Siesta Key, FL Villas Rentals

A coastal city with a long sandy beach, a marina, and several high-rise buildings.

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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

Siesta Key

Natalie M.

$228 nightly

Nov 18 - Nov 19

Total with taxes and fees

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

South Village

Karyn C.

$271 nightly

Nov 30 - Dec 1

Total with taxes and fees

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

Sarasota

Sharon M.

$386 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

Sarasota

Misty S.

$388 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

Sarasota

Jennie A.

$329 nightly

Nov 17 - Nov 18

Total with taxes and fees

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

Casey Key

$197 nightly

Nov 22 - Nov 23

Total with taxes and fees

A single-story house with a white exterior, a dark roof, and a front door.

7. Lakefront 2BR Bradenton Rental Near IMG & Beaches

South Bradenton

Laura

$374 nightly

Dec 8 - Dec 9

Total with taxes and fees

A modern kitchen with white cabinets, a dining area with a round table and chairs, and large windows offering a view of greenery.

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

Casey Key

Mitch K.

$206 nightly

Nov 30 - Dec 1

Total with taxes and fees

A modern single-story house with a paved driveway, a basketball hoop, and a well-maintained lawn.

9. HeatedPool • HotTub • OutdoorKitchen/Theater/Games

South Bradenton

Alisha M.

$560 nightly

Nov 18 - Nov 19

Total with taxes and fees

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

Bradenton

Kay S.

$263 nightly

Nov 16 - Nov 17

Total with taxes and fees

A resort with a swimming pool, a covered patio, and a view of the ocean.

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

Bradenton

Terri B.

$272 nightly

Dec 8 - Dec 9

Total with taxes and fees

A dining area with a table and chairs, a green wall with a sign, and a view of palm trees and greenery.

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

Bradenton

Donald L.

$263 nightly

Nov 18 - Nov 19

Total with taxes and fees

An outdoor kitchen with a grill, cooking utensils, and a view of lush greenery.

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

Bradenton

Adam D.

$736 nightly

Nov 16 - Nov 17

Total with taxes and fees

A house with a turquoise door, a welcome sign, and a window with blinds.

14. Peaceful Villa, 3.3 mi to the Beach & Big Parking

Bradenton

Shanna Lee

$385 nightly

Nov 16 - Nov 17

Total with taxes and fees

A swimming pool with lounge chairs and a hammock, surrounded by a metal roof and lush greenery.

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

Nokomis

Sue H.

$964 nightly

Nov 16 - Nov 17

Total with taxes and fees

A building with a mural of birds and flowers on the side.

16. 2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A

Casey Key

Joseph K.

$323 nightly

Nov 23 - Nov 24

Total with taxes and fees

A modern kitchen with stainless steel appliances, white cabinetry, granite countertops, and a large window offering a view of palm trees.

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

Casey Key

Joanne K.

$323 nightly

Nov 19 - Nov 20

Total with taxes and fees

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

Casey Key

Roger B.

$385 nightly

Nov 16 - Nov 17

Total with taxes and fees

Beachfront retreat with pool, palm-lined grounds, and direct beach access

19. Beachfront · Heated Pool · King Bed

Holmes Beach

$524 nightly

Dec 7 - Dec 8

Total with taxes and fees

A modern living room with a leather sofa, a glass coffee table, and a dining area with a white table and chairs.

20. 2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C

Casey Key

$323 nightly

Nov 30 - Dec 1

Total with taxes and fees

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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.

See all hotels in Siesta Key

Top reviews in Siesta Key

A hotel with a central entrance, multiple floors, and a landscaped front yard with palm trees.

Carlisle Inn

Pinecraft

10/10 Excellent

Rebecca

A modern hotel with a prominent 'Homewood Suites' sign, multiple floors, and a well-lit entrance.

Homewood Suites by Hilton Sarasota Lakewood Ranch

Sarasota

10/10 Excellent

Fantastic amenities. Pool with cabanas and plentiful outdoor seating we’re superb. Great fire pit and grills too. Proximity to a Nathan Benderson park was a major plus, the couple of minutes walk to the park was great. Provided a great option for early morning walk or jog in a gorgeous setting. Plus loved that there were nearby food and shopping options. Only drawback about a 30 minutes drive to Siesta Key or Lido beaches.

