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

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Siesta Key vacation homes

A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

1. Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.4 out of 10, Exceptional, (81 reviews)
"The property was clean and had great decor! They provide everything you need for the beach and the pool is a great added bonus. Perfect location with being so close the restaurants and the beach. We are already planning our next stay!"
United States
Meghan
The price is SAR 366
SAR 1,198 total
includes taxes & fees
30 Sep - 1 Oct
Siesta Key Island Rentals
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.
The price is SAR 294
SAR 1,067 total
includes taxes & fees
30 Sep - 1 Oct
[escape to paradise] siesta key beach getaway
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.

3. Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very good, (45 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is SAR 345
SAR 1,145 total
includes taxes & fees
30 Sep - 1 Oct
Siesta Heron Suites & Villas
A wooden deck with blue lounge chairs, orange chairs, and a barbecue area.

4. 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
The price is SAR 501
SAR 1,483 total
includes taxes & fees
13 Oct - 14 Oct
Dolphin Villa - Pool - Steps to Siesta Key Village
A wooden deck with white railings, red chairs, and a view of a residential area with palm trees and a blue house.

5. 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 497
SAR 1,602 total
includes taxes & fees
13 Oct - 14 Oct
Island Villa | Cozy Beach Retreat | Walk to Village
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 spacious living room with a stone fireplace, comfortable seating, and a view of the outdoors.

7. Siesta beach....one and only

Siesta beach....one and only
Sarasota
9.4 out of 10, Exceptional, (219 reviews)
"The host was very communicative and responsive. The pool was a big hit for our family. Comfy beds and a convenient drive to the beach and other venues. Would definitely stay here again. "
United States
Jennifer M.
The price is SAR 456
SAR 1,656 total
includes taxes & fees
30 Sep - 1 Oct
Siesta beach....one and only
A beach with clear turquoise water, a sandy shore, and a few beach umbrellas.

8. 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 modern kitchen with a stainless steel refrigerator, granite countertop, white cabinetry, and a dining area with a table and chairs.

9. 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 2,154 total
includes taxes & fees
30 Sep - 1 Oct
Beautiful 2 Bedroom Duplex Steps Away from the Beach
A beach with clear turquoise water, people swimming and walking along the shore, and a sailboat in the distance.

10. 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
The price is SAR 807
SAR 2,219 total
includes taxes & fees
30 Sep - 1 Oct
Star Fish. 3 Bed 2 Bath. POOL. Daily Rentals
A sandy beach with a clear sky and palm trees.

11. 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 2,335 total
includes taxes & fees
30 Sep - 1 Oct
FRESHLY RENOVATED Adorable Bungalow Near the Beach! - Casita West
An aerial view of a beach with clear skies, a sandy shore, and a mix of greenery and paths.

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

13. 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 600
SAR 1,758 total
includes taxes & fees
13 Oct - 14 Oct
Everglades Villa • Sleeps 8 • Walk to Siesta Beach
A covered balcony with wicker furniture, a ceiling fan, and lush tropical plants.

14. Salty Summer – Steps to Siesta Key Village & Beach

Salty Summer – Steps to Siesta Key Village & Beach
Siesta Key Village
10.0 out of 10, Exceptional, (6 reviews)
"Check in was easy! Communication was awesome! And would definitely recommend to anyone going to Siesta Key! We loved it! "
United States
Stephanie S.
The price is SAR 1,140
SAR 2,897 total
includes taxes & fees
13 Oct - 14 Oct
Salty Summer – Steps to Siesta Key Village & Beach
An aerial view of a coastal resort area with beachfront hotels, a swimming pool, and a road.

15. Coastal 2 Bedroom Duplex Steps Away from the Beach

Coastal 2 Bedroom Duplex Steps Away from the Beach
South Village
9.6 out of 10, Exceptional, (5 reviews)
The price is SAR 479
SAR 2,154 total
includes taxes & fees
30 Sep - 1 Oct
Coastal 2 Bedroom Duplex Steps Away from the Beach
A sandy beach with a clear sky and palm trees.

16. Private Beach Access w/shared Pool -Casita East

Private Beach Access w/shared Pool -Casita East
South Village
9.4 out of 10, Exceptional, (6 reviews)
"Great stay overall! Check-in was smooth and hassle-free, and the unit was very clean upon arrival. It had everything we needed for a comfortable visit, though a few additional amenities would have made it even better. That said, we really enjoyed our stay and would definitely consider coming back."
United States
John H.
The price is SAR 541
SAR 2,459 total
includes taxes & fees
30 Sep - 1 Oct
Private Beach Access w/shared Pool -Casita East
A staircase leading to a door with a welcome mat, a television on a stand, and a wooden ceiling.

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

Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach
Sarasota
The price is SAR 297
SAR 622 total
includes taxes & fees
30 Sep - 1 Oct
Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach
A modern kitchen with white cabinetry, stainless steel appliances, and a tiled backsplash.

18. 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 3,116 total
includes taxes & fees
30 Sep - 1 Oct
Condo with Private Beach Access, Great Shared Amenities - Private Beach House
A beach with clear turquoise waters and a sandy shore.

19. Luxury Siesta Key Beachfront Oasis-STEPS TO WORLD FAMOUS SIESTA KEY SAND

Luxury Siesta Key Beachfront Oasis-STEPS TO WORLD FAMOUS SIESTA KEY SAND
Siesta Key
9.4 out of 10, Exceptional, (70 reviews)
"We enjoyed the space this property offered our party of 6. We also appreciated the beach side location and proximity to restaurants and shops. We would stay here again."
United States
Meredith S.
The price is SAR 931
SAR 2,295 total
includes taxes & fees
30 Sep - 1 Oct
Luxury Siesta Key Beachfront Oasis-STEPS TO WORLD FAMOUS SIESTA KEY SAND
An aerial view of a beach with clear skies, a sandy shore, and a mix of greenery and paths.

20. 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!
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.
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Top Siesta Key Hotel Reviews

Twin Palms at Siesta

Twin Palms at Siesta

10/10 Excellent
"Awesome place! It’s super convenient and within easy walking distance of the beach and restaurants."
Leonardo 2-night trip
Posted 1 hour ago
Twin Palms at Siesta