Siesta Key Beach Vacation Rentals
 
 
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Siesta Dunes Beach 201, 2 ...
2 bedroom Siesta Key Condo Vacation Rental Condo
2 BR/ 2.00 BA Sleeps 6
More Info
Gulf and Bay Club 409B, 2 ...
2 bedroom Siesta Key Condo Vacation Rental - Beach Front Condo
2 BR/ 2.00 BA Sleeps 4
More Info
Gulf and Bay Club 102B, Be ...
2 bedroom Siesta Key Condo Vacation Rental - Beach Front Condo
2 BR/ 2.00 BA Sleeps 6
More Info
 
 
 
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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

$107 - $366
Per Night

$750 - $2561
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 - $599
Per Night

$1395 - $4194
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

$107 - $366
Per Night

$750 - $2561
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 - $286
Per Night

$750 - $2000
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 - $304
Per Night

$875 - $2125
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

$107 - $330
Per Night

$750 - $2310
Per Week

 
 

Casa de Mariposa Mansion, 6 Bedroom, Gulf View, Heated Po...

Siesta Key
Beach Access, Ocean View
Welcome to your Island getaway at Casa de Mariposa, a beautifully designed 6 bedroom, 6 bathroom man...

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Home 6 / 6 / 16

Online Booking

$643 - $1214
Per Night

$4455 - $5346
Per Week

 
 

Bay Tree Club 106, 2 Bedrooms, 2 Heated Pools, Spa, Wifi,...

Siesta Key
Beach Access
Nestled on the southern tip of Siesta Key is our ground-floor condo, Bay Tree Club 106. Located in a...

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Condo 2 / 2 / 6

Online Booking

$93 - $300
Per Night

$650 - $2099
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 - $300
Per Night

$650 - $2099
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

$71 - $299
Per Night

$495 - $2094
Per Week

 
 

Casa de Mariposa 5542, 3 Bedroom, Gulfview, Elevator, Hea...

Siesta Key
Beach Access, Ocean View
Casa de Mariposa 5542 is a beautifully designed 3 bedroom, 3 bathroom home with a gulf view, shared ...

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Home 3 / 3 / 8

Online Booking

$318 - $810
Per Night

$2225 - $5670
Per Week

 
 

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

$99 - $366
Per Night

$695 - $2561
Per Week

 
 

Gulf and Bay Club: Bayside 1226, 2 Bedrooms, Sleeps 6, 2 ...

Siesta Key
Beach Access, Ocean View
Just steps from the bay, our newly remodeled condo in a gated Key West-style community is the perfec...

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Condo 2 / 2 / 6

Online Booking

$99 - $314
Per Night

$695 - $2195
Per Week

 
 

Jamaica Royale Tower 24, 2 Bedrooms, 3 Heated Pools, Slee...

Siesta Key
Beach Access, Ocean View
Fresh ocean breezes, spectacular sunsets, and rolling waves await you at this Gulfside condo! Enjoy ...

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Condo 2 / 2 / 6

Online Booking

$185 - $463
Per Night

$1295 - $3240
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 - $286
Per Night

$750 - $2000
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

$71 - $242
Per Night

$495 - $1695
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

$71 - $242
Per Night

$495 - $1695
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

$171 - $466
Per Night

$734 - $821
Per Week

 
 

White Sands Village Unit 205, 2 Bedrooms, Heated Pool, Wi...

Siesta Key
White Sands Village Unit 205 is a two bedroom, two bathroom, air-conditioned condo that sleeps up to...

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Condo 2 / 2 / 8

Online Booking

$121 - $400
Per Night

$850 - $2800
Per Week

 
 

Jamaica Royale Tower 23, 2 Bedrooms, 3 Heated Pools, Slee...

Siesta Key
Beach Access, Ocean View
Welcome to beach living with peekaboo gulf views from this breezy, comfortable condo on the shores o...

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Condo 2 / 2 / 4

Online Booking

$185 - $463
Per Night

$1295 - $3240
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 - $196
Per Night

$550 - $1375
Per Week

 
 

Siesta Key Excelsior 306, 3 Bedrooms, Pools, Tennis, Slee...

Siesta Key
Beach Access
With spectacular views of the beautiful trees, pond, pool and peek a boo view of the Intracoastal, y...

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Condo 3 / 2 / 6

Online Booking

$129 - $257
Per Night

$900 - $1800
Per Week

 
 

Casa de Mariposa 5540, 3 Bedroom, Gulfview, Elevator, Hea...

Siesta Key
Beach Access, Ocean View
Casa de Mariposa is a beautifully designed 3 bedroom, 3 bathroom home with southern exposure, a heat...

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Home 3 / 3 / 8

Online Booking

$286 - $765
Per Night

$2000 - $5355
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

$114 - $356
Per Night

$795 - $2495
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

$99 - $314
Per Night

$695 - $2195
Per Week

 
           
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