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
9.4 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 385
SAR 1,221 total
includes taxes & fees
30 Sep - 1 Oct
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 332
SAR 1,131 total
includes taxes & fees
22 Sep - 23 Sep
Siesta Heron Suites & Villas

3. [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 422
SAR 1,225 total
includes taxes & fees
27 Sep - 28 Sep
[escape to paradise] siesta key beach getaway

4. 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.
Siesta beach....one and only

5. 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

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.
Island Villa | Cozy Beach Retreat | Walk to Village

7. 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

8. 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

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 3,118 total
includes taxes & fees
22 Sep - 23 Sep
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.
Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly

11. 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

12. 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.
Beautiful 2 Bedroom Duplex Steps Away from the Beach

13. 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 542
SAR 2,472 total
includes taxes & fees
22 Sep - 23 Sep
FRESHLY RENOVATED Adorable Bungalow Near the Beach! - Casita West

14. 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

15. 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 2,220 total
includes taxes & fees
22 Sep - 23 Sep
Star Fish. 3 Bed 2 Bath. POOL. Daily Rentals

16. 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

17. 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

18. 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 623 total
includes taxes & fees
22 Sep - 23 Sep
Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach

19. 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.
Salty Summer – Steps to Siesta Key Village & Beach

20. 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
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