A yellow lifeguard tower with an American flag on a beach with people and umbrellas.

Search Vacation Homes in Siesta Key

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Siesta Key vacation homes

A wooden deck with blue lounge chairs, orange chairs, and a barbecue area.

1. Dolphin Villa | Pool | Steps to Siesta Key Village

Dolphin Villa | Pool | Steps to Siesta Key Village
Siesta Key Village
9.4 out of 10, Exceptional, (17 reviews)
"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
Dolphin Villa | Pool | Steps to Siesta Key Village
A modern bedroom with a bed, a bedside table, a round dining table with chairs, and a large window with curtains.

2. [escape to paradise] siesta key beach getaway

[escape to paradise] siesta key beach getaway
Siesta Key
9.8 out of 10, Exceptional, (34 reviews)
"Very clean and great location! Beds very comfortable and owner very responsive and accommodating! Highly recommend staying here!"
United States
Tim T.
[escape to paradise] siesta key beach getaway
A wooden deck with white railings, red chairs, and a view of a residential area with palm trees and a blue house.

3. Island Villa | Cozy Beach Retreat | Walk to Village

Island Villa | Cozy Beach Retreat | Walk to Village
Siesta Key Village
8.4 out of 10, Very good, (14 reviews)
"Great place to stay and very close to restaurants "
United States
Amber B.
The price is SAR 410
SAR 1,508 total
includes taxes & fees
25 Oct - 26 Oct
Island Villa | Cozy Beach Retreat | Walk to Village
A spacious living room with a stone fireplace, comfortable seating, and a view of the outdoors.

4. Siesta beach....one and only

Siesta beach....one and only
Sarasota
9.4 out of 10, Exceptional, (220 reviews)
"Nice stay perfect location"
United States
tom f.
The price is SAR 456
SAR 1,754 total
includes taxes & fees
12 Oct - 13 Oct
Siesta beach....one and only
A spacious living room with a leather sofa, a glass coffee table, and a wooden dining table. Large windows provide ample natural light and a view of the outdoors.

5. Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very good, (46 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is SAR 348
SAR 1,148 total
includes taxes & fees
12 Oct - 13 Oct
Siesta Heron Suites & Villas
A beach with waves and a bird flying near the shore.

6. The Mermaid at Tiny House Siesta

The Mermaid at Tiny House Siesta
Sarasota
10.0 out of 10, Exceptional, (4 reviews)
"Traveled with my kids and this place was so great! Super cute and comfortable. We loved the Mermaid Tiny House."
United States
Kadina A.
The Mermaid at Tiny House Siesta
A wooden deck with blue lounge chairs, orange chairs, and a barbecue area.

7. Everglades Villa • Sleeps 8 • Walk to Siesta Beach

Everglades Villa • Sleeps 8 • Walk to Siesta Beach
Siesta Key Village
9.0 out of 10, Wonderful, (15 reviews)
"We loved staying here for my bachelorette!"
United States
Kelsey E.
The price is SAR 579
SAR 1,730 total
includes taxes & fees
25 Oct - 26 Oct
Everglades Villa • Sleeps 8 • Walk to Siesta Beach
An aerial view of a beach with clear skies, a sandy shore, and a mix of greenery and paths.

8. Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly

Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly
Siesta Key Village
9.6 out of 10, Exceptional, (22 reviews)
"Great location to walk to siesta key village. "
United States
N A.
Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly
A modern kitchen with white cabinetry, stainless steel appliances, and a tiled backsplash.

9. Condo with Private Beach Access, Great Shared Amenities - Private Beach House

Condo with Private Beach Access, Great Shared Amenities - Private Beach House
Siesta Key
9.2 out of 10, Wonderful, (50 reviews)
"Our stay at Private Beach House was excellent! The location was perfect, the beach was beautiful, and the house was very comfortable and convenient. We absolutely enjoyed our time there and would definitely stay again. We did have an issue with the water for one night, but we called and they were very responsive and had it resolved in less than an hour. We really appreciated how quickly they took care of it. Overall, we had a wonderful stay and would definitely recommend Private Beach House!"
United States
Kelmarie
The price is SAR 749
SAR 3,061 total
includes taxes & fees
12 Oct - 13 Oct
Condo with Private Beach Access, Great Shared Amenities - Private Beach House
An aerial view of a beach with clear skies, a sandy shore, and a mix of greenery and paths.

10. Pet Friendly home, Close to Sarasota Beach!

Pet Friendly home, Close to Sarasota Beach!
Siesta Key Village
9.0 out of 10, Wonderful, (8 reviews)
"Great house great location will definitely come back to this property "
United States
Matthew Y.
Pet Friendly home, Close to Sarasota Beach!
A beach with clear turquoise water, a sandy shore, and a few beach umbrellas.

