Siesta Key Vacation Rentals in Florida
Our Siesta Key vacation rentals section includes the villa, home, cottage, apartment and condo rentals listed below.
Please click on the description to view more information about any of the vacation rentals in Siesta Key, Florida.
Our inventory of Siesta Key condo rentals changes frequently, so please bookmark this page and check back often. You may also be interested in Sarasota (6 miles), North Venice (10 miles), Nokomis (12 miles), Longboat Key (12 miles), and Venice (13 miles) for additional vacation rental options.
| Results 1 - 25 of 33 | 1 2 Next |
Description
Type
Beds
Baths
Sleeps
Avg. Rate
Siesta Key Vacation Luxury Private
Siesta key beach, great gulf views from your private 3000 s.f. house just steps away on private access to the world famous...
Siesta key beach, great gulf views from your private 3000 s.f. house just steps away on private access to the world famous...
Home
3
3.5
6
$222/nt
$1,495/wk
$4,686/mth
$1,495/wk
$4,686/mth
Beach Rental Siesta Key 1 & 2BR Apts
#2 rated Beach in America! Your ideal choice for Sarasota beach- front condominium accommodations, the Casa Blanca on...
#2 rated Beach in America! Your ideal choice for Sarasota beach- front condominium accommodations, the Casa Blanca on...
Villa
2
1
6
Shear Elegance ~ Gulf- Front Privatel
Located at AAA 2- Diamond- rated Crescent Royale Condominium complex, this 2 bedroom/2 bath PRIVATELY OWNED Siesta Key vacatio...
Located at AAA 2- Diamond- rated Crescent Royale Condominium complex, this 2 bedroom/2 bath PRIVATELY OWNED Siesta Key vacatio...
Condo
2
2
6
$1,116/wk
$4,466/mth
$4,466/mth
Deluxe Townhouse(1- 4 Bedrooms)
This deluxe 3+ 1 bedroom townhouse is located in the heart of Siesta Village... Just a few steps to all the shops and restauran...
This deluxe 3+ 1 bedroom townhouse is located in the heart of Siesta Village... Just a few steps to all the shops and restauran...
Villa
4
3.5
12
$1,193/wk
Siesta Key Lakeside Villa near Beach
Surrounded by tropical garden our secluded Villa is situated in a quiet cul de sac edged on two sides by Lake Nancy. The...
Surrounded by tropical garden our secluded Villa is situated in a quiet cul de sac edged on two sides by Lake Nancy. The...
Villa
3
2
7
$1,100/wk
$3,595/mth
$3,595/mth
Tropical Paradise Home on Siesta Key
Nestled in a tropical paradise, this contemporary 3/2 home with private lanai and pool on a quiet street is a true island...
Nestled in a tropical paradise, this contemporary 3/2 home with private lanai and pool on a quiet street is a true island...
Home
3
2
6
$1,345/wk
Luxury Siesta Key Beachfront Home
Luxury Siesta Key Beachfront Home is currently booked from February 1, 2009 through April 11, 2009. This charming 2 Bedroom,...
Luxury Siesta Key Beachfront Home is currently booked from February 1, 2009 through April 11, 2009. This charming 2 Bedroom,...
Home
2
2.5
6
$2,624/wk
$8,248/mth
$8,248/mth
Siesta Key 2 Bedroom Water View
Excelsior 307 is located in Siesta Key, Florida, and features vaulted ceilings and partial views of the bay. This is a Gulf...
Excelsior 307 is located in Siesta Key, Florida, and features vaulted ceilings and partial views of the bay. This is a Gulf...
Condo
2
2
6
$709/wk
$2,292/mth
$2,292/mth
Crescent Beach Luxury Condo directly
Luxury 2 bedroom 2 bathroom private condominium, Unit 204 at the El Presidente in Siesta Key is directly on the world's most...
Luxury 2 bedroom 2 bathroom private condominium, Unit 204 at the El Presidente in Siesta Key is directly on the world's most...
Condo
2
2
6
$1,375/wk
Bay Tree Club - Heaven on the Bay!
2Bed/2Bath Condo Just renovated/modernized with the latest & best kitchen appliances, furniture, pictures and other...
2Bed/2Bath Condo Just renovated/modernized with the latest & best kitchen appliances, furniture, pictures and other...
Condo
2
2
6
$1,083/wk
$3,673/mth
$3,673/mth
Siesta Best Villa and Sunset
If you are looking for a perfect get away with a fiesta feeling, then this is the perfect place for you and your family....
If you are looking for a perfect get away with a fiesta feeling, then this is the perfect place for you and your family....
Villa
2
2
6
$1,032/wk
Siesta Key, Florida Crescent Beach
Turn key Ground floor corner apartment with windows on three sides gives the apartment a wonderful open feeling. The unit...
