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Siesta Key Beach Rentals with Hot Tubs

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    Travelers to Siesta Key are booking February dates now. Secure your vacation rental today, and have the perfect trip.
    99 Matching Rentals in Siesta KeyView all 886 rentals
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    WOW Factor Siesta Key Beach Gulf Front Condo in Siesta Dunes on #1 Beach in USA1 / 69
    (20)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Patio
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This completely and meticulously updated home will wow you! Features a brand new pool and hot tub!! Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. Located just a few blocks from the...
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    Siesta Key, Florida 34242
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    PRISTINE SIESTA KEY VILLAGE HOME1 / 28
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Air Conditioning
    • DVD Player
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 31, 2018
    It was a perfect week for us in a perfect House.Great style and interior and we could use the bikes and kayak. Walk distance to the nice restaurants and the beach. We will...
    Reviewed August 29, 2017
    Beautiful accommodation, superbly located and very well equipped. The new swimming pool is the jewel in the crown, and Cydney was a pleasure to deal with. We would hope to go back.
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    About this property
    Hidden behind a contemporary privacy wall, enter into our front yard oasis. The perfect setting for tanning, dining and entertaining alongside the waterfall feature. Extensive renos offering a stunning gourmet kitchen, updated bathrooms, flat screen tv's in bedrooms and the most appealing Lanai...
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    Siesta Key, Florida 34242
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Patio
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    • Hot Tub
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come enjoy the relaxed vibe of Siesta Key! The beautiful white sand beaches that make Siesta Key the #1 beach in the US are not even a five-minute stroll away. Siesta Key Village and the famous 3 miles of the softest 99.9% quartz sand beaches draws thousands to enjoy the island life. This two...
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    Siesta Key, Florida 34242
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Grill
    • Washer
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the middle of Siesta Key, tucked away on a shaded and quiet canopy lane is this bright and open air 3 bedroom 3 bath home less than one mile from the world famous Siesta Key beach. Plenty of space to spread out and enjoy your vacation, whether it be out on the pool deck, in the hot tub,...
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    Siesta Key, Florida 34242
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Siesta Key For Me - The Palm Bay Club1 / 46
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Washer
    • Wi-Fi
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    • Cable/satellite TV
    • Hot Tub
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 5, 2018
    What a wonderful time we had staying at Palm Bay Club. The condo had everything you could possibly want for your stay beautiful furnishings, comfortable beds and plenty more...
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    About this property
    Few reviews? NEW OWNERS..NEWLY RENOVATED..This Bayside Suite has been revamped with all new paint, blinds, furnishings, stainless steel appliances, dining room set, and new bedding sets in each room! With 2 bedrooms and 2 full bathrooms, this unit can comfortably sleep 6 guests. The master contains...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Exceptional townhouse - Royal Palm Suite - with Gulf Views from all 3 balconies1 / 26
    (24)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Patio
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 13, 2017
    Great fit for small or large group with two bedrooms and a third semi-private on the top floor with its own balcony. There is a balcony on each of the three levels and all have...
    Reviewed March 30, 2014
    Six of us, ages 7-70, stayed in the Royal Palm Suite, #662 of Gumbo Limbo for 1 week during Spring break. The house is clean, comfortable, has lots of space and views of the...
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    About this property
    The Royal Palm Suite (sleeps 6) is a 3 bedroom luxury townhouse of 1,850 sq/feet over 3 floors, 2 kings and 1 queen size bed, 3 balconies (each has a Gulf View), almost all rooms have a Gulf view, a kitchen with granite counter tops, master bathroom offers a bathtub with Gulf view and a bidet....
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    Siesta Key, Florida 34242
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Hot Tub
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    • Waterfront
    • Internet Access
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious 1 bedroom, 1 bathroom, turn key furnished condo at Harbor Towers on Siesta Key. The unit has been totally remodeled, kitchen with granite counter tops, new cabinets, new lighting and stainless steel appliances. Bathroom has new shower and granite counter tops. Ceramic tile flooring...
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    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    New 6 Bedroom, Luxury Home in Gated Community1 / 22
    (1)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Waterfront
    • Air Conditioning
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 9, 2017
    View from master bedroom was fantastic. Plenty of room for the 14 of us. Will defiantly book again. Kitchen had all appliances needed. Grill was old and had to light with a...
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    About this property
    Perfectly located, New, 6 bedrooms 4 1/2 bathrooms private home,in a gated community, combines luxury with convenience of location. We offer you a large 6000sf+ home within a short distance to the pristine beaches of Siesta Key and walking to the Village, Restaurants, shops and nightlife. Privacy...
