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Holiday Rentals in Fruitville

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    GUEST HOUSE1 / 10
    (2)Excellent
    Fruitville
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Fruitville
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Fruitville
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Fruitville
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Parking
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy your own tropical oasis! This luxurious three bedroom, two bathroom home has a wonderfully-designed split floor plan for your enjoyment. The master bedroom has a sliding glass door to the patio for extra privacy, and there is also an entry from the second bathroom to the patio. For formal...
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    Fruitville, Florida 34233
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Fruitville
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Balcony
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Housekeeping Included
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You’ll never want to leave this tropical paradise, remodelled to be the perfect home away from home. Cruising on our two brand new bikes, going shopping at The UTC Mall (5 min drive), catching rays at Lido Key beach (25 min drive) or watching Netflix on our 55” Smart TV are just a few of the many...
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    Fruitville, Florida 34235
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Fruitville
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unit amenities: Situated one of the few Nature preserve sites, this 900 SQ. Ft. unit has 2 indoor dining tables, 2 living rooms, Reading area, 3 bedrooms, laundry, open kitchen, Wi-Fi/printer station, 4 flats screens, cable, exterior shower, rear yard with hammock and palm trees, side gazebo, and a...
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    Fruitville, Florida 34240
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Fruitville
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Balcony
    • Patio
    • Washer
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This family-friendly pool home is located in centric Sarasota and just a few minutes away from the world famous beaches of Siesta Key! Our home offers 3 comfortably sized bedrooms and two full baths. The first bedroom (master suite) is spacious with a King-sized bed with adjoining bathroom...
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    Fruitville, Florida 34241
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Fruitville
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Centrally located in beautiful Sarasota, Fl, 6 miles from Benderson Park and 8 miles from Siesta Key Beach. Fully furnished 2 bedroom vacation home with 2 recently remodeled bathrooms. Master suite includes king size bed, walk in shower, walk in closet. Very clean and comfortable home. Grill on...
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    Fruitville, Florida 34232
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Fruitville
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Private Garden
    • Air Conditioning
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fun, fun, fun! After having a blast all day, your peaceful Haven welcomes you. Relax with the family in the living room on plush leather recliners and watch a good movie on your 70 inch TV featuring Showtime and HBO. Or browse social media on your fast Wi-Fi. Keep the fun going in the party themed...
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    Fruitville, Florida 34232
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Fruitville
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Private Garden
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a very beautiful house that was built in 2008 and is located 6 miles from Downtown Sarasota and 10 miles from Siesta Key. Shopping malls, grocery stores, I-75, gas stations, department stores, golf courses, restaurants, Nathan Benderson Park, etc. are within 3-5 minutes away. The...
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    Location Information
    Fruitville, Florida 34232
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    The following rentals are within 15 kilometres of Fruitville.
    Siesta Key Beachfront Condo with Gulf View!1 / 16
    (13)Very good
    Siesta Key
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Waterfront
    • Air Conditioning
    • Ocean Views
    • Sauna
    • DVD Player
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 2018
    We found the facility to be very nice. Rooms were clean, attractive with everything you could think of provided. Everything you would need for a day at the beach provided...
    Reviewed 1 April 2018
    This was our first time visiting Siesta Key and our condo stay made it the perfect vacation. Okay - the beautiful weather helped!! The condo was well equipped for our stay...
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    About this property
    Beautiful one bedroom condo on 4th floor. Come to the beach and enjoy a relaxing vacation with plenty to do and see. Recently updated with new furniture. The view from the 4th floor balcony is incredible. Watch the sailboats and para sails go by as you sip your morning coffee. The bedroom has...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Remodeled 2br 2ba with private patio, beautiful water views, walk to #1 beach1 / 45
    (4)Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Children's Pool
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    • Patio
    • Sauna
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 June 2019
    Loved the place! Loved the beach. It was just perfect for our family. Was worth every penny! Would love to go back.
