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

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Siesta Key vacation homes

A wooden deck with blue lounge chairs, orange chairs, and a barbecue area.

1. 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)
"The place was clean and location was perfect! 2 blocks to the beach and 2 blocks to the village. It’s really great and helpful that they provided beach wagon, chairs and umbrella. "
United States
Amy
The price is SAR 410
SAR 1,379 total
includes taxes & fees
22 Oct - 23 Oct
Dolphin Villa | Pool | Steps to Siesta Key Village
A modern kitchen with white cabinets, a stainless steel refrigerator, and a large island with bar stools.

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 309
SAR 1,119 total
includes taxes & fees
19 Oct - 20 Oct
[lounge like locals] walk to siesta beach +bikes
A wooden deck with white railings, red chairs, and a view of a residential area with palm trees and a blue house.

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, (14 reviews)
"Great place to stay and very close to restaurants "
United States
Amber B.
The price is SAR 388
SAR 1,479 total
includes taxes & fees
20 Oct - 21 Oct
Island Villa | Cozy Beach Retreat | Walk to Village
A spacious living room with a leather sofa, a glass coffee table, and a wooden dining table. Large windows provide ample natural light and a view of the outdoors.

4. 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 381
SAR 1,185 total
includes taxes & fees
26 Oct - 27 Oct
Siesta Heron Suites & Villas
A wooden deck with blue lounge chairs, orange chairs, and a barbecue area.

5. 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 SAR 496
SAR 1,624 total
includes taxes & fees
19 Oct - 20 Oct
Everglades Villa • Sleeps 8 • Walk to Siesta Beach
A beach with waves and a bird flying near the shore.

6. 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 326
SAR 656 total
includes taxes & fees
20 Oct - 21 Oct
The Mermaid at Tiny House Siesta
A beach with clear turquoise water, a sandy shore, and a few beach umbrellas.

7. 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 383
SAR 727 total
includes taxes & fees
19 Oct - 20 Oct
Sea Turtle- Full Sized living at Tiny House Siesta
An aerial view of a beach with clear skies, a sandy shore, and a mix of greenery and paths.

8. 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.
The price is SAR 532
SAR 2,288 total
includes taxes & fees
19 Oct - 20 Oct
Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly
A spacious living room with a stone fireplace, comfortable seating, and a view of the outdoors.

9. 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.
The price is SAR 469
SAR 1,768 total
includes taxes & fees
21 Oct - 22 Oct
Siesta beach....one and only
An aerial view of a beach with clear skies, a sandy shore, and a mix of greenery and paths.

10. 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 SAR 627
SAR 2,384 total
includes taxes & fees
19 Oct - 20 Oct
Pet Friendly home, Close to Sarasota Beach!
Exterior

11. 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.
The price is SAR 949
SAR 2,139 total
includes taxes & fees
9 Nov - 10 Nov
2 Bedroom Unit with Pool - 2 min walk to Siesta Beach
A kitchen with a coffee maker, a sink, and shelves with dishes and mugs.

12. 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 293
SAR 618 total
includes taxes & fees
19 Oct - 20 Oct
Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach
An aerial view of a beach with clear turquoise waters, a sandy shore, and a coastal town with buildings and greenery.

13. 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"
United States
Justin H.
The price is SAR 1,255
SAR 2,426 total
includes taxes & fees
26 Oct - 27 Oct
Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
A pool area with a mural of a shark, two pools, hot tubs, and beach access.

14. 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.
The price is SAR 777
SAR 2,065 total
includes taxes & fees
1 Nov - 2 Nov
Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ Pool
Living area

15. 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.
The price is SAR 699
SAR 1,966 total
includes taxes & fees
26 Oct - 27 Oct
Unique & Artsy Beach Getaway: Pool ~ Hot Tub ~ Pkg
A covered balcony with wicker furniture, a ceiling fan, and lush tropical plants.

16. 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
The price is SAR 821
SAR 2,527 total
includes taxes & fees
1 Nov - 2 Nov
Salty Summer ~ Near Village ~ Shared Pool
A poolside setting with candles and decorative stones.

17. 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.
The price is SAR 484
SAR 1,493 total
includes taxes & fees
20 Oct - 21 Oct
Modern 2BR Retreat · Heated Pool · Near Siesta
A sun-shaped mirror, a wooden cabinet, and a round table with chairs in a room with white walls and a tiled floor.

18. 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
9.4 out of 10, Exceptional, (70 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 856
SAR 2,374 total
includes taxes & fees
19 Oct - 20 Oct
Luxury Siesta Key Beachfront Oasis-STEPS TO WORLD FAMOUS SIESTA KEY SAND
A modern living room with a gray sofa, colorful pillows, a wooden coffee table, and a vibrant rug. A kitchen with pink cabinets and a stove is visible in the background.

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

Modern & Bright Escape: Mins Beach, Pool, Hot Tub!
South Village
The price is SAR 330
SAR 1,133 total
includes taxes & fees
20 Oct - 21 Oct
Modern & Bright Escape: Mins Beach, Pool, Hot Tub!
A modern kitchen with stainless steel appliances, wooden cabinets, and a granite countertop.

20. 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.
The price is SAR 840
SAR 2,159 total
includes taxes & fees
15 Nov - 16 Nov
Summer Salt ~ Near Village ~ Shared Pool
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

Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"Nice property, good location"
Vickie 2-night trip
Posted 4 hours ago
Tropical Beach Resorts