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    Siesta Key, Florida 34242
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Hot Tub
    • Ocean Views
    • Washer
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located just across the street from the #1 Beach in the USA!! Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. Stunning Three Bedroom Two Bath with Private Pool and jacuzzi on Siesta...
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    Siesta Key, Florida 34242
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Housekeeping Included
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1st Floor Large Corner Unit Newly Painted & Furnished This is a large corner unit 1280 sq. ft in the center of private Crescent Beach which is deeded just for the Palm Bay Guests. This is a gulf to bay resort which gives you access to a pool , fishing pier & hot tub on the bay side along with...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Direct Beachfront Siesta Key Condo with Amazing Views of the Gulf!1 / 37
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Waterfront
    • Central Heating
    • Ocean Views
    • Balcony
    • Terrace
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 20, 2018
    We love everything about this beautiful condo. The location is just steps to the most beautiful beach in the US. Sit on the lanai and watch the sunset and see dolphins swim by...
    Reviewed March 20, 2018
    We had a wonderful time and enjoyed our holidays a lot at the beach condo. It was super clean, perfect funitured, and it was like coming home. we are looking forward to coming...
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    About this property
    IMAGINE SPENDING AN ENTIRE MONTH TO UNWIND, REJUVENATE AND HAVE FUN BY THE SEA. HEAR THE WAVES AND WATCH THE DOLPHINS SWIM BY FROM THE BEACHFRONT LANAI. NO ELEVATORS, JUST STEPS TO THE BEACH AND THE POOL. LOCATED ON THE VERY BEST PART OF CRESCENT BEACH WITH ITS FINE, WHITE SAND. SERENITY BY THE...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Private Beach Across the Street, Lighted Tennis/Pickle Cts, Two Heated Pools, Ho1 / 47
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Grill
    • Hot Tub
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    I really enjoyed my stay at this condo. It is beautifully decorated and recently renovated/updated, just across the beach from a private beach, and has a pool. Very comfortable...
    Reviewed December 1, 2018
    Great location on the bay. Lots of room and beautiful decor. Pools were great and easy walk to beach
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    About this property
    Looking for the perfect beach vacation? We have you covered at Our Beach to Bayside 2 bedroom, 2 bath condo....it has everything you need and desire for the perfect bayside beach vacation on Siesta Key! Within a 10 minute walk are some favorite local restaurants like Clayton's Siesta Grille, and...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Crescent Beach, Siesta Key, Beautiful Ocean Front Complex, No Booking Fee1 / 29
    (3)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Waterfront
    • Hot Tub
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 15, 2018
    This condo is close to the beach a series od 6-8 condos with a common pool and hot tub area. In general the condo is comfortable. You do have a coin operated laundry, which we...
    Reviewed May 21, 2018
    Not all Siesta Key resorts are the same! We met another family who have stayed at Siesta Dunes for the last 10 years because of how pleased they are with it, and I can see why...
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    About this property
    This condo is in a large, spacious, beautifully landscaped complex in the middle of Crescent Beach where couples as well as families are welcome. Our balcony is nestled in a quiet, lush tropical setting with birds serenading in the surrounding trees; yet close to all amenities. Short walk...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Patio
    • Washer
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beaches! Boating! Bistros!! Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs.This Tropical Paradise in 'The Village' has been lovingly updated throughout. 3 Bedroom/ 2 Bath with a King,...
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    Siesta Key, Florida 34242
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Patio
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This luxury Siesta Key vacation rental gives easy access to Siesta Key Beach. With four bedrooms, three full bathrooms, and two half baths this property has plenty of room for up to 10 guests. Its private pool area and out door kitchenette is great for small gatherings of family and friends. Four...
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    Siesta Key, Florida 34242
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Sauna
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    • Washer
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A wonderful 2-bedroom/2-bath fully appointed condo nestled into a the only true resort on Siesta Key. Enjoy the state of the art fitness center, saunas/spas, 3 heated swimming pools, 8 tennis courts (2 converted for pickleball), shuffleboard, basketball/racquetball, tiki huts, grilling areas, 2...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vacation like a King and Queen in one of Siesta Key's most luxurious resorts, The Palm Bay Club! This beach to bay resort condominium community has an abundance of fine amenities sure to please you. This complex contains a Private Beach, beautifully manicured grounds and a tropical courtyard,...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Air Conditioning
    • DVD Player
    • Sauna
    • Ocean Views
    • Waterfront
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your beach escape is beckoning! Find your paradise in the renown Gulf & Bay Club where you will find all the comforts of home in this luxurious 2 Bed 2 Bath condominium. Wake-up to the pristine views of the Gulf & Bay Clubs manicured gardens and the Gulf of Mexico. Prepare the perfect meal in the...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Seaside Villas Unit 3BR 52411 / 34
    (5)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Hot Tub
    • Grill
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 5, 2018
    The townhouse was in a fantastic location and allowed plenty of room for the five of us. The beach amenities were exactly what we needed for a full day at the beach. We were...