    Reviewed 21 January 2019
    Perfect location. Walking distance to the beach and short drive to downtown Siesta Keys (there is also a trolly but I didn't get a chance to use it). Having access from the...
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    About this property
    This is a large, bright and clean 2 bedroom and 2 bath first floor Condo. Being first floor gives you extra entrance through patio or lobby. Also one of the few condos with a private patio with new furniture to enjoy the beautiful weather and view. Condo clean and bright and beautifully decorated....
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Siesta Key 2 Bedroom 1 Bath Modern/Contemporary Decor Apartment1 / 16
    (24)Excellent
    Siesta Key
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Porch
    • Parking
    • Patio
    • Air Conditioning
    • Washer
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 2018
    My boyfriend and I stayed here last week. Great location! It's only a mile from the beach. Nice and quiet. Very clean and cozy. You can even call for a shuttle, (that only...
    Reviewed 3 October 2017
    Siesta key is a wonderful place to stay ,And this apt was the cherry on top, minutes from the beach and village area,Not only where the accommodations great , they have bikes...
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    About this property
    This lovely 2BD/1BA apartment is located just 1 mile from beautiful Siesta Key Beach. Siesta Key was rated the #1 Beach in the United States by Dr. Beach (2011) and the #2 Beach in the U.S. in the 2013 TripAdvisor Travelers Choice Awards. Siesta Key was listed in 2014 by Smarter Travel.com as...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Siesta Breakers #603 in Siesta Key, FL- Sun, Sand & *Save*1 / 24
    (27)Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Air Conditioning
    • Porch
    • Ocean Views
    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 February 2019
    This Siesta Breakers condo was exactly as promised. Vic was very efficient and extremely thorough in sending all the information and access. He was easily accessible by phone if...
    Reviewed 7 July 2018
    Very nice condominium. Very clean, comfortable and spacious. Great location. I would like to rent there every year. I really love it. I used to visit Sarasota every year for...
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    About this property
    'All-In Price' 14% to 40% Discounted Rental Rates from $998 to $2,137 /Wk depending on the season (12% tax not included) & SAVINGS from $233 to $754 /Wk from the listed Siesta Breakers rental office rates. Full Week Rentals Only (Saturday to Saturday) Standard Occupancy: 4 Guests Maximum...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Midnight Cove #532 in Siesta Key, FL- Sun, Sand & Save1 / 24
    (39)Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Washer
    • Parking
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 October 2018
    The rental was very clean and relaxing. A small walk across the street to the gulf. Beautiful beaches.
    Reviewed 9 September 2018
    Condo very clean. Equipped with washing machine and dryer. Perfect for family of 4 or less. Condo well located in Siesta Key and 5 minutes walking distance from beach. Nice...
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    About this property
    'All-In Price' 14% to 40% Discounted Rental Rates from $601 to $1,724 /Wk depending on the season (12% tax not included) & SAVINGS from $156 to $471 /Wk from the listed Midnight Cove rental office rates. Full Week Rentals Only (Saturday to Saturday) – Occupancy: 4 Guests (maximum) Arrival &...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Washer
    • Air Conditioning
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We help make the most of your vacation by providing Free Admission to some of the area’s top attractions each and every day including a choice of a free, bike rental, free kayak rental, or free dolphin fun cruise! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Jamaica Royale #100-Peaceful Gulf Side Condo1 / 44
    (6)Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Patio
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2019
    My first visit to the Gulf side of FL was a great surprise. Our condo owner was amazing. Rene has thought of everything imaginable to include her little piece of Heaven...
    Reviewed 11 February 2019
    Rene provided everything we could need for our stay in the condo and surprised us with much appreciated gifts on arrival. She was always available and pleasant to work with...
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    About this property
    Unlike many rental properties on Siesta Key, Unit #100 was recently renovated! This condo is a 2 bedroom, 2 bath garden view unit located in the quiet area of Jamaica Royale Condominiums! If you want peace and quiet, a relaxing environment to enjoy, this is the condo for you. Jamaica Royale is...
