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Holiday Rentals near Siesta Beach

948 Beach Road, Siesta Key, Florida 34242-2174
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    Travellers to Siesta Key are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 100 Rentals in Siesta Key
    Island Suite ' Next to Siesta Key Public Beach'1 / 22
    (1)Excellent
    0.4 kilometres from Siesta Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Key West Suite next to Siesta Key Beach1 / 32
    (9)Very good
    0.4 kilometres from Siesta Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Sarasota-Siesta Key Coastal Five Bedroom with Pool and Spa1 / 38
    (7)Excellent
    0.3 kilometres from Siesta Beach
    5 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    -Hide-A-Way Suite- next to Siesta Key Beach1 / 18
    (3)Very good
    0.4 kilometres from Siesta Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Waterfront
    • Patio
    • DVD Player
    • Air Conditioning
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 April 2017
    Great location to beach and town. Well maintained and attention to your needs. Onsite pool and outdoor space is beautiful. Great stay.
    Reviewed 12 April 2017
    Very happy with choice, across the street from beach, and very close to the village! Found some wonderful bars and retaurants!
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    About this property
    HIDE-AWAY SUITE # 664B (sleeps 4, ground level, sqft 580.00) this apartment has been completely remodeled July 2015. This 1 bedroom / 1 bath apartment, offers a king bed plus and a luxury self-inflatable Queen size Air-bed and 2 flat screen TV’s. This suite offers a full size new kitchen and...
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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Honeymoon Suite - Gulf views - next to Siesta Key Beach1 / 21
    (6)Very good
    0.4 kilometres from Siesta Beach
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 January 2018
    The suite was lovely, and the bed was very comfortable. The grounds and pool were very well maintained. Great Beach access.
    Reviewed 3 August 2016
    Me and 2 friends booked this wonderful appoartment very short-term (the day before) and the owner Virginia was just amazing. She helped us with the booking, welcomed us...
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    About this property
    Gumbo Limbo Vacation Rentals: Honeymoon Suite, 60 steps to the BEACH. NEWLY REMODELED AND REFURBISHED. Spacious 1 bedroom / 2 full baths townhouse (850sq/ft) over 2 floors, with 1 King size bed, and a luxury Queen self inflating air bed for max. comfort. This townhouse also offers 2 balconies...
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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    0.3 kilometres from Siesta Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Beach Place is a small group of tropical garden Floridian beach cottages located at Siesta Key Beach - 30 seconds to the sand and 10 - 15 minute walk to Siesta Village. We have a heated pool, tiki cabana wet bar for the guests to entertain at, beachfront picnic and BBQ, poolside BBQ, plenty...
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    Siesta Key, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Beach Walk Townhouse1 / 16
    (5)Very good
    0.4 kilometres from Siesta Beach
    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 21 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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    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Exceptional townhouse - Royal Palm Suite - with Gulf Views from all 3 balconies1 / 26
    (24)Very good
    0.4 kilometres from Siesta Beach
    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 13 April 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 31 March 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
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    0.2 kilometres from Siesta Beach
    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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Luxury Siesta Key Four Bedroom,Five Bathroom Pool Home,180 Yards to Siesta Beach1 / 23
    (1)Excellent
    0.4 kilometres from Siesta Beach
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Parking
    • Private Outdoor Pool (Heated)
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    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We had 4 adults, 5 children and a small dog. What a magnificent home. We were very impressed with the cleanliness, the beauty, and all the amenities the home offered. A...
    Reviewed 7 August 2018
    Our family looked at several homes in Siesta Key and settled on this one due to its convenient location to the public beach entrance along with direct access to the canal. We...
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    About this property
    This Luxury Four Bedroom, Four and a Half Bathroom Home will leave you breathless as you enter. There are not many large rental homes, this close to Siesta Beach, that live like this home. Most Rentals by the beach have their living area 16 feet above the ground level and the pool below, which is...
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    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    Hibiscus Suite -Best Beach Location of Siesta Key-1 / 16
    (1)Very good
    0.4 kilometres from Siesta Beach
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 November 2017
    We were there for 5 days for our honeymoon and the place were very nice! Looks just like the picture and was very clean. The first two days were a tues and Wednesday so it was...
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    About this property
    HIBISCUS SUITE # 662B (sleeps 4, ground level, sqft 580.00) - Spacious 1 bedroom studio apartment(580sq/ft) ground floor, with 1 King size bed plus and a luxury self-inflatable Queen size Air-bed and 2 flat screen TV’s Bath features a walk-in rain-forest shower and washer and dryer. This...
