Siesta Key, Florida
116 properties available
Welcome to The Birdhouse! This colorful and vibrant Siesta Key home features all of the amenities you could dream of for your beach vacation and an unbeatable location! The Birdhouse is located minutes away from Siesta Key Village and world famous Siesta Key Beach, voted the # 1 beach in the USA.Cross the drawbridge from Sarasota to enter the seren
The Birdhouse - 783 (281610)
Siesta Key, FL
House
3
bedrooms
2
baths
6
guests
Welcome to Serenity Cottage! This tranquil oasis has everything need for your most perfect beach getaway at an absolutely UNBEATABLE location in Crescent Village and just minutes away from world famous Siesta Beach, voted the #1 beach in the USA! Serenity Cottage is the ideal vacation home for family get-togethers and small groups. Your Siesta Key
Serenity Cottage - 1028 (281502)
Siesta Key, FL
House
3
bedrooms
4
baths
8
guests
Escape to Siesta Key's "Hidden Treasure," where you'll experience a bright and cheerful retreat for families looking for peaceful serenity. The main 2 bedroom/ 2 bath residence opens up to large, luxurious pool courtyard that connects to a private Casita with 2 generously sized bedrooms and additional full bath. The screened in courtyard features a
Hidden Treasure - 622 (281549)
Siesta Key, FL
House
4
bedrooms
3
baths
8
guests
Welcome to Sandy Cabana! This wonderful beach cottage has been recently updated with brand new furnishings throughout. When reserved with its sister property Seahorse Cabana, both units make up Sandy Seahorse Cottage. This home is ideal for small families and beachcombers alike!The welcoming entryway of Sandy Cabana opens up with a roomy, screened-
Sandy Cabana - 1104N (281499)
Siesta Key, FL
House
3
bedrooms
3
baths
8
guests
Welcome to Sea Foam! This private 1 bedroom 1 bathroom unit is perfect for small families, with the ability to accommodate up to 4 guests. This property can be rented as one unit in the duplex OR the entire duplex. Equipped with a semi-private spacious outdoor recreational area, outdoor dining, outdoor loungers, a hammock, and beach essentials you
Sea Foam - 173 (281572)
Siesta Key, FL
House
1
bedrooms
1
baths
4
guests
Welcome to Sea Coast! This private 1 bedroom 1 bathroom unit is perfect for small families, with the ability to accommodate up to 4 guests. This property can be rented as one unit in the duplex OR the entire duplex. Equipped with a semi-private spacious outdoor recreational area, outdoor dining, outdoor loungers, a hammock, and beach essentials you
Sea Coast - 276 (281568)
Siesta Key, FL
House
1
bedrooms
1
baths
4
guests
This meticulously maintained condo boasts fantastic amenities, space for all, and plenty to do. At home, snuggle up on the sofa and stream your favorite shows. Spend time with an ice cold beverage on the screened lanai and enjoy the view. Prepare meals together in the wellequipped kitchen and gather around the table that seats six to enjoy a meal t
Bay Oaks 75 (291713)
Siesta Key, FL
House
1
bedrooms
1
baths
4
guests
Welcome to The Hummingbird! This private six bedroom/six bathroom home is a unique combination of four units: Lantana, Mimosa, Plumbago and Vinca. Each unit can be rented separately or together. When booked all together, this vacation home offers a private heated pool (when booked separately, the pool is shared between each unit). Reserve The Hummi
The Hummingbird (281530)
Siesta Key, FL
House
6
bedrooms
6
baths
20
guests
Welcome to Beach Walk Cottage! This 3 bedroom / 3 bathroom island style home has everything you need to sit back and relax on your tropical getaway. Enjoy grilling out, practicing your ping pong skills, or catching a tan on the spacious outdoor patio. For the beach goers, Siesta Key Beach is just a short 5 minute walk away. This is your home away f
Beach Walk Cottage - 451 (281546)
Siesta Key, FL
House
3
bedrooms
3
baths
8
guests
Welcome to CJ's on Siesta! This group of 6 private units is perfect for large families and groups, with the ability to accommodate up to 24 guests. This uniquely configured 6 bedroom 6 bathroom property can be rented entirely OR also as separate units in the duplex. Equipped with a private spacious outdoor recreational area, outdoor dining, outdoor
CJs on Siesta - 104 (281564)
Siesta Key, FL
House
6
bedrooms
6
baths
24
guests
Welcome to Blu Sky Cottage, the ultimate luxury vacation rental that promises to provide an unparalleled experience of comfort, relaxation, and enjoyment. This spectacular waterfront home offers breathtaking water views that will leave you spellbound. Situated in a quiet neighborhood on the island of Siesta Key, this 3 bedroom 2 bathroom home is th
Blu Sky Cottage - 5037 (281547)
Siesta Key, FL
House
3
bedrooms
2
baths
10
guests
Everything you're looking for in a comfortable and convenient vacation is waiting for you at Bali Hai House! This gorgeous waterfront home is fully equipped with a spacious outdoor patio, fire pit, and private screened in heated pool. Hang out on the hammock and watch boats drift by or take a short walk to Siesta Key Beach. This spot is ideal for
Bali Hai House - 5041 (281545)
Siesta Key, FL
House
3
bedrooms
2
baths
8
guests
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