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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
4
From $1,120/wk
Featured
3
BR /
Sleeps
8
Featured
2
BR /
2
BA /
Sleeps
6
From $145/nt
Featured
4
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3
BA /
Sleeps
12
From $2,950/wk
Featured
4
BR /
3
BA /
1
HF BA /
Sleeps
12
From $2,120/wk
Featured
Siesta Key Luxury
(110)
sort by
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Availability Last Updated
Accepts Online Payments
Bedrooms: Least to Most
Bedrooms: Most to Least
Price: High to Low
Price: Low to High
Number of Reviews
Special Offers First
Private Access to the Beach & 1 Block to the Village
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 10
$182
per night
Private Access to the Beach & 1 Block to the Village
Book it Now!
2 - 7 night Minimum Stay
3
BR,
2
BA,
1
HF BA,
Sleeps
10
Florida South Central Gulf Coast
>
Siesta Key Villa
#228042
(20)
Compare
SIESTA KEY - 2BR 2BA - Sorry, July is Gone Next Avail is August
2 Bedrooms,
2
Bathrooms
, Sleeps 4
$865 - $1,275
per week
SIESTA KEY - 2BR 2BA - Sorry, July is Gone Next Avail is August
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
4
Florida South Central Gulf Coast
>
Siesta Key Condo
#294616
(45)
Compare
Look at our New HD Video!
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 10
Look at our New HD Video!
3
BR,
2
BA,
1
HF BA,
Sleeps
10
Florida South Central Gulf Coast
>
Siesta Key Condo
#382819vb
(24)
Compare
Siesta Key Beach Cottage Across The Street From #1 Beach In USA
1 Bedrooms,
1
Bathroom
, Sleeps 2
$800 - $1,000
per week
Siesta Key Beach Cottage Across The Street From #1 Beach In USA
7 night Minimum Stay
1
BR,
1
BA,
Sleeps
2
Florida South Central Gulf Coast
>
Siesta Key Cottage
#931257
(22)
Compare
5 Star 'True' Direct Beach-Front ! (The Absolute Best of the Best !)
2 Bedrooms,
1
Bathroom
,
1
Half Bath
, Sleeps 5
$4,995 - $6,995
per month
5 Star 'True' Direct Beach-Front ! (The Absolute Best of the Best !)
28 night Minimum Stay
2
BR,
1
BA,
1
HF BA,
Sleeps
5
Florida South Central Gulf Coast
>
Siesta Key Condo
#147350
(13)
Compare
Special Offer
Up to 7 wks,12/7-1/25 for the price of 4 (December 7 - January 25)
Siesta Key - Gulf-Front Retreat - 2 Bedroom - Upscale
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$1,145 - $1,645
per week
Siesta Key - Gulf-Front Retreat - 2 Bedroom - Upscale
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#2287vb
2 Reviews
Compare
Penthouse Condo on a Top Ten Beach
3 Bedrooms, Sleeps 6
$3,500 - $4,943
per week
Penthouse Condo on a Top Ten Beach
7 - 30 night Minimum Stay
3
BR,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#392216
(10)
Compare
NEW PRIVATE Luxuary 4 Br 4 1/2 Bath Pool Spa short walk beach/village
4 Bedrooms,
4
Bathrooms
,
1
Half Bath
, Sleeps 10
$3,990
per week
NEW PRIVATE Luxuary 4 Br 4 1/2 Bath Pool Spa short walk beach/village
7 - 14 night Minimum Stay
4
BR,
4
BA,
1
HF BA,
Sleeps
10
Florida South Central Gulf Coast
>
Siesta Key House
#384119
(5)
Compare
Unique Waterfront Luxury 4BR Home with Spa, Dock, Short Walk to Beach
4 Bedrooms,
3
Bathrooms
, Sleeps 12
$2,950 - $3,250
per week
Unique Waterfront Luxury 4BR Home with Spa, Dock, Short Walk to Beach
14 night Minimum Stay
4
BR,
3
BA,
Sleeps
12
Florida South Central Gulf Coast
>
Siesta Key House
#344376
(11)
Compare
Deluxe Town home, Private Pool
4 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 12
$2,120
per week
Deluxe Town home, Private Pool
7 night Minimum Stay
4
BR,
3
BA,
1
HF BA,
Sleeps
12
Florida South Central Gulf Coast
>
Siesta Key Townhome
#177153
(6)
Compare
Spectacular Siesta Key Gulf Views. Quiet and Comfortable NonSmoking Condo.
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$1,495
per week
Spectacular Siesta Key Gulf Views. Quiet and Comfortable NonSmoking Condo.
