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Vacation Rentals
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Florida
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Florida South Central Gulf Coast
>
Siesta Key
2
BR /
2
BA /
Sleeps
6
From $1,288/wk
Featured
2
BR /
Sleeps
6
From $860/wk
Featured
3
BR /
2
BA /
Sleeps
6
From $229/nt
Featured
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BR /
2
BA /
Sleeps
6
From $229/nt
Featured
2
BR /
2
BA /
Sleeps
6
From $1,800/wk
Featured
Siesta Key Condo Rentals
(580)
sort by
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Availability Last Updated
Accepts Online Payments
Bedrooms: Least to Most
Bedrooms: Most to Least
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Price: Low to High
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Special Offers First
Beachfront Luxury Condo Overlooking Gulf with Lowest Price Guarantee
2 Bedrooms, Sleeps 5
Beachfront Luxury Condo Overlooking Gulf with Lowest Price Guarantee
2
BR,
Sleeps
5
Florida South Central Gulf Coast
>
Siesta Key Condo
#103204
(13)
Compare
Beachfront - 3-Bedroom Condo - Upscale
3 Bedrooms, Sleeps 8
Beachfront - 3-Bedroom Condo - Upscale
3
BR,
Sleeps
8
Florida South Central Gulf Coast
>
Siesta Key Condo
#388473vb
1 Review
Compare
Siesta Key - Beachfront - 2 Bedroom - Upscale- Ground Floor
2 Bedrooms, Sleeps 6
Siesta Key - Beachfront - 2 Bedroom - Upscale- Ground Floor
2
BR,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#390407vb
2 Reviews
Compare
2,150 Square Foot Gulfside Beachfront Townhouse.
2 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
$1,848
per week
2,150 Square Foot Gulfside Beachfront Townhouse.
7 night Minimum Stay
2
BR,
2
BA,
1
HF BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#117853
Compare
Penthouse on Siesta Beach - NEW LISTING! JUST RENOVATED!
2 Bedrooms,
2
Bathrooms
, Sleeps 7
Penthouse on Siesta Beach - NEW LISTING! JUST RENOVATED!
2
BR,
2
BA,
Sleeps
7
Florida South Central Gulf Coast
>
Siesta Key Condo
#441689vb
(8)
Compare
MAY & JUNE SPECIAL, $595/WEEK All TAXES INCLUDED!
1 Bedrooms,
1
Bathroom
, Sleeps 3
MAY & JUNE SPECIAL, $595/WEEK All TAXES INCLUDED!
1
BR,
1
BA,
Sleeps
3
Florida South Central Gulf Coast
>
Siesta Key Condo
#439859vb
1 Review
Compare
Siesta Key Condo!Tropical Paradise, Cultural Area
2 Bedrooms, Sleeps 4
Siesta Key Condo!Tropical Paradise, Cultural Area
2
BR,
Sleeps
4
Florida South Central Gulf Coast
>
Siesta Key Condo
#437876vb
Compare
Beachfront Condo Beautiful Crystal Sands Siesta Key Sarasota Fl
2 Bedrooms, Sleeps 6
Beachfront Condo Beautiful Crystal Sands Siesta Key Sarasota Fl
2
BR,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#158696
(9)
Compare
Siesta Key Gulf and Bay Club 305 C Building, Siesta Key FL
2 Bedrooms,
2
Bathrooms
, Sleeps 6
Siesta Key Gulf and Bay Club 305 C Building, Siesta Key FL
2
BR,
2
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#150285vb
1 Review
Compare
Awesome Views - Beachfront - Tennis/Pool - New Luxury Renovation- Weekly Rental
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$1,288 - $1,911
per week
Awesome Views - Beachfront - Tennis/Pool - New Luxury Renovation- Weekly Rental
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#269254
2 Reviews
Compare
BEAUTIFUL GULF-FRONT CONDO- THE BEST FOR LESS!
2 Bedrooms,
2
Bathrooms
, Sleeps 4
$1,200 - $1,600
per week
BEAUTIFUL GULF-FRONT CONDO- THE BEST FOR LESS!