    Reviewed November 30, 2017
    The GOOD: This condo is one block from Siesta Key beach which makes getting to the beach very easy. The condo provides a beach wagon, chairs, cooler and umbrella to use on the...
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    About this property
    SEASIDE VILLAS - Deluxe 3-Bedroom Siesta Key Townhouse Vacation Rental - With Heated Pool   Located in the Heart of Siesta Key Village, Sarasota, FL - Short Walk to Crescent Beach   SEASIDE VILLAS: This Siesta Key deluxe 3-Bedroom townhouse rental is located in the heart of Siesta Village – just...
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    Siesta Key, Florida 34242
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • DVD Player
    • Washer
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay at this large Key West style Siesta Key vacation rental home minutes to Siesta Key village and beaches. The property offers a private backyard with heated pool and Jacuzzi hot tub. Located on a quite street just 1 mile from Siesta Key village puts it at a perfect distance for a easy bicycle...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Children's Pool
    • Balcony
    • Washer
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quiet and serene, but close to local attractions, you will love this large 4 bedroom, family friendly home with 2 kitchens, new appliances, modern furnishings, and beach buggy with all the gear! Separate living areas can accommodate one large family or two smaller ones. Each living area has its...
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    Siesta Key, Florida 34242
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Gorgeous Condo directly on #1 Beach in USA - #1111 / 21
    (6)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Hot Tub
    • Internet Access
    • Cable/satellite TV
    • Waterfront
    • Washer
    • Private Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 12, 2018
    This condo was fantastic in every way. We had a great time relaxing on the beach and by the pool. The view from the condo is great also. There is construction of new condos...
    Reviewed May 30, 2017
    Condo was appropriately furnished and décor was fine. The view was gorgeous and we very much enjoyed the stay, and have intentions to return. The beach chairs and umbrellas...
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    About this property
    1 Week Minimum Stay Required(2 week minimum during peak season - Feb to April). Newly Upgraded 1BR/1 BA condo with full sleeper sofa and twin sleeper chair in LR. Kitchen fully remodeled in June 2017 with new top of the line appliances. New Top of the Line King Size Bed will give you a great...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Patio
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Central Heating
    • Grill
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NEW APT from a 5 STAR HOST w/70 reviews . Less than a mile to the crystal white sands of Siesta Key - an easy walk over the bridge. This awesome surf themed private apartment has a super cozy bed with a patio off your bedroom. it is fully equipped- just bring your bathing suit. Outside you will...
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    Location Information
    Siesta Key, Florida 34231
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Deluxe 3-BR Siesta Key Townhouse - Heated Pool - Siesta Key Village1 / 34
    (37)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Grill
    • Hot Tub
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 23, 2018
    We rented both three-bedroom units for a group of 12. It was perfect for us. The units are very clean, with updated appliances and many conveniences. We had no issues with...
    Reviewed March 9, 2018
    The units are well cared for, clean, and with all amenities provided. It is close to the beach and the village. Greg, the property manager, is quick to respond to any...
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    About this property
    SEASIDE VILLAS - Deluxe 3-Bedroom Siesta Key Townhouse Vacation Rental - With Heated Pool   Located in the Heart of Siesta Key Village, Sarasota, FL - Short Walk to Crescent Beach   SEASIDE VILLAS: This Siesta Key deluxe 3-Bedroom townhouse rental is located in the heart of Siesta Village – just...
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    Location Information
    Siesta Key, Florida 34242
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Sauna
    • Air Conditioning
    • Grill
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A wonderful 2-bedroom/2-bath fully appointed condo nestled into a the only true resort on Siesta Key. Enjoy the state of the art fitness center, saunas/spas, 3 heated swimming pools, 8 tennis courts (2 converted for pickleball), shuffleboard, basketball/racquetball, tiki huts, grilling areas, 2...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Sauna
    • Ocean Views
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this fabulous 3 bedroom end unit with a direct view from your lanai and living room at the beautiful evening sunsets. This unit has 2 very well furnished enclosed lanais for eating or for lounging with sliding windows for the nice evening gulf breezes. Also for your needs, it is Wi-Fi...
