Search Vacation Homes in Siesta Key

Start date: Check-in selected.
To Date
End date: Check-out
  • 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

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Siesta Key

[escape to paradise] siesta key beach getaway
10.0 out of 10, Exceptional, (22)
"Great place and location"
United States
Karen A.
$271 nightly
The price is $275
Nov 6 - Nov 7
Total with taxes and fees
[escape to paradise] siesta key beach getaway
The Mermaid at Tiny House Siesta
2.0 star property
10.0 out of 10, Exceptional, (2)
"It was exactly as listed on here. No problems with the check in it was very smooth as well as the check out process. Location was AMAZING, we were able to walk just 10 minutes to a longhorn to eat dinner and right next to it there was a bar near the beach and we were able to go back to the property just by walking. Really calm the area and the tiny house is very comfortable."
United States
Jackeline R.
$183 nightly
The price is $204
Nov 11 - Nov 12
Total with taxes and fees
The Mermaid at Tiny House Siesta
Siesta Heron Suites & Villas
3.5 star property
8.4 out of 10, Very Good, (37)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
$291 nightly
The price is $329
Nov 5 - Nov 6
Total with taxes and fees
Siesta Heron Suites & Villas
Siesta beach....one and only
9.6 out of 10, Exceptional, (189)
"Host was very kind, attentive and available for all our needs. Thank for a wonderful girls trip!"
United States
Bobbie Jo E.
$389 nightly
The price is $434
Nov 5 - Nov 6
Total with taxes and fees
Siesta beach....one and only
[Tropical] guesthouse retreat on Siesta Key
$224 nightly
The price is $228
Nov 6 - Nov 7
Total with taxes and fees
[Tropical] guesthouse retreat on Siesta Key
Walk to Siesta key beach | Private Dock | Patio | Pool
9.4 out of 10, Exceptional, (14)
"The place was clean and location was perfect! 2 blocks to the beach and 2 blocks to the village. It’s really great and helpful that they provided beach wagon, chairs and umbrella. "
United States
Amy
$353 nightly
The price is $369
Nov 5 - Nov 6
Total with taxes and fees
Walk to Siesta key beach | Private Dock | Patio | Pool
Gulf Villa in Siesta Key | Beachfront Vibes & Dock
8.8 out of 10, Excellent, (11)
"Very nice and close to beach and restraunts"
United States
Lisa M.
$427 nightly
The price is $447
Nov 5 - Nov 6
Total with taxes and fees
Gulf Villa in Siesta Key | Beachfront Vibes & Dock
Tiny House Blue Lifeguard - pet friendly
7.4 out of 10, Good, (3)
"The process was 100% contactless and easy. The tiny home was cute and clean for the most part but it is in disrepair and needs deep cleaning. There was mold in the shower (like a lot) on the knobs and walls. Also, the floorboards were weak under the bathroom and it felt like it was caving in. (I am not a large or heavy person). One of the pillow covers had a blood stain, and there was a thick layer of dust on the art throughout the unit. The little community was very cute. I’d stay again for...
United States
April S.
$184 nightly
The price is $205
Nov 6 - Nov 7
Total with taxes and fees
Tiny House Blue Lifeguard - pet friendly
Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More
9.2 out of 10, Wonderful, (33)
"We stayed in building 6 which had amazing space and private entrence. The bikes allowed us to ride to the beach every morning. Would recommend. "
United States
lucas c.
$405 nightly
The price is $451
Nov 6 - Nov 7
Total with taxes and fees
Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More
[Ocean Oasis] guest house on siesta key
$222 nightly
The price is $225
Nov 6 - Nov 7
Total with taxes and fees
[Ocean Oasis] guest house on siesta key
Vinca | Great Location in Siesta Key Village w/ Heated Pool, Walk to Beach!
9.4 out of 10, Exceptional, (28)
"This place was perfect for the stay"
