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 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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
Siesta Key Island Rentals
A narrow hallway leading to a bathroom with a vanity, shelves with storage bins, and a chandelier.

2. Cozy 1-bedroom private room in Sarasota.

Cozy 1-bedroom private room in Sarasota.
Sarasota Springs
10.0 out of 10, Exceptional, (5 reviews)
The price is ￥7,869
￥19,152 total
includes taxes & fees
Oct 14 - Oct 15
Cozy 1-bedroom private room in Sarasota.
A modern bedroom with a bed, a bedside table, a round dining table with chairs, and a large window with curtains.

3. [escape to paradise] siesta key beach getaway

[escape to paradise] siesta key beach getaway
Siesta Key
9.8 out of 10, Exceptional, (34 reviews)
"Very clean and great location! Beds very comfortable and owner very responsive and accommodating! Highly recommend staying here!"
United States
Tim T.
The price is ￥12,319
￥45,019 total
includes taxes & fees
Oct 1 - Oct 2
[escape to paradise] siesta key beach getaway
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.

4. 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 ￥14,472
￥48,007 total
includes taxes & fees
Oct 1 - Oct 2
Siesta Heron Suites & Villas
A wooden deck with blue lounge chairs, orange chairs, and a barbecue area.

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)
"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 ￥19,912
￥60,795 total
includes taxes & fees
Oct 4 - Oct 5
Dolphin Villa - Pool - Steps to Siesta Key Village
A lifeguard tower with a blue umbrella on a sandy beach.

6. 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 ￥14,584
￥61,020 total
includes taxes & fees
Oct 7 - Oct 8
Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/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.

7. 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, (82 reviews)
"Awesome cozy home in a very nice, quiet neighborhood!"
United States
Percy L.
The price is ￥16,429
￥55,820 total
includes taxes & fees
Oct 5 - Oct 6
1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!
A beach with waves and a bird flying near the shore.

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 ￥15,741
￥29,829 total
includes taxes & fees
Oct 27 - Oct 28
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.

9. 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 ￥16,288
￥61,532 total
includes taxes & fees
Oct 4 - Oct 5
Island Villa | Cozy Beach Retreat | Walk to Village
A balcony with two blue chairs and a small table, overlooking a lake with trees and a sunset.

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 ￥17,709
￥52,360 total
includes taxes & fees
Oct 5 - Oct 6
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
A modern living room with a blue sofa, a dining table with chairs, a woven rug, and a kitchen area in the background.

11. 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 ￥12,322
￥47,255 total
includes taxes & fees
Oct 14 - Oct 15
Lobster Louie's Inn - Cozy 2/1 Mins from Beaches. Fenced yard. Pet Friendly.
A modern kitchen with white cabinets, a dining area with a dark wooden table set for four, and a chandelier.

12. Sunny 3BR Oasis • Water View • 2 TVs • Beach Gear • Fenced Yard • Pet Friendly

Sunny 3BR Oasis • Water View • 2 TVs • Beach Gear • Fenced Yard • Pet Friendly
Sarasota Springs
10.0 out of 10, Exceptional, (15 reviews)
"Host is really friendly n helpful!! Loved our stay and would definitely stay again "
United States
Kathryn K.
Sunny 3BR Oasis • Water View • 2 TVs • Beach Gear • Fenced Yard • Pet Friendly
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 ￥12,668
￥74,299 total
includes taxes & fees
Oct 11 - Oct 12
LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access
A spacious living room with a stone fireplace, comfortable seating, and a view of the outdoors.

14. 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 ￥19,120
￥73,515 total
includes taxes & fees
Oct 2 - Oct 3
Siesta beach....one and only
A sandy pathway leading to a beach, flanked by green foliage and rope barriers.

15. 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 ￥17,940
￥46,333 total
includes taxes & fees
Oct 8 - Oct 9
Modern Coastal Charm • Near AMI Beach-IMG Academy
A clear swimming pool with a pink float, surrounded by a covered area with chairs and a wooden fence.

16. 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, (127 reviews)
"Barb was very helpful and made numerous quality suggestions for nearby restaurants and activities."
United States
Mitzy B.
The price is ￥24,392
￥44,575 total
includes taxes & fees
Oct 14 - Oct 15
Siesta Key Master suite 1 Lg BR & 1 large bonus rm w bed Heated Pool & Pets ok
A beach with clear turquoise water, white sand, and a row of trees and buildings along the shore.

17. 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 ￥20,306
￥84,871 total
includes taxes & fees
Oct 1 - Oct 2
IMG Lake & Beach Home Pool White Sand Beaches SEPTEMBER, Oct, Nov, Dec SPECIALS!
A beach with numerous umbrellas and people, a clear blue sea, and a wide sandy shore.

18. 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 ￥18,187
￥92,252 total
includes taxes & fees
Oct 2 - Oct 3
Sarasota Pet Friendly Vaca Home | Balcony + Garage
A compact, stainless steel LG ThinQ washer and dryer unit in a small, enclosed laundry room with a white door and light-colored walls.

19. 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 ￥9,130
￥25,916 total
includes taxes & fees
Oct 11 - Oct 12
Cozy Studio in Quiet Neighborhood
A grand hall with a high ceiling, chandeliers, and a checkered floor.

20. 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 ￥18,884
￥50,854 total
includes taxes & fees
Oct 1 - Oct 2
IMG, Bradenton Beach, Anna Maria, Siesta Key Beach Beautiful & Centrally Located
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
"There was a water leak in front of the window"
Cindy 3-night trip
Posted 8 hours ago
The Westin Sarasota

Find out more about Sarasota

Sarasota Vacation Homes information

Number of reviews
607
Accommodation
5489 Vacation Homes
Lowest Price
￥25,916
Highest Price
￥92,252