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    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Jamaica Royale #92 on the #1 Beach in the USA!1 / 12
    (4)Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Porch
    • Patio
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 February 2018
    After reading some of the reviews we were somewhat nervous. The resort was clean and staff was friendly. Our condo in Tower II was found clean and had a great view of the gulf...
    Reviewed 12 August 2017
    We came in around 5pm. I thought its ok not to call because they said in the email that the key will be left in the lockbox. No key when we got there. We had to call and after...
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    About this property
    Jamaica Royale condo #92. Located at the #1 BEACH IN THE USA, this 2 bedroom, 2 bath garden view unit has everything you need! It is located in the garden area of our beautifully landscaped property. It has new furniture and is freshly painted, with tile floors in the living areas and carpet in...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Washer
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We help make the most of your vacation by providing Free Admission to some of the area’s top attractions each and every day including a choice of a free, bike rental, free kayak rental, or free dolphin fun cruise! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Beachfront Getaway in Siesta Key1 / 24
    (23)Very good
    Siesta Key
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Wi-Fi
    • Parking
    • Private Garden
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 July 2019
    We just Returned today from spending 4 nights at Seacrest Beach front getaway. It’s the Perfect Little Getaway! Dior, the owner is excellent to deal with. We booked this back in...
    Reviewed 25 April 2019
    Nice beachfront getaway only steps away from the white sand and ocean!! Clean !!! We enjoyed our stay!!
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    About this property
    This luxurious one story townhouse was newly renovated and has its own private access to the #1 beach in the US merely steps away from the front door. It boasts all the luxury you'd expect from a beach house! Modern kitchen, contemporary bathroom with walk in rain shower, luxurious bedroom and...
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    Siesta Key, Florida 34242
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Fido Friendly, Saltwater Pool, Only 1 mile to SK Beach, Close to the Village, Sh1 / 38
    (1)Excellent
    Siesta Key
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 September 2018
    The house was beautiful and very spacious. Great proximity to the beach and town center, and the kids loved Glebe Park, which was located a short walk down the street. We are...
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    About this property
    On Siesta Key we offer a high-end gorgeous, Fido friendly with Prior Approval, Key West style 3 bedroom, 2.5 bath custom home. Desire a private saltwater heated pool while vacationing on Siesta Key? Then this vacation home will be your home away from home in tropical paradise…..just minutes from...
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    Siesta Key, Florida 34242
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Cable/satellite TV
    • Patio
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Terrace
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Be the first to book this brand new completely remodeled unit right across the street from the Best Beach in the USA - Siesta Beach. You have a view of the gulf across the street from this beautifully and lovingly renovated condo with everything done with the most discriminating guest in mind....
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Siesta Key
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Hot Tub
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vacation on Siesta Key in this newly built 4 bedroom custom pool & spa home just a 600 ft. away from Shell Beach. Across the street and down the small drive is the gulf. Shell Beach has a very small sandy beach. It's on Big Pass and looks out to Lido Key. Here the water has a current so little...
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    Siesta Key, Florida 34242
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Siesta Key -  2bdrm on the beach - amazing views!!1 / 27
    (32)Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Certificate of Excellence
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    • DVD Player
    • Secure Parking
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 2019
    Just finished up our week stay and couldn’t be more happy with this condo. It was beautifully decorated, clean and comfortable. The proximity to the beach could not be any...
    Reviewed 23 June 2019
    We just finished up our stay at this beautiful property. Heading home and already missing it! This condo is comfortably and tastefully furnished and has everything necessary...