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    Siesta Key, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    A Tropical 1Br Retreat on a Florida Isle1 / 24
    (5)Excellent
    0.3 kilometres from Siesta Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Patio
    • Balcony
    • Grill
    • Wi-Fi
    • Washer
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 August 2018
    My son and I had an amazing experience! The hospitality and genuine care from the family was refreshing. In addition, the salt water pool just steps from our patio, beautiful...
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    About this property
    Welcome to Siesta Palms by the Beach . . . where we invite you to relax, unwind and enjoy our casual way of life. Resting just one block from the powdery-white sands of Siesta Key's world famous, award-winning Crescent Beach is our tropical Siesta Palms by the Beach. With no busy streets to cross,...
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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.5 kilometres from Siesta Beach
    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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.5 kilometres from Siesta Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Grill
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spread out and enjoy this wonderfully appointed and tastefully decorated 3/2 home with private pool just steps away from powder white sands of Siesta Key Beach. Not far from Siesta Key village too where you can eat out in one of the many restaurants, have a drink and dance the night away, grab a...
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    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Closest to Siesta Beach! Gorgeous One Bedroom Condo on the Best Beach in the US!1 / 17
    (15)Excellent
    0.2 kilometres from Siesta Beach
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Waterfront
    • Patio
    • Wi-Fi
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 January 2018
    First time going to Siesta Keys to stay for a vacation and we are so glad that we found this place. It was very easy to book and Marcy couldn’t have been any more gracious...
    Reviewed 29 December 2016
    We go to Siesta Key several times a year, but this was a last minute get away. It was easy to book this condo and Marcy was very helpful. The condo is nice, it has everything...
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    About this property
    Enjoy a most relaxing beach vacation in our beautiful one bedroom condo -- directly across the street from world famous Siesta Beach (rated the #1 beach in the US) -- where you will find the whitest sand in the world . When you're not on the beach, you might want to visit the condo's large,...
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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Siesta Key Townhouse across from Pristine Sand & B1 / 30
    (18)Excellent
    0.5 kilometres from Siesta Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Air Conditioning
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Washer
    • Secure Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2018
    Loved it there. The kids loved the turtles in the lake. 5 minutes walk to the beach. Walked there with the beach pram, full of all the surf boards, chairs and parasols which...
    Reviewed 6 September 2017
    Beautiful townhouse overlooking a small lake. Turtles swam by below the balcony and popped up their heads to say hello! Everything you could want for a wonderful stay was...
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    About this property
    “Pristine sand, blue skies - 'Number 1 Beach'” The Best Thing to Come Home to after a Day on the Beach Is... ...a vacation home as comfortable as your own home. Just a walk across the street to Siesta Key's world famous #1 Beach. This split-level townhouse, has 2 bedrooms (King in Master...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.5 kilometres from Siesta Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our townhouse at Our House at the Beach Lakeside offers a setting unlike any other on SK. Each unit opens to a balcony that overlooks a beautiful lake while the Gulf of Mexico is a five minute stroll across the street. Our condo has a well stocked kitchen to make cooking a breeze. Don’t want to...
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    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Stay on Siesta - SEA - ESTA HOUSE1 / 74
    (2)Very good
    0.4 kilometres from Siesta Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Outdoor Dining Area
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Patio
    • Parking
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 July 2017
    "Avenida Del Mare" was the perfect vacation rental for my family. The home is well appointed, all renovated with comfy beds and amazing bathrooms (love the rainshower...
    Reviewed 9 November 2016
    Convenient location, just a short stroll to beautiful Siesta Beach. Beach gear available, we left some sand toys for the kids.Very well equipped and beautifully decorated. All...
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    About this property
    This Siesta Key 3 Bedroom 2 Bath Home has been completely remodeled. This home is 1 block from the Famous Siesta Key Beach. Granite counter tops, to accent the new white cabinetry. Beautifully tiled bathrooms with all new hardware. All walls beautifully textured. Screened Lanai. Nice back yard. 1...
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    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Siesta Key Beachfront Condo with Gulf View!1 / 17
    (13)Very good
    0.2 kilometres from Siesta Beach
    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 2 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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    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bd Waterfront Home w/Pool, Close to Siesta Beach1 / 37
    (9)Excellent
    0.5 kilometres from Siesta Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Cable/satellite TV
    • Parking
    • Patio
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 April 2018
    This newly renovated, spacious home was ideal for my guests. Best neighborhood on Siesta Key. Loved pool and expansive canal location.
    Reviewed 22 February 2018
    The home we rented on Siesta Key was amazing. It was a perfect fit for my family of 7! It was a quick walk to the beach and or you could spend the day relaxing by the pool...