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    Siesta Key, Florida 34242
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Ocean Views
    • Sauna
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    beautifull, totally remodeled condo ,fully porcelain tiled, new cherry kitchen cabinets, stainless appliances, granite and lanai overlooks pool with small view of #1 beach in U.S. fully furnished with 3 TV, cable and internet and utilities included. Local area offers fun , swimming , fishing,...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Washer
    • Cable/satellite TV
    • Hot Tub
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A wonderful 2-bedroom/2-bath fully appointed condo nestled into a the only true resort on Siesta Key.  Enjoy the state of the art fitness center, saunas/spas, 3 heated swimming pools, 8 tennis courts (2 converted for pickleball), shuffleboard, basketball/racquetball, tiki huts, grilling areas, 2...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Wi-Fi
    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come and get a slice of heaven in this 3 bedroom penthouse corner unit. The view of the beautiful#1 rated Siesta Key beach on the Gulf of Mexico is nothing less than Spectacular!!! The open floor plan is very spacious and comfortable; it is tastefully decorated and has all the amenities you would...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Waterfront
    • Sauna
    • Cable/satellite TV
    • Air Conditioning
    • Ocean Views
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    30 Day Minimum - Beautifully redone Siesta Key Beachfront Condo. King Bed in Master Bedroom and 2 full size beds in guest room. Living room has a leather queen sleeper sofa (with comfy foam mattress) and 3 recliners for for relaxation. If the view of the tropical paradise out your window isn't...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Grill
    • Internet Access
    • Hot Tub
    • Terrace
    • Parking
    • Balcony
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    div class='rtejustify'>No better deal around! Top of the line on Siesta Key! It really doesn't get any better than this. This 2 bedroom / 3 bathroom unit has all the top of the line finishes that you would expect, such as Wolf gas stove, Sub Zero refrigerator, flat screen TVs in all rooms,...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Patio
    • Washer
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the Siesta Dream House! Please Note: Sleeps 12: 2K, Q, 4T, QSS There is a 1 rental per 30 day period, per SRQ ordinance. If this unit is not available, please contact us for the availability of another comparable one! Hidden within Siesta Key lies a luxurious villa in all of...
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    Location Information
    Siesta Key, Florida 34242
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Sauna
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This unit sits on the 3rd floor of 'D' building and has a lovely view out to the Gulf, the lush courtyard and back to the 'C' swimming pool. The guest bedroom has 2 double beds with a TV and a King bed in the master bedroom. There is a desk/chair in the living room by the lanai. You'll have an...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Sauna
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Hot Tub
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Water views and peace and quiet are what you will enjoy in this charming one-bedroom, two-bath ground floor condo in a 55+ community. Located on a deep water boat channel, this newly decorated condo offers a completely renovated kitchen with granite countertops, two newly renovated bathrooms, an...
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    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Deluxe 4-BR Siesta Key Townhouse & Garden Apt - Heated Pool - Siesta Key Village1 / 38
    (6)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Internet Access
    • Grill
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 18, 2016
    My two children, their spouses and three grandchildren (12, 9 and 6) and I spent an idyllic week on Siesta Key a few weeks ago. Instead of renting a high-rise condo, we opted...
    Reviewed July 26, 2015
    We came back this year to stay with family and had just as good of a time. The place is immaculate and the location can't be beat. They were very attentive to any needs and if...
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    SEASIDE VILLAS - Deluxe 4-Bedroom Siesta Key Townhouse Vacation Rental - With Heated Pool   Located in the Heart of Siesta Key Village, Sarasota, FL - Short Walk to Crescent Beach   SEASIDE VILLAS: This Siesta Key deluxe 4-Bedroom townhouse (3BR plus 1BR garden apartment) rental is located in the...
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    Location Information
    Siesta Key, Florida 34242
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    • Washer
    • Air Conditioning
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A wonderful 2-bedroom/2-bath fully appointed condo nestled into a the only true resort on Siesta Key. Enjoy the state of the art fitness center, saunas/spas, 3 heated swimming pools, 8 tennis courts (2 converted for pickleball), shuffleboard, basketball/racquetball, tiki huts, grilling areas, 2...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Upscale1 / 44
    (7)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Internet Access
    • Cable/satellite TV
    • Hot Tub
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 27, 2018
    This is a clean, well furnished condo on the beach. Located away from the crowded commercial beaches. Relaxing place to take a morning walk, soak in the sun's warm rays and...
