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

Siesta Key Vacation Rentals

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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
9.4 out of 10, Exceptional, (81 reviews)
"Great location, very clean and spacious."
United States
Jason
The price is CA $140
CA $449 total
includes taxes & fees
Sep 16 - Sep 17
Siesta Key Island Rentals

2. [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 CA $110
CA $407 total
includes taxes & fees
Sep 16 - Sep 17
[lounge like locals] walk to siesta beach +bikes

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 CA $114
CA $408 total
includes taxes & fees
Sep 16 - Sep 17
Siesta Heron Suites & Villas

4. 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 price is CA $153
CA $279 total
includes taxes & fees
Sep 16 - Sep 17
The Mermaid at Tiny House Siesta

5. 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.
The price is CA $152
CA $511 total
includes taxes & fees
Sep 19 - Sep 20
Dolphin Villa - Pool - Steps to Siesta Key Village

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 CA $144
CA $516 total
includes taxes & fees
Sep 23 - Sep 24
Island Villa | Cozy Beach Retreat | Walk to Village

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 CA $168
CA $579 total
includes taxes & fees
Sep 16 - Sep 17
Everglades Villa • Sleeps 8 • Walk to Siesta Beach

8. 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 CA $169
CA $646 total
includes taxes & fees
Sep 17 - Sep 18
Siesta beach....one and only

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 CA $263
CA $1,175 total
includes taxes & fees
Sep 16 - Sep 17
Condo with Private Beach Access, Great Shared Amenities - Private Beach House

10. 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.
The price is CA $197
CA $846 total
includes taxes & fees
Sep 17 - Sep 18
Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly

11. 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 CA $209
CA $811 total
includes taxes & fees
Sep 16 - Sep 17
Salty Summer – Steps to Siesta Key Village & Beach

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 CA $298
CA $827 total
includes taxes & fees
Sep 17 - Sep 18
Star Fish. 3 Bed 2 Bath. POOL. Daily Rentals

13. 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, (3 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 CA $209
CA $706 total
includes taxes & fees
Sep 16 - Sep 17
Summer Salt – Steps to Siesta Key Village & Beach

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 CA $177
CA $803 total
includes taxes & fees
Sep 16 - Sep 17
Beautiful 2 Bedroom Duplex Steps Away from the Beach

15. 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 CA $200
CA $918 total
includes taxes & fees
Sep 16 - Sep 17
FRESHLY RENOVATED Adorable Bungalow Near the Beach! - Casita West

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 CA $200
CA $918 total
includes taxes & fees
Sep 16 - Sep 17
Private Beach Access w/shared Pool -Casita East

17. 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.
The price is CA $232
CA $892 total
includes taxes & fees
Sep 24 - Sep 25
Pet Friendly home, Close to Sarasota Beach!

18. 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
The price is CA $178
CA $313 total
includes taxes & fees
Sep 22 - Sep 23
Sea Turtle- Full Sized living at Tiny House Siesta

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

Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach
Sarasota
The price is CA $138
CA $262 total
includes taxes & fees
Sep 16 - Sep 17
Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach

20. 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 CA $177
CA $804 total
includes taxes & fees
Sep 16 - Sep 17
Coastal 2 Bedroom Duplex Steps Away from the 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

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Siesta Key Vacation Homes information

Number of reviews
404
Accommodation
900 Vacation Homes
Lowest Price
CA $262
Highest Price
CA $1,175

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