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 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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 ￥16,948
￥50,704 total
includes taxes & fees
Oct 29 - Oct 30
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
￥58,685 total
includes taxes & fees
Oct 31 - Nov 1
Dolphin Villa | Pool | Steps to Siesta Key Village
A modern kitchen with white cabinets, a stainless steel refrigerator, and a large island with bar stools.

3. [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 ￥14,206
￥48,649 total
includes taxes & fees
Oct 27 - Oct 28
[lounge like locals] walk to siesta beach +bikes
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 ￥14,432
￥58,964 total
includes taxes & fees
Oct 25 - Oct 26
Island Villa | Cozy Beach Retreat | Walk to Village
A modern living room with a blue sofa, a dining table with chairs, a woven rug, and a kitchen area in the background.

5. 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 ￥12,131
￥47,058 total
includes taxes & fees
Oct 27 - Oct 28
Lobster Louie's Inn - Cozy 2/1 Mins from Beaches. Fenced yard. Pet Friendly.
A modern kitchen with a central island, bar stools, a window, and a dark cabinet.

6. 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 ￥14,721
￥36,510 total
includes taxes & fees
Nov 1 - Nov 2
Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.
A vase with dried plants on a wooden table, a decorative metal piece on the wall, and a small green bottle beside the vase.

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 ￥19,607
￥49,467 total
includes taxes & fees
Nov 1 - Nov 2
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
A compact, well-lit interior with a bunk bed, seating area, kitchenette, and a television.

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 ￥13,636
￥27,398 total
includes taxes & fees
Nov 5 - Nov 6
The Mermaid at Tiny House Siesta
A covered patio with a ceiling fan, white chairs, and a glass table.

9. 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 ￥22,216
￥95,863 total
includes taxes & fees
Oct 27 - Oct 28
Siesta Key Beach Duplex-Close to Sarasota Beach/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 ￥15,234
￥48,795 total
includes taxes & fees
Oct 28 - Oct 29
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
A modern kitchen with white cabinetry, a stainless steel refrigerator, a marble backsplash, and a central island with two stools.

11. 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
￥79,948 total
includes taxes & fees
Oct 25 - Oct 26
Lovely House in Sarasota, close to UTC Mall, Nathan B Park, and Siesta Key Beach
A house with a porch, number 203, and a ceiling fan.

12. The Hideaways at Point Pleasant (Pine Side)

The Hideaways at Point Pleasant (Pine Side)
Bradenton
9.8 out of 10, Exceptional, (182 reviews)
"Great location and wonderful place to stay."
United States
Theresa H.
The price is ￥17,099
￥46,832 total
includes taxes & fees
Oct 25 - Oct 26
The Hideaways at Point Pleasant (Pine Side)
A spacious living area with a large TV, ceiling fans, and a dining area with a table and chairs.

13. 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
￥57,152 total
includes taxes & fees
Oct 29 - Oct 30
Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/2BA
A wooden beach pavilion with a checkered roof and open sides, overlooking the beach.

14. 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 ￥26,096
￥61,180 total
includes taxes & fees
Oct 28 - Oct 29
Anna Maria Beach Condo 1/1
A modern kitchen with a central island, a dining area with a table and chairs, and a living area with a sofa and a wall-mounted TV.

15. 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 ￥15,986
￥30,054 total
includes taxes & fees
Oct 25 - Oct 26
Sea Turtle- Full Sized living at Tiny House Siesta
A swimming pool with a surrounding garden and a covered area with a metal roof.

16. 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 ￥19,309
￥68,720 total
includes taxes & fees
Oct 28 - Oct 29
Backyard Oasis & Resort Style Pool
A dining area with a white table set for two, featuring blue tableware and clear glassware.

17. Modern Coastal Charm • Near AMI Beach-IMG Academy

Modern Coastal Charm • Near AMI Beach-IMG Academy
Bradenton
10.0 out of 10, Exceptional, (41 reviews)
"Everything was clean and check in was seamless."
United States
Aubree C.
The price is ￥17,867
￥48,072 total
includes taxes & fees
Oct 28 - Oct 29
Modern Coastal Charm • Near AMI Beach-IMG Academy
A small kitchen with white cabinets, a black countertop, a microwave, and a sink.

18. 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 ￥9,090
￥25,804 total
includes taxes & fees
Nov 1 - Nov 2
Cozy Studio in Quiet Neighborhood
A two-story house with a covered porch, a small front yard, and a clear blue sky.

19. 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 ￥17,084
￥46,791 total
includes taxes & fees
Oct 28 - Oct 29
The Hideaways at Point Pleasant (Palm Side)
A wooden deck with outdoor furniture, a railing, and potted plants.

20. LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access

LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access
Sunny Shores
9.6 out of 10, Exceptional, (44 reviews)
"Superb value, quiet area, responsive owner, very nicely appointed; will definitely book again for next visit to Anna Maria Island!"
United States
Bryce W.
The price is ￥12,617
￥74,467 total
includes taxes & fees
Oct 27 - Oct 28
LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access
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

Embassy Suites by Hilton Sarasota, FL

Embassy Suites by Hilton Sarasota, FL

10/10 Excellent
"Best hotel we have ever stayed at! Clean, amazing service, breakfast! Top notch!"
Meredith 1-night trip
Posted 2 hours ago
Embassy Suites by Hilton Sarasota, FL

Find out more about Sarasota

Sarasota Vacation Homes information

Number of reviews
808
Accommodation
5490 Vacation Homes
Lowest Price
￥25,804
Highest Price
￥95,863