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

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Our top choices for Siesta Key vacation homes

1. Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (80 reviews)
"Great location, very clean and spacious."
United States
Jason
The price is SAR 425
SAR 1,269 total
includes taxes & fees
7 Sep - 8 Sep
Siesta Key Island Rentals

2. 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 365
SAR 1,167 total
includes taxes & fees
15 Sep - 16 Sep
Siesta Heron Suites & Villas

3. [lounge like locals] walk to siesta beach +bikes

[lounge like locals] walk to siesta beach +bikes
Siesta Key
9.8 out of 10, Exceptional, (37 reviews)
"Thanks for a great stay, Jayme! Perfect location and extremely accurate Vrbo listing! Beds super comfy!"
United States
Sue H.
The price is SAR 472
SAR 1,325 total
includes taxes & fees
16 Sep - 17 Sep
[lounge like locals] walk to siesta beach +bikes

4. 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.
Everglades Villa • Sleeps 8 • Walk to Siesta Beach

5. Summer Salt – Steps to Siesta Key Village & Beach

Summer Salt – Steps to Siesta Key Village & Beach
Siesta Key Village
10.0 out of 10, Exceptional, (2 reviews)
"This is the second year my family and I have stayed here and it was lovely! The distance to the village shops and restaurants was perfect and it is just a small walk away from the beach. The host was also very attentive and replied quickly to our messages. Everything was very clean and comfortable!"
United States
Brook M.
The price is SAR 389
SAR 1,692 total
includes taxes & fees
8 Sep - 9 Sep
Summer Salt – Steps to Siesta Key Village & Beach

6. 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 389
SAR 1,479 total
includes taxes & fees
3 Sep - 4 Sep
Island Villa | Cozy Beach Retreat | Walk to Village

7. 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, (5 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.
Salty Summer – Steps to Siesta Key Village & Beach

8. 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

9. Siesta beach....one and only

Siesta beach....one and only
Sarasota
9.4 out of 10, Exceptional, (218 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.
Siesta beach....one and only

10. 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)
"Great location to downtown, beach. Kitchen and furnishing updated and in great condition. Negatives would be the lock on the backdoor, air conditioning from the ceiling that could not be controlled from our apartment. The pool was great and had plenty of seating. Only issue with the Dolphin apartment is the many windows, which kind of made it feel like living in a fish bowl. That might not be an issues for others. "
United States
Sandra C.
Dolphin Villa - Pool - Steps to Siesta Key Village

11. 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

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
The price is SAR 807
SAR 2,230 total
includes taxes & fees
3 Sep - 4 Sep
Star Fish. 3 Bed 2 Bath. POOL. Daily Rentals

13. DOLPHIN PRIVATE HOUSE

DOLPHIN PRIVATE HOUSE
3.0 star property
Siesta Key Village
The price is SAR 1,994
SAR 2,253 total
includes taxes & fees
9 Sep - 10 Sep
DOLPHIN PRIVATE HOUSE

14. 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 532
SAR 2,243 total
includes taxes & fees
3 Sep - 4 Sep
Beautiful 2 Bedroom Duplex Steps Away from the Beach

15. Modern 2BR Retreat · Heated Pool · Near Siesta

Modern 2BR Retreat · Heated Pool · Near Siesta
Sarasota
10.0 out of 10, Exceptional, (3 reviews)
"Property was clean, the host was friendly, and the house in general was beautiful and a great place to stay!"
United States
Maria V.
Modern 2BR Retreat · Heated Pool · Near Siesta

16. 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

17. 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, (49 reviews)
"Perfect spot for beach vacation "
United States
Megan C.
The price is SAR 822
SAR 3,323 total
includes taxes & fees
7 Sep - 8 Sep
Condo with Private Beach Access, Great Shared Amenities - Private Beach House

18. 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)
Coastal 2 Bedroom Duplex Steps Away from the Beach

19. 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.
Private Beach Access w/shared Pool -Casita East

20. 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
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