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 Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very good, (46 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is SAR 314
SAR 1,110 total
includes taxes & fees
3 Nov - 4 Nov
Siesta Heron Suites & Villas

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)
"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."
United States
Moreixa C.
The price is SAR 676
SAR 1,559 total
includes taxes & fees
3 Dec - 4 Dec
[lounge like locals] walk to siesta beach +bikes

3. 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, (15 reviews)
"Great place to stay and very close to restaurants "
United States
Amber B.
The price is SAR 410
SAR 1,439 total
includes taxes & fees
4 Nov - 5 Nov
Island Villa | Cozy Beach Retreat | Walk to Village

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 SAR 330
SAR 630 total
includes taxes & fees
3 Nov - 4 Nov
The Mermaid at Tiny House Siesta

5. Key West Villa 3 min to #1 Beach • Pool • BBQ

Key West Villa 3 min to #1 Beach • Pool • BBQ
Siesta Key Village
8.8 out of 10, Excellent, (8 reviews)
"Great location and pet friendly"
United States
Michael W.
The price is SAR 554
SAR 1,547 total
includes taxes & fees
9 Nov - 10 Nov
Key West Villa 3 min to #1 Beach • Pool • BBQ

6. 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 SAR 387
SAR 701 total
includes taxes & fees
3 Nov - 4 Nov
Sea Turtle- Full Sized living at Tiny House Siesta

7. 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 315
SAR 613 total
includes taxes & fees
3 Dec - 4 Dec
Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach

8. Luxury Siesta Key Beachfront Oasis-STEPS TO WORLD FAMOUS SIESTA KEY SAND

Luxury Siesta Key Beachfront Oasis-STEPS TO WORLD FAMOUS SIESTA KEY SAND
Siesta 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"
United States
Melissa H.
The price is SAR 743
SAR 2,236 total
includes taxes & fees
3 Nov - 4 Nov
Luxury Siesta Key Beachfront Oasis-STEPS TO WORLD FAMOUS SIESTA KEY SAND

9. Salty Summer ~ Near Village ~ Shared Pool

Salty Summer ~ Near Village ~ Shared Pool
Siesta Key Village
10.0 out of 10, Exceptional, (6 reviews)
"Very nice and well located property"
United States
George
Salty Summer ~ Near Village ~ Shared Pool

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, (16 reviews)
"We loved staying here for my bachelorette!"
United States
Kelsey E.
Everglades Villa • Sleeps 8 • Walk to Siesta Beach

11. Siesta beach....one and only

Siesta beach....one and only
Sarasota
9.4 out of 10, Exceptional, (222 reviews)
"Nice stay perfect location"
United States
tom f.
Siesta beach....one and only

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 2,147 total
includes taxes & fees
3 Nov - 4 Nov
Star Fish. 3 Bed 2 Bath. POOL. Daily Rentals

13. Summer Salt ~ Near Village ~ Shared Pool

Summer Salt ~ Near Village ~ Shared Pool
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.
Summer Salt ~ Near Village ~ Shared Pool

14. 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

15. Modern & Bright Escape: Mins Beach, Pool, Hot Tub!

Modern & Bright Escape: Mins Beach, Pool, Hot Tub!
South Village
Modern & Bright Escape: Mins Beach, Pool, Hot Tub!

16. 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)
"Beautiful little place. Super clean. Has everything you need. Great communication and quick response to any need. Fast walk to the beach and village."
United States
Ivette R.
Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly

17. Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ Pool

Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ Pool
Siesta Key Village
8.8 out of 10, Excellent, (13 reviews)
"Nice place for a quick each stay"
United States
M L.
Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ Pool

18. Unique & Artsy Beach Getaway: Pool ~ Hot Tub ~ Pkg

Unique & Artsy Beach Getaway: Pool ~ Hot Tub ~ Pkg
Siesta Key Village
8.0 out of 10, Very good, (5 reviews)
"Great location got a little loud with upstairs guest dog running across floors. "
United States
Jessica W.
Unique & Artsy Beach Getaway: Pool ~ Hot Tub ~ Pkg

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

Modern 2BR Retreat · Heated Pool · Near Siesta
Sarasota
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!"
United States
Maria V.
Modern 2BR Retreat · Heated Pool · Near Siesta

20. Island House -w/ heated pool 1 mi to Siesta beach!

Island House -w/ heated pool 1 mi to Siesta beach!
Sarasota
6.0 out of 10, (2 reviews)
"The pool was very tiny. It is not a short walk to siesta key beach. The locals shared how much of a pain it is getting from that area to the beach and that you can’t drive yourself, you need a ride share."
United States
erin w.
Island House -w/ heated pool 1 mi 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