Search Vacation Homes in Siesta Key

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

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Vacation Homes in Siesta Key

The Mermaid at Tiny House Siesta

2.0 star property
Sarasota
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.
The Mermaid at Tiny House Siesta

[escape to paradise] siesta key beach getaway

Siesta Key
10.0 out of 10, Exceptional, (22)
"Clean and great location! Would stay again! "
United States
Laura W.
The price is AED 496
AED 1,310 total
includes taxes & fees
22 Nov - 23 Nov
[escape to paradise] siesta key beach getaway

Siesta beach....one and only

Sarasota
9.6 out of 10, Exceptional, (189)
"Our family had a very comfortable stay at this property while visiting family in Sarasota. Owner was very helpful and prompt about any concerns we had after checking in. Very clean and has all necessities to make for a pleasant stay!"
United States
Abigail M.
The price is AED 393
AED 1,593 total
includes taxes & fees
15 Nov - 16 Nov
Siesta beach....one and only

Siesta Heron Suites & Villas

3.5 star property
Siesta Key
8.4 out of 10, Very Good, (37)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
Siesta Heron Suites & Villas

Gulf Villa in Siesta Key | Beachfront Vibes & Dock

Siesta Key Village
8.8 out of 10, Excellent, (11)
"Very nice and close to beach and restraunts"
United States
Lisa M.
Gulf Villa in Siesta Key | Beachfront Vibes & Dock

Walk to Siesta key beach | Private Dock | Patio | Pool

Siesta Key Village
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
The price is AED 418
AED 1,355 total
includes taxes & fees
19 Nov - 20 Nov
Walk to Siesta key beach | Private Dock | Patio | Pool

[Tropical] guesthouse retreat on Siesta Key

Siesta Key
[Tropical] guesthouse retreat on Siesta Key

2 Bedroom 2 Bath home near Siesta Key Beach

Sarasota
8.4 out of 10, Very Good, (30)
"This place was very comfortable, and a great location, close to everything we needed. Check in/out was a breeze.Will keep this on our saved list for next time."
United States
Michael C.
The price is AED 485
AED 891 total
includes taxes & fees
25 Nov - 26 Nov
2 Bedroom 2 Bath home near Siesta Key Beach

Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More

Siesta Key
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.
Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More

Oceanfront home

Vamo
9.8 out of 10, Exceptional, (85)
"This home had everything we needed. We enjoyed our time here and hope to return soon!"
United States
David & Marion C.
The price is AED 744
AED 1,854 total
includes taxes & fees
23 Nov - 24 Nov
Oceanfront home

Everglades Villa Near Siesta key beach w/d Private Dock

Siesta Key Village
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
Everglades Villa Near Siesta key beach w/d Private Dock

[Ocean Oasis] guest house on siesta key

Siesta Key
The price is AED 272
AED 891 total
includes taxes & fees
17 Nov - 18 Nov
[Ocean Oasis] guest house on siesta key

Unique 2-BR Unit with Pool & Hot Tub, steps to Beach

Siesta Key
Unique 2-BR Unit with Pool & Hot Tub, steps to Beach

Close to Sarasota Beach/Pet Friendly

Siesta Key Village
9.2 out of 10, Wonderful, (5)
"Great house great location will definitely come back to this property "
United States
Matthew Y.
The price is AED 516
AED 1,360 total
includes taxes & fees
17 Nov - 18 Nov
Close to Sarasota Beach/Pet Friendly

Vinca | Great Location in Siesta Key Village w/ Heated Pool, Walk to Beach!

Siesta Key Village
9.4 out of 10, Exceptional, (28)
"Great vacation great accomodations!"
United States
sarah s.
Vinca | Great Location in Siesta Key Village w/ Heated Pool, Walk to Beach!

[Relax by the Pool]Siesta Key

Siesta Key
9.0 out of 10, Wonderful, (13)
"House was clean and worked great with pool, 3 bedrooms and 3 baths. Plenty of seating and eating room for the 5 of us. If there is something we would ask would be more area rugs for entryway and kitchen dinning area. (Dustpan for quick cleaning ups, that one there was torturing me). But over all great place, quick 1 mile to beach and town area, would for sure stay again. Thank You!"
United States
Mark H.
The price is AED 602
AED 1,817 total
includes taxes & fees
16 Nov - 17 Nov
[Relax by the Pool]Siesta Key

Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Siesta Key Village
10.0 out of 10, Exceptional, (14)
"We really enjoyed how close to beach, restaurants and stores, without trying to drive on the island. It was neat, clean and well stocked"
United States
Peter G.
Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Location! Siesta Beach 1 mile away. Home with Hot Spa.

Sarasota
10.0 out of 10, Exceptional, (1)
Location! Siesta Beach 1 mile away. Home with Hot Spa.

Tropical Oasis 5 min to Siesta Key, Private Salt Water Pool w Lanai!

Sarasota
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.
Tropical Oasis 5 min to Siesta Key, Private Salt Water Pool w Lanai!

Stay at Summer Salt: Shared Heated Pool, Steps to Siesta Key Village and Beach

Siesta Key Village
9.6 out of 10, Exceptional, (40)
"Everything was just as advertised. We loved being so close to siesta key village. We would definitely recommend anyone to stay here in the future!!"
United States
Cassady L.
The price is AED 735
AED 1,709 total
includes taxes & fees
16 Nov - 17 Nov
Stay at Summer Salt: Shared Heated Pool, Steps to Siesta Key Village and Beach
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