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Holiday Rentals near Siesta Key Village

Sarasota, Florida
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    Travellers to Sarasota are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 1,515 Rentals in Sarasota
    Across the street from Siesta Key Beach, Gulf View, Pool, Tennis, Parking, Balco1 / 48
    (2)Average
    0.2 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    0.2 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 61 / 36
    (20)Excellent
    0.1 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Beach Across the Street,  Partial Gulf Views, Wifi, Tennis Courts, Community Poo1 / 49
    (1)Very good
    0.2 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    Reviewed 12 August 2019
    This big, roomy condo is right across the street from Siesta Key beach! Owners had beach towels, coolers, an umbrella and chairs for beach use. Two balconies with different sun...
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    About this property
    Looking for fantastic location? This 2 bedroom, 2 bath condo on Siesta Key sits right across from the Siesta Key Beach voted #1 Beach in USA. This large condo is light and bright with large wrap around balcony and great view of the pool. It is clean and comfortable with everything you need for a...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Luxurious 2 BR Condo - Short Walk to Siesta Beach, #1 in The USA1 / 37
    (18)Very good
    0.2 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Reviewed 21 April 2017
    We stayed at the apartment for 2 weeks during Easter holidays with our 2 girls (aged 1 and 4). We had a lovely holiday. We felt there was some positives and negatives with the...
    Reviewed 1 February 2017
    Everything about this condo was fantastic! The beautiful two bedroom/ two bathroom, spacious, quiet, the large swimming pool and two gas grills which we used often, we will...
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    About this property
    Newly furnished, newly renovated 2BR (one king size & 2 single beds) + convertible sofa bed, 2 Bathrooms 2nd floor condo (sleeps 4-6), and with all the amenities of a comfortable home. Located in White Sands Village with 7 acres of lush tropical surroundings & paving stones carport parking, our...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Sarasota-Siesta Key Coastal Five Bedroom with Pool and Spa1 / 24
    (16)Very good
    0.3 kilometres from Siesta Key Village
    5 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    • Air Conditioning
    • Private Garden
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    We loved the house! It open layout and great pool and spa were wonderful for our group as we had room for all and the kids were never bored. The beach is so close and it was...
    Reviewed 12 June 2020
    The house was great for our family. So close to the beautiful beach and the pool and hot tub were fantastic for the grandchildren. House was clean and had a large kitchen with...
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    About this property
    Excellent location at only 120 Yards To The Cool White Quartz Sand Of Siesta Beach! ?This Home Has Water Frontage, Pool, Hot Tub And BBQ Area Within A Screen Enclosure. There Is A Nice Sized Sunning Patio As Well With Views Down The Waterway. This Home Entertains Excellent Because The Pool/Spa Area...
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    Siesta Key, Florida
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 13
    Beach Condo across from Siesta Beach1 / 42
    (25)Excellent
    0.2 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 April 2018
    Myself, husband and 8yr old stayed here for a week after visiting Universal Studios in Orlando. Booking and communication with the owner was prompt and efficient. The owner was...
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    About this property
    Enjoy culture & nature at their best!! 2 luxurious bedrooms, light filled living-dining rooms, 2 baths, corner unit offers glass slider doors opening to two spacious furnished balconies. Master bedroom offers king size bed, private bathroom and walk in closet. There is access to wireless internet...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    0.1 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
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    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for fantastic location close to Siesta Key Beach and Siesta Village? This 2 bedroom, 2 bath townhome on Siesta Key sits right across from the Siesta Key Beach voted #1 Beach in USA. This large townhome boasts over 1300 sqft. is light and bright with a large balcony and great views of the...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Newly discounted rates! Gorgeous one bedroom across from beach, near village!1 / 17
    (17)Excellent
    0.3 kilometres from Siesta Key Village
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
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    • Waterfront
    • Patio
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 June 2019
    Marcie’s condo at La Siesta is just wonderful. We spent a week in her beautifully decorated space and enjoyed all the facilities. There is no place nearer to the fabulous beach...
    Reviewed 15 June 2019
    My husband and I can't wait to book this condo again - it was perfect for us! This especially well maintained, lovely unit is also in the best location on Siesta Key. It's not...
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    About this property
    Gorgeous one bedroom, near village, across from best beach in the world! Enjoy a most relaxing beach vacation in our beautiful one bedroom condo -- directly across the street from world famous Siesta Beach (rated the #1 beach in the US) -- where you will find the whitest sand in the world . When...