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#173043
(44)
Compare
Orchid/Hibiscus Villas- 2BR & DEN Pool Villa, Sleeps 8, 4 min.to beach
2 Bedrooms,
2
Bathrooms
, Sleeps 8
$1,500 - $1,750
per week
Orchid/Hibiscus Villas- 2BR & DEN Pool Villa, Sleeps 8, 4 min.to beach
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
8
Florida South Central Gulf Coast
>
Siesta Key House
#3165928
2 Reviews
Compare
Waterfront, Charming, Sophisticated 3BR/2BA Cottage Sleeps 8
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$1,750 - $2,250
per week
Waterfront, Charming, Sophisticated 3BR/2BA Cottage Sleeps 8
7 night Minimum Stay
3
BR,
2
BA,
Sleeps
8
Florida South Central Gulf Coast
>
Siesta Key House
#3514473
(3)
Compare
Luxury 4BR/4BA/2KIT with Heated Pool - Short 4 min walk to Beach
4 Bedrooms,
4
Bathrooms
, Sleeps 14
$450 - $500
per night
Luxury 4BR/4BA/2KIT with Heated Pool - Short 4 min walk to Beach
7 night Minimum Stay
4
BR,
4
BA,
Sleeps
14
Florida South Central Gulf Coast
>
Siesta Key House
#3025106
Compare
Island Paradise Beach to Bay
2 Bedrooms,
2
Bathrooms
, Sleeps 4
Island Paradise Beach to Bay
2
BR,
2
BA,
Sleeps
4
Florida South Central Gulf Coast
>
Siesta Key Condo
#336652
2 Reviews
Compare
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
'Escape to Paradise'
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
$295 - $325
per night
'Escape to Paradise'
1 - 7 night Minimum Stay
3
BR,
2
BA,
1
HF BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Townhome
#442300vb
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
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
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
(6)
Compare
Siesta Beach Hideaway
4 Bedrooms,
2
Bathrooms
, Sleeps 11
$1,995 - $2,443
per week
Siesta Beach Hideaway
7 night Minimum Stay
4
BR,
2
BA,
Sleeps
11
Florida South Central Gulf Coast
>
Siesta Key House
#910532
(13)
Compare
New, Large, Private Home, Pool/ Spa, Short Walk Beach/ Village
5 Bedrooms,
4
Bathrooms
,
1
Half Bath
, Sleeps 12
$3,990
per week
New, Large, Private Home, Pool/ Spa, Short Walk Beach/ Village
7 - 14 night Minimum Stay
5
BR,
4
BA,
1
HF BA,
Sleeps
12
Florida South Central Gulf Coast
>
Siesta Key House
#972119
(5)
Compare
Resort across from Crescent Beach! All NEW!
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$995 - $1,375
per week
Resort across from Crescent Beach! All NEW!
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Townhome
#126696
(13)
Compare
Luxury Elegance, 4 BR/4.5 BA, Home, Pool, Spa, Close to Beach
4 Bedrooms,
4
Bathrooms
,
1
Half Bath
, Sleeps 9
$3,990
per week
Luxury Elegance, 4 BR/4.5 BA, Home, Pool, Spa, Close to Beach
7 - 14 night Minimum Stay
4
BR,
4
BA,
1
HF BA,
Sleeps
9
Florida South Central Gulf Coast
>
Siesta Key House
#374965
(5)
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
Gulf & Bay Bayside 3 BR w/ Bay Views
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$1,275 - $1,660
per week
Gulf & Bay Bayside 3 BR w/ Bay Views
7 night Minimum Stay
3
BR,
2
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Townhome
#151436
(15)
Compare
“MOONMIST” Siesta Key Luxurious villa with private hot tub in a 'jungle' setting
2 Bedrooms,
2
Bathrooms
, Sleeps 5
$775 - $1,150
per week
“MOONMIST” Siesta Key Luxurious villa with private hot tub in a 'jungle' setting
7 - 14 night Minimum Stay
2
BR,
2
BA,
Sleeps
5
Florida South Central Gulf Coast
>
Siesta Key Villa
#207472
(15)
Compare
El Presidente Renovated Beachfront Condo on White Sand Beach-DISCOUNT
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$1,250 - $1,943
per week
El Presidente Renovated Beachfront Condo on White Sand Beach-DISCOUNT
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#183651
(10)
Compare
Off-Season Special 7/20/2013 to 11/31/2013 -$ 2,500.00 per month
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$3,100
per month
Off-Season Special 7/20/2013 to 11/31/2013 -$ 2,500.00 per month
31 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Townhome
#318339
Compare
2-Bedroom - Beachfront Condo - Luxury - Directly on Crescent Beach
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$1,425
per week
2-Bedroom - Beachfront Condo - Luxury - Directly on Crescent Beach
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#326108
Compare
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