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    About this property
    The condo benefits from its own private pool. The living room, master bedroom, and lanai (balcony) all have stunning ocean views. The lanai, with over $10,000 of new doors and windows, is furnished with a table and chairs to enable you to dine al fresco. There is also a comfortable couch to...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Grill
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy an incredible sunset on Siesta Key's Crescent Beach and walk back to your private villa on Siesta Key in Polynesian Gardens. Plan your get-a-way at our two bedroom, two bath villa where you have a screened-in lanai looking into the grassy back yard with your own personal BBQ grill. The...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Patio
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We help make the most of your vacation by providing Free Admission to some of the area’s top attractions each and every day including a choice of a free, bike rental, free kayak rental, or free dolphin fun cruise! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Siesta Key
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We help make the most of your vacation by providing Free Admission to some of the area’s top attractions each and every day including a choice of a free, bike rental, free kayak rental, or free dolphin fun cruise! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Bay Views - Private access to Beach. Enjoy Tennis, Heated Pools, Fishing1 / 50
    (12)Excellent
    Siesta Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Grill
    • DVD Player
    • Washer
    • Sauna
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 December 2017
    Beautiful beach and spacious condo with all amenities at your doorstep, enjoyed tennis , pool and exercise room and outdoor gas grill right across street yet still very private...
    Reviewed 20 November 2017
    We had a wonderful vacation stay in this condo. It was spacious, clean and had beautiful views of the waterway. We really enjoyed having our morning coffee watching the boats go...
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    About this property
    Gulf & Bay Club Bayside is a gated resort community is across the street from our private access to - Siesta Key Beach with the world renowned white sands - rated one of the top ten in the US! FREE High Speed Wireless Internet ! - just bring your Laptop. Watch the boats float by! Just steps from...
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    Siesta Key, Florida 34242
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Midnight Cove #714 in Siesta Key, FL- Sun, Sand & Save1 / 72
    (7)Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 July 2019
    Booked this condo for my 2 boys (10 & 15) and myself. We pick a new beach every year and this year was Siesta Key. The condo was exactly as advertised! It was in my budget and...
    Reviewed 10 March 2019
    This was our third visit to Siesta Key in 3 years and ur second in a midnight cove condo.. We booked Vic's #714 condo for two weeks and the residence was exactly as billed...
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    About this property
    'All-In Price' 14% to 40% Discounted Rental Rates from $601 to $1,724 /Wk depending on the season (12% tax not included) & SAVINGS from $156 to $471 /Wk from the listed Midnight Cove rental office rates. Full Week Rentals Only (Saturday to Saturday) – Occupancy: 4 Guests (maximum) Arrival &...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Quiet and Comfortable Condo Near Turtle Beach1 / 84
    (5)Very good
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 March 2018
    We really enjoyed our stay at Dana Z's condo. It was close to all the amenities on Siesta Key. The condo was quiet and peaceful. The water front gave us many enjoyable evenings...
    Reviewed 21 February 2018
    Great place, but needs some attention to the bed in master bedroom also a updated tv in the living room. I would recommend this place for older adults.
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    About this property
    Cozy Cove is a small condominium complex of six total units, located on the south end of Siesta Key in Sarasota, Florida. The complex sits on the Gulf side of the Key along Blind Pass. The complex itself is on the inlet with a dock at the back of the property where you will often see fish jump and...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Siesta Key- Beach Chic Retreat,  Siesta Key 3 Bedroom 2 Bath Apartment1 / 20
    (16)Excellent
    Siesta Key
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
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    • Air Conditioning
    • Outdoor Dining Area
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 2018
    This place has everything! So spacious and decorated in tasteful beach chic. 3 bedrooms 2 baths, plenty of room for our family, plus laundry facilities, barbecue grill, and...
    Reviewed 27 March 2018
    The home we rented had all the amenities we needed. The location to the beach was awesome and the beach was perfect for long walks and soaking up the sunshine.
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    About this property
    We offer a boutique style property with just 4 units. Close enough to the beach without the congestion of larger properties. Enjoy this newly renovated (2014) apartment, located less than a mile from beautiful Siesta Key Beach. We've fully remodeled in the 'Beach Chic' style, with a touch of...
