Siesta Key Vacation Rentals in Florida
Our Siesta Key vacation rentals section includes the villa, home, cottage, guesthouse 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 Osprey (6 miles), Sarasota (6 miles), North Venice (10 miles), Nokomis (12 miles), and Longboat Key (12 miles) for additional vacation rental options.
| Results 1 - 25 of 34 | 1 2 Next |
Description
Type
Beds
Baths
Sleeps
Avg. Rate
Fantastic 3 Bedroom Bay to Beach
Siesta Key, Florida
Beautifully remodeled and top of the line 3 bed/2 bath 1800+ s.f. 4th floor unit overlooking the sparkling intra coastal...
Condo
3
2
6
$161/nt
$1,129/wk
$3,956/mth
$1,129/wk
$3,956/mth
Siesta Key 1st floor, Resort Condo
Siesta Key, Florida
“Palm Bay Club” is a resort community stretching across the Island from the Bay to the Gulf. The Complex’s amenities...
Condo
2
2
6
$188/nt
$1,245/wk
$4,512/mth
$1,245/wk
$4,512/mth
Beautiful Views and Steps to Siesta
Siesta Key, Florida
For an ultimate beach vacation, you’ll find no better location than our Crescent Towers beachfront complex. You can relax...
Condo
1
1
4
$144/nt
$869/wk
$869/wk
Beach Front Condo
Siesta Key, Florida
House of Sun, a desired beach front vacation spot located in Siesta Key, FL, is very family- friendly, newly renovated...
Condo
2
2
6
$150/nt
$1,035/wk
$3,800/mth
$1,035/wk
$3,800/mth
Siesta Key Vacation Luxury Private
Siesta Key, Florida
Oil Spill / Less Than 1% Chance Of Hitting Siesta Key!
The National Oceanic And Atmospheric Association (noaa) Has Published...
Home
3
3.5
6
$236/nt
$1,587/wk
$4,979/mth
$1,587/wk
$4,979/mth
Siesta Key 1300sqft 2BR2BA GulfFront
Siesta Key, Florida
No Oil On Beach Guarantee - Ask -
Building Is On The Gulf Side Of The Road, So There Is No Road To Cross To Get To The...
Condo
2
2
5
$1,126/wk
$2,910/mth
$2,910/mth
Siesta Key Excelsior 307 Bay Views,
Siesta Key, Florida
Enjoy all the comforts of home in this cosy condo with soaring ceilings. A great bay view in a very quiet building makes this...
Condo
2
2
6
$1,791/wk
$3,299/mth
$3,299/mth
Luxury Siesta Key Beachfront Home
Siesta Key, Florida
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 Beach Villa- Discounted
Siesta Key, Florida
Best Value On Crescent Beach! Gulf Side Villa- Now With Free Wi- Fi Internet- Ground Floor Unit Easy In And Out! Click...
Villa
2
2
4
$149/nt
$1,070/wk
$4,160/mth
$1,070/wk
$4,160/mth
Directly Overlooking Private Beach
Siesta Key, Florida
Directly overlooking breathtaking views of private beach on North end of Siesta Key. Just renovated everything brand new....
Home
3
2
8
$369/nt
$2,581/wk
$2,581/wk
Siesta Key, Florida Crescent Beach
Siesta Key, Florida
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
Siesta Best Villa and Sunset
Siesta Key, Florida
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
$1,119/wk
We offer affordable cozy accommodation
Siesta Key, Florida
Siesta Key Banyan Tree Beach Resort offers cozy accommodations just a short walk away from award- winning Siesta KeyBeach....
Apartment
7
7
22
Tropical Setting- - One Block
Siesta Key, Florida
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
Stay 6 nights &7th is free Aug 14-
Siesta Key, Florida
Deb's Dream Villa d5 is gulfside at beautiful Siesta Key, a barrier island, in Sarasota, Florida. There are no streets...
