Siesta Key Beach Vacation Rentals
 
 
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Jamaica Royale 91, 2 Bedro ...
2 bedroom Siesta Key Condo Vacation Rental Condo
2 BR/ 2.00 BA Sleeps 6
More Info
Gulf and Bay Club 204C, 2 ...
2 bedroom Siesta Key Condo Vacation Rental - Ocean View Condo
2 BR/ 2.00 BA Sleeps 6
More Info
Polynesian Gardens Villa P ...
2 bedroom Siesta Key Condo Vacation Rental Condo
2 BR/ 2.00 BA Sleeps 4
More Info
 
 
 
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Crescent Street 1138 A, 2 bedrooms, pool, walk to the beach

Siesta Key
When you stay at Crescent Street 1138A, you can walk to the east side of Siesta Key in just minutes ...

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Condo 2 / 1 / 6

Online Booking

$114 - $383
Per Night

$795 - $2680
Per Week

 
 

White Sands Village 205, 2 Bedrooms, Heated Pool, Wifi, S...

Siesta Key
Beat a path to the beach every day from your own breezy lanai when you stay at this ground-floor con...

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Condo 2 / 2 / 6

Online Booking

$114 - $257
Per Night

$798 - $1797
Per Week

 
 

Gulf and Bay Club 305C, 2 Bedrooms, 3 pools, Gym, Spa, Wi...

Siesta Key
Beach Access, Ocean View
Roll into the lap of luxury and enjoy a unit that’s still sparkling new. Siesta Key Gulf and Bay Clu...

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Condo 2 / 2 / 6

Online Booking

$125 - $289
Per Night

$875 - $2025
Per Week

 
 

Twin Palms 5, 1 Bedroom, Ground Floor, Heated Pool, Wifi,...

Siesta Key
You’ll be just a one-block walk from Siesta Key, the #1 rated beach in the USA when you stay at Twin...

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Condo 1 / 1 / 4

Online Booking

$121 - $416
Per Night

$847 - $2911
Per Week

 
 

Crescent Street Manor, 3 Bedrooms, Walk to Beach, Private...

Siesta Key
When you stay at Crescent Street Manor, you can walk to the east side of Siesta Key in just minutes ...

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Condo 3 / 2 / 10

Online Booking

$199 - $575
Per Night

$1393 - $4024
Per Week

 
 

Jamaica Royale 101, 2 Bedrooms, 3 Heated Pools, Wifi, Sle...

Siesta Key
A beach holiday doesn’t get any better when you combine good food and a great place to stay in the m...

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Condo 2 / 2 / 6

Online Booking

$121 - $416
Per Night

$847 - $2911
Per Week

 
 

Siesta Dunes Beach 201, 2 Bedrooms, Large Heated Pool, Sp...

Siesta Key
Beach Access
Decked in pure tropical style, Siesta Dunes Beach 201 in Siesta Key, Florida is an ideal choice for ...

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Condo 2 / 2 / 6

Online Booking

$121 - $455
Per Night

$847 - $3184
Per Week

 
 

Gulf and Bay Club 102B, Beach Front, 2 Bedrooms, Ground F...

Siesta Key
Beach Access, Beach Front, Ocean View
Love sunsets? How about white sand, plush beds, a choice of three pools, swans ... and a little shuf...

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Condo 2 / 2 / 6

Online Booking

$125 - $289
Per Night

$875 - $2025
Per Week

 
 

Siesta Dunes Beach 38A, 2 Bedrooms, Ground Floor, Heated ...

Siesta Key
Do you have children who’ll delight in the geckos and insects they can discover in the garden? Or do...

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Condo 2 / 2 / 6

Online Booking

$121 - $416
Per Night

$847 - $2911
Per Week

 
 

Beachaven 52, 1 bedroom, Ground Floor, Pool, Sleeps 4

Siesta Key
Ocean View
Imagine this: You step out your front door, and there, at the end of a walkway flanked by shrubbery ...

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Condo 1 / 2 / 4

Online Booking

$79 - $177
Per Night

$550 - $1238
Per Week

 
 

Gulf and Bay Club 108D, 2 Bedroom, Beach Front, Ground Fl...

Siesta Key
Beach Access, Beach Front, Ocean View
Love sunsets? How about white sand, plush beds, a choice of three pools, swans ... and a little shuf...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 4

Online Booking

$107 - $257
Per Night

$750 - $1800
Per Week

 
 

Polynesian Gardens Villa P6, 2 Bedrooms, Heated Pool, Car...

Siesta Key
Looking for a home away from home as you embark upon your upcoming vacation, Polynesian Gardens Vill...