11. Sea Turtle- Full Sized living at Tiny House Siesta

Sea Turtle- Full Sized living at Tiny House Siesta
Sarasota
9.4 out of 10, Exceptional, (18 reviews)
"The Tiny House is a perfect location to explore Siesta Key and the surrounding areas. It had just what we needed but was in close proximity (walking distance) to many bars and restaurants but was still exceptionally quiet."
United States
Wayne
Sea Turtle- Full Sized living at Tiny House Siesta
A beach with clear turquoise water, people swimming and walking along the shore, and a sailboat in the distance.

12. Star Fish. 3 Bed 2 Bath. POOL. Daily Rentals

Star Fish. 3 Bed 2 Bath. POOL. Daily Rentals
South Village
9.6 out of 10, Exceptional, (72 reviews)
"It was very clean and close to the beach. Perfect location."
United States
Cortney
Star Fish. 3 Bed 2 Bath. POOL. Daily Rentals
A staircase leading to a door with a welcome mat, a television on a stand, and a wooden ceiling.

13. Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach

Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach
Sarasota
Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach
An aerial view of a coastal city with a long sandy beach, numerous hotels, and clear blue waters.

14. Lulu's Key House Leatherback 2/2 Downstairs

Lulu's Key House Leatherback 2/2 Downstairs
4.0 star property
Siesta Key Village
Lulu's Key House Leatherback 2/2 Downstairs
Exterior

15. 2 Bedroom Unit with Pool - 2 min walk to Siesta Beach

2 Bedroom Unit with Pool - 2 min walk to Siesta Beach
Siesta Key
10.0 out of 10, Exceptional, (2 reviews)
"My husband, parents and I only stayed for three nights, but it was an absolute perfect spot for us! Very close to the beach and trolley stops to get you pretty much anywhere on Siesta Key. The place was very clean and adorably decorated. The pool and hot tub were exactly as described and made our trip even better. We Would definitely stay here again!"
United States
Melissa B.
2 Bedroom Unit with Pool - 2 min walk to Siesta Beach
A sandy beach with a clear sky and palm trees.

16. FRESHLY RENOVATED Adorable Bungalow Near the Beach! - Casita West

FRESHLY RENOVATED Adorable Bungalow Near the Beach! - Casita West
South Village
9.2 out of 10, Wonderful, (7 reviews)
"We had an incredible stay and this is such a great option IN siesta Key that is close to the beaches, has private beach access and is a stand alone building. The unit also has an outdoor shower which was such a great surprise. We will be back!"
United States
Amber M.
The price is SAR 541
SAR 2,460 total
includes taxes & fees
12 Oct - 13 Oct
FRESHLY RENOVATED Adorable Bungalow Near the Beach! - Casita West
An aerial view of a beach with clear turquoise waters, a sandy shore, and a coastal town with buildings and greenery.

17. Sea Breeze - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Sea Breeze - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Siesta Key Village
10.0 out of 10, Exceptional, (46 reviews)
"Great relaxing place to stay and so close to the beach ;-) Chris, Matt & Susan were always available and so helpful!"
United States
jill
Sea Breeze - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Living area

18. Unique & Artsy Beach Getaway: Pool ~ Hot Tub ~ Pkg

Unique & Artsy Beach Getaway: Pool ~ Hot Tub ~ Pkg
Siesta Key Village
8.0 out of 10, Very good, (5 reviews)
"Great location got a little loud with upstairs guest dog running across floors. "
United States
Jessica W.
The price is SAR 803
SAR 2,099 total
includes taxes & fees
28 Oct - 29 Oct
Unique & Artsy Beach Getaway: Pool ~ Hot Tub ~ Pkg
A modern kitchen with a stainless steel refrigerator, granite countertop, white cabinetry, and a dining area with a table and chairs.

19. Beautiful 2 Bedroom Duplex Steps Away from the Beach

Beautiful 2 Bedroom Duplex Steps Away from the Beach
South Village
9.4 out of 10, Exceptional, (3 reviews)
"The property is beautiful! It was everything we wanted and needed. Very clean with all the amenities. The hostess responded promptly when ever we contacted them and the check-in and out was so simple! Loved that we could walk to grab a bite to eat or just check out some shopping. The best part was the 3 min walk to the private beach which was very clean and the perfect beach for shelling! We loved this place so much we are concerning rented both 1 and 2 units next season so we can bring our...
United States
Tajsha G.
The price is SAR 479
SAR 2,158 total
includes taxes & fees
12 Oct - 13 Oct
Beautiful 2 Bedroom Duplex Steps Away from the Beach
A pool area with a mural of a shark, two pools, hot tubs, and beach access.

20. Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ Pool

Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ Pool
Siesta Key Village
8.8 out of 10, Excellent, (13 reviews)
"Nice place for a quick each stay"
United States
M L.
Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ Pool
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Siesta Key Hotel Reviews

Siesta Key Beachside Villas

Siesta Key Beachside Villas

10/10 Excellent
"My husband and I picked this location for the closeness to the beach and the village. It was perfect!!! The front staff ladies were so kind and helpful all week! We even got to use the pool at their other location! Even had a super nice laundry room and you didn't even have to pay to use it."
Christina 5-night trip
Posted 16 hours ago
Siesta Key Beachside Villas