Villa
2
2
5
$155/nt
$1,089/wk
$1,089/wk
** Beautiful Siesta Key Beach voted
Siesta Key, Florida
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
*sun, Sand & Save 25% To 55%*
Siesta Key, Florida
Sun, Sand & Save 25% To 55% Per Week At Siesta Breakers #603, With Weekly Rentals From $837 To $1, 550 (all- Incl.)
Upda...
Condo
2
2
6
$1,175/wk
$4,197/mth
$4,197/mth
Siesta Key Beachfront Condo with
Siesta Key, Florida
Beautiful one bedroom condo on 4th floor. Come to the beach and enjoy a relaxing vacation with plenty to do and see. Recently...
Condo
1
1
1
$914/wk
Bay Tree Club - Bright 4th floor
Siesta Key, Florida
Not just a turn key!!!
Beautifully furnished 2 bedroom condo with all the conveniences of home. Monthly rental required...
Condo
2
2
4
$800/wk
$3,800/mth
$3,800/mth
*sun, Sand & Save 25% To 55%*
Siesta Key, Florida
Sun, Sand & Save 25% To 55% Per Week At Midnight Cove #532, With Weekly Rentals From $575 To $1, 114 (all- Incl.)
Update...
Condo
2
1.5
6
$720/wk
$2,430/mth
$2,430/mth
Siesta Key Luxury 5 Bedroom Private
Siesta Key, Florida
Oil Spill / Less Than 1% Chance Of Hitting Siesta Key!
The National Oceanic And Atmospheric Association (noaa) Has Published...
Home
5
5.5
12
$356/nt
$2,242/wk
$6,691/mth
$2,242/wk
$6,691/mth
Siesta Key Beach Cottages Sarasota
Siesta Key, Florida
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
Siesta Key Lakeside Villa near Beach
Siesta Key, Florida
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
$1,130/wk
$3,714/mth
$3,714/mth
Special Discounted Rates! Beachfront
Siesta Key, Florida
Special Deal!!! $993.75 Per Week (25% Off) August 15 - October 30. No Additional Fees With This Property! Money Back Guarant...
Condo
2
2
6
$1,455/wk
20% off: Beautiful condo in Siesta
Siesta Key, Florida
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
Fantastic 3 Bedroom Bay to Beach
Siesta Key, Florida
Beautifully remodeled and top of the line 3 bed/2 bath 1800+ s.f. 4th floor unit overlooking the sparkling intra coastal...
Condo
3
2
6
$161/nt
$1,129/wk
$3,956/mth
$1,129/wk
$3,956/mth
Siesta Key 1st floor, Resort Condo
Siesta Key, Florida
“Palm Bay Club” is a resort community stretching across the Island from the Bay to the Gulf. The Complex’s amenities...
Condo
2
2
6
$188/nt
$1,245/wk
$4,512/mth
$1,245/wk
$4,512/mth
Beautiful Views and Steps to Siesta
Siesta Key, Florida
For an ultimate beach vacation, you’ll find no better location than our Crescent Towers beachfront complex. You can relax...
Condo
1
1
4
$144/nt
$869/wk
$869/wk
Beach Front Condo
Siesta Key, Florida
House of Sun, a desired beach front vacation spot located in Siesta Key, FL, is very family- friendly, newly renovated...
Condo
2
2
6
$150/nt
$1,035/wk
$3,800/mth
$1,035/wk
$3,800/mth
Siesta Key Vacation Luxury Private
Siesta Key, Florida
Oil Spill / Less Than 1% Chance Of Hitting Siesta Key!
The National Oceanic And Atmospheric Association (noaa) Has Published...
Home
3
3.5
6
$236/nt
$1,587/wk
$4,979/mth
$1,587/wk
$4,979/mth
Siesta Key 1300sqft 2BR2BA GulfFront
Siesta Key, Florida
No Oil On Beach Guarantee - Ask -
Building Is On The Gulf Side Of The Road, So There Is No Road To Cross To Get To The...
Condo
2
2
5
$1,126/wk
$2,910/mth
$2,910/mth
Siesta Key Excelsior 307 Bay Views,
Siesta Key, Florida
Enjoy all the comforts of home in this cosy condo with soaring ceilings. A great bay view in a very quiet building makes this...