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    Siesta Key, Florida 34242
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Siesta Key
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New furnishings complete an already fabulous condo! Enjoy this newly painted, newly furnished adorable & quaint ground floor two bedroom, one bath condo with water views and all of the amenities you are looking for in a fun yet relaxing atmosphere. This particular unit is located only about 30...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    The Shells Villa - Next to Beach & Village1 / 41
    (69)Excellent
    Siesta Key
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Washer
    • Cable/satellite TV
    • Patio
    • Waterfront
    • Air Conditioning
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 June 2019
    We stayed here with our family, seven of us all together, including 3 children (5, 8 & 11). Big place! Lots of rooms and never felt crowded at all. Lots of stairs too but...
    Reviewed 16 May 2019
    This was a lovely place to stay! Very spacious and charming place. It was well stocked with towels and we loved having a washer/dryer on site. There were 5 beach chairs that...
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    About this property
    3 Bedroom, 2.5 Bath Beach Villa (Sleeps 8-10) What makes us different than other homes you may be considering: · The Beach - The home is located on the ocean side of Beach Rd., so you just walk out your door and through our private access path. It’s literally 230 feet to Siesta Key Beach....
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    Siesta Key, Florida 34242
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    WOW Factor Siesta Key Beach Gulf Front Condo in Siesta Dunes on #1 Beach in USA1 / 69
    (21)Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • Ocean Views
    • Housekeeping Included
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 May 2019
    Absolutely enjoyed the condo. Well maintained and stocked with everything you would need. The owner was very nice and always responded to my questions immediately. The pool and...
    Reviewed 17 January 2019
    This is a high class condominium resort ON THE BEACH of Sarasota's Siesta Key. The resort itself is first rate, plus it fills it's beachfront with chairs and chaise recliners...
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    About this property
    Our condo has 1,200 sq ft of living area, two bedrooms and two baths and sleeps 6. 2 twin size Aerobeds for the kids. It is in Building 5 Unit 202- 2nd floor - Elevator in building-laundry facility in building by elevator...just two doors away. The first picture on this website was taken from...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Siesta Key Beach Condo, 2Br/2Ba Direct Beach Front1 / 20
    (4)Very good
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Waterfront
    • Air Conditioning
    • Grill
    • Balcony
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 May 2019
    The location and views were great. The shuttle is easy to catch and the beach is pristine. The condo itself was not very clean when we arrived. We found candy wrappers on the...
    Reviewed 14 August 2018
    This condo is right on the beach. If you are looking for a family friendly place this is it. We absolutely loved this place and the view ..OMG is AMAZING!!! The place was well...
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    About this property
    Description Details Features Inquires Similar Listings google-map-thumb Siesta Key Beach Condo, 2Br/2Ba Direct Beach Front USD 160 Per day 6312 Midnight Pass Rd., Siesta Key slider PreviousNext Property Description Relax in this beautiful fifth floor beach front Condo...
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    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
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    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We help make the most of your vacation by providing Free Admission to some of the area’s top attractions each and every day including a choice of a free, bike rental, free kayak rental, or free dolphin fun cruise! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Canal Home on Siesta Key w/ Pool, Wifi, Renovated 1950 Style Sarasota School of1 / 37
    (1)Excellent
    Siesta Key
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 November 2018
    This house is perfect for your Siesta getaway!Close to Village and #1 beaches great pool on the CanalI would defiantly stay here again!
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area’s top attractions each and every day including a choice of a free, bike rental, free kayak rental, or free dolphin fun cruise! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
    Beachy Chic Condo in Siesta Key - Waterfront - Free wifi - Sleeps 4 !1 / 30
    (21)Very good
    Siesta Key
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Patio
    • Waterfront
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 June 2019
    Nice location and pool was great. Bedroom TV never worked the whole time. Owners are from Canada and my cell phone couldn't make international calls. Had to email and never got...
    Reviewed 1 July 2018
    Nothing negative to say here. Location was great, condo was spacious and had everything we needed. I would definitely book to stay here again!!
