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 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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
9.4 out of 10, Exceptional, (81 reviews)
"The property was clean and had great decor! They provide everything you need for the beach and the pool is a great added bonus. Perfect location with being so close the restaurants and the beach. We are already planning our next stay!"
United States
Meghan
The price is ￥16,230
￥51,249 total
includes taxes & fees
Sep 30 - Oct 1
Siesta Key Island Rentals
A balcony with two blue chairs and a small table, overlooking a lake with trees and a sunset.

2. 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 ￥15,712
￥47,558 total
includes taxes & fees
Sep 28 - Sep 29
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
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 ￥12,636
￥43,979 total
includes taxes & fees
Sep 28 - Sep 29
[lounge like locals] walk to siesta beach +bikes
A sandy pathway leading to a beach, flanked by green foliage and rope barriers.

4. 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)
"Very cute 2 bedroom place with parking, Wi-fi, private fenced outdoor space. Safe location convenient drive to the beach. Would stay there again."
United States
Dawn Z.
The price is ￥17,930
￥44,734 total
includes taxes & fees
Sep 28 - Sep 29
Modern Coastal Charm • Near AMI Beach-IMG Academy
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 ￥13,683
￥27,494 total
includes taxes & fees
Sep 28 - Sep 29
The Mermaid at Tiny House Siesta
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 ￥14,351
￥47,853 total
includes taxes & fees
Sep 30 - Oct 1
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 ￥13,023
￥33,858 total
includes taxes & fees
Sep 28 - Sep 29
Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.
A dining table set with plates, glasses, and a decorative glass holder.

8. 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 ￥14,863
￥50,155 total
includes taxes & fees
Sep 28 - Sep 29
Beachside Bliss: Family House-Siesta Key-3BR/2BA
An aerial view of a coastal area with a long sandy beach, a clear blue sea, and a densely populated residential area with houses and buildings.

9. 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 ￥14,014
￥50,085 total
includes taxes & fees
Sep 28 - Sep 29
1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!
A modern living room with a blue sofa, a dining table with chairs, a woven rug, and a kitchen area in the background.

10. 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 ￥12,315
￥45,498 total
includes taxes & fees
Oct 4 - Oct 5
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.

11. 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 ￥17,183
￥54,191 total
includes taxes & fees
Sep 28 - Sep 29
Dolphin Villa - Pool - Steps to Siesta Key Village
A lifeguard tower with a blue umbrella on a sandy beach.

12. 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 ￥13,715
￥56,854 total
includes taxes & fees
Sep 29 - Sep 30
Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/2BA
A beachside restaurant with a thatched roof, wooden tables, and chairs, overlooking a sandy beach and the ocean.

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 ￥12,661
￥70,482 total
includes taxes & fees
Sep 28 - Sep 29
LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access
A modern kitchen with white cabinetry, a stainless steel refrigerator, a marble backsplash, and a central island with two stools.

14. 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 ￥29,883
￥81,660 total
includes taxes & fees
Oct 4 - Oct 5
Lovely House in Sarasota, close to UTC Mall, Nathan B Park, and Siesta Key Beach
A wooden deck with white railings, red chairs, and a view of a residential area with palm trees and a blue house.

15. 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 ￥15,374
￥57,004 total
includes taxes & fees
Sep 28 - Sep 29
Island Villa | Cozy Beach Retreat | Walk to Village
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, (4 reviews)
"Very clean and comfortable. "
United States
Dee F.
The price is ￥15,689
￥36,603 total
includes taxes & fees
Oct 7 - Oct 8
Lakeview Bradenton Rental Near Beaches & IMG
A beachside restaurant with outdoor seating, palm trees, and a thatched-roof structure.

17. Luxury Family Home Near Downtown & Siesta Key Beach

Luxury Family Home Near Downtown & Siesta Key Beach
Alta Vista
9.8 out of 10, Exceptional, (82 reviews)
"Excellent property at a great value. Very clean and centrally located. "
United States
Joseph C.
The price is ￥17,977
￥53,673 total
includes taxes & fees
Sep 28 - Sep 29
Luxury Family Home Near Downtown & 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, (67 reviews)
"Great house! Super clean and amazing pool area. Would stay again!"
United States
Katina M.
The price is ￥19,377
￥65,501 total
includes taxes & fees
Sep 28 - Sep 29
Backyard Oasis & Resort Style Pool
A spacious living room with a stone fireplace, comfortable seating, and a view of the outdoors.

19. 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 ￥19,110
￥69,385 total
includes taxes & fees
Sep 29 - Sep 30
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

Kompose Boutique Hotel

Kompose Boutique Hotel

10/10 Excellent
"Fantastic decorations and a pleasant place to be with all the necessary amenities."
Mauro 1-night trip
Posted less than an hour ago
Kompose Boutique Hotel

Find out more about Sarasota

Sarasota Vacation Homes information

Number of reviews
583
Accommodation
5489 Vacation Homes
Lowest Price
￥27,494
Highest Price
￥81,660