed March 22, 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...
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    Sarasota, Southwest Gulf Coast 34231
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Ocean Views
    • Waterfront
    • Washer
    • Wi-Fi
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 18, 2018
    Beautifully remodelled, 3 bedroom, 2 bathroom home located about 10 to 15 minute drive from Siesta Key beach. The backyard is directly on the Sarasota Bay so you can see the...
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    About this property
    Treat your family, friends, and beloved small dogs to an unforgettable oceanfront getaway in sunny Florida! Conveniently located near plenty of Sarasota's shopping and dining, your new home away from home is nice and isolated, surrounded by gorgeous views and just a quick walk from the waters of...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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
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    • Waterfront
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    • 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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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Secure Parking
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house is located in a wonderful and quiet area of Sarasota. Within a ten-fifteen minutes you are on one of our many beaches long on one of our 3 islands Siesta Key, Lido Key and Longboat Key with a total of 64 km of white sandy beaches. Our beaches are clean and running at all times. There is...
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    Location Information
    Sarasota, Southwest Gulf Coast 34234
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Central Heating
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casa Amarilla is a wonderful 3 bedroom house located 2 blocks from the wonderful St. Armands Circle. The 3 bedroom home is furnished with everything you will need for a wonderful stay. The owner provides you with everything you would need and is very detailed orientated. The house is immaculate...
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    Location Information
    Lido Key, Sarasota 34236
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW Experience luxury living at its finest in this stunning 4BR/3.5BA home known as Casa Azul. Recently renovated, this modern gem boasts 3,346 sq. ft. of refined living space across two floors. Enjoy entertaining outside with a lush fenced backyard complete with a private pool,...
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    Location Information
    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
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    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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    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built in June 2017, this tri-level home completely captures the true essence of living the luxurious Florida lifestyle. No expense was spared to create this luxurious haven of elegance, with a heated beach-style entry access pool with picturesque water features including a spillover waterfall and...
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    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Grill
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    • Hot Tub
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    Pet friendly
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    Smoking allowed
    About this property
    Luxury home on 27 hole golf course, 3400 sq ft of designer heaven PLEASE NOTE, RATES ARE CALCULATING INCORRECTLY PLEASE CONTACT OWNER FOR QUOTE FOR JUNE/JULY BOOKINGS. This newly furnished and updated executive home totals over 3400 sq ft of luxury right on the 1st fairway of the #1 rated golf...
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    Sarasota, Southwest Gulf Coast 34201
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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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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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 27, 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 March 26, 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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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Playa y Blanca. This COMPLETELY RENOVATED, single level and uniquely configured (4 BR/2BA - 2 Master BR/1 Queen each & 2 2nd BR/2 twins each-sleeps 8) vacation home [Casita Blanca and Casita Playa] has 2 kitchens and 2 living areas, the perfect arrangement for families or groups that...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Grill
    • Shared Outdoor Pool (Unheated)
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    • Washer
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Siesta Dunes is where you want to stay on your next vacation and every vacation thereafter! We are offering a 3 bedroom, 2 bath (over 1500 climate controlled sq. ft) 4th floor condo with ocean gulf views at one of Siesta Key's premier complexes. Siesta Dunes is a gated complex with their own...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    Reviewed June 11, 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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    Elegant 4 Bedroom 3 bath Executive Home - HEATED POOL near Siesta Key Beaches!!!1 / 34
    (11)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Internet Access
    • Hot Tub
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    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 17, 2018
    We booked this villa from trip advisor But it didn’t show floor plan we assumed it would have had on suite bathrooms to at least 2 bedrooms it only had one bed room with onsuite...
    Reviewed June 10, 2018
    We rented this house for the last seven days with a very large group. This house is perfect for multiple families staying together. The house had an abundance of everything from...
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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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Patio
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    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover your personal paradise at this 3-bedroom, 2-bath vacation rental home in Sarasota. Nestled in a private jungle oasis, this Florida home features a backyard with a pool, and offers a prime location offering easy access to Lido Beach, St. Armand's Circle, Longboat Key and downtown Sarasota....
