Siesta Key Vacation Rental Getaways
Featured Properties
| Sort by: | Type | BR/BA/Sleeps | Price |
|---|---|---|---|
| Feb 14 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V33Siesta KeyIsland House Beach Resort - Siesta Key Florida, Crescent Beach - This large villa is approx. 1000 sq... |
Villa | 2 / 2 / 6 |
$160 -
$241
|
Siesta Key Excelsior 107, 1st Floor, 2 heated pools, spa,...Siesta KeyWith the Bay in back and the Gulf in front, our condo at Excelsior 107 sits on a little strip of par... |
Condo | 2 / 2 / 6 |
* Online booking available
$642 -
$1499
|
6142 Midnight Pass RdSiesta KeyIsland House Beach Resort! Newly remodeled gulf view apartment. Brand new kitchen, bathrooms, wood a... |
Condo | 2 / 2 / 6 |
$206 -
$314
|
Siesta Key Palm and Bay Club G88 tower rental, Siesta Key...Siesta KeyThe Palm Bay Club offers all of the amenities of the finest resort hotels in a unique condo environm... |
Condo | 1 / 1 / 4 |
* Online booking available
$125 -
$400
|
| Mar 23 - Oct 1 20% off September rentals excluding Labor Day - ent ... | |||
6148 Midnight Pass Rd 2SSiesta KeyIsland House Beach Resort!!Ground Floor, Crescent Beach, Siesta Key Florida. This beautifully mainta... |
Condo | 2 / 2 / 6 |
$206 -
$314
|
| Feb 2 - Oct 1 20% September rentals excluding Labor Day - enter p ... | |||
6150 Midnight Pass Rd V17Siesta KeyIsland House Beach Resort - Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath villa... |
Villa | 2 / 2 / 4 |
$160 -
$241
|
| May 18 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Road V4Siesta KeyIsland House Beach Resort - Siesta Key Florida, Crescent Beach - This lovely 2 bedroom, 1 bath villa... |
Villa | 2 / 1 / 6 |
$146 -
$218
|
| Mar 30 - Oct 1 20% September rentals excluding Labor Day - enter p ... | |||
6144 Midnight Pass Rd 6NSiesta KeyIsland House Beach Resort!! Siesta Key Florida. This 2 bedrooms, 2 bath unit is 1300 sq. ft. and is ... |
Condo | 2 / 2 / 4 |
$206 -
$314
|
| May 11 - Oct 1 20% September rentals excluding Labor Day - enter p ... | |||
6148 Midnight Pass Rd 3SSiesta KeyIsland House Beach Resort, Crescent Beach, Siesta Key Florida! Direct Gulf Front - Panoramic Views! ... |
Condo | 2 / 2 / 6 |
$206 -
$314
|
| Mar 14 - Oct 1 20% September rentals excluding Labor Day - enter p ... | |||
6148 Midnight Pass Rd 5SSiesta KeySpectacular view on Crescent Beach, Siesta Key florida. This 3rd floor unit is located directly on t... |
Condo | 2 / 2 / 4 |
$206 -
$314
|
| Apr 17 - Oct 1 20% September rentals excluding Labor Day - enter p ... | |||
6150 Midnight Pass Rd V16Siesta KeyIsland House Beach Resort! Siesta Key, Florida, Crescent Beach. This large 2 bedrooms, 2 bath unit i... |
Villa | 2 / 2 / 5 |
$160 -
$241
|
| Mar 19 - Oct 1 20% off September rentals excluding Labor Day - ent ... | |||
6142 Midnight Pass Rd 11NSiesta KeyIsland House Beach Resort - Siesta Key - Crescent Beach. This beautifully maintained complex is loca... |
Condo | 2 / 2 / 4 |
$206 -
$314
|
| Apr 27 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V7Siesta KeyIsland House Beach Resort, Crescent Beach, Siesta Key Florida! Newly renovated 2 bedroom, 2 bath uni... |
Villa | 2 / 2 / 6 |
$160 -
$241
|
Gulf and Bay Club 409B Beach FrontSiesta KeyPerfect for guests looking for a rental of one month or longer, your time spent at Siesta Key Gulf &... |
Condo | 2 / 2 / 6 |
* Online booking available
$451 -
$1750
|
| May 18 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V3Siesta KeyIsland House Beach Resort, Siesta Key Florida, Crescent Beach - The large 2 bedroom, 2 bath villa is... |
Villa | 2 / 2 / 4 |
$160 -
$241
|
| Mar 7 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V22Siesta KeyIsland House Beach Resort - Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 1 1/2 bath v... |
Villa | 2 / 2 / 6 |
$152 -
$232
|
Siesta Dunes Beach 201, 2nd Floor, Spa, Large Heated Pool...Siesta KeyDecked in pure tropical style, Siesta Dunes Beach 201 in Siesta Key, Florida is an ideal choice for ... |
Condo | 2 / 2 / 6 |
* Online booking available
$119 -
$350
|
Siesta Dunes Beach 38A, Gulf Side 2 BRs, Large Heated Poo...Siesta KeyAn idyllic ocean side condo perfect for energetic kids or families seeking added privacy, Siesta Dun... |
Condo | 2 / 2 / 6 |
* Online booking available
$119 -
$350
|
| Mar 28 - Oct 1 20% off Septermber rentals excluding Labor Day - en ... | |||
6146 Midnight Pass Rd 14SSiesta KeyIsland House Beach Resort! Crescent Beach, Siesta Key Florida. This beautifully maintained complex i... |
Condo | 2 / 2 / 4 |
$206 -
$314
|
Jamaica Royale 91 Siesta Key Rental, heated pool, beach a...Siesta KeyFeaturing new living room furniture, and tile floors - life at this condo is luxe. Sleeping 6 people... |
Condo | 2 / 2 / 6 |
* Online booking available
$119 -
$350
|
| May 18 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V35Siesta KeyIsland House Beach Resort - Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath unit ... |
Villa | 2 / 2 / 6 |
$160 -
$241
|
| May 18 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V38Siesta KeyIsland House Beach Resort- Siesta Key Florida, Crescent Beach- This large 2 bedrooms, 2 bath villa i... |
Villa | 2 / 2 / 6 |
$160 -
$241
|
| Feb 14 - Oct 1 20% September rentals excluding Labor Day - enter p ... | |||
6144 Midnight Pass Rd 8NSiesta KeyIsland House Beach Resort! Siesta Key Florida - Crescent Beach. This beautifully maintained complex ... |
Condo | 2 / 2 / 4 |
$206 -
$314
|
| Mar 19 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V24Siesta KeyIsland House Beach Resort, Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath villa ... |
Villa | 2 / 2 / 6 |
$160 -
$241
|
| Mar 21 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V8Siesta KeyIsland House Beach Resort - Siesta Key Florida, Crescent Beach. This bright spacious villa is approx... |
Villa | 2 / 2 / 6 |
$152 -
$232
|




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