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
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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 ￥15,318
￥49,071 total
includes taxes & fees
Oct 8 - Oct 9
Siesta Heron Suites & Villas
A narrow hallway leading to a bathroom with a vanity, shelves with storage bins, and a chandelier.

2. Cozy 1-bedroom private room in Sarasota.

Cozy 1-bedroom private room in Sarasota.
Sarasota Springs
10.0 out of 10, Exceptional, (5 reviews)
The price is ￥7,896
￥19,218 total
includes taxes & fees
Oct 12 - Oct 13
Cozy 1-bedroom private room in Sarasota.
Living area

3. Your Private Slice of Sarasota - sleeps 8 with private Pool

Your Private Slice of Sarasota - sleeps 8 with private Pool
Whitfield Estates
The price is ￥25,581
￥74,108 total
includes taxes & fees
Oct 8 - Oct 9
Your Private Slice of Sarasota - sleeps 8 with private Pool
A modern kitchen with white cabinets, a stainless steel refrigerator, and a large island with bar stools.

4. [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 ￥16,427
￥50,529 total
includes taxes & fees
Oct 13 - Oct 14
[lounge like locals] walk to siesta beach +bikes
A modern kitchen with a central island, bar stools, a window, and a dark cabinet.

5. 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 ￥16,997
￥39,531 total
includes taxes & fees
Oct 11 - Oct 12
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.

6. 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 ￥18,160
￥63,970 total
includes taxes & fees
Oct 12 - Oct 13
Island Villa | Cozy Beach Retreat | Walk to Village
A beach with waves and a bird flying near the shore.

7. 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 ￥13,738
￥27,604 total
includes taxes & fees
Oct 12 - Oct 13
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.

8. 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, (25 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 ￥12,364
￥47,733 total
includes taxes & fees
Oct 13 - Oct 14
Lobster Louie's Inn - Cozy 2/1 Mins from Beaches. Fenced yard. Pet Friendly.
A wooden deck with blue lounge chairs, orange chairs, and a barbecue area.

9. 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 ￥17,252
￥57,566 total
includes taxes & fees
Oct 13 - Oct 14
Dolphin Villa - Pool - Steps to Siesta Key Village
A compact, stainless steel LG ThinQ washer and dryer unit in a small, enclosed laundry room with a white door and light-colored walls.

10. 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 ￥9,159
￥25,999 total
includes taxes & fees
Oct 11 - Oct 12
Cozy Studio in Quiet Neighborhood
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, (235 reviews)
"Great place to stay!"
United States
Donna B.
The price is ￥22,739
￥57,151 total
includes taxes & fees
Oct 8 - Oct 9
Anna Maria Beach Condo 1/1
A balcony with two blue chairs and a small table, overlooking a lake with trees and a sunset.

12. 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, (34 reviews)
"Great location! I loved the sunsets on the back patio!"
United States
Megan R.
The price is ￥17,765
￥52,210 total
includes taxes & fees
Oct 8 - Oct 9
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
A wooden deck with blue lounge chairs, orange chairs, and a barbecue area.

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

Everglades Villa • Sleeps 8 • Walk to Siesta Beach
Siesta Key Village
9.0 out of 10, Wonderful, (15 reviews)
"We loved staying here for my bachelorette!"
United States
Kelsey E.
The price is ￥23,789
￥72,124 total
includes taxes & fees
Oct 13 - Oct 14
Everglades Villa • Sleeps 8 • Walk to Siesta Beach
A dining table set with plates, glasses, and a decorative glass holder.

14. Beachside Bliss: Family House-Siesta Key-3BR/2BA

Beachside Bliss: Family House-Siesta Key-3BR/2BA
Sarasota
10.0 out of 10, Exceptional, (28 reviews)
"Great property! Very clean and spacious. Perfect for what we needed and close to Siesta Key and Gulf Gate restaurants and bars,"
United States
Lori B.
The price is ￥15,633
￥54,158 total
includes taxes & fees
Oct 15 - Oct 16
Beachside Bliss: Family House-Siesta Key-3BR/2BA
A lifeguard tower with a blue umbrella on a sandy beach.

15. 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 ￥13,081
￥59,147 total
includes taxes & fees
Oct 8 - Oct 9
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.

16. 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 ￥15,586
￥37,509 total
includes taxes & fees
Nov 3 - Nov 4
Lakeview Bradenton Rental Near Beaches & IMG
A two-story house with a covered porch, a small front yard, and a clear blue sky.

17. 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 ￥17,212
￥47,142 total
includes taxes & fees
Oct 8 - Oct 9
The Hideaways at Point Pleasant (Palm Side)
A beachside restaurant with a thatched roof, wooden tables, and chairs, overlooking a sandy beach and the ocean.

18. 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 ￥12,712
￥74,554 total
includes taxes & fees
Oct 8 - Oct 9
LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access
A swimming pool with a surrounding garden and a covered area with a metal roof.

19. Backyard Oasis & Resort Style Pool

Backyard Oasis & Resort Style Pool
Bradenton
10.0 out of 10, Exceptional, (69 reviews)
"Great house! Super clean and amazing pool area. Would stay again!"
United States
Katina M.
The price is ￥19,455
￥69,238 total
includes taxes & fees
Oct 11 - Oct 12
Backyard Oasis & Resort Style Pool
A house with a porch, number 203, and a ceiling fan.

20. 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. Super quiet! "
United States
John R.
The price is ￥17,212
￥46,195 total
includes taxes & fees
Oct 17 - Oct 18
The Hideaways at Point Pleasant (Pine Side)
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

Ramada by Wyndham Sarasota Waterfront

Ramada by Wyndham Sarasota Waterfront

10/10 Excellent
"Nice bar right on the water and a restaurant and a beautiful outdoor pool right on the water"
Ralph 1-night trip
Posted 1 hour ago
Ramada by Wyndham Sarasota Waterfront

Find out more about Sarasota

Sarasota Vacation Homes information

Number of reviews
632
Accommodation
5490 Vacation Homes
Lowest Price
￥19,218
Highest Price
￥74,554