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    About this property
    Oh what a great feeling you get when you are looking out over the pool to the relaxing waters of the Grand Canal. This home is special with 188 ft. of canal wrapping the back of the home so you get to enjoy the views from three bedrooms, the kitchen, living and two dinning areas. Open all the...
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    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Siesta Key Beach Place - Dolphin Cottage -  Sept. Discount $700 per week1 / 28
    (1)Excellent
    0.3 kilometres from Siesta Beach
    Studio, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
    • Washer
    • Cable/satellite TV
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    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 July 2018
    Nestled off a side street from the main beach road, these cottages are quiet but the walk to the beach is less than 3 minutes. The cottages have fully equipped kitchens, so you...
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    About this property
    The Beach Place is a small group of tropical garden Floridian beach cottages located at Siesta Key Beach - 30 seconds to the sand and 10 - 15 minute walk to Siesta Village. We have a heated pool, tiki cabana wet bar for the guests to entertain at, beachfront picnic and BBQ, poolside BBQ, plenty...
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    Siesta Key, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 5
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    Gorgeous  Condo Across from Siesta Key Beach1 / 40
    (3)Very good
    0.2 kilometres from Siesta Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Ocean Views
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 2017
    The free Siesta Key trolley stopped nearby and the beautiful Siesta beach was a short walk across the road. The condo complex had a lovely pool, an elevator, and covered parking...
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    About this property
    Gorgeous 2 bedroom condo across the street from #1 voted beach Siesta Key. We have everything for your home away from home. The beauty of Sarasota will get your attention on your first visit. Siesta Beach is one of the top ranked beaches in the world! Its fine quartz white sand has a silky,...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    636ontheKey - The 'Belle of the Beach'1 / 15
    (7)Excellent
    0.5 kilometres from Siesta Beach
    4 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Patio
    • DVD Player
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    • Ocean Views
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    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4,000 SQ FT BEACHFRONT HOME 1/2 mile from Village! 4 Bedroom + Media Room - 5 Bathroom - Sleeps up to 14 and is ON THE BEACH!!! NOTE: Our home is NOT listed on Craig's List. If it is represented there it is fraudulent. Located directly on the beautiful white sands of Siesta Beach! 636...
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    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 14
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    1 Block to the Beach on Siesta Key Vacation Rental Home with Swimming Pool1 / 24
    (1)Excellent
    0.4 kilometres from Siesta Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Cape Aqua! This single family vacation rental home on Siesta Key has 3 bedrooms 2 1/2 baths and pool. Located on the closest private street to America's #1 named.The two large double doors with decorative frosted glass welcome you into this spacious home. The floor plan offers a very...
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    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Beachfront Condo Siesta Key: Fall Specials!!1 / 13
    (5)Excellent
    0.3 kilometres from Siesta Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • Sauna
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 October 2015
    I told my wife I did not want a party for my 70th birthday. Instead I wanted to go to Siesta Key for a week. We shared the apt with my sister-in-law and her husband. We all went...
    Reviewed 26 May 2014
    The condo was very welcoming upon arrival. The rooms were spacious and pleasantly decorated. The location makes it a perfect beach house with easy access to the Village and...
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    About this property
    Located directly across from world-renowned Siesta Key Public Beach, this fabulous condo is the perfect vacation retreat with an emphasis on comfort. It is within walking distance to charming Siesta Key Village with its numerous restaurants, shops, and entertainment. FREE in-unit WIFI. Our large...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.5 kilometres from Siesta Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
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    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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.2 kilometres from Siesta Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Ocean Views
    • Sauna
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    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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.3 kilometres from Siesta Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
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    Pet friendly
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    Smoking allowed
    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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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.5 kilometres from Siesta Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Sauna
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    • 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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.3 kilometres from Siesta Beach
    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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    Siesta Key, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.4 kilometres from Siesta Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Get the best of both locations with this beach property. Located across the street with direct access to Siesta Key beach and just a few blocks from Siesta Key Village. Enter through the front door and step into the large living area of this beach cottage. Bright and sunny seating area, living...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.5 kilometres from Siesta Beach
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location, Location, Location! This 3 bedroom modern home with swimming pool is in the perfect location being less than a 5 minute walk from the soft white sands of the #1 Siesta Beach and only a 10 minute walk from all the shops and restaurants of Siesta Village. Located on a quiet street grants...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    4 Bedroom with Gulf View Siesta Key FL Beach Fun1 / 14
    (20)Excellent
    0.2 kilometres from Siesta Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Sauna
    • Private Outdoor Pool (Heated)
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 January 2018
    We were fortunate to get this awesome rental and Richard was a pleasure to deal with. The location was perfect and the free trolley out front made it easy to get around. Will...