Turn key Ground floor corner apartment with windows on three sides gives the apartment a wonderful open feeling. The unit...
Condo
2
2
4
$3,084/mth
20% off: Beautiful condo in Siesta
Beautiful Condo on Siesta Key! Two Bedroom, Two Bath condo sleeps six - gorgeous garden view on the bayside of the property....
Beautiful Condo on Siesta Key! Two Bedroom, Two Bath condo sleeps six - gorgeous garden view on the bayside of the property....
Condo
2
2
6
$1,029/wk
4 BR Island Getaway
Island Home on beautiful Siesta Key. Its location is perfect for exploring the Sarasota Area. Minutes from beautiful downtown...
Island Home on beautiful Siesta Key. Its location is perfect for exploring the Sarasota Area. Minutes from beautiful downtown...
Home
4
2
6
$1,952/mth
Siesta By The Sea
Wonderful 2 bedroom 2 bath condo with a nice heated pool. 200 feet to the worlds most beautiful Siesta Key Beach. Nicely furnis...
Wonderful 2 bedroom 2 bath condo with a nice heated pool. 200 feet to the worlds most beautiful Siesta Key Beach. Nicely furnis...
Condo
2
2
6
$950/wk
Tropical Setting- - One Block
Your home away from home- - our beautiful four bedroom house is located in a quiet, upscale neighborhood less than a block...
Your home away from home- - our beautiful four bedroom house is located in a quiet, upscale neighborhood less than a block...
Home
4
2
9
$3,934/mth
Bay Front 3 Bedroom with Boat Dock
Bring your boat and your dog! This bayfront townhome is walking distance to Turtle Beach, great restaurants and marina....
Bring your boat and your dog! This bayfront townhome is walking distance to Turtle Beach, great restaurants and marina....
Townhouse
3
2.5
6
$1,326/wk
$4,980/mth
$4,980/mth
*sun, Sand & Save 25% To 55%*
Sun, Sand & SAVE 25% to 55% per Week at Midnight Cove #532, an Updated, Bayside Condo with all Gulf Side Beach Amenities...
Sun, Sand & SAVE 25% to 55% per Week at Midnight Cove #532, an Updated, Bayside Condo with all Gulf Side Beach Amenities...
Condo
2
1.5
6
$770/wk
$2,693/mth
$2,693/mth
Bay Tree Club - Bright 4th floor
Not just a turn key!!! Beautifully furnished 2 bedroom condo with all the conveniences of home. Monthly rental required...
Not just a turn key!!! Beautifully furnished 2 bedroom condo with all the conveniences of home. Monthly rental required...
Condo
2
2
4
$700/wk
$3,800/mth
$3,800/mth
All Rates Will Be Discounted By
Deb's Dream Villa d5 is gulfside at beautiful Siesta Key, a barrier island, in Sarasota, Florida. There are no streets...
Deb's Dream Villa d5 is gulfside at beautiful Siesta Key, a barrier island, in Sarasota, Florida. There are no streets...
Villa
2
2
6
$148/nt
$1,043/wk
$1,043/wk
** Private Villa~Famous Siesta
If you are looking for a vacation condo rental in Siesta Key, Florida for your Florida holidays and family beach vacation...
If you are looking for a vacation condo rental in Siesta Key, Florida for your Florida holidays and family beach vacation...
Villa
2
1
6
$942/wk
Siesta Key Private Cottage 100 Yards
This private home vacation rental is fully furnished 2/bed 2/bath , it has a full livingroom, dining area, full kitchen,...
This private home vacation rental is fully furnished 2/bed 2/bath , it has a full livingroom, dining area, full kitchen,...
Guesthouse
2
2
6
$144/nt
$732/wk
$2,197/mth
$732/wk
$2,197/mth
*sun, Sand & Save 25% To 55%*
Sun, Sand & SAVE 25% to 55% per Week at Siesta Breakers #603, an Updated, Gulf Side, Beach Condo at Siesta Breakers...
Sun, Sand & SAVE 25% to 55% per Week at Siesta Breakers #603, an Updated, Gulf Side, Beach Condo at Siesta Breakers...
Condo
2
2
6
$1,128/wk
$4,058/mth
$4,058/mth
Siesta Key, Crescent Beach,
Siesta Key beach- side, 2 bedroom 2 bath completly redone condo. Located 200 feet to "Worlds Famous Siesta Key Beach."...
Siesta Key beach- side, 2 bedroom 2 bath completly redone condo. Located 200 feet to "Worlds Famous Siesta Key Beach."...
Condo
2
2
6
$1,011/wk
Siesta Key Beach Cottages Sarasota
The Beach Place is a small resort of five tropical garden beach cottages located at Siesta Key Beach - 30 seconds...
The Beach Place is a small resort of five tropical garden beach cottages located at Siesta Key Beach - 30 seconds...
Cottage
1
1
6
$923/wk