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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Renovated 2 bedroom 2 bath accross the street from beautiful Siesta Key Beach.1 / 33
    (13)Excellent
    0.3 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sarasota Downtown All Inclusive Town house !!!1 / 30
    (2)Excellent
    6.8 kilometres from Siesta Key Village
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
    7.0 kilometres from Siesta Key Village
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Vista Hermosa Cabana - Enjoy the beach life here on the island!!!!1 / 21
    (2)Very good
    2.7 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    7.0 kilometres from Siesta Key Village
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
    Downtown Sarasota Townhouse in Historic Center !!!1 / 30
    (2)Very good
    7.0 kilometres from Siesta Key Village
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
    7.0 kilometres from Siesta Key Village
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    7.0 kilometres from Siesta Key Village
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Ideal location Siesta Key1 / 43
    (1)Excellent
    0.2 kilometres from Siesta Key Village
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
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    Pet friendly
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    Reviewed 9 August 2021
    Couldn’t be any better!As good as can be, great place and host is amazing!! Warm salt water swimming pool. Close to town love the trolley rides. Jean was an amazing host
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    About this property
    SIESTA KEY BEACH is diagonally ACROSS THE STREET IDEAL LOCATION! Walk or take the trolley to the lovely Siesta Key VILLAGE. Enjoy the HEATED SALTWATER SWIMMING POOL, SAUNA. We have or own MARINA. Convenient GAS BARBECUE GRILLS and PICNIC TABLES in a GARDEN SETTING. Park your car in your OWN...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Siesta Key Beach - location Location1 / 32
    (2)Very good
    0.2 kilometres from Siesta Key Village
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 March 2019
    The unit we stayed in was on the second floor. The bed was very comfortable. It had a small up to date kitchen with everything you need to prepare a meal. Jean was quick to...
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    About this property
    Siesta Key Vacation Rental - Location location location! Get the Best of both locations, walk across the street to Siesta Key Beach or walk the lovely Siesta Key Village! Take advantage of the free trolley that runs up and down the main road on Siesta Key. This condo is at the center...
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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Spacious tropical retreat with Private Pool!1 / 44
    (4)Excellent
    8.9 kilometres from Siesta Key Village
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3.6 kilometres from Siesta Key Village
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    4.3 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2.2 kilometres from Siesta Key Village
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Lido Key Sarasota Pool Side Condo, Steps from Beach, St Armands Circle.1 / 31
    (4)Excellent
    5.2 kilometres from Siesta Key Village
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    14.2 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    7.7 kilometres from Siesta Key Village
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    Location! Location! Location!Sarasota1 / 29
    (3)Very good
    6.7 kilometres from Siesta Key Village
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Under One mile to Siesta Key Beaches! 2018/2019 Season is available!1 / 20
    (1)Excellent
    2.5 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Tiny Blue Oasis- Tiny House that sleeps 6 comfortably & Free WiFi1 / 22
    (8)Very good
    2.7 kilometres from Siesta Key Village
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    1 Bedroom, 1 bath Guesthouse suite with Private entrance.1 / 16
    (1)Excellent
    16.3 kilometres from Siesta Key Village
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    *** Downtown Bungalow ***Beaches / Restaurants / Cafes***Just Minutes away!1 / 40
    (13)Excellent
    7.7 kilometres from Siesta Key Village
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Single family home on golf course with enclosed pool1 / 19
    (2)Average
    11.8 kilometres from Siesta Key Village
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    12.6 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Tiny House Amy - near the beach with Free wifi!1 / 21
    (11)Very good
    2.7 kilometres from Siesta Key Village
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Southgate Surf House perfect for home/remote office1 / 20
    (24)Very good
    4.8 kilometres from Siesta Key Village
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    12.6 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Tiny House Flamingo- Cute and vibrant with Free WiFi1 / 17
    (4)Very good
    2.7 kilometres from Siesta Key Village
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Tiny House Margarita - A bright and cheery choice that sleeps 61 / 14
    (3)Excellent
    2.7 kilometres from Siesta Key Village
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Periwinkle House - Your home away from home - close to locals beach1 / 27
    (9)Excellent
    1.3 kilometres from Siesta Key Village
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
    Sarasta paradice srq1 / 23
    (13)Very good
    9.3 kilometres from Siesta Key Village
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Beautiful Villa minutes from downtown Sarasota, Benderson, golfing, tennis &more1 / 13
    (2)Excellent
    10.3 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 bedroom-Sparkling Clean–near beaches & downtown1 / 24
    (4)Excellent
    5.4 kilometres from Siesta Key Village
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    12.6 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    12.6 kilometres from Siesta Key Village
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Vintage Main Street Loft Apartment1 / 11
    (9)Very good
    7.5 kilometres from Siesta Key Village
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    3.2 kilometres from Siesta Key Village
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Lido Beach Vacation or Seasonal  Rental1 / 14
    (44)Excellent
    5.4 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    14.5 kilometres from Siesta Key Village
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    12.9 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    0.2 kilometres from Siesta Key Village
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    The pure white quartz sand of Siesta Key Public Beach earned it the title of “The Best Sand Beach in America”. You can walk or jog along the Gulf of Mexico, or spread out a towel and let the tropical breeze take your mind off any worries! If you’re up for more active fun, bring a frisbee, tennis...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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