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Siesta Key Vacation Rentals

31 Siesta Key Vacation Rentals were found matching your criteria.


$199 - $575 /night
$1548 - $1754 /week
Jamaica Royale Tower T23, 2 Bedrooms, 3 Heated Pools, Sle...

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Siesta Key, Florida, United States


$129 - $266 /night
$900 - $1863 /week
Siesta Key Excelsior 306, 3 Bedrooms, Pools, Tennis, Slee...

Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: Siesta Key, Florida, United States


$121 - $416 /night
$847 - $2911 /week
Gulf and Bay Club: Bayside 1226, 2 Bedrooms, Sleeps 6, 2 ...

  19 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Siesta Key, Florida, United States


$114 - $257 /night
$798 - $1797 /week
White Sands Village 205, 2 Bedrooms, Heated Pool, Wifi, S...

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Siesta Key, Florida, United States


$107 - $257 /night
$750 - $1800 /week
Gulf and Bay Club 409B, 2 Bedrooms, Beach Front, Heated P...

  10 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Siesta Key, Florida, United States


$121 - $416 /night
$847 - $2911 /week
Jamaica Royale 101, 2 Bedrooms, 3 Heated Pools, Wifi, Sle...

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Siesta Key, Florida, United States


$121 - $416 /night
$847 - $2911 /week
Siesta Dunes Beach 38A, 2 Bedrooms, Ground Floor, Heated ...

  63 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Siesta Key, Florida, United States


$121 - $416 /night
$847 - $2911 /week
Jamaica Royale 91, 2 Bedrooms, 3 Heated Pools, Wifi, Slee...

  42 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Siesta Key, Florida, United States


$114 - $383 /night
$795 - $2680 /week
Bay Oaks D-42, 2 Bedrooms, Siesta Key Florida, Updated Condo

Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 5
Location: Siesta Key, Florida, United States


$114 - $383 /night
$795 - $2680 /week
Palm Bay Club G46, 1 Bedroom, 40" Hdtv, Heated Pool, Wifi...

  41 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Siesta Key, Florida, United States


$107 - $257 /night
$750 - $1800 /week
Gulf and Bay Club 108D, 2 Bedroom, Beach Front, Ground Fl...

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Siesta Key, Florida, United States


$199 - $575 /night
$1393 - $4024 /week
Crescent Street Manor, 3 Bedrooms, Walk to Beach, Private...

Condo: 3 Bedroom, 2 Bathroom, Sleeps 10
Location: Siesta Key, Florida, United States


$114 - $383 /night
$795 - $2680 /week
Bay Oaks B-52, 2 Bedrooms, Updated Condo, Sleeps 6

Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 6
Location: Siesta Key, Florida, United States


$114 - $383 /night
$795 - $2680 /week
Crescent Street 1138 A, 2 bedrooms, pool, walk to the beach

Condo: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: Siesta Key, Florida, United States


$185 - $551 /night
$734 - $821 /week
Siesta Dunes 8-205, 2nd Floor, Spa, Beach, Large Heated Pool

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Siesta Key, Florida, United States


$107 - $257 /night
$750 - $1800 /week
Gulf and Bay Club 204C, 2 Bedroom, Beach Front, 3 Pools, ...

  1 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Siesta Key, Florida, United States


$93 - $228 /night
$650 - $1597 /week
Harbor Towers Yacht & Racquet 324, 1 Bedroom, Heated Pool...

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Siesta Key, Florida, United States


$107 - $366 /night
$749 - $2561 /week
Gulf Holidays 15, 1 Bedroom, 2nd Floor, Heated Pool, Slee...

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Siesta Key, Florida, United States


$107 - $366 /night
$749 - $2561 /week
Midnight Cove II 432, 2 Bedrooms, Large Heated Pool, Spa,...

Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Siesta Key, Florida, United States


$79 - $177 /night
$550 - $1238 /week
Beachaven 52, 1 bedroom, Ground Floor, Pool, Sleeps 4

  1 reviews   Add to Favorites

Condo: 1 Bedroom, 2 Bathroom, Sleeps 4
Location: Siesta Key, Florida, United States


$121 - $455 /night
$847 - $3184 /week
Siesta Dunes Beach 201, 2 Bedrooms, Large Heated Pool, Sp...

  19 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Siesta Key, Florida, United States


$107 - $366 /night
$749 - $2561 /week
Crescent Street 1138 B, 1 bedrooms, pool, pet friendly, w...

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Siesta Key, Florida, United States


$107 - $366 /night
$749 - $2561 /week
Casa Siesta, Ground Floor, 2 bedrooms, walk to Siesta Key...

Condo: 2 Bedroom, 1 Bathroom, Sleeps 4
Location: Siesta Key, Florida, United States


$114 - $383 /night
$795 - $2680 /week
Gulf and Bay Club: Bayside 1303-D, 2 Bedrooms, Sleeps 6, ...

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Siesta Key, Florida, United States


$121 - $455 /night
$847 - $3184 /week
Our House at the Beach 222, 2 Bedroom, Heated Pool, Tenni...

  30 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Siesta Key, Florida, United States


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