Siesta Key Beach Vacation Rentals
 
 
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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
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
Excelsior 107, 2 Bedroom, ...
2 bedroom Siesta Key Condo Vacation Rental Condo
2 BR/ 2.00 BA Sleeps 6
More Info
 
 
 
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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 &...

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Condo 2 / 2 / 4

Online Booking

$107 - $286
Per Night

$750 - $2000
Per Week

 
 

Excelsior 107, 2 Bedroom, 1st Floor, Heated Pools, Spa, S...

Siesta Key
Beach Access
14 day minimum stay required. With the Bay in back and the Gulf in front, our condo at Excelsior 107...

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Condo 2 / 2 / 6

Online Booking

$100 - $480
Per Night

$750 - $2600
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...

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Condo 2 / 2 / 4

Online Booking

$107 - $286
Per Night

$750 - $2000
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

$100 - $600
Per Night

$850 - $2754
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

$100 - $480
Per Night

$750 - $2600
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 - $298
Per Night

$650 - $1788
Per Week

 
 

Bay Tree Club 206C, 2 Bedrooms, 2nd Floor, 2 Heated Pools...

Siesta Key
Beach Access
14 day minimum stay required. Imagine waking up in the morning knowing that a quiet Siesta Key beach...

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Condo 2 / 2 / 4

Online Booking

$100 - $379
Per Night

$750 - $2273
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 - $298
Per Night

$650 - $1788
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

$100 - $600
Per Night

$795 - $2634
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 - $450
Per Night

$695 - $2394
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

$100 - $900
Per Night

$2000 - $4200
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

$99 - $450
Per Night

$695 - $2394
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 & Bay Club ...

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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...

View Details and Book Online    Send Inquiry
Condo 2 / 2 / 6

Online Booking

$125 - $304
Per Night

$875 - $2125
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

 
 

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 Twi...

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Condo 1 / 1 / 4

Online Booking

$99 - $500
Per Night

$695 - $2394
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

$100 - $900
Per Night

$2225 - $4550
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

$100 - $540
Per Night

$795 - $2514
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

$100 - $303
Per Night

$900 - $1860
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

$100 - $1800
Per Night

$5000 - $9000
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 - $304
Per Night

$875 - $2125
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

$99 - $480
Per Night

$695 - $2394
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

$100 - $600
Per Night

$795 - $2634
Per Week

 
 

Jamaica Royale 91, 2 Bedrooms, 3 Heated Pools, Wifi, Slee...

Siesta Key
How long does it take you to walk 100 yards? Not very long at all. While on vacation at Crescent Bea...

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Condo 2 / 2 / 6

Online Booking

$99 - $450
Per Night

$695 - $2394
Per Week

 
 

Our House at the Beach 222, 2 Bedroom, Heated Pool, Tenni...

Siesta Key
There's plenty of room for everyone here at Our House. We have a split-level living/dining area, wit...

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Condo 2 / 2 / 4

Online Booking

$100 - $600
Per Night

$795 - $2634
Per Week

 
           
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