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    About this property
    Welcome to our Condo in Siesta Key ! Located on the inter-coastal Waterway and a short walk to the whitest sand and the # 1 beach in the USA. This 1 bedroom Condo is a great retreat for anyone looking for a beautiful Island getaway! Our condo is on the 2nd floor (sleeps 4) We are on Siesta...
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    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Private Siesta Key House - Walk to Village & Beach - Heated Pool/Spa - No Stairs1 / 20
    (4)Excellent
    Siesta Key
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Patio
    • Grill
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    • Air Conditioning
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 February 2019
    We had such a great experience with this rental. The house was beautiful, perfect for a family with a small child (ours was about 15 months old). And you can't beat the location...
    Reviewed 30 January 2018
    I stayed over the winter holiday with my husband and other adult family.It was the perfect place to have a pleasant vacation. Close to all shops and downtown and also a short...
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    About this property
    Steps from the islands best restaurants, shops (in the Village area) and a short walk to the #1 beach in the USA! Great home with 2 car and 1 car private garages. Recently renovated including a screened in patio, hot tub and pool. Brand new appliances making this home a great place for monthly...
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    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Beachfront- Gulf View! 2 BR/BA Crescent Arms 603S, #1 Beach in the US.1 / 24
    (9)Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    • DVD Player
    • Washer
    • Ocean Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 March 2018
    Such a well appointed condo, with a fabulous location right on the beach.Easy walking distance to some great restaurants. Our owner was very attentive and answered all...
    Reviewed 14 November 2017
    We loved this condo. The beach was wonderful. Siesta Key Village was so close with great restaurants to choose from... Pavan was very nice to work with. What more can you ask...
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    About this property
    - Expansive, panoramic gulf view from every room of this 6th floor condo. -Crescent Arms is a quiet, beach front, high rise condominium building that is ideally located for maximum fun and relaxation. -Right on the beach with lounge chairs provided. As close as you can get to the Gulf without...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Siesta Key
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Patio
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We help make the most of your vacation by providing Free Admission to some of the area’s top attractions each and every day including a choice of a free, bike rental, free kayak rental, or free dolphin fun cruise! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Siesta Key
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We help make the most of your vacation by providing Free Admission to some of the area’s top attractions each and every day including a choice of a free, bike rental, free kayak rental, or free dolphin fun cruise! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Sandy Toes Siesta Key Florida  (6796)1 / 40
    (23)Very good
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Cable/satellite TV
    • DVD Player
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    • Patio
    • Waterfront
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 April 2018
    Everything was great. The condo was updated, clean and spacious. It had what we needed to really enjoy our week. It was a quick walk to the beach, restaurants and shops. We...
    Reviewed 25 March 2018
    We had so much fun. It was so nice that the kids had their own space , own TV, own bathroom. The beach is amazing. The owner provided beach towels, chairs and umbrellas. I...
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    About this property
    A spacious 2 bedroom 2 bath Townhouse, with a 2 car garage and extra guest parking. Stroll down a private road (about 300 yards) to the #1 Beach in the U,S. You are in the Resorts of Sara Sea and just a couple of blocks from restaurants, grocery, sports rentals and ice cream ! The Great room has...
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    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Sarasota-Siesta Key Coastal Five Bedroom with Pool and Spa1 / 38
    (12)Excellent
    Siesta Key
    5 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    • Air Conditioning
    • Wi-Fi
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    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2019
    The house at Siesta Key was perfect for our family. There was plenty of space for everyone to spread out and enjoy the week. The pool and fishing dock worked wonders for the...
    Reviewed 14 July 2019
    The house was perfect for our large family! The Pool was a huge hit with the little ones on those cloudy/rainy days, well really the whole week. The walk to the beach is maybe 5...