7 - 28 night Minimum Stay
2
BR,
2
BA,
Sleeps
4
Florida South Central Gulf Coast
>
Siesta Key Condo
#331711
(63)
Compare
Beautiful 2 Bed/2 Bath Beachfront Condo on Siesta Key Beach
2 Bedrooms,
2
Bathrooms
, Sleeps 4
$3,500 - $5,200
per month
Beautiful 2 Bed/2 Bath Beachfront Condo on Siesta Key Beach
30 night Minimum Stay
2
BR,
2
BA,
Sleeps
4
Florida South Central Gulf Coast
>
Siesta Key Condo
#974198
2 Reviews
Compare
Luxury Condo Ground Floor Across the Street from the #1 Beach
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$145 - $187
per night
Luxury Condo Ground Floor Across the Street from the #1 Beach
3 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#974386
(7)
Compare
Siesta Key Year Round 3 Bedroom Getaway
3 Bedrooms, Sleeps 6
$1,225
per week
Siesta Key Year Round 3 Bedroom Getaway
7 night Minimum Stay
3
BR,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#77427vb
1 Review
Compare
Deluxe Town home - Garden Apartment, Private Pool
1 Bedrooms,
1
Bathroom
, Sleeps 4
$625
per week
Deluxe Town home - Garden Apartment, Private Pool
7 night Minimum Stay
1
BR,
1
BA,
Sleeps
4
Florida South Central Gulf Coast
>
Siesta Key Condo
#118989
(3)
Compare
Contemporary living, Luxury Condo-ONE MONTH MINIMUM STAY
2 Bedrooms,
2
Bathrooms
, Sleeps 4
$4,000 - $5,000
per month
Contemporary living, Luxury Condo-ONE MONTH MINIMUM STAY
28 night Minimum Stay
2
BR,
2
BA,
Sleeps
4
Florida South Central Gulf Coast
>
Siesta Key Condo
#941284
Compare
Crescent Beach - 2-Bedroom - Beachfront Condo - Luxury
2 Bedrooms, Sleeps 6
Crescent Beach - 2-Bedroom - Beachfront Condo - Luxury
2
BR,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#6856vb
Compare
Classy, Clean & Close to the Beach
2 Bedrooms, Sleeps 4
Classy, Clean & Close to the Beach
2
BR,
Sleeps
4
Florida South Central Gulf Coast
>
Siesta Key Condo
#293120vb
(28)
Compare
Private Beachfront and Pool, Tennis Court ,Siesta Key Condo w/ all Amenities
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$1,150 - $1,250
per week
Private Beachfront and Pool, Tennis Court ,Siesta Key Condo w/ all Amenities
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#294435
1 Review
Compare
Upscale - Beachfront One Bedroom Condo at Fisherman's Cove
1 Bedrooms, Sleeps 4
Upscale - Beachfront One Bedroom Condo at Fisherman's Cove
1
BR,
Sleeps
4
Florida South Central Gulf Coast
>
Siesta Key Condo
#335017vb
Compare
Great Spacious 3 Bedroom Unit, Bayside at the Beautiful Gulf
3 Bedrooms, Sleeps 8
$1,145 - $1,535
per week
Great Spacious 3 Bedroom Unit, Bayside at the Beautiful Gulf
7 night Minimum Stay
3
BR,
Sleeps
8
Florida South Central Gulf Coast
>
Siesta Key Condo
#155419
Compare
Beachfront Dreamcondo in Paradise
2 Bedrooms, Sleeps 6
Beachfront Dreamcondo in Paradise
2
BR,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#159280
(17)
Compare
Luxury Beach Condo with Best views and Sunsets on Siesta Key
2 Bedrooms,
3
Bathrooms
, Sleeps 6
$2,310
per week
Luxury Beach Condo with Best views and Sunsets on Siesta Key
Book it Now!
7 night Minimum Stay
2
BR,
3
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#300131
(16)
Compare
Siesta Key Luxury Condo Across the Street from the Beaches
2 Bedrooms,
1
Bathroom
, Sleeps 6
$125 - $165
per night
Siesta Key Luxury Condo Across the Street from the Beaches
3 night Minimum Stay
2
BR,
1
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#945430
(7)
Compare
Crescent Beach - 2-Bedroom - Beachfront Condo Complex
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$1,225
per week
Crescent Beach - 2-Bedroom - Beachfront Condo Complex
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#3008965
Compare
White Sands Village unit 903 - Few steps away from Siesta Beach
1 Bedrooms,
1
Bathroom
, Sleeps 4
$463 - $1,725
per week
White Sands Village unit 903 - Few steps away from Siesta Beach
14 night Minimum Stay
1
BR,
1
BA,
Sleeps
4
Florida South Central Gulf Coast
>
Siesta Key Condo
#275309
Compare
Beautiful Condo On The # 1 Beach In The USA
2 Bedrooms,
2
Bathrooms
, Sleeps 4
Beautiful Condo On The # 1 Beach In The USA
2
BR,
2
BA,
Sleeps
4
Florida South Central Gulf Coast
>
Siesta Key Condo
#441538vb
Compare
Luxury Beach Front Condo in Siesta Key with Beach Cabana
2 Bedrooms,
2
Bathrooms
, Sleeps 6
Luxury Beach Front Condo in Siesta Key with Beach Cabana
2
BR,
2
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#286602vb
Compare
Siesta Key / Sarasota - Quiet Relaxing Retreat by Beach
2 Bedrooms, Sleeps 6
Siesta Key / Sarasota - Quiet Relaxing Retreat by Beach
2
BR,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#271275vb
Compare
Luxury Penthouse Condo Right on the Water Gulf-to-bay Complex
2 Bedrooms,
2
Bathrooms
, Sleeps 4
$995 - $1,591
per week
Luxury Penthouse Condo Right on the Water Gulf-to-bay Complex
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
4
Florida South Central Gulf Coast
>
Siesta Key Condo
#304486
(8)
Compare
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