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 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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 ￥15,888
￥49,862 total
includes taxes & fees
Oct 15 - Oct 16
Siesta Heron Suites & Villas
A modern kitchen with a central island, bar stools, a window, and a dark cabinet.

2. 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
Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.
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 ￥13,536
￥47,818 total
includes taxes & fees
Oct 15 - Oct 16
[lounge like locals] walk to siesta beach +bikes
A wooden deck with blue lounge chairs, orange chairs, and a barbecue area.

4. 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 ￥17,299
￥58,198 total
includes taxes & fees
Oct 22 - Oct 23
Dolphin Villa | Pool | Steps to Siesta Key Village
A beach with waves and a bird flying near the shore.

5. 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 ￥13,776
￥27,680 total
includes taxes & fees
Oct 17 - Oct 18
The Mermaid at Tiny House Siesta
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 ￥16,388
￥62,386 total
includes taxes & fees
Oct 20 - Oct 21
Island Villa | Cozy Beach Retreat | Walk to 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.

7. 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 ￥9,201
￥26,118 total
includes taxes & fees
Oct 18 - Oct 19
Cozy Studio in Quiet Neighborhood
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 ￥12,398
￥47,546 total
includes taxes & fees
Oct 21 - Oct 22
Lobster Louie's Inn - Cozy 2/1 Mins from Beaches. Fenced yard. Pet Friendly.
A living room with a sofa, coffee table, and decorative items. There is a ceiling fan and a dining area with a table and chairs.

9. 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 ￥22,643
￥70,911 total
includes taxes & fees
Oct 19 - Oct 20
Your Private Slice of Sarasota - sleeps 8 with private Pool
A wooden deck with blue lounge chairs, orange chairs, and a barbecue area.

10. 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 ￥20,940
￥68,524 total
includes taxes & fees
Oct 19 - Oct 20
Everglades Villa • Sleeps 8 • Walk to Siesta Beach
A house with a porch, number 203, and a ceiling fan.

11. 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 ￥17,259
￥47,271 total
includes taxes & fees
Oct 19 - Oct 20
The Hideaways at Point Pleasant (Pine Side)
A kitchen with white cabinets, a granite countertop, stainless steel appliances, and a tiled backsplash.

12. 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 ￥25,176
￥56,673 total
includes taxes & fees
Nov 11 - Nov 12
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
A balcony with two blue chairs and a small table, overlooking a lake with trees and a sunset.

13. 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 ￥17,101
￥51,546 total
includes taxes & fees
Oct 25 - Oct 26
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
A lifeguard tower with a blue umbrella on a sandy beach.

14. 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 ￥12,969
￥58,908 total
includes taxes & fees
Oct 29 - Oct 30
Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/2BA
A dining table set with plates, glasses, and a decorative glass holder.

15. 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)
"Very nice place to stay and very relaxing. Clean, organized, and has everything you could possibly need. Host was very nice, quick to respond, and thoughtful. Would recommend to anyone and will definitely be staying again in future."
United States
Jessica R.
The price is ￥15,676
￥53,673 total
includes taxes & fees
Oct 21 - Oct 22
Beachside Bliss: Family House-Siesta Key-3BR/2BA
A spacious living room with a stone fireplace, comfortable seating, and a view of the outdoors.

16. Siesta beach....one and only

Siesta beach....one and only
Sarasota
9.4 out of 10, Exceptional, (221 reviews)
"Nice stay perfect location"
United States
tom f.
The price is ￥19,808
￥74,613 total
includes taxes & fees
Oct 21 - Oct 22
Siesta beach....one and only
A modern kitchen with white cabinetry, a stainless steel refrigerator, a marble backsplash, and a central island with two stools.

17. 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 ￥22,168
￥81,751 total
includes taxes & fees
Oct 19 - Oct 20
Lovely House in Sarasota, close to UTC Mall, Nathan B Park, and Siesta Key Beach
A swimming pool with a surrounding garden and a covered area with a metal roof.

18. 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 ￥19,507
￥69,425 total
includes taxes & fees
Oct 18 - Oct 19
Backyard Oasis & Resort Style Pool
A beachside restaurant with a thatched roof, wooden tables, and chairs, overlooking a sandy beach and the ocean.

19. 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 ￥12,746
￥74,757 total
includes taxes & fees
Oct 15 - Oct 16
LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access
A wooden beach pavilion with a checkered roof and open sides, overlooking the beach.

20. 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 ￥24,939
￥60,040 total
includes taxes & fees
Oct 15 - Oct 16
Anna Maria Beach Condo 1/1
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

The Westin Sarasota

The Westin Sarasota

10/10 Excellent
"Very clean, friendly staff, very pleasant stay. Rooftop has the best views and centrally located."
Yiana 2-night trip
Posted 7 hours ago
The Westin Sarasota

Find out more about Sarasota

Sarasota Vacation Homes information

Number of reviews
760
Accommodation
5490 Vacation Homes
Lowest Price
￥26,118
Highest Price
￥81,751