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
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Sarasota vacation homes

A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

1. Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (80 reviews)
"Great location, very clean and spacious."
United States
Jason
The price is ￥17,465
￥53,223 total
includes taxes & fees
Sep 2 - Sep 3
Siesta Key Island Rentals
A wooden pathway leading to a beach with clear turquoise water and a wooden railing on one side.

2. Tropical Villas of Venice Beach

Tropical Villas of Venice Beach
3.5 star property
Venice Island
9.6 out of 10, Exceptional, (268 reviews)
"It was amazing and way beyond what I thought. Easy walk to beach(0.4 mikes) and shops. Private location with small pool. Just what you need."
United States
Christina
The price is ￥15,033
￥16,988 total
includes taxes & fees
Sep 2 - Sep 3
Tropical Villas of Venice Beach
A modern kitchen with white cabinets, a stainless steel microwave, an oven, and a coffee maker.

3. 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, (34 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 ￥16,538
￥36,330 total
includes taxes & fees
Sep 2 - Sep 3
Charming 2-bedroom house in lovely Sarasota with yard.
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)
"Thanks for a great stay, Jayme! Perfect location and extremely accurate Vrbo listing! Beds super comfy!"
United States
Sue H.
The price is ￥11,356
￥44,121 total
includes taxes & fees
Sep 7 - Sep 8
[lounge like locals] walk to siesta beach +bikes
A kitchen with white cabinets, a granite countertop, stainless steel appliances, and a tiled backsplash.

5. 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)
"Her stay was outstanding everything was so professionally ready for us we felt at home comfortable the Privacy was impeccable"
United States
James W.
The price is ￥11,649
￥40,366 total
includes taxes & fees
Sep 7 - Sep 8
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
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.

6. 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 ￥14,444
￥48,463 total
includes taxes & fees
Sep 2 - Sep 3
Siesta Heron Suites & Villas
A modern kitchen with a central island, bar stools, a window, and a dark cabinet.

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 ￥14,407
￥38,650 total
includes taxes & fees
Sep 10 - Sep 11
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.

8. 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 ￥13,782
￥59,495 total
includes taxes & fees
Sep 2 - Sep 3
Island Villa | Cozy Beach Retreat | Walk to Village
A beach with clear turquoise water and a sandy shore.

9. 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, (191 reviews)
"Enjoyed my stay. "
United States
Stephanie R.
The price is ￥22,722
￥58,032 total
includes taxes & fees
Sep 2 - Sep 3
Paradise Retreat with HEATED POOL-- Need We Say More
A two-story building with a swimming pool, outdoor seating, and a covered area with umbrellas.

10. DOLPHIN PRIVATE HOUSE

DOLPHIN PRIVATE HOUSE
3.0 star property
Siesta Key Village
The price is ￥84,844
￥95,873 total
includes taxes & fees
Sep 2 - Sep 3
DOLPHIN PRIVATE HOUSE
A wooden deck with blue lounge chairs, orange chairs, and a barbecue area.

11. 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 ￥25,542
￥74,818 total
includes taxes & fees
Sep 15 - Sep 16
Everglades Villa • Sleeps 8 • Walk to Siesta Beach
A beachside restaurant with a thatched roof, wooden tables, and chairs, overlooking a sandy beach and the ocean.

12. 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 ￥14,221
￥78,185 total
includes taxes & fees
Sep 2 - Sep 3
LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access
A wooden deck with blue lounge chairs, orange chairs, and a barbecue area.

13. 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 ￥16,538
￥57,684 total
includes taxes & fees
Sep 8 - Sep 9
Dolphin Villa - Pool - Steps to Siesta Key Village
A clear swimming pool with a pink float, surrounded by a covered area with chairs and a wooden fence.

14. Siesta Key Master suite 1 Lg BR & 1 large bonus rm w bed Heated Pool & Pets ok

Siesta Key Master suite 1 Lg BR & 1 large bonus rm w bed Heated Pool & Pets ok
Ridge Wood Heights
9.4 out of 10, Exceptional, (125 reviews)
"very convenient, it was right in front of the event center that my daughter was dancing."
United States
erica
The price is ￥24,767
￥45,739 total
includes taxes & fees
Sep 2 - Sep 3
Siesta Key Master suite 1 Lg BR & 1 large bonus rm w bed Heated Pool & Pets ok
An outdoor patio area with a glass-top table, chairs, a patterned rug, and a wooden fence.

15. Sunrise at Sarasota

Sunrise at Sarasota
Sarasota
The price is ￥10,211
￥21,956 total
includes taxes & fees
Sep 2 - Sep 3
Sunrise at Sarasota
A lifeguard tower with a blue umbrella on a sandy beach.

16. 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 ￥13,934
￥59,519 total
includes taxes & fees
Sep 7 - Sep 8
Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/2BA
A balcony with two blue chairs and a small table, overlooking a lake with trees and a sunset.

17. 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 ￥15,819
￥50,553 total
includes taxes & fees
Sep 7 - Sep 8
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
A compact, stainless steel LG ThinQ washer and dryer unit in a small, enclosed laundry room with a white door and light-colored walls.

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 ￥9,268
￥26,308 total
includes taxes & fees
Sep 6 - Sep 7
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 ￥17,417
￥48,343 total
includes taxes & fees
Sep 2 - Sep 3
The Hideaways at Point Pleasant (Palm Side)
A covered swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

20. "Stingray" 3 miles to Anna Marie

"Stingray" 3 miles to Anna Marie
Bradenton
9.6 out of 10, Exceptional, (35 reviews)
"Property was great and location was ideal for our weekend getaway"
United States
Agnieszka
The price is ￥21,572
￥47,685 total
includes taxes & fees
Sep 2 - Sep 3
"Stingray" 3 miles to Anna Marie
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

Aloft by Marriott Sarasota

Aloft by Marriott Sarasota

10/10 Excellent
"Loved the location! WXYZ bar had excellent expresso Martini!"
Nikole 4-night trip
Posted 1 hour ago
Aloft by Marriott Sarasota

Find out more about Sarasota

Sarasota Vacation Homes information

Number of reviews
1,059
Accommodation
5487 Vacation Homes
Lowest Price
￥16,988
Highest Price
￥78,185