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Condo 2 / 2 / 4

Online Booking

$121 - $400
Per Night

$847 - $2800
Per Week

 
 

Bay Oaks B-52, 2 Bedrooms, Updated Condo, Sleeps 6

Siesta Key
Beach Access
Featured on HGTV's Beachfront Bargain Hunt TV show! With views over a sunny, peek a boo view of the ...

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Condo 2 / 2.5 / 6

Online Booking

$114 - $383
Per Night

$795 - $2680
Per Week

 
 

Midnight Cove II 432, 2 Bedrooms, Large Heated Pool, Spa,...

Siesta Key
Beach Access
Sun seekers Delight! Enjoy your morning coffee looking at the palms and oaks lining the boat basin f...

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Condo 2 / 1.5 / 4

Online Booking

$107 - $366
Per Night

$749 - $2562
Per Week

 
 

Gulf and Bay Club: Bayside 1303-D, 2 Bedrooms, Sleeps 6, ...

Siesta Key
Ocean View
When you pull up to the Gulf and Bay Club: Bayside 1303-D you will know right away that you made the...

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Condo 2 / 2 / 6

Online Booking

$114 - $383
Per Night

$795 - $2680
Per Week

 
 

Gulf and Bay Club 409B, 2 Bedrooms, Beach Front, Heated P...

Siesta Key
Beach Access, Beach Front, Ocean View
Perfect for guests looking for a rental of one month or longer, your time spent at Siesta Key Gulf a...

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Condo 2 / 2 / 4

Online Booking

$107 - $257
Per Night

$750 - $1800
Per Week

 
 

Jamaica Royale Tower T24, 2 Bedrooms, 3 Heated Pools, Sle...

Siesta Key
Beach Access, Ocean View
Fresh ocean breezes, spectacular sunsets, beautiful gulf view, and rolling waves await you at this G...

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Condo 2 / 2 / 6

Online Booking

$199 - $575
Per Night

$1393 - $4024
Per Week

 
 

Casa Siesta, Ground Floor, 2 bedrooms, walk to Siesta Key...

Siesta Key
Casa Siesta makes fun in the sun so easy! The 2-bedroom, ground-floor condo is just a short walk fro...

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Condo 2 / 1 / 4

Online Booking

$107 - $366
Per Night

$749 - $2562
Per Week

 
 

Bay Oaks D-42, 2 Bedrooms, Siesta Key Florida, Updated Condo

Siesta Key
Enjoy the simple pleasures of life by doing anything and everything that you could possibly care to ...

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Condo 2 / 2.5 / 5

Online Booking

$114 - $383
Per Night

$795 - $2680
Per Week

 
 

Gulf and Bay Club 204C, 2 Bedroom, Beach Front, 3 Pools, ...

Siesta Key
Beach Access, Ocean View
Come vacation on the white sands of Siesta Beach! When you stay at our condo at Gulf and Bay Club 20...

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Condo 2 / 2 / 6

Online Booking

$107 - $257
Per Night

$750 - $1800
Per Week

 
 

Palm Bay Club G46, 1 Bedroom, 40" Hdtv, Heated Pool, Wifi...

Siesta Key
Beach Access
The accolades keep pouring in. Guests and media alike rate the Palm Bay Club as a perfect destinatio...

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Condo 1 / 1 / 4

Online Booking

$114 - $383
Per Night

$795 - $2680
Per Week

 
 

Harbor Towers Yacht & Racquet 324, 1 Bedroom, Heated Pool...

Siesta Key
Beach Access
Harbor Towers 324 is a cozy 1 bedroom/ 1 bath Siesta Key condo that sleeps 2-4. Guests will feel rig...

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Condo 1 / 1 / 4

Online Booking

$93 - $228
Per Night

$650 - $1597
Per Week

 
 

Siesta Dunes 8-205, 2nd Floor, Spa, Beach, Large Heated Pool

Siesta Key
Beach Access, Ocean View
Featuring beautiful wood floors, Siesta Dunes Beach 205 in Siesta Key, Florida is an ideal choice fo...

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Condo 2 / 2 / 4

Online Booking

$185 - $551
Per Night

$734 - $1147
Per Week

 
 

Crescent Street 1138 B, 1 bedrooms, pool, pet friendly, w...

Siesta Key
For those who are all about “the Beach life,” Crescent Street 1113B brings an opportunity to soak in...

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Condo 1 / 1 / 4

Online Booking

$107 - $366
Per Night

$749 - $2562
Per Week

 
 

Gulf Holidays 15, 1 Bedroom, 2nd Floor, Heated Pool, Slee...

Siesta Key
Beach Access
Siesta Key is one of the premier beach vacation destinations in America. When you stay at Gulf Holid...

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Condo 1 / 1 / 4

Online Booking

$107 - $366
Per Night

$749 - $2562
Per Week

 
           
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