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home has just been listed on Trip Advisor but has been on VRBO and Homeaway for over a year with all 5 star reviews. 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...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    Spacious 4BR w/ Heated Pool & Chef's Kitchen - Minutes to Siesta Key Beach1 / 25
    (1)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious 2000 square foot house has 4BR and 2.5BA and is minutes from Siesta Key Beach. A balcony overlooks the pool, which is heated and screened in so you can make the most of that Orange Beach sunshine. Inside, the home has been newly renovated with high quality finishes in every room and...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the year-round warmth of Florida at this 3BR/3BA Sarasota home with outdoor amenities galore—all just one block from the stunning Sarasota Bay. Spend leisurely afternoons splashing in your private pool, surrounded by tropical landscaping and privacy fencing. The kids (and the family dog)...
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    Location Information
    Sarasota, Southwest Gulf Coast 34234
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
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    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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    SARASOTA : Paradise for golfers and beach lovers1 / 32
    (5)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Hot Tub
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    • Private Outdoor Pool (Heated)
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 12, 2016
    The property in University Park was idyllic - the photographs certainly did not do it justice! It was a tranquil location with the only sound that of birdsong. The villa was...
    Reviewed August 2, 2015
    We had a relaxing week at this lovely home with our three daughters. We enjoyed walking right out of the living room or bedroom to the refreshing pool at any time of the day...
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    About this property
    IN SARASOTA : Paradise for golfers and beach lovers in a wonderful Preserve Area (University Park Country Club) This Luxury Villa, not only a house but a real home : 4 bedrooms (8 persons), 3 Baths, 2 cars garage. located inside University Park Country Club, gated Community in a breathtaking...
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    Location Information
    Sarasota, Southwest Gulf Coast 34201
    Holiday Rental House - 4 Bedrooms, 3 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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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    • 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, 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 4 Quick View
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    • Private Outdoor Pool (Unheated)
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    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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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    About this property
    Spend your next holiday within walking distance of Shell Beach, the favorite beach of the locals and a few minute drive to Crescent Beach and the Village. Carry your beach chairs and set up your fishing pole within minutes from this lovely and friendly beach home. Updated kitchen and bathrooms....
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the pond view and bird life from the patio area. With 4 bedrooms, 2 bathrooms, 2 car garage and pool, the house can accommodate up to 8 persons The houseis located in a wonderful and quiet area of Sarasota. Within a ten minutes you are on one of our many beaches long on one of our 3 islands...
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    Location Information
    Sarasota, Southwest Gulf Coast 34232
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    6 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luna Flores, a gorgeous 6 bedroom, 4 bathroom uniquely configured villa featuring a combination of two special vacation homes. Luna Flores is specially configured to include two separated living areas, Villa Las Flores and Luna Nueva. Located just off island with easy access to Siesta Key...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 16
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    Tranquility at the Preserve1 / 35
    (1)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
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    • 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, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    • Balcony
    • Terrace
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    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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    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
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 14, 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 February 13, 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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    3 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    • Private Outdoor Pool (Heated)
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    • Private Garden
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    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PRICING - If the property is available within the next 2 weeks I am willing to negotiate a price that will meet your budget. Send me an offer. Let's make a deal! I'd like to get it rented. Standard rates November through the end of April are $449 for Friday and Saturday nights, and $349 Sunday...
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    Location Information
    Sarasota, Southwest Gulf Coast 34232
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 16
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    'Sea Spray Resort' ...just steps to the beach!1 / 15
    (8)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the 'Sea Spray Resort' ...just steps to the beach on beautiful Siesta Key... your source for affordable vacation rentals. If you want to enjoy a tropical vacation where you are steps to the beach, walk 4 blocks to the Village for drinks, shopping or dinner, or simply lounge by the pool...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Beach Cottage has it all! Plenty of space for your friends and family and is located just steps from the World Famous Siesta Key Public Beach. This spacious Cottage has 4-5 available bedrooms and a fenced in backyard with propane grill. This house is ready for your next Siesta Key get...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    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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    • Cable/satellite TV
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    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 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you looking for a Sarasota Vacation Rental close to all of the local attractions and beaches, but want peace & quiet at affordable prices? Then, Timberwoods is the perfect place for your next vacation! This vacation rental has 2 bedrooms, 2 bathrooms, kitchen, washer, dryer, living & dining,...
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    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Hot Tub
    • Patio
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    • 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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