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

Holiday Homes in Siesta Key

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Our top choices for Siesta Key holiday 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 €288
includes taxes & fees
30 Sept - 1 Oct
Siesta Key Island Rentals

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)
"Easy process in and out. Would definitely do business with them again. A"
United States
Derek J.
The price is €248
includes taxes & fees
20 Sept - 21 Sept
[escape to paradise] siesta key beach getaway

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 €440
includes taxes & fees
8 Oct - 9 Oct
Siesta Heron Suites & Villas

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)
"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 €315
includes taxes & fees
28 Sept - 29 Sept
Dolphin Villa - Pool - Steps to Siesta Key Village

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 price is €156
includes taxes & fees
20 Sept - 21 Sept
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. 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

8. 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 €504
includes taxes & fees
20 Sept - 21 Sept
Coastal 2 Bedroom Duplex Steps Away from the Beach

9. 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 €407
includes taxes & fees
22 Sept - 23 Sept
Siesta beach....one and only

10. 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

11. 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 €716
includes taxes & fees
21 Sept - 22 Sept
Condo with Private Beach Access, Great Shared Amenities - Private Beach House

12. 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

13. 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 €530
includes taxes & fees
20 Sept - 21 Sept
Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly

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

Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach
Sarasota
The price is €148
includes taxes & fees
20 Sept - 21 Sept
Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach

15. 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

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

17. 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

18. 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

19. Sea Foam - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Sea Foam - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Siesta Key Village
10.0 out of 10, Exceptional, (38 reviews)
"Excellent location to everything and the hosts were very accommodating! Will book this place again!"
United States
Christopher B.
The price is €562
includes taxes & fees
22 Sept - 23 Sept
Sea Foam - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

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

Find out more about Siesta Key

Siesta Key Holiday Homes information

Number of reviews
472
Accommodation
906 Holiday Homes
Lowest Price
€148
Highest Price
€716

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