Kara

A residential area with houses, a swimming pool, and a sign indicating 'Twin Palms 1115'.

Twin Palms at Siesta

Siesta Key

10/10 Excellent

The room was very comfortable and clean. Checking in was a breeze. The kitchenette is perfect for cooking and just enough space for two people. The bed was comfortable. The bathroom was very clean. Very home-like feeling. The room was a very nice stroll away from Siesta Key beach which is so lovely. There is a heated pool which was very nice when it was windy outside. All in all, it is a great place to stay for a relaxing time. Small grocery, restaurant and bar all in walking distance.

Monique

A balcony with wicker furniture, a glass table, and a view of a swimming pool and palm trees.

Siesta Key Inn

South Village

10/10 Excellent

Jerome

A hotel entrance with a red and yellow sign, palm trees, and a parking lot.

Home2 Suites Sarasota I-75 Bee Ridge, FL

Sarasota

10/10 Excellent

Marcus

A sunlit outdoor seating area with wicker furniture and round tables, featuring a white wall and palm trees in the background.

SeaSpray Resort

Siesta Key

10/10 Excellent

Tram Anh

A white balcony railing with a view of various green plants and trees.

Escape Coastal Resort on Casey Key

Casey Key

10/10 Excellent

paul

A covered outdoor area with a brick pathway leading to a door, surrounded by potted plants and a white fence.

Tropical Beach Resorts

South Village

10/10 Excellent

Heather

A hotel with a swimming pool, palm trees, and a parking lot.

Coral Pointe Sarasota, an Ascend Collection Hotel

Fruitville

10/10 Excellent

The hotel is beautifully decorated. Its very clean from the lobby to the room. The room was spotless, the beds were comfortable and they supply shampoo, conditioner and body wash in their bathrooms. The breakfast was very good. They offer hot food i.e. eggs, sausage, bacon, french toast or pancakes. They also have cereals, oatmeal, fruits and yogurt. The pool was another wonderful feature, clean and heated with plenty of chairs and tables. The staff was super friendly and very helpful. There are...

Ester

A rooftop bar with outdoor seating, a pool, and a view of the sea.

Art Ovation Hotel, Autograph Collection

Central Sarasota

10/10 Excellent

David

A Holiday Inn Express & Suites with a parking lot, multiple vehicles, and a clear sky.

Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Nokomis

10/10 Excellent

Linda

An outdoor lounge area with wooden flooring, white cushioned seating, and a thatched roof.

Siesta Key Palms Resort

Sarasota

10/10 Excellent

Lori

A Hampton Inn & Suites hotel with a modern design, featuring a parking lot and palm trees.

Hampton Inn & Suites Sarasota/Lakewood Ranch

Bradenton

10/10 Excellent

Anonymous traveler

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the water.

Compass Hotel by Margaritaville Anna Maria Sound

Bradenton

10/10 Excellent

Francisco

A pool area with lounge chairs, palm trees, and a building with a red-tiled roof.

Siesta Key Beach Resort and Suites

Siesta Key Village

10/10 Excellent

Gregory

A multi-story hotel with a modern design, featuring a parking lot and landscaped areas.

Kompose Boutique Hotel

Sarasota

10/10 Excellent

Steven

Frequently Asked Questions

Why book your villa in Siesta Key with Expedia?

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How can I find cheap villas in Siesta Key?

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Villas in Siesta Key

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Siesta Key villas

1. [Beach Elements] pool view withprivate beach access

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

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

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

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

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

7. Lakefront 2BR Bradenton Rental Near IMG & Beaches

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

9. HeatedPool • HotTub • OutdoorKitchen/Theater/Games

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

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

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

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

14. Peaceful Villa, 3.3 mi to the Beach & Big Parking

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

16. 2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A

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

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

19. Beachfront · Heated Pool · King Bed

20. 2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C

Learn more about Siesta Key

Top reviews in Siesta Key

Carlisle Inn

10/10 Excellent

Frequently Asked Questions

Why book your villa in Siesta Key with Expedia?

How can I find cheap villas in Siesta Key?

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