    Reviewed February 16, 2018
    We were so impressed with our unit. We opened the door and music was playing, the unit was immaculate, there was bottled water and a bottle of wine chilling. We enjoyed our...
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    Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Upscale Located Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL   Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views.  The building is one of the closest condos...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Hot Tub
    • Washer
    • Sauna
    • Internet Access
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A beautifully updated 2-bedroom/2-bath fully appointed condo nestled into a the only true resort on Siesta Key. Enjoy the state of the art fitness center, saunas/spas, 3 heated swimming pools, 8 tennis courts (2 converted for pickleball), shuffleboard, basketball/racquetball, tiki huts, grilling...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    WOW!! ONLY STEPS FROM THE POOL AND BEACH IN THIS NEWLY UPDATED CONDO!1 / 17
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • Waterfront
    • Ocean Views
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 7, 2018
    This place is a gem. Beach is beautiful, condo is spacious and has got everything you need and more. We will return very soon. Siesta Key is a great place to take your family...
    Reviewed January 22, 2018
    Great location in Siesta Key, located on the best area of the beach, white sand and clean. First floor condo close to the community room, pool and hot tub. Less than a minute...
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    About this property
    Find your vacation getaway on the island paradise of Siesta Key, Florida! For the second time in seven years, SIESTA KEY BEACH HAS BEEN AWARDED THE TITLE OF #1 BEACH IN AMERICA! The beach, known for its long stretches of soft white sand, previously won the title from Stephen 'Dr. Beach'...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Sauna
    • Cable/satellite TV
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A wonderful 2-bedroom/2-bath fully appointed condo nestled into a the only true resort on Siesta Key. Enjoy the state of the art fitness center, saunas/spas, 3 heated swimming pools, 8 tennis courts (2 converted for pickleball), shuffleboard, basketball/racquetball, tiki huts, grilling areas, 2...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Hot Tub
    • Grill
    • Internet Access
    • Ocean Views
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    div class='rtejustify'>Stay in luxury while vacationing at The Crescent.  This high end gated property offers a garden terrace with poolside seating and fireplace, state of the art fitness center, and it is beachfront with direct beach access where lounge chairs are provided beach side.  Crescent...
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    Siesta Key, Florida 34242
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Grand Canal Cottage - 5/4 Waterfront, Heated Pool, Spa, Dock, Near Beach1 / 52
    (3)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Ocean Views
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 21, 2018
    Not sure where to begin. But this was an amazing seven day experience in Siesta Key. My mom and step dad rented the house for their 20th wedding anniversary. It just so happens...
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    About this property
    Welcome to The Grand Canal Cottage, one of Siesta Key's most enchanting canal-front cottages, with private heated pool & spa. This idyllic 5 bedroom/4 bathroom home is just a short walk to Siesta Key Village and 2 blocks from Siesta Key Beach, voted the # 1 beach in the USA! The Grand Canal Cottage...
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    Siesta Key, Florida 34242
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Air Conditioning
    • Grill
    • Washer
    • Sauna
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This unit has had a total remodel and is also Handicap Friendly. The Living Room has been extended to include the Lanai which does have sliding windows to allow you to enjoy the evening or daytime breezes off of the Gulf. Your view is tremendous of the Gulf and also of G&B's lovely courtyard. This...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Internet Access
    • Washer
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This unit has an exceptional direct 'sunset view' right from your screened lanai and will take your breath away. Unit is newly painted, carpeted and furnished with a tropical flare that affords many comforts. There is a King bed in the Master with 2 Twin beds in the Guest bedroom, eat-in kitchen...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Patio
    • Washer
    • Internet Access
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 4 bedroom/ 3 bath home with bright, open interior and high ceilings. 1st floor bedroom offers one King and 2 twin beds. 2nd floor has a den that offers King and a day bed, 3rd floor has a King in the Master and two twins beds in the guest room. There's a small sitting room on the roof top...
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    Siesta Key, Florida 34242
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Internet Access
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Washer
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A wonderful 2-bedroom/2-bath fully appointed condo nestled into a the only true resort on Siesta Key. Enjoy the state of the art fitness center, saunas/spas, 3 heated swimming pools, 8 tennis courts (2 converted for pickleball), shuffleboard, basketball/racquetball, tiki huts, grilling areas, 2...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • DVD Player
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this five star second floor condominium with a picture-perfect view from the enclosed lanai overlooking the large swimming pool and the # 1 rated beach. Enjoy spectacular sunsets from the comfort of the beautifully furnished and decorated unit. There are three flat panel TV's with DVD...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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