All Listings
91 properties available
Welcome to Hidden Paradise! Ready for an unforgettable vacation? Bungalow #1 is a lovely home perfect of up to 6 guests. Located just a short walk from the beautiful crystal sands and community pool, this home is directly in the heart of the vibrant South Siesta Key Village. Relax by the shared community pool located at the Calini Beach Club or ven
A Hidden Paradise - Bungalow 1
Duplex
$169 - $449 / per night
2
bedrooms
1
baths
6
guests
5
(3)
Welcome to Hidden Paradise! Ready for an unforgettable vacation? Bungalow #1 is a lovely home perfect of up to 6 guests. Located just a short walk from the beautiful crystal sands and community pool, this home is directly in the heart of the vibrant South Siesta Key Village. Relax by the shared community pool located at the Calini Beach Club or ven
A Hidden Paradise - Bungalow 2
Duplex
$169 - $449 / per night
2
bedrooms
1
baths
6
guests
5
(2)
Welcome to A Point of Paradise! This gorgeous new home on Siesta Key offers luxury around every turn. Stay with up to 18 guests in this 8-bedroom, 8.5-bathroom home, complete with a private pool and spa area, large full kitchen, dining room, living spaces, a game room, and much more! Spend time outside by the pool or take the short walk down to the
A Point of Paradise
House
$1,299 - $4,499 / per night
8
bedrooms
8
baths
1
half baths
18
guests
5
(1)
Siesta Key beach Residence: This must-see, rare, and beautiful home on Siesta Key offers a much sought after modern and contemporary design. This unit, located on the 2nd floor above the garage, has 3 bedroom, 2/5 bathrooms and can sleep up to 9 guests. This home is perfectly located 0.1 miles from beach access #11, offering quick access to the #1
A Somewhere is Here - Changes in Attitude
Duplex
$259 - $899 / per night
3
bedrooms
2
baths
1
half baths
9
guests
5
(8)
Siesta Key beach Residence: This must-see, rare, and beautiful home on Siesta Key offers a much sought after modern and contemporary design. This unit, located on the 1st floor above the garage, has 3 bedroom, 2/5 bathrooms and can sleep up to 9 guests. This home is perfectly located 0.1 miles from beach access #11, offering quick access to the #1
A Somewhere is Here - Changes in Latitude
Duplex
$259 - $899 / per night
3
bedrooms
2
baths
1
half baths
9
guests
5
(8)
Spend your vacation relaxing in this lovely 3-bedroom, 2.5-bathroom townhome. On the ground level, you will find covered parking for up to 2 cars, and storage. The second level hosts an open concept for the living room, dining, and kitchen areas. The spacious living room features rattan ceiling panels for a casual coastal vibe. The kitchen offers p
A Tide that Binds Us - 600
Duplex
$279 - $799 / per night
3
bedrooms
2
baths
1
half baths
10
guests
5
(12)
Spend your vacation relaxing in this lovely 3-bedroom, 2-bathroom townhome. On the ground level, you will find parking for up to 2 cars. The second level hosts a spacious living room, dining, and kitchen areas. The kitchen offers plenty of storage and stainless countertops. The living room offers space for the entire family to relax with large wind
A Tide that Binds Us - 602
Duplex
$399 - $1,029 / per night
3
bedrooms
2
baths
1
half baths
9
guests
5
(10)
Beach House Residence – a luxurious place to unwind for your unforgettable vacation! This stunning home offers an open floorplan, 4 Bedrooms, 3 bathrooms, with room for 10 guests. Enjoy beautiful views of the gulf and take in those gorgeous sunsets from the large, wrapping balcony. Venture on a stroll to the communities beach access or relax at the
Beach House Residence - 301
Condo
$349 - $1,149 / per night
4
bedrooms
3
baths
10
guests
5
(4)
Beach House Residence – a luxurious place to unwind for your unforgettable vacation! This stunning penthouse offers an open floorplan, 2 bedrooms, 2 bathrooms, with room for 4 guests. Enjoy beautiful views of the gulf and take in those gorgeous sunsets from the large top floor balcony. Venture on a stroll to the communities beach access or relax at
Beach House Residence - Penthouse
Condo
$309 - $1,029 / per night
2
bedrooms
2
baths
4
guests
5
(4)
Siesta Key’s only luxury hotel. Sitting directly on Siesta’s Quartz Beach that offers the whitest and softest sand in the World that is always cool to the touch. Relaxing and making your memories is all that’s required but located just minutes is down town’s rich art and cultural community. In the village of Siesta, you’ll be welcomed to enjoy a co
Beach Residences On Siesta, aka The Hyatt
Condo
$319 - $1,599 / per night
3
bedrooms
3
baths
6
guests
5
(10)
Featuring high ceilings and a spacious living area this 3-bedroom, 2.5-bath, beautifully renovated townhouse condominium presents the best Siesta Key has to experience. This multifloored unit offers the convenience of condominium living without a high-rise building. One of four townhomes in the Beach Walk complex, this home features lush tropical l
Beach Walk
Duplex
$319 - $999 / per night
3
bedrooms
2
baths
1
half baths
8
guests
5
(3)
This luxury townhome features 2 Bedrooms and 2 Bathrooms, comfortably sleeping up to 4 guests! For your convivence, there is a beautiful kitchen, a large laundry room with a full-size washer and dryer, and plenty of space to relax by the pool on your island vacation! Located just one block from our world-famous, beautiful Siesta Key Beach, this hom
Beachside of the Village
Duplex
$319 - $1,049 / per night
2
bedrooms
2
baths
4
guests
5
(3)
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