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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 Area Is...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 13
    Gorgeous Direct gulf Front 2 Bedroom Condo on Siesta Keys... JUST REMODELLED1 / 58
    (17)Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Certificate of Excellence
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    • Ocean Views
    • Housekeeping Included
    • Cable/satellite TV
    • Waterfront
    • Washer
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    This condo was absolutely perfect. Sweeping ocean front, and water views in every room. It was very comfortable, so clean, and had absolutely everything we needed - great...
    Reviewed 22 July 2019
    The beach and docks were amazing! We rented kayaks for the week and took them out 6 of the seven days we were there. There is a kayak rack to store your kayak right by the...
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    About this property
    Our Fisherman's Cove condo description Paradise awaits - GORGEOUS, totally renovated in 2017, two bedroom, beach front condo on the Gulf of Mexico with sunset views overlooking the and sunrise views of the lagoon, expansive water views from every window. Beach was restored so it is large...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Luxury Villa, Sleeps 6 Comfortably Located on Siesta Key Beach, Sarasota Florida1 / 26
    (8)Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Secure Parking
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    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 May 2019
    The villa was great very clean and fully equipment with everything you would have at home. Great week would book next time.
    Reviewed 26 August 2018
    The house was spotlessly clean and up to date with tasteful decor. There were plenty of cleaning supplies, towels etc provided which made our stay with children very easy. In...
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    About this property
    This is a Luxurious Villa on Siesta Key Beach Florida on Crystal Sands - Experience why Siesta Key, Sarasota Florida has been rated the #1 beach in the USA (#5 in the world by TravelAdvisor) for so many years. Siesta Key is one of the only beaches in the world with 99% Pure Quartz powdery white...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Beach Walk Townhouse1 / 16
    (5)Very good
    Siesta Key
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 July 2018
    We had a great time. Very close to beach and within walking distance to many restaurants. The place was clean and as advertised.
    Reviewed 20 May 2018
    The space was great. Very close to Siesta Key Beach. The only thing is that it is a 3 floor duplex and it makes it kind of difficult bringing your stuff up the stairs.
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    About this property
    Spacious Beach Getaway (sleeps 6), Calle del Otoño unit D, a 3 bedroom / 2.5 baths townhouse of 2,000sq/feet which is located right next to Gumbo Limbo. It offers 1 king, 2 twins and 1 queen size bed, brand new carpeting (January 2016), a balcony with partial Gulf view and a heated pool. This...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    2Bedroom/ 2Bath Condo Across From Siesta Key Beach With The Best View!!-OHAB 6011 / 58
    (1)Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 March 2019
    The condo at Your Home away from Home was great- as described- across from Siesta Crescent Beach so walking distance. Lovely 2 bed room and 2 bath with wrap around balconies...
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    About this property
    Beautiful Panoramic View of the Gulf of Mexico and Siesta Key Beach with spectacular sunsets! 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 condo has 2 large bedrooms, one...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    SIESTA KEY Gulf side 2 Bed 2 Bath at Jamaica Royale  #104!1 / 20
    (4)Excellent
    Siesta Key
    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 22 June 2019
    All was great at the bill We had all we needed and were within a quick walk to the beachThe only thing I would change is the beach cart that is a little old and rundown...
    Reviewed 30 May 2019
    Great place by the beach. After we got our food and liquor supplies from the Publix down the road, we parked the car and didn't need to use it again. Everything we needed was...
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    About this property
    Jamaica Royale Condominiums are located directly on the Gulf of Mexico along the white sands of world-famous Siesta Key Beach in Sarasota, Florida. A barrier island on Florida’s West coast, considered the most beautiful of Florida’s barrier islands, Siesta Key’s beach boasts “the world’s finest...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Beach Across the Street, Partial Gulf Views, Wifi, Tennis Courts, Community Pool1 / 37
    (1)Very good
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
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    • Grill
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 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
    We help make the most of your vacation by providing Free Admission to some of the area’s top attractions each and every day including a choice of a free, bike rental, free kayak rental, or free dolphin fun cruise! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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