    Reviewed 16 August 2017
    Would highly recommend this large condo for larger family gatherings. We had 10 family members with us and the layout of the condo made it very easy to stay for the week...
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    About this property
    Enjoy our 4 bedroom, 3-1/2 bath condo with a Full Gulf view that is 75 steps from the world famous white sand of Siesta Beach. We have remodeled and updated both the kitchen and bathrooms with granite and new cabinetry and vanities. Add our 50-foot pool, sauna, and work out room all on site with...
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    Siesta Key, Florida
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    0.3 kilometres from Siesta Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy watching the beautiful sunsets every night from your own private lanai/patio in this one bedroom, one bathroom condo. Located at Siesta Beach with Siesta Key's famed 'Village' a short walk away. This condo has everything you are looking for. Amenities include: beach access, BBQ, picnic tables...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.5 kilometres from Siesta Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Internet Access
    • Ocean Views
    • Air Conditioning
    • Cable/satellite TV
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2BR/2bath condo. Panoramic views of the Gulf of Mexico, Siesta Key Beach, tropical gardens, pools, and sunsets. Lovely nighttime fountain and garden illumination. Tastefully appointed bright, open, spacious interiors. Inviting screened/glassed lanai for relaxation, entertaining and spectacular...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    0.5 kilometres from Siesta Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Sauna
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Grill
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Incredible gulf views from this 2/2 turnkey furnished condo in desirable complex on world famous Siesta Key beach. Resort has many amenities and the most beautiful grounds of any condo on Siesta. New remodeled kitchen, all new appliances, new carpet, new tile, too many upgrades to list. Enjoy the...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.5 kilometres from Siesta Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Sauna
    • Hot Tub
    • 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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.4 kilometres from Siesta Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Parking
    • Patio
    • Air Conditioning
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    • Grill
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Admirals Watch! This beautiful, luxurious and modern 3 bedroom, 3 bathroom, heated pool, townhome boasts the best views of the world famous No. 1 Siesta Key Beach Access! With absolutely unobstructed views, this home is part of only a handful of private residences that can claim such...
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    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    0.4 kilometres from Siesta Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Sauna
    • Air Conditioning
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Grill
    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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.5 kilometres from Siesta Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely, remodeled/newly furnished 2 bedroom/2 bath unit, located in the only true resort on Siesta Key. Enjoy the finest beach in America, visit one on the 3 swimming pools on site, get in a workout at state of the art fitness facility, play a game of tennis or pickleball or just relax in this...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.5 kilometres from Siesta Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Internet Access
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Washer
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This second floor unit offers lovely views to our beautifully landscaped courtyard and lake. Enjoy sunsets over the gulf from the lanai area as well as a a short walk to our crystal sanded beach. Inviting light eat in kitchen as well as dining room offers seating for four or more. Cheerful living...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    0.5 kilometres from Siesta Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax in this beautiful, tastefully decorated condo with plenty of windows and natural light. This unit has been updated with stainless kitchen appliances, ceiling fans, new furniture and new carpet throughout. Also featured are two flat panel televisions with one in the master bedroom and the...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.5 kilometres from Siesta Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Air Conditioning
    • DVD Player
    • Sauna
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcoming is this fourth floor unit.. Lovely decor and comfortable furnishings with an open lanai overlooking our lush courtyard and one of our three pools. Washer dryer in the unit as well as a comfortable king size bed in master and twins in the guest bedroom. Come enjoy our award wining beaches...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.5 kilometres from Siesta Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Hot Tub
    • Grill
    • Sauna
    • Shared Outdoor Pool (Unheated)
    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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.5 kilometres from Siesta Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • 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...
    View all property information
    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.2 kilometres from Siesta Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Parking
    • Wi-Fi
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come sink your feet into the sand thats never hot!!!! Siesta Key, FL has been voted the best beach in America for 3 straight years, thanks to the gorgeous white, 99% crushed quartz sands, that don't burn your feet. Our 2 bedroom, 1 bath GROUND FLOOR condo is right across the street from the public...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    0.4 kilometres from Siesta Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walk to the beach from this spacious one bedroom apartment. Located just across the street from Siesta Key beach and a few blocks from Siesta key village. This unit offers a full kitchen with granite counter tops, stainless steel appliances, and 47' flat screen TV with HD programming in the living...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.3 kilometres from Siesta Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Washer
    • Balcony
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just across the street from the acclaimed #1 Beach in the US.  This beautiful two bedroom/ 2 bath condo has all the comforts of home!  This condo offers a fully equipped kitchen, spacious living room, dining area, washer and dryer and balconies off of both the living room and dining room.  Linens...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.5 kilometres from Siesta Beach
    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...
    View all property information
    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.5 kilometres from Siesta Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • 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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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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