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

Search Siesta Key Villa Accommodation

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Siesta Key villas

A bicycle parked outside a building with a 'Hello' mat at the entrance.

1. [Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (43 reviews)
"The space was clean and well-equipped, and the host was easily reachable and responded quickly when I asked a question. The private beach access was nice. I would stay here again. "
United States
Natalie M.
The price is AU$380
includes taxes & fees
11 Oct - 12 Oct
[Beach Elements] pool view withprivate beach access
A residential house with a fenced front yard, a parked car, and a palm tree.

2. Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk

Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
South Village
9.6 out of 10, Exceptional, (63 reviews)
"Close to everything, beautiful beach, clean property, pictures and description very accurate. Can’t wait to come back!"
United States
Karyn C.
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
A swimming pool with a clear view of the ocean, surrounded by palm trees and a white fence.

3. Tranquil villa with private beach, 2br/2ba 3 pools, complex on beach!! Patio

Tranquil villa with private beach, 2br/2ba 3 pools, complex on beach!! Patio
Sarasota
10.0 out of 10, Exceptional, (21 reviews)
"Nice place and location. I would love to stay again."
United States
Jason M.
Tranquil villa with private beach, 2br/2ba 3 pools, complex on beach!! Patio
A sunlit balcony with a round glass table and wicker chairs, overlooking a well-maintained lawn and a house in the background.

4. Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Sarasota
9.6 out of 10, Exceptional, (27 reviews)
"Excellent stay. Very clean and facilities were great "
United Kingdom
Jennie A.
The price is AU$572
includes taxes & fees
11 Oct - 12 Oct
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
A covered patio with a table and chairs, a stone floor, and a view of a residential street and greenery.

5. AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
Sarasota
9.4 out of 10, Exceptional, (51 reviews)
"The condo is beautifully furnished and equipped with everything we needed. It was very comfortable and we would definitely stay there again."
United States
Sharon M.
The price is AU$714
includes taxes & fees
11 Oct - 12 Oct
AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
A covered patio with a table and chairs, a stone floor, and a view of a residential street and greenery.

6. BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!

BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
Sarasota
9.6 out of 10, Exceptional, (53 reviews)
"We loved staying here!! Having the garage was a really great bonus especially if you're going to the beach a lot! Pool was super nice and very close so that was great too! I really liked all the beach towels provided as well! Really great and nice place!"
United States
Misty S.
The price is AU$746
includes taxes & fees
11 Oct - 12 Oct
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
A patio with a round table and chairs, a blue umbrella, and a view of a building with a balcony.

7. 1 Bedroom/1 Bath Villa (Ground Level) - Unit 11

1 Bedroom/1 Bath Villa (Ground Level) - Unit 11
Casey Key
The price is AU$332
includes taxes & fees
12 Oct - 13 Oct
1 Bedroom/1 Bath Villa (Ground Level) - Unit 11
A single-story house with a white exterior, a dark roof, and a front door.

8. Lakefront 2BR Bradenton Rental Near IMG & Beaches

Lakefront 2BR Bradenton Rental Near IMG & Beaches
South Bradenton
8.8 out of 10, Excellent, (3 reviews)
"Very clean. No tissues or napkins🤔. Recommend pump hand soap instead of little bars. Also, 2 outdoor chaises were ripped and 1 out of 2 outdoor chairs was broken and unable to use the.."
United States
Laura
The price is AU$352
includes taxes & fees
3 Nov - 4 Nov
Lakefront 2BR Bradenton Rental Near IMG & Beaches
A resort with a swimming pool, a covered patio, and a view of the ocean.

9. Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Bradenton
10.0 out of 10, Exceptional, (39 reviews)
"This was a great place to stay. Easy access to everything the area has to offer."
United States
Terri B.
The price is AU$420
includes taxes & fees
10 Oct - 11 Oct
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
A serene lakeside setting with large trees and a white gazebo.

10. Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Bradenton
9.8 out of 10, Exceptional, (30 reviews)
"The host was welcoming, and the amenities were great. We liked staying in that part of town."
United States
Perry W.
The price is AU$420
includes taxes & fees
10 Oct - 11 Oct
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
A modern kitchen with white cabinets, a dining area with a round table and chairs, and large windows offering a view of greenery.

11. ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8

ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8
Casey Key
10.0 out of 10, Exceptional, (4 reviews)
"Had a very relaxing time. Nice short walk to the beach"
United States
Mitch K.
The price is AU$383
includes taxes & fees
3 Nov - 4 Nov
ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8
A swimming pool with lounge chairs and a hammock, surrounded by a metal roof and lush greenery.

12. Sea Glass Serenity, 3+2, Nokomis Beach, Heated Pool

Sea Glass Serenity, 3+2, Nokomis Beach, Heated Pool
Nokomis
10.0 out of 10, Exceptional, (4 reviews)
"Everything was excellent! I would rent this again if the opportunity were there!"
United States
Sue H.
The price is AU$1,207
includes taxes & fees
10 Oct - 11 Oct
Sea Glass Serenity, 3+2, Nokomis Beach, Heated Pool
A dining area with a table and chairs, a green wall with a sign, and a view of palm trees and greenery.

13. Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly

Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Bradenton
10.0 out of 10, Exceptional, (39 reviews)
"Very nice place and quiet. Enjoyed the secluded pool and the variety of plants and flowers everywhere. The Riverwalk was nice too."
United States
Craig C.
The price is AU$420
includes taxes & fees
11 Oct - 12 Oct
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
A residential property with a driveway leading to a house, surrounded by well-maintained lawns and large trees with hanging moss.

14. Heated Pool • Sleeps 25 • Pickle/Bball • Theater

Heated Pool • Sleeps 25 • Pickle/Bball • Theater
Bradenton
10.0 out of 10, Exceptional, (2 reviews)
"Great spot to have for a team playing in IMG events."
United States
Adam D.
The price is AU$1,287
includes taxes & fees
13 Oct - 14 Oct
Heated Pool • Sleeps 25 • Pickle/Bball • Theater
A building with a mural of birds and flowers on the side.

15. 2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A

2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A
Casey Key
10.0 out of 10, Exceptional, (1 review)
"Perfect getaway"
United States
Joseph K.
The price is AU$533
includes taxes & fees
12 Oct - 13 Oct
2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A
A multi-story hotel with a pool, beachside location, and a parking area.

16. NEW!~ Beach Front/Heated Pool! Coconuts 107

NEW!~ Beach Front/Heated Pool! Coconuts 107
Holmes Beach
10.0 out of 10, Exceptional, (3 reviews)
"Great property, location and host …worth the price. Enjoy your stay as much as we did !!"
United States
Zulett L.
The price is AU$996
includes taxes & fees
1 Nov - 2 Nov
NEW!~ Beach Front/Heated Pool! Coconuts 107
A house with a vibrant fish mural on the side, a paved pathway, and a small garden area with palm trees.

17. 2 Bedroom/2 Bath Villa (Ground Level) - Unit 7

2 Bedroom/2 Bath Villa (Ground Level) - Unit 7
Casey Key
10.0 out of 10, Exceptional, (2 reviews)
"Clean and updated cottage across the street from beach and walking distance to two restaurants. Responsive management and easy to work with. Quiet sleeping . Nice stay"
United States
Joanne K.
The price is AU$568
includes taxes & fees
2 Nov - 3 Nov
2 Bedroom/2 Bath Villa (Ground Level) - Unit 7
Outdoor dining

18. 3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B

3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B
Casey Key
10.0 out of 10, Exceptional, (1 review)
"The escape at Casey key was a great place to stay , was clean rooms were nice and updated and look forward to next Memorial Day weekend"
United States
Roger B.
3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B
A modern living room with a leather sofa, a glass coffee table, and a dining area with a white table and chairs.

19. 2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C

2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C
Casey Key
The price is AU$674
includes taxes & fees
9 Nov - 10 Nov
2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Siesta Key Hotel Reviews

Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"Location, location, location"
misty 5-night trip
Posted 11 hours ago
Tropical Beach Resorts

Find out more about Siesta Key

Siesta Key Villas information

Number of reviews
293
Accommodation
310 Villas
Lowest Price
AU$332
Highest Price
AU$1,287

Explore a world of travel with Expedia