Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Our top choices for Siesta Key holiday homes
1. [lounge like locals] walk to siesta beach +bikes
[lounge like locals] walk to siesta beach +bikesSiesta Key
9.8 out of 10, Exceptional, (37 reviews)
"Beautiful stay , I walked each day to the beach and really is 13 min walk to get to the beach - pickle ball courts available to play in the morning -the beach is excellent - the place have everything we need beds and shower was really nice -Really excellent we will come back."
Moreixa C.
The price is NZ$503
includes taxes & fees
8 Nov - 9 Nov
2. Siesta Heron Suites & Villas
Siesta Heron Suites & VillasSiesta Key
8.4 out of 10, Very good, (46 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
Christopher Robert
The price is NZ$580
includes taxes & fees
9 Nov - 10 Nov
3. The Mermaid at Tiny House Siesta
The Mermaid at Tiny House SiestaSarasota
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."
Kadina A.
The price is NZ$304
includes taxes & fees
8 Nov - 9 Nov
4. Sea Turtle- Full Sized living at Tiny House Siesta
Sea Turtle- Full Sized living at Tiny House SiestaSarasota
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."
Wayne
The price is NZ$337
includes taxes & fees
20 Nov - 21 Nov
5. Summer Salt ~ Near Village ~ Shared Pool
Summer Salt ~ Near Village ~ Shared PoolSiesta 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!"
Brook M.
The price is NZ$929
includes taxes & fees
2 Dec - 3 Dec
6. 5 walk minutes to one of the best beaches in the US!
5 walk minutes to one of the best beaches in the US!Siesta Key
7.4 out of 10, Good, (3 reviews)
"This was a great hiatus from the busy beach. Had everything we needed and was very clean!"
Katy H.
The price is NZ$904
includes taxes & fees
20 Nov - 21 Nov
7. Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!Siesta Key Village
10.0 out of 10, Exceptional, (28 reviews)
"Awesome place"
Justin H.
The price is NZ$962
includes taxes & fees
16 Nov - 17 Nov
8. Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach
Tiny House Pirate Ship - Sleeps 2 near Siesta Key beachSarasota
The price is NZ$276
includes taxes & fees
9 Nov - 10 Nov
9. Salty Summer ~ Near Village ~ Shared Pool
Salty Summer ~ Near Village ~ Shared PoolSiesta Key Village
10.0 out of 10, Exceptional, (6 reviews)
"Very nice and well located property"
George
The price is NZ$1,055
includes taxes & fees
29 Nov - 30 Nov
10. Everglades Villa • Sleeps 8 • Walk to Siesta Beach
Everglades Villa • Sleeps 8 • Walk to Siesta BeachSiesta Key Village
9.0 out of 10, Wonderful, (16 reviews)
"We loved staying here for my bachelorette!"
Kelsey E.
The price is NZ$1,120
includes taxes & fees
28 Nov - 29 Nov
11. Siesta beach....one and only
Siesta beach....one and onlySarasota
9.4 out of 10, Exceptional, (223 reviews)
"Nice stay perfect location"
tom f.
The price is NZ$814
includes taxes & fees
9 Nov - 10 Nov
12. 2 Bedroom Unit with Pool - 2 min walk to Siesta Beach
2 Bedroom Unit with Pool - 2 min walk to Siesta BeachSiesta 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!"
Melissa B.
The price is NZ$755
includes taxes & fees
9 Nov - 10 Nov
13. Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ Pool
Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ PoolSiesta Key Village
8.8 out of 10, Excellent, (13 reviews)
"Nice place for a quick each stay"
M L.
The price is NZ$880
includes taxes & fees
8 Nov - 9 Nov
14. Unique & Artsy Beach Getaway: Pool ~ Hot Tub ~ Pkg
Unique & Artsy Beach Getaway: Pool ~ Hot Tub ~ PkgSiesta Key Village
8.0 out of 10, Very good, (5 reviews)
"Great location got a little loud with upstairs guest dog running across floors. "
Jessica W.
The price is NZ$823
includes taxes & fees
8 Nov - 9 Nov
15. Tropical Paradise - Private Saltwater Pool - 5 Min to Siesta Key
Tropical Paradise - Private Saltwater Pool - 5 Min to Siesta KeySarasota
10.0 out of 10, Exceptional, (83 reviews)
"The host was extremely responsive and made our stay very enjoyable. Everything was wonderful!"
Kerrianne D.
The price is NZ$952
includes taxes & fees
8 Nov - 9 Nov
16. ❤️ Lovebirds' Retreat - Steps to Siesta Key Public Beach -
❤️ Lovebirds' Retreat - Steps to Siesta Key Public Beach -Siesta Key
9.6 out of 10, Exceptional, (47 reviews)
"Nice property and close for the beach"
OSCAR S.
The price is NZ$891
includes taxes & fees
12 Nov - 13 Nov
17. Luxury Siesta Key Beachfront Oasis-STEPS TO WORLD FAMOUS SIESTA KEY SAND
Luxury Siesta Key Beachfront Oasis-STEPS TO WORLD FAMOUS SIESTA KEY SANDSiesta Key
9.6 out of 10, Exceptional, (71 reviews)
"The location is unmatched!!! It was the perfect size for us. The kitchen was well stocked with all the cooking equipment needed. We will definitely be back. Great memories made"
Melissa H.
The price is NZ$1,262
includes taxes & fees
18 Nov - 19 Nov
18. Modern 2BR Retreat · Heated Pool · Near Siesta
Modern 2BR Retreat · Heated Pool · Near SiestaSarasota
9.6 out of 10, Exceptional, (4 reviews)
"Property was clean, the host was friendly, and the house in general was beautiful and a great place to stay!"
Maria V.
The price is NZ$729
includes taxes & fees
10 Nov - 11 Nov
19. Modern & Bright Escape: Mins Beach, Pool, Hot Tub!
Modern & Bright Escape: Mins Beach, Pool, Hot Tub!South Village
The price is NZ$601
includes taxes & fees
15 Nov - 16 Nov
20. Star Fish. 3 Bed 2 Bath. POOL. Daily Rentals
Star Fish. 3 Bed 2 Bath. POOL. Daily RentalsSouth Village
9.6 out of 10, Exceptional, (72 reviews)
"It was very clean and close to the beach. Perfect location."
Cortney
The price is NZ$1,166
includes taxes & fees
8 Nov - 9 Nov
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.
Learn more about Siesta Key
The powdery white sand of Siesta Beach feels cool underfoot even on the hottest summer days. Rent a paddleboard at sunset to glide through the calm Gulf waters and spot dolphins arcing alongside you.
