Siesta Key Vacation Home Rentals from CA $235: Search Top Private Vacation Homes for Rent

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

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

1. Dolphin Villa - Pool - Steps to Siesta Key Village

Siesta Key Village

Amy

CA $524 total

includes taxes & fees

Oct 13 - Oct 14

A modern bedroom with a bed, a bedside table, a round dining table with chairs, and a large window with curtains.

2. [escape to paradise] siesta key beach getaway

Siesta Key

Tim T.

CA $433 total

includes taxes & fees

Oct 14 - Oct 15

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

Siesta Key Village

Amber B.

CA $583 total

includes taxes & fees

Oct 12 - Oct 13

A spacious living room with a stone fireplace, comfortable seating, and a view of the outdoors.

4. Siesta beach....one and only

Sarasota

Alexa

CA $661 total

includes taxes & fees

Oct 9 - Oct 10

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.

5. Siesta Heron Suites & Villas

Siesta Key

Christopher Robert

CA $461 total

includes taxes & fees

Oct 11 - Oct 12

A beach with waves and a bird flying near the shore.

6. The Mermaid at Tiny House Siesta

Sarasota

Kadina A.

CA $248 total

includes taxes & fees

Oct 19 - Oct 20

7. Everglades Villa • Sleeps 8 • Walk to Siesta Beach

Siesta Key Village

Kelsey E.

CA $629 total

includes taxes & fees

Oct 13 - Oct 14

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 Village

N A.

CA $840 total

includes taxes & fees

Oct 11 - Oct 12

A modern kitchen with white cabinetry, stainless steel appliances, and a tiled backsplash.

9. Condo with Private Beach Access, Great Shared Amenities - Private Beach House

Siesta Key

"Our stay at Private Beach House was excellent! The location was perfect, the beach was beautiful, and the house was very comfortable and convenient. We absolutely enjoyed our time there and would definitely stay again. We did have an issue with the water for one night, but we called and they were very responsive and had it resolved in less than an hour. We really appreciated how quickly they took care of it. Overall, we had a wonderful stay and would definitely recommend Private Beach House!"

Kelmarie

CA $1,221 total

includes taxes & fees

Oct 9 - Oct 10

10. Pet Friendly home, Close to Sarasota Beach!

Siesta Key Village

Matthew Y.

CA $885 total

includes taxes & fees

Oct 9 - Oct 10

A beach with clear turquoise water, a sandy shore, and a few beach umbrellas.

11. Sea Turtle- Full Sized living at Tiny House Siesta

Sarasota

Wayne

CA $275 total

includes taxes & fees

Oct 20 - Oct 21

A beach with clear turquoise water, people swimming and walking along the shore, and a sailboat in the distance.

12. Star Fish. 3 Bed 2 Bath. POOL. Daily Rentals

South Village

Cortney

CA $967 total

includes taxes & fees

Oct 11 - Oct 12

A staircase leading to a door with a welcome mat, a television on a stand, and a wooden ceiling.

13. Tiny House Pirate Ship - Sleeps 2 near Siesta Key beach

Sarasota

CA $235 total

includes taxes & fees

Oct 13 - Oct 14

An aerial view of a coastal city with a long sandy beach, numerous hotels, and clear blue waters.

14. Lulu's Key House Leatherback 2/2 Downstairs

Siesta Key Village

CA $938 total

includes taxes & fees

Oct 10 - Oct 11

15. 2 Bedroom Unit with Pool - 2 min walk to Siesta Beach

Siesta Key

Melissa B.

CA $699 total

includes taxes & fees

Oct 12 - Oct 13

A sandy beach with a clear sky and palm trees.

16. FRESHLY RENOVATED Adorable Bungalow Near the Beach! - Casita West

South Village

Amber M.

CA $941 total

includes taxes & fees

Oct 9 - Oct 10

An aerial view of a beach with clear turquoise waters, a sandy shore, and a coastal town with buildings and greenery.

17. Sea Breeze - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Siesta Key Village

jill

CA $921 total

includes taxes & fees

Oct 21 - Oct 22

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

Siesta Key Village

Jessica W.

CA $855 total

includes taxes & fees

Oct 28 - Oct 29

A modern kitchen with a stainless steel refrigerator, granite countertop, white cabinetry, and a dining area with a table and chairs.

19. Beautiful 2 Bedroom Duplex Steps Away from the Beach

South Village

"The property is beautiful! It was everything we wanted and needed. Very clean with all the amenities. The hostess responded promptly when ever we contacted them and the check-in and out was so simple! Loved that we could walk to grab a bite to eat or just check out some shopping. The best part was the 3 min walk to the private beach which was very clean and the perfect beach for shelling! We loved this place so much we are concerning rented both 1 and 2 units next season so we can bring our...

Tajsha G.

CA $825 total

includes taxes & fees

Oct 9 - Oct 10

A pool area with a mural of a shark, two pools, hot tubs, and beach access.

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

Siesta Key Village

M L.

CA $744 total

includes taxes & fees

Oct 13 - Oct 14

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Top Siesta Key Hotel Reviews

Siesta Key Inn

10/10 Excellent

"Great place very clean, nice amenities close to the beach. Very Nice"

SeaSpray Resort

10/10 Excellent

"My wife and I stayed at Sea Spray for a weekend getaway 10/3. We arrived about noon on a Saturday and decided to stop and check the place out, the super nice lady in the office checked the room for us and it was ready so she allowed us to check in and activate the code for us. We were absolutely thrilled with everything about this place. Location was great, just a few minute walk to beautiful beach. 10 minute walk to shops and restaurants. the grounds and pool were clean and well taken care of. Our room had everything we needed and was serviced daily, which is a super nice touch these days. We also loved that there was clean beach/pool towels available daily as well as beach chairs, umbrellas and wagons for us to take to the beach. I cannot recommend this place enough. Location, staff, cleanliness, amenities, all the boxes were ticked. We are already planning another weekend here in a few months."

Find out more about Siesta Key

Siesta Key Vacation Homes information

Number of reviews	439
Accommodation	901 Vacation Homes
Lowest Price	CA $235
Highest Price	CA $1,221

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Siesta Key vacation homes

1. Dolphin Villa - Pool - Steps to Siesta Key Village

2. [escape to paradise] siesta key beach getaway