A beach with a wooden pier extending into the turquoise sea, palm trees, and people walking on the pier.

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Sarasota vacation homes

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.

1. 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 ￥15,563
￥49,139 total
includes taxes & fees
Nov 2 - Nov 3
Siesta Heron Suites & Villas
A wooden deck with blue lounge chairs, orange chairs, and a barbecue area.

2. 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 ￥18,040
￥58,999 total
includes taxes & fees
Oct 31 - Nov 1
Dolphin Villa | Pool | Steps to Siesta Key Village
A modern kitchen with a central island, bar stools, a window, and a dark cabinet.

3. Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.

Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.
The Meadows
10.0 out of 10, Exceptional, (29 reviews)
"The perfect place and the best rental I’ve stayed in!! All the descriptions are perfect. If you’re looking for a private getaway that’s close and cozy, this is it."
United States
Emma
The price is ￥15,060
￥36,893 total
includes taxes & fees
Oct 27 - Oct 28
Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.
A wooden deck with white railings, red chairs, and a view of a residential area with palm trees and a blue house.

4. 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 ￥18,942
￥65,518 total
includes taxes & fees
Oct 31 - Nov 1
Island Villa | Cozy Beach Retreat | Walk to Village
A modern kitchen with white cabinets, a stainless steel refrigerator, and a large island with bar stools.

5. [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 ￥12,118
￥45,774 total
includes taxes & fees
Oct 27 - Oct 28
[lounge like locals] walk to siesta beach +bikes
A modern kitchen with white cabinetry, a stainless steel refrigerator, a marble backsplash, and a central island with two stools.

6. Lovely House in Sarasota, close to UTC Mall, Nathan B Park, and Siesta Key Beach

Lovely House in Sarasota, close to UTC Mall, Nathan B Park, and Siesta Key Beach
Sarasota
10.0 out of 10, Exceptional, (6 reviews)
"House was charming, clean and comfortable - neighborhood was quiet. "
United States
Mary I. O.
The price is ￥21,177
￥80,262 total
includes taxes & fees
Oct 31 - Nov 1
Lovely House in Sarasota, close to UTC Mall, Nathan B Park, and Siesta Key Beach
A kitchen with white cabinets, a granite countertop, stainless steel appliances, and a tiled backsplash.

7. Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.

Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Southgate
10.0 out of 10, Exceptional, (84 reviews)
"The place was super cute, clean, quiet, cozy, and in a great location. The host was very communicative and sweet. Definitely a great stay, 10/10 recommend!"
United States
Sierra B.
The price is ￥18,213
￥47,759 total
includes taxes & fees
Nov 1 - Nov 2
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
A beach with clear turquoise water, a sandy shore, and a few beach umbrellas.

8. 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 ￥13,648
￥27,423 total
includes taxes & fees
Oct 27 - Oct 28
The Mermaid at Tiny House Siesta
A modern living room with a blue sofa, a dining table with chairs, a woven rug, and a kitchen area in the background.

9. Lobster Louie's Inn - Cozy 2/1 Mins from Beaches. Fenced yard. Pet Friendly.

Lobster Louie's Inn - Cozy 2/1 Mins from Beaches. Fenced yard. Pet Friendly.
Whitfield Estates
9.0 out of 10, Wonderful, (26 reviews)
"The host was excellent and made sure that we had a great stay. The place was very clean and extremely nice. My family and I had a wonderful time."
United States
Anonymous traveler
The price is ￥12,142
￥47,100 total
includes taxes & fees
Oct 27 - Oct 28
Lobster Louie's Inn - Cozy 2/1 Mins from Beaches. Fenced yard. Pet Friendly.
A balcony with two blue chairs and a small table, overlooking a lake with trees and a sunset.

10. Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
Sabal Harbour
10.0 out of 10, Exceptional, (35 reviews)
"Great location! I loved the sunsets on the back patio!"
United States
Megan R.
The price is ￥15,248
￥48,839 total
includes taxes & fees
Oct 28 - Oct 29
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
A wooden beach pavilion with a checkered roof and open sides, overlooking the beach.

11. Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1
Bradenton Beach
9.8 out of 10, Exceptional, (237 reviews)
"Great place to stay!"
United States
Donna B.
The price is ￥24,001
￥58,213 total
includes taxes & fees
Oct 27 - Oct 28
Anna Maria Beach Condo 1/1
A lifeguard tower with a blue umbrella on a sandy beach.

12. Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/2BA

Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/2BA
Bradenton
10.0 out of 10, Exceptional, (15 reviews)
"Great spot, lovely back yard and pool, so relaxing we loved it."
United States
Cadence
The price is ￥12,824
￥57,309 total
includes taxes & fees
Oct 29 - Oct 30
Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/2BA
A dining area with a dark wooden table, four chairs, and a hanging lamp.

13. Lakeview Bradenton Rental Near Beaches & IMG

Lakeview Bradenton Rental Near Beaches & IMG
South Bradenton
9.6 out of 10, Exceptional, (5 reviews)
"Very clean and comfortable. "
United States
Dee F.
The price is ￥14,824
￥36,361 total
includes taxes & fees
Oct 27 - Oct 28
Lakeview Bradenton Rental Near Beaches & IMG
A two-story house with a covered porch, a small front yard, and a clear blue sky.

14. The Hideaways at Point Pleasant (Palm Side)

The Hideaways at Point Pleasant (Palm Side)
Bradenton
10.0 out of 10, Exceptional, (177 reviews)
"Great downtown location! We enjoyed our stay!"
United States
Diane M.
The price is ￥17,099
￥46,832 total
includes taxes & fees
Oct 28 - Oct 29
The Hideaways at Point Pleasant (Palm Side)
A compact, stainless steel LG ThinQ washer and dryer unit in a small, enclosed laundry room with a white door and light-colored walls.

15. Cozy Studio in Quiet Neighborhood

Cozy Studio in Quiet Neighborhood
Bradenton
9.0 out of 10, Wonderful, (14 reviews)
"Very clean and wonderful area"
United States
Jared B.
The price is ￥9,098
￥25,827 total
includes taxes & fees
Nov 1 - Nov 2
Cozy Studio in Quiet Neighborhood
A beach with clear turquoise water, a sandy shore, and a few beach umbrellas.

16. 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 ￥16,001
￥30,239 total
includes taxes & fees
Oct 28 - Oct 29
Sea Turtle- Full Sized living at Tiny House Siesta
A swimming pool with a surrounding garden and a covered area with a metal roof.

17. Backyard Oasis & Resort Style Pool

Backyard Oasis & Resort Style Pool
Bradenton
10.0 out of 10, Exceptional, (70 reviews)
"Great house! Super clean and amazing pool area. Would stay again!"
United States
Katina M.
The price is ￥19,326
￥68,781 total
includes taxes & fees
Oct 27 - Oct 28
Backyard Oasis & Resort Style Pool
A beach with clear turquoise water and a sandy shore.

18. Paradise Retreat with HEATED POOL-- Need We Say More

Paradise Retreat with HEATED POOL-- Need We Say More
South Bradenton
10.0 out of 10, Exceptional, (196 reviews)
"great place to stay host should get over a 5 star"
United States
Stacie
The price is ￥25,413
￥61,581 total
includes taxes & fees
Oct 30 - Oct 31
Paradise Retreat with HEATED POOL-- Need We Say More
A beach at sunset with people in the water and a bird flying.

19. Tropical and Tranquil Bradenton hideaway

Tropical and Tranquil Bradenton hideaway
River Pointe
9.0 out of 10, Wonderful, (23 reviews)
"Very clean - perfect location for what we needed. Well appointed and amenities were exactly as listed. Check in and out was easy and communication with host was prompt and friendly. Enjoyed our stay and the home. Would highly recommend and hope to stay again sometime!"
United States
Jill B.
The price is ￥16,801
￥50,752 total
includes taxes & fees
Oct 27 - Oct 28
Tropical and Tranquil Bradenton hideaway
An aerial view of a beach with clear skies, a sandy shore, and a mix of greenery and paths.

20. 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 ￥22,236
￥95,949 total
includes taxes & fees
Oct 27 - Oct 28
Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly
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 Sarasota Hotel Reviews

Kompose Boutique Hotel

Kompose Boutique Hotel

8/10 Good
"Everything was great until I kept seeing roaches in our room."
Mary 4-night trip
Posted 6 hours ago
Kompose Boutique Hotel

Find out more about Sarasota

Sarasota Vacation Homes information

Number of reviews
947
Accommodation
5490 Vacation Homes
Lowest Price
￥25,827
Highest Price
￥95,949