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

Villas in Siesta Key

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  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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.
$239 nightly
The price is $243
Sep 29 - Sep 30
Total with taxes and fees
[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.
$259 nightly
The price is $290
Sep 30 - Oct 1
Total with taxes and fees
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
A covered patio with a table and chairs, a stone floor, and a view of a residential street and greenery.

3. SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

SPRING 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.
$401 nightly
The price is $450
Sep 29 - Sep 30
Total with taxes and fees
SPRING 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.

4. 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.
$403 nightly
The price is $452
Sep 29 - Sep 30
Total with taxes and fees
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
A sunlit balcony with a round glass table and wicker chairs, overlooking a well-maintained lawn and a house in the background.

5. 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.
$339 nightly
The price is $380
Sep 30 - Oct 1
Total with taxes and fees
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
A patio with a round table and chairs, a blue umbrella, and a view of a building with a balcony.

6. 1 Bedroom/1 Bath Villa (Ground Level) - Unit 11

1 Bedroom/1 Bath Villa (Ground Level) - Unit 11
Casey Key
$201 nightly
The price is $225
Oct 6 - Oct 7
Total with taxes and fees
1 Bedroom/1 Bath Villa (Ground Level) - Unit 11
A modern kitchen with white cabinets, a dining area with a round table and chairs, and large windows offering a view of greenery.

7. 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.
$200 nightly
The price is $223
Sep 29 - Sep 30
Total with taxes and fees
ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8
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
$217 nightly
The price is $229
Oct 5 - Oct 6
Total with taxes and fees
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, (38 reviews)
"This was a great place to stay. Easy access to everything the area has to offer."
United States
Terri B.
$248 nightly
The price is $278
Sep 29 - Sep 30
Total with taxes and fees
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
A dining area with a table and chairs, a green wall with a sign, and a view of palm trees and greenery.

10. 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.
$248 nightly
The price is $278
Sep 29 - Sep 30
Total with taxes and fees
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
A modern single-story house with a paved driveway, a basketball hoop, and a well-maintained lawn.

11. HeatedPool • HotTub • OutdoorKitchen/Theater/Games

HeatedPool • HotTub • OutdoorKitchen/Theater/Games
South Bradenton
$491 nightly
The price is $551
Oct 1 - Oct 2
Total with taxes and fees
HeatedPool • HotTub • OutdoorKitchen/Theater/Games
A serene lakeside setting with large trees and a white gazebo.

12. 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.
$248 nightly
The price is $278
Sep 29 - Sep 30
Total with taxes and fees
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
A swimming pool with lounge chairs and a hammock, surrounded by a metal roof and lush greenery.

13. 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, (3 reviews)
"Everything was excellent! I would rent this again if the opportunity were there!"
United States
Sue H.
$723 nightly
The price is $811
Sep 29 - Sep 30
Total with taxes and fees
Sea Glass Serenity, 3+2, Nokomis Beach, Heated Pool
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.
$735 nightly
The price is $825
Sep 29 - Sep 30
Total with taxes and fees
Heated Pool • Sleeps 25 • Pickle/Bball • Theater
A house with a vibrant fish mural on the side, a paved pathway, and a small garden area with palm trees.

15. 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.
$318 nightly
The price is $357
Oct 1 - Oct 2
Total with taxes and fees
2 Bedroom/2 Bath Villa (Ground Level) - Unit 7
A modern living room with a leather sofa, a glass coffee table, and a dining area with a white table and chairs.

16. 2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C

2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C
Casey Key
$318 nightly
The price is $357
Oct 7 - Oct 8
Total with taxes and fees
2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C
A building with a mural of birds and flowers on the side.

17. 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.
$358 nightly
The price is $401
Oct 28 - Oct 29
Total with taxes and fees
2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A

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.
$405 nightly
The price is $454
Oct 8 - Oct 9
Total with taxes and fees
3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B
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 Breeze Resort

Tropical Breeze Resort

8/10 Good
"They upgraded my reservation, with a full kitchen and extra room. Location was right behind the village, for easy walking. Was able to bring my dog. Staff friendly and helpful."
Susan 2-night trip
Posted 2 hours ago
Tropical Breeze Resort

Find out more about Siesta Key

Siesta Key Villas information

Number of reviews
264
Accommodation
310 Villas
Lowest Price
$223
Highest Price
$825

Frequently asked questions

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