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

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Our top choices for Sarasota vacation homes

1. Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.4 out of 10, Exceptional, (81 reviews)
"Great location, very clean and spacious."
United States
Jason
The price is ¥16,679
¥51,511 total
includes taxes & fees
Sep 30 - Oct 1
Siesta Key Island Rentals

2. Charming 2-bedroom house in lovely Sarasota with yard.

Charming 2-bedroom house in lovely Sarasota with yard.
Kensington Park
9.2 out of 10, Wonderful, (35 reviews)
"My husband and I really enjoyed our stay at this home. It was clean, nicely decorated, and had everything we needed. The host was very responsive and friendly. The neighborhood was quiet and nice. The AC works well."
United States
Julie B.
The price is ¥16,141
¥36,081 total
includes taxes & fees
Sep 20 - Sep 21
Charming 2-bedroom house in lovely Sarasota with yard.

3. Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very good, (45 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is ¥13,662
¥46,992 total
includes taxes & fees
Sep 20 - Sep 21
Siesta Heron Suites & Villas

4. [escape to paradise] siesta key beach getaway

[escape to paradise] siesta key beach getaway
Siesta Key
9.8 out of 10, Exceptional, (34 reviews)
"Easy process in and out. Would definitely do business with them again. A"
United States
Derek J.
The price is ¥17,509
¥50,875 total
includes taxes & fees
Sep 30 - Oct 1
[escape to paradise] siesta key beach getaway

5. 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)
"Great location to downtown, beach. Kitchen and furnishing updated and in great condition. Negatives would be the lock on the backdoor, air conditioning from the ceiling that could not be controlled from our apartment. The pool was great and had plenty of seating. Only issue with the Dolphin apartment is the many windows, which kind of made it feel like living in a fish bowl. That might not be an issues for others. "
United States
Sandra C.
The price is ¥17,038
¥56,852 total
includes taxes & fees
Sep 30 - Oct 1
Dolphin Villa - Pool - Steps to Siesta Key Village

6. Lakeview Bradenton Rental Near Beaches & IMG

Lakeview Bradenton Rental Near Beaches & IMG
South Bradenton
9.6 out of 10, Exceptional, (4 reviews)
"Very clean and comfortable. "
United States
Dee F.
The price is ¥12,848
¥33,970 total
includes taxes & fees
Sep 21 - Sep 22
Lakeview Bradenton Rental Near Beaches & IMG

7. 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, (27 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 ¥12,913
¥35,958 total
includes taxes & fees
Sep 21 - Sep 22
Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.

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 ¥13,724
¥27,438 total
includes taxes & fees
Sep 20 - Sep 21
The Mermaid at Tiny House Siesta

9. 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, (14 reviews)
"Great spot, lovely back yard and pool, so relaxing we loved it."
United States
Cadence
The price is ¥13,599
¥58,868 total
includes taxes & fees
Sep 30 - Oct 1
Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/2BA

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, (34 reviews)
"Great location! I loved the sunsets on the back patio!"
United States
Megan R.
The price is ¥15,439
¥48,714 total
includes taxes & fees
Sep 20 - Sep 21
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

11. Sarasota Pet Friendly Vaca Home | Balcony + Garage

Sarasota Pet Friendly Vaca Home | Balcony + Garage
Central Sarasota
9.4 out of 10, Exceptional, (13 reviews)
"Great place and close to everything. "
United States
Brandon M.
The price is ¥16,149
¥88,971 total
includes taxes & fees
Sep 20 - Sep 21
Sarasota Pet Friendly Vaca Home | Balcony + Garage

12. 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 ¥16,141
¥60,977 total
includes taxes & fees
Sep 30 - Oct 1
Island Villa | Cozy Beach Retreat | Walk to Village

13. 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 ¥14,770
¥76,593 total
includes taxes & fees
Sep 20 - Sep 21
LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access

14. 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 ¥9,045
¥25,676 total
includes taxes & fees
Sep 20 - Sep 21
Cozy Studio in Quiet Neighborhood

15. Backyard Oasis & Resort Style Pool

Backyard Oasis & Resort Style Pool
Bradenton
10.0 out of 10, Exceptional, (67 reviews)
"Great house! Super clean and amazing pool area. Would stay again!"
United States
Katina M.
The price is ¥19,213
¥68,378 total
includes taxes & fees
Sep 20 - Sep 21
Backyard Oasis & Resort Style Pool

16. IMG Lake & Beach Home Pool White Sand Beaches SEPTEMBER, Oct, Nov, Dec SPECIALS!

IMG Lake & Beach Home Pool White Sand Beaches SEPTEMBER, Oct, Nov, Dec SPECIALS!
South Bradenton
9.8 out of 10, Exceptional, (140 reviews)
"Beautiful pool, nice kitchen, and close to Anna Marie Island."
United States
Gary B.
The price is ¥16,999
¥80,248 total
includes taxes & fees
Sep 20 - Sep 21
IMG Lake & Beach Home Pool White Sand Beaches SEPTEMBER, Oct, Nov, Dec SPECIALS!

17. 1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!

1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!
River District
10.0 out of 10, Exceptional, (80 reviews)
"Awesome cozy home in a very nice, quiet neighborhood!"
United States
Percy L.
The price is ¥13,895
¥52,468 total
includes taxes & fees
Sep 20 - Sep 21
1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!

18. 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 ¥16,999
¥46,714 total
includes taxes & fees
Sep 20 - Sep 21
The Hideaways at Point Pleasant (Palm Side)

19. IMG, Bradenton Beach, Anna Maria, Siesta Key Beach Beautiful & Centrally Located

IMG, Bradenton Beach, Anna Maria, Siesta Key Beach Beautiful & Centrally Located
Whitfield Estates
8.6 out of 10, Excellent, (17 reviews)
"Great place to stay! Very clean and comfortable "
United States
Ricardo D.
The price is ¥18,340
¥49,663 total
includes taxes & fees
Sep 20 - Sep 21
IMG, Bradenton Beach, Anna Maria, Siesta Key Beach Beautiful & Centrally Located

20. Siesta beach....one and only

Siesta beach....one and only
Sarasota
9.4 out of 10, Exceptional, (219 reviews)
"The host was very communicative and responsive. The pool was a big hit for our family. Comfy beds and a convenient drive to the beach and other venues. Would definitely stay here again. "
United States
Jennifer M.
The price is ¥18,948
¥72,384 total
includes taxes & fees
Sep 22 - Sep 23
Siesta beach....one and only
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

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Sarasota Vacation Homes information

Number of reviews
810
Accommodation
5488 Vacation Homes
Lowest Price
¥25,676
Highest Price
¥88,971