Villas in Siesta Key

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Siesta Key villas

Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk

Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
South Village
9.4 out of 10, Exceptional, (55 reviews)
"Stayed at the property prior to our cruise out of port canaveral. Was perfect for our needs - steps to the beach and close to many stores/cafes/etc. would definitely stay again. "
United States
John K.
$261 nightly
The price is $292
Apr 16 - Apr 17
Total with taxes and fees
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk

Completely Remodeled- 150 Yards to Beach and Restaurants!

Completely Remodeled- 150 Yards to Beach and Restaurants!
South Village
10.0 out of 10, Exceptional, (38 reviews)
"We had a great stay, having the pool and beach so close was perfect. We appreciated the beach gear and laundry as well. "
United States
Kelsey B.
$387 nightly
The price is $431
Apr 13 - Apr 14
Total with taxes and fees
Completely Remodeled- 150 Yards to Beach and Restaurants!

Tranquil villa with private beach, 2br/2ba 3 pools, complex on beach!! Renovated

Tranquil villa with private beach, 2br/2ba 3 pools, complex on beach!! Renovated
Sarasota
10.0 out of 10, Exceptional, (5 reviews)
"We enjoyed spending a week in this villa. It was cozy, very clean and perfect for our family. Great location... you can enjoy 3 different pools or the private beach aera. Looking forward to our next visit. "
United States
Beverly G.
$488 nightly
The price is $545
Apr 24 - Apr 25
Total with taxes and fees
Tranquil villa with private beach, 2br/2ba 3 pools, complex on beach!! Renovated

Canal Lower-Gorgeous 3 bed 3 bath near SK Village

Canal Lower-Gorgeous 3 bed 3 bath near SK Village
Siesta Key Village
9.6 out of 10, Exceptional, (40 reviews)
"Phenomenal experience and the perfect house! Location, communication, beach access, pool and being that close to the village was great — perfect place to relax and enjoy Siesta!"
United States
Dylan F.
Canal Lower-Gorgeous 3 bed 3 bath near SK Village

Newly Remodeled-150 Yards to Beach and Restaurants!

Newly Remodeled-150 Yards to Beach and Restaurants!
South Village
10.0 out of 10, Exceptional, (37 reviews)
"Perfect for our family, we will be back! "
United States
Dan S.
$486 nightly
The price is $542
Apr 18 - Apr 19
Total with taxes and fees
Newly Remodeled-150 Yards to Beach and Restaurants!

Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Sarasota
9.6 out of 10, Exceptional, (19 reviews)
"Such a relaxing villa just 15 minutes from Siesta Key! We had such a wonderful time relaxing, hanging at the pool, and visiting the local shops. If you’re looking for a place to stay, choose this condo, you will not regret 😊"
United States
Sommer
$383 nightly
The price is $428
Apr 2 - Apr 3
Total with taxes and fees
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Bradenton
10.0 out of 10, Exceptional, (34 reviews)
"Such a great place to stay! So clean and so welcoming. Will stay there again if in the area. "
United States
Chris H.
$323 nightly
The price is $361
Apr 26 - Apr 27
Total with taxes and fees
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Bradenton
9.8 out of 10, Exceptional, (23 reviews)
"The host was welcoming, and the amenities were great. We liked staying in that part of town."
United States
Perry W.
$323 nightly
The price is $361
Apr 26 - Apr 27
Total with taxes and fees
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

Lakefront 2BR Bradenton Rental Near IMG & Beaches

Lakefront 2BR Bradenton Rental Near IMG & Beaches
South Bradenton
8.0 out of 10, Very Good, (2 reviews)
"Very clean. No tissues or napkins🤔. Recommend pump hand soap instead of little bars. Also, 2 outdoor chaises were ripped and 1 out of 2 outdoor chairs was broken and unable to use the.."
United States
Laura
$236 nightly
The price is $251
Apr 21 - Apr 22
Total with taxes and fees
Lakefront 2BR Bradenton Rental Near IMG & Beaches

Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly

Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Bradenton
10.0 out of 10, Exceptional, (26 reviews)
"We had an amazing stay at Salty Lime Villa. It was incredibly cute, clean, and well-stocked. Theresa was incredibly communicative and welcoming. Highly recommend & would stay again!"
United States
Theresa M.
$323 nightly
The price is $361
Apr 26 - Apr 27
Total with taxes and fees
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly

Beachfront Paradise! Ground level with Heated pool

Beachfront Paradise! Ground level with Heated pool
Holmes Beach
10.0 out of 10, Exceptional, (1 review)
"Great place. We loved it!!!!!"
United States
Jill T.
$694 nightly
The price is $774
Apr 15 - Apr 16
Total with taxes and fees
Beachfront Paradise! Ground level with Heated pool

Quiet Downtown Sarasota Villa. 2 bed 2 bath. 644

Quiet Downtown Sarasota Villa. 2 bed 2 bath. 644
Central Sarasota
8.4 out of 10, Very Good, (11 reviews)
"Enjoyed our stay."
United States
Greg M.
$556 nightly
The price is $556
Apr 26 - Apr 27
Total with taxes and fees
Quiet Downtown Sarasota Villa. 2 bed 2 bath. 644

NEW!~ Beach Front/Heated Pool! Coconuts 107

NEW!~ Beach Front/Heated Pool! Coconuts 107
Holmes Beach
10.0 out of 10, Exceptional, (1 review)
"We had an amazing 5 days enjoying waterfront access and gorgeous sunsets. The bed was very comfortable and the condo was spotless. It was very convenient to have 2 chair and umbrella. Although we didn't use the pool, it was great to have available. We didn't eat dinner in, but if you do you will need to bring or purchase seasonings, etc. Would definitely stay here again. "
United States
cheryl m.
$961 nightly
The price is $1,071
Apr 22 - Apr 23
Total with taxes and fees
NEW!~ Beach Front/Heated Pool! Coconuts 107

Heated Pool and Spa • Outdoor Kitchen/Theater/Games

Heated Pool and Spa • Outdoor Kitchen/Theater/Games
South Bradenton
2.0 out of 10, (1 review)
"Where do I start. We arrived in the house to find there are not seven bedrooms, but six. The pool was not clean it had leaves and other items at the bottom as well as the hot tub had a used filter laying in it along with other debris and was cold. The hot tub took 24 hours to heat up. The house itself is very weird in the set up and the furniture inside. Looks like it was bought at a yard sale. The hot water on one side of the house did not work in one of the showers and one of the...
United States
William R.
$730 nightly
The price is $806
Apr 21 - Apr 22
Total with taxes and fees
Heated Pool and Spa • Outdoor Kitchen/Theater/Games
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Siesta Key Hotel Reviews

Find out more about Siesta Key

Siesta Key Villas information

Number of reviews
237
Accommodation
229 Villas
Lowest Price
$251
Highest Price
$806

Frequently asked questions

Why book your villa in Siesta Key with Expedia?
With Expedia, it's a cinch to find your dream villa in Siesta Key. Getting away with the kids? Make use of our filters to look for stays with amenities like a pool and WiFi. If you're sticking to a budget, choose how much you want to spend and your preferred star rating. We'll help you find the right place that suits your taste and style.
How can I find cheap villas in Siesta Key?
The simplest way to score cheap villas in Siesta Key is with Expedia's helpful filter tool. Tailor your search results by amenities, budget and star rating to land awesome prices in just a couple of clicks.

Explore a world of travel with Expedia