United States
Terry H.
$583 nightly
The price is $652
Dec 2 - Dec 3
Total with taxes and fees
Vinca | Great Location in Siesta Key Village w/ Heated Pool, Walk to Beach!
Mimosa | Located in Siesta Key Village w/ Heated Pool and Just Steps to Beach!
8.6 out of 10, Excellent, (14)
"Clean and perfect for 2 people"
United States
Joy B.
$583 nightly
The price is $652
Dec 2 - Dec 3
Total with taxes and fees
Mimosa | Located in Siesta Key Village w/ Heated Pool and Just Steps to Beach!
Tropical Oasis 5 min to Siesta Key, Private Salt Water Pool w Lanai!
10.0 out of 10, Exceptional, (71)
"Spacious house with salt water pool with an enclosure screen. Plenty of outdoor space for our pet to run around. Will return with our German Shepherd. "
United States
Joe E.
$564 nightly
The price is $629
Nov 5 - Nov 6
Total with taxes and fees
Tropical Oasis 5 min to Siesta Key, Private Salt Water Pool w Lanai!
Location! Siesta Beach 1 mile away. Home with Hot Spa.
10.0 out of 10, Exceptional, (1)
$491 nightly
The price is $547
Nov 5 - Nov 6
Total with taxes and fees
Location! Siesta Beach 1 mile away. Home with Hot Spa.
Everglades Villa Near Siesta key beach w/d Private Dock
9.0 out of 10, Wonderful, (12)
"Great location!! Short walk to beach and Siesta Village. Plenty of room, beds are comfortable, has one very large bathroom and another small one but not sure where the 3rd bathroom is that was listed in the description. Pool was nice and relaxing, everything was clean. Only issue was the noise upstairs, the last night was the only night that I slept well because the people staying above us left so I advise bringing ear plugs"
United States
Amber
$446 nightly
The price is $469
Nov 5 - Nov 6
Total with taxes and fees
Everglades Villa Near Siesta key beach w/d Private Dock
Close to Sarasota Beach/Pet Friendly
9.2 out of 10, Wonderful, (5)
"Great house great location will definitely come back to this property "
United States
Matthew Y.
$332 nightly
The price is $370
Nov 5 - Nov 6
Total with taxes and fees
Close to Sarasota Beach/Pet Friendly
3 Min Walk to Siesta Key Beach | Patio & More
8.0 out of 10, Very Good, (10)
"The apartment was great - perfect location, nice accommodations and the owners were easy to communicate with. Made a few suggested updates to the owners. Overall, great place! Highly recommend!"
United States
Michele P.
$387 nightly
The price is $403
Nov 5 - Nov 6
Total with taxes and fees
3 Min Walk to Siesta Key Beach | Patio & More
"Safe & Clean" Honeymoon Suite, - only 60 steps to the Siesta Key Public Beach -
9.6 out of 10, Exceptional, (41)
"Terrific little getaway and perfect location for enjoying siesta key beach!"
United States
Jodi E.
$480 nightly
The price is $535
Nov 11 - Nov 12
Total with taxes and fees
"Safe & Clean" Honeymoon Suite, - only 60 steps to the Siesta Key Public Beach -
Toes In The Sand | Cottage with Private Pool, Walk to SK Beach and Village 🏝️ 🌅
2.0 star property
9.8 out of 10, Exceptional, (9)
"Our family of 4 "
United States
Casey C.
$974 nightly
The price is $1,089
Dec 2 - Dec 3
Total with taxes and fees
Toes In The Sand | Cottage with Private Pool, Walk to SK Beach and Village 🏝️ 🌅
Luxury Siesta Key Beachfront Oasis-STEPS TO WORLD FAMOUS SIESTA KEY SAND
9.6 out of 10, Exceptional, (55)
"We had a wonderful stay. This is truly a very short walk to the beach as well as to the Siesta Key restaurants and shops. We truly enjoyed our stay!"
United States
Anne W.
$680 nightly
The price is $758
Nov 5 - Nov 6
Total with taxes and fees
Luxury Siesta Key Beachfront Oasis-STEPS TO WORLD FAMOUS SIESTA KEY SAND
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 Vacation Homes information

Number of reviews
537
Accommodation
891 Vacation Homes
Lowest Price
$204
Highest Price
$1,089

Explore a world of travel with Expedia