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Vacation Rentals
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World
>
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>
Florida
>
Florida South Central Gulf Coast
>
Siesta Key
2
BR /
2
BA /
Sleeps
4
From $1,120/wk
Featured
2
BR /
2
BA /
Sleeps
6
From $160/nt
Featured
3
BR /
2
BA /
Sleeps
8
From $1,253/wk
Featured
2
BR /
2
BA /
Sleeps
4
From $4,000/month
Featured
3
BR /
Sleeps
8
Featured
Siesta Key Golf
(706)
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
Beachfront Penthouse - Gulf View! 2 BR/BA, WiFi, #1 Beach in the US!
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$999 - $1,750
per week
Beachfront Penthouse - Gulf View! 2 BR/BA, WiFi, #1 Beach in the US!
Book it Now!
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#387889vb
(11)
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
Clean Spacious 2 BR Condo at Siesta Beach - Walk to Village!
2 Bedrooms, Sleeps 6
$860 - $1,464
per week
Clean Spacious 2 BR Condo at Siesta Beach - Walk to Village!
7 night Minimum Stay
2
BR,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#970874
(13)
Compare
Luxury 2 BR/2 BA- 1st Fl Wifi/HDTV - Hurry book your fall vacation!
2 Bedrooms,
2
Bathrooms
, Sleeps 5
$568 - $1,050
per week
Luxury 2 BR/2 BA- 1st Fl Wifi/HDTV - Hurry book your fall vacation!
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
5
Florida South Central Gulf Coast
>
Siesta Key Condo
#31037vb
(21)
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
My Perfect Siesta Key beach House, Yours Too ! (not a duplex or condo)
3 Bedrooms,
3
Bathrooms
, Sleeps 6
$1,295
per week
My Perfect Siesta Key beach House, Yours Too ! (not a duplex or condo)
7 night Minimum Stay
3
BR,
3
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key House
#900795
(17)
Compare
Deluxe Townhouse, 3 Bedrooms - Private Pool - Siesta Village
3 Bedrooms, Sleeps 8
$1,491 - $2,044
per week
Deluxe Townhouse, 3 Bedrooms - Private Pool - Siesta Village
7 night Minimum Stay
3
BR,
Sleeps
8
Florida South Central Gulf Coast
>
Siesta Key Townhome
#4364vb
(12)
Compare
!Morgan - Crystal Sands #504 - Completely Renovated 2 Bedroom / 2 Bath
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$257 - $286
per night
!Morgan - Crystal Sands #504 - Completely Renovated 2 Bedroom / 2 Bath
3 - 6 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#160923
(18)
Compare
!Morgan - Crystal Sands #702 - Completely Renovated 2 Bedroom / 2 Bath
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$257 - $286
per night
!Morgan - Crystal Sands #702 - Completely Renovated 2 Bedroom / 2 Bath
3 - 6 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#160926
(11)
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
Siesta Key, Siesta Beach, Twin Palms, Condo, Villa, Rental
Studio,
1
Bathroom
, Sleeps 2
$99 - $139
per night
Siesta Key, Siesta Beach, Twin Palms, Condo, Villa, Rental
3 night Minimum Stay
Studio,
1
BA,
Sleeps
2
Florida South Central Gulf Coast
>
Siesta Key Villa
#240948
(39)
Compare
!Morgan - Crystal Sands #107 - Renovated 2 Bedroom / 2 Bath
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$257 - $286
per night
!Morgan - Crystal Sands #107 - Renovated 2 Bedroom / 2 Bath
3 - 6 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#171249
(27)
Compare
!Morgan - Crystal Sands #803 - Completely Renovated 2 Bedroom / 2 Bath
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$257 - $286
per night
!Morgan - Crystal Sands #803 - Completely Renovated 2 Bedroom / 2 Bath
3 - 6 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#181563
(13)
Compare
!Morgan - Crystal Sands #206 - Completely Renovated 2 Bedroom / 2 Bath
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$257 - $286
per night
!Morgan - Crystal Sands #206 - Completely Renovated 2 Bedroom / 2 Bath
3 - 6 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#330007
(13)
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
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
Large Home Sleeps 8. Walk to the Village. Perfect Family Getaway!
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$1,350 - $1,900
per week
Large Home Sleeps 8. Walk to the Village. Perfect Family Getaway!
7 night Minimum Stay
3
BR,
2
BA,
Sleeps
8
Florida South Central Gulf Coast
>
Siesta Key House
#245054
(13)
Compare
Siesta Key, Sarasota, FLorida, modernized 2012, closest Condo to Gulf!
2 Bedrooms,
2
Bathrooms
, Sleeps 4
$1,120 - $1,745
per week
Siesta Key, Sarasota, FLorida, modernized 2012, closest Condo to Gulf!
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
4
Florida South Central Gulf Coast
>
Siesta Key Condo
#168135vb
(10)
Compare
Welcome to Sarasota's Best Kept Secret!
2 Bedrooms, Sleeps 4
Welcome to Sarasota's Best Kept Secret!
2
BR,
Sleeps
4
Florida South Central Gulf Coast
>
Siesta Key Condo
#369882vb
(17)
Compare
Beautiful Boutique Duplex Best Location: 2 Blocks to Beach & Village
2 Bedrooms,
1
Bathroom
,
1
Half Bath
, Sleeps 6
Beautiful Boutique Duplex Best Location: 2 Blocks to Beach & Village
2
BR,
1
BA,
1
HF BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key House
#443368vb
2 Reviews
Compare
Enchanting Beachfront 'Toes in the Sand' Condo
2 Bedrooms,
2
Bathrooms
, Sleeps 6
Enchanting Beachfront 'Toes in the Sand' Condo
2
BR,
2
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#225835
(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
Siesta Key - Sundance Rental - Affordable - Key West Style - Private Pool
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$885
per week
Siesta Key - Sundance Rental - Affordable - Key West Style - Private Pool
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Apartment
#177152
(7)
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
Gulf View-Tennis-Newly Updated-2b/2b-2nd floor-WIFI
2 Bedrooms,
2
Bathrooms
, Sleeps 6
Gulf View-Tennis-Newly Updated-2b/2b-2nd floor-WIFI
2
BR,
2
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#942017
(13)
Compare
The Hummingbird Beach House!Short Walk to Beach & Village
6 Bedrooms,
6
Bathrooms
, Sleeps 20
$115
per night
The Hummingbird Beach House!Short Walk to Beach & Village
3 night Minimum Stay
6
BR,
6
BA,
Sleeps
20
Florida South Central Gulf Coast
>
Siesta Key House
#982529
Compare
!Morgan - Crystal Sands #208 - Updated 2 Bedroom/2 Bath, all new furnishings
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$229 - $257
per night
!Morgan - Crystal Sands #208 - Updated 2 Bedroom/2 Bath, all new furnishings
3 - 6 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Florida South Central Gulf Coast
>
Siesta Key Condo
#995952
(5)
Compare
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