Condo
2
2
6
$1,791/wk
$3,299/mth
$3,299/mth
Luxury Siesta Key Beachfront Home
Siesta Key, Florida
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 Beach Villa- Discounted
Siesta Key, Florida
Best Value On Crescent Beach! Gulf Side Villa- Now With Free Wi- Fi Internet- Ground Floor Unit Easy In And Out! Click...
Villa
2
2
4
$149/nt
$1,070/wk
$4,160/mth
$1,070/wk
$4,160/mth
Directly Overlooking Private Beach
Siesta Key, Florida
Directly overlooking breathtaking views of private beach on North end of Siesta Key. Just renovated everything brand new....
Home
3
2
8
$369/nt
$2,581/wk
$2,581/wk
Siesta Key, Florida Crescent Beach
Siesta Key, Florida
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
Siesta Best Villa and Sunset
Siesta Key, Florida
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
$1,119/wk
We offer affordable cozy accommodation
Siesta Key, Florida
Siesta Key Banyan Tree Beach Resort offers cozy accommodations just a short walk away from award- winning Siesta KeyBeach....
Apartment
7
7
22
Stay 6 nights &7th is free Aug 14-
Siesta Key, Florida
Deb's Dream Villa d5 is gulfside at beautiful Siesta Key, a barrier island, in Sarasota, Florida. There are no streets...
Villa
2
2
5
$155/nt
$1,089/wk
$1,089/wk
** Beautiful Siesta Key Beach voted
Siesta Key, Florida
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
*sun, Sand & Save 25% To 55%*
Siesta Key, Florida
Sun, Sand & Save 25% To 55% Per Week At Siesta Breakers #603, With Weekly Rentals From $837 To $1, 550 (all- Incl.)
Upda...
Condo
2
2
6
$1,175/wk
$4,197/mth
$4,197/mth
*sun, Sand & Save 25% To 55%*
Siesta Key, Florida
Sun, Sand & Save 25% To 55% Per Week At Midnight Cove #532, With Weekly Rentals From $575 To $1, 114 (all- Incl.)
Update...
Condo
2
1.5
6
$720/wk
$2,430/mth
$2,430/mth
Siesta Key Beach Cottages Sarasota
Siesta Key, Florida
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
Special Discounted Rates! Beachfront
Siesta Key, Florida
Special Deal!!! $993.75 Per Week (25% Off) August 15 - October 30. No Additional Fees With This Property! Money Back Guarant...
Condo
2
2
6
$1,455/wk
Siesta Key Private Cottage 100 Yards
Siesta Key, Florida
Oil Spill / Less Than 1% Chance Of Hitting Siesta Key!
The National Oceanic And Atmospheric Association (noaa) Has Published...
Guesthouse
2
2
6
$123/nt
$734/wk
$2,205/mth
$734/wk
$2,205/mth
Tropical Setting- - One Block
Siesta Key, Florida
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
Siesta Key Beachfront Condo with
Siesta Key, Florida
Beautiful one bedroom condo on 4th floor. Come to the beach and enjoy a relaxing vacation with plenty to do and see. Recently...
Condo
1
1
1
$914/wk
Bay Tree Club - Bright 4th floor
Siesta Key, Florida
Not just a turn key!!!
Beautifully furnished 2 bedroom condo with all the conveniences of home. Monthly rental required...
Condo
2
2
4
$800/wk
$3,800/mth
$3,800/mth
Siesta Key Luxury 5 Bedroom Private
Siesta Key, Florida
Oil Spill / Less Than 1% Chance Of Hitting Siesta Key!
The National Oceanic And Atmospheric Association (noaa) Has Published...
Home
5
5.5
12
$356/nt
$2,242/wk
$6,691/mth
$2,242/wk
$6,691/mth
Siesta Key Lakeside Villa near Beach
Siesta Key, Florida
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
$1,130/wk
$3,714/mth
$3,714/mth