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

Holiday Homes in Sarasota

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Check prices for these dates

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

Our top choices for Sarasota holiday homes

A beach with waves and a bird flying near the shore.

1. 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 €180
includes taxes & fees
14 Nov - 15 Nov
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.

2. 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 €282
includes taxes & fees
15 Oct - 16 Oct
Siesta Heron Suites & Villas
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 €272
includes taxes & fees
15 Oct - 16 Oct
[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 €327
includes taxes & fees
22 Oct - 23 Oct
Dolphin Villa | Pool | Steps to Siesta Key Village
A narrow hallway leading to a bathroom with a vanity, shelves with storage bins, and a chandelier.

5. Cozy 1-bedroom private room in Sarasota.

Cozy 1-bedroom private room in Sarasota.
Sarasota Springs
10.0 out of 10, Exceptional, (7 reviews)
Cozy 1-bedroom private room in Sarasota.
A modern kitchen with a central island, bar stools, a window, and a dark cabinet.

6. 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 €227
includes taxes & fees
19 Oct - 20 Oct
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.

7. 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 €355
includes taxes & fees
20 Oct - 21 Oct
Island Villa | Cozy Beach Retreat | Walk to Village
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, (26 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 traveller
Lobster Louie's Inn - Cozy 2/1 Mins from Beaches. Fenced yard. Pet Friendly.
A house with a porch, number 203, and a ceiling fan.

9. 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 €274
includes taxes & fees
17 Oct - 18 Oct
The Hideaways at Point Pleasant (Pine Side)
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.
Everglades Villa • Sleeps 8 • Walk to Siesta Beach
A balcony with two blue chairs and a small table, overlooking a lake with trees and a sunset.

11. 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 €298
includes taxes & fees
25 Oct - 26 Oct
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
A modern kitchen with white cabinetry, a stainless steel refrigerator, a marble backsplash, and a central island with two stools.

12. 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 €470
includes taxes & fees
15 Oct - 16 Oct
Lovely House in Sarasota, close to UTC Mall, Nathan B Park, and Siesta Key Beach
A compact, stainless steel LG ThinQ washer and dryer unit in a small, enclosed laundry room with a white door and light-colored walls.

13. 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 €151
includes taxes & fees
25 Oct - 26 Oct
Cozy Studio in Quiet Neighborhood
A wooden beach pavilion with a checkered roof and open sides, overlooking the beach.

14. 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 €339
includes taxes & fees
16 Oct - 17 Oct
Anna Maria Beach Condo 1/1
A kitchen with white cabinets, a granite countertop, stainless steel appliances, and a tiled backsplash.

15. 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 €329
includes taxes & fees
8 Nov - 9 Nov
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
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, (15 reviews)
"Great spot, lovely back yard and pool, so relaxing we loved it."
United States
Cadence
The price is €346
includes taxes & fees
29 Oct - 30 Oct
Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/2BA
A dining table set with plates, glasses, and a decorative glass holder.

17. 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 €310
includes taxes & fees
15 Oct - 16 Oct
Beachside Bliss: Family House-Siesta Key-3BR/2BA
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 €379
includes taxes & fees
18 Oct - 19 Oct
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 €430
includes taxes & fees
15 Oct - 16 Oct
LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access
A dining area with a dark wooden table, four chairs, and a hanging lamp.

20. 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 €219
includes taxes & fees
20 Oct - 21 Oct
Lakeview Bradenton Rental Near Beaches & IMG
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

Carlisle Inn

Carlisle Inn

10/10 Excellent
"The Carlisle Inn was beautiful, clean, and quiet. The staff was so kind and helpful. The fresh chocolate chip cookies in the evening were a nice addition. The rooms were spacious."
Jennifer 2-night trip
Posted 2 hours ago
Carlisle Inn

Find out more about Sarasota

Sarasota Holiday Homes information

Number of reviews
577
Accommodation
5527 Holiday Homes
Lowest Price
€151
Highest Price
€470