Siesta Key Vacation Rental Getaways
Featured Properties
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Siesta Key
Villa
2 BR/ 2 BA
Sleeps 6
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Siesta Key
Condo
2 BR/ 2 BA
Sleeps 6
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Siesta Key
Condo
2 BR/ 2 BA
Sleeps 6
| Sort by: | Type | BR/BA/Sleeps | Price |
|---|---|---|---|
| Feb 5 - Oct 1 20% September rentals excluding Labor Day - enter p ... | |||
6150 Midnight Pass Rd V11Siesta KeyIsland House Beach Resort - Siesta Key Florida - Crescent Beach - This 2 bedroom, 2 bath villa is 10... |
Villa | 2 / 2 / 4 |
$160 -
$241
|
| Feb 7 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V23Siesta KeyIsland House Beach Resort - Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath villa... |
Villa | 2 / 2 / 6 |
$160 -
$241
|
Castaway Cove 3B, on lagoon near beach, pet friendly, Sie...Siesta KeyOverlooking Blind Pass Lagoon just a few blocks to Turtle Beach is our Siesta Key condo, Castaway Co... |
Condo | 2 / 2 / 5 |
* Online booking available
$95 -
$250
|
| May 21 - 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
|
| Apr 23 - Oct 1 20% off September excluding labor day. Enter promo ... | |||
6144 Midnight Pass Rd 1NSiesta KeyGULF FRONT - GROUND FLOOR UNIT!! This spectacular 2 bedrooms, 2 baths unit is 1300 sq. ft. as is loc... |
Condo | 2 / 2 / 4 |
$206 -
$314
|
| May 11 - Oct 1 20% off September rentals excluding Labor Day - ent ... | |||
6146 Midnight Pass Rd 12SSiesta KeyIsland House Beach Resort! Crescent Beach, Siesta Key Florida. This beautifully maintained complex i... |
Condo | 2 / 2 / 4 |
$206 -
$314
|
Siesta Key Our House at the Beach 222, with Heated Pool, ...Siesta KeyJust steps from a private walkway to the beach, our townhouse overlooking the lake at Siesta Key is ... |
Condo | 2 / 2 / 4 |
* Online booking available
$114 -
$166
|
| Mar 19 - Oct 1 20% off September rentals excluding Labor Day - ent ... | |||
6146 Midnight Pass Rd 13SSiesta KeyEnjoy the view of the white sand of Crescent Beach and the azure waters of the Gulf of Mexico from t... |
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 21 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V9Siesta KeyIsland House Beach Resort - Siesta Key Florida, Crescent Beach - This large villa is approx. 1000 sq... |
Villa | 2 / 2 / 4 |
$160 -
$241
|
| Mar 26 - Oct 1 20% September rentals excluding Labor Day - enter p ... | |||
6148 Midnight Pass Rd 6SSiesta KeyIsland House Beach Resort - Siesta Key Florida - Southwest building, 3rd floor, One bed, 2 bath, Kin... |
Condo | 1 / 2 / 4 |
$187 -
$281
|
| 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
|
Gulf & Bay Club: Bayside, 2 BRs, Ground Floor, 2 pools, g...Siesta KeyThe moment you arrive at Gulf & Bay Bayside, you?ll appreciate the beauty, serenity, and charm of th... |
Condo | 2 / 2 / 6 |
* Online booking available
$119 -
$350
|
| Mar 12 - Oct 1 20% Septermber rentals excluding Labor Day - enter ... | |||
6144 Midnight Pass Rd 2NSiesta KeyCrescent Beach on the Gulf of Mexico. This beautifully maintained complex is located on the widest p... |
Condo | 2 / 2 / 4 |
$206 -
$314
|
| May 18 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V5Siesta KeyIsland House Beach Resort- Siesta Key Florida, Crescent Beach - This large villa is approx. 1000 sq.... |
Villa | 2 / 2 / 6 |
$160 -
$241
|
Siesta Dunes Beach 104, Siesta Key Gulf, Spa, Large Heate...Siesta KeyDecked in tropical style, Siesta Dunes 104 is an ideal choice for families to spend their daytime ho... |
Condo | 2 / 2 / 6 |
* Online booking available
$119 -
$350
|
| 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
|
| Feb 21 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V28Siesta KeyIsland House Beach Resort, Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath unit i... |
Villa | 2 / 2 / 6 |
$160 -
$241
|
Aloha Kai 50 Siesta Key Florida with heated pool & beach ...Siesta KeyAloha Kai is a 5 acre Oceanside (Gulfside) vacation retreat tucked away on the powder sand shores of... |
Condo | 2 / 2 / 6 |
* Online booking available
$95 -
$250
|
| Mar 12 - Oct 1 20% off September rentals exluding Labor Day- enter ... | |||
6148 Midnight Pass Rd 1SSiesta keyDIRECT GULF FRONT, GROUND FLOOR! Siesta Key, Crescent Beach This unit is located in our southwest bu... |
Condo | 2 / 2 / 4 |
$206 -
$314
|
| May 16 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V6Siesta KeyIsland House Beach Resort - Siesta Key Florida, Crescent Beach - The large 2 bedrooms, 2 bath villa ... |
Villa | 2 / 2 / 4 |
$160 -
$241
|
| Feb 2 - Oct 1 20% Septermber rentals excluding Labor Day - enter ... | |||
6148 Midnight Pass Rd 8SSiesta KeyIsland House Beach Resort! Siesta Key Florida - Crescent Beach. This luxury apartment is part of Isl... |
Condo | 2 / 2 / 4 |
$206 -
$314
|
| Mar 30 - Oct 1 20% Septermber rentals excluding Labor Day - enter ... | |||
6150 Midnight Pass Rd V19Siesta KeyIsland House Beach Resort - Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath villa... |
Villa | 2 / 2 / 4 |
$160 -
$241
|
| Mar 9 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V15Siesta KeyIsland House Beach Resort! Crescent Beach, Siesta Key Florida. This attractive 2 bedroom, 2 bath vil... |
Villa | 2 / 2 / 6 |
$160 -
$241
|
| 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
|
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