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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Sarasota holiday rentals

Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas
Tropical Beach Resorts

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5160)
"Great place, easy beach access and property was beautiful. "
United States
Maria
The price is 3.333.935 ₫
4.362.269 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Tropical Beach Resorts
Property amenity
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
South Village
9.6 out of 10, Exceptional, (300)
"Great spacious room with updated amenities as well as a great white beach and amazing staff! "
United States
Rebecca
The price is 10.508.541 ₫
13.213.226 ₫ total
includes taxes & fees
19 Jan - 20 Jan 2026
The Residences at Siesta Key Beach by Hyatt Vacation Club
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2214)
"Excellent location! Friendly staff, clean and updated rooms."
United States
Elba
Hibiscus Suites - Gateway to Siesta Key
Front of property – evening/night
Captiva Beach Resort

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1174)
"Clean room, snd friendly staff. Great location "
United States
Stephanie
Captiva Beach Resort
Exterior
Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.2 out of 10, Wonderful, (332)
"Fabulous stay! Super clean!"
United States
Sarah
The price is 4.990.161 ₫
6.315.547 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Pelican Post at Anna Maria Island Inn
Beach nearby, white sand, sun-loungers, beach towels
Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn
3.0 star property
Holmes Beach
8.6 out of 10, Excellent, (402)
"Beautiful location. Walking distance to beach. "
United States
Maria
The price is 3.934.043 ₫
4.978.926 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Haley's at The Anna Maria Island Inn
Exterior
Kon Tiki Inn

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (247)
"Staff was great, room was clean and comfortable. It was a short stay but we enjoyed our time there. We will be back!"
United States
Joan
Kon Tiki Inn
Cabin (Tiny House - The Siesta) | Living area | Flat-screen TV, Netflix, streaming services
Tiny House Siesta

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (346)
"Enjoyable stay. "
United States
Lori
The price is 3.000.936 ₫
6.589.424 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Tiny House Siesta
On the beach, white sand
A Beach Retreat

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (577)
"Great location, recent updates"
United States
Michael
A Beach Retreat
Front of property
The Ringling Beach House

The Ringling Beach House

The Ringling Beach House
3.5 star property
Siesta Key
9.0 out of 10, Wonderful, (346)
"great location, very clean, quiet"
United States
Joaquin
The Ringling Beach House
Outdoor pool, pool umbrellas, pool loungers
Bridgewalk Resort

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (766)
"Great stay!"
United States
Sufyan
The price is 6.728.414 ₫
7.603.108 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Bridgewalk Resort
Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Inn On Siesta Key

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (191)
"Great place to stay! "
United States
Carlos
The price is 6.594.688 ₫
8.909.557 ₫ total
includes taxes & fees
21 Dec - 22 Dec
The Inn On Siesta Key
Deluxe Suite, 2 Bedrooms | Living area | TV
SeaSpray Resort

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.4 out of 10, Exceptional, (79)
"Perfect location, helpful staff, awesome place! "
United States
Mark Gregory
The price is 8.134.116 ₫
9.191.552 ₫ total
includes taxes & fees
22 Dec - 23 Dec
SeaSpray Resort
Beach nearby, white sand, beach umbrellas, beach towels
Palm Tree Villas

Palm Tree Villas

Palm Tree Villas
3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (172)
"We had a great stay! The property was located within a short walk to the beach. We will be back!"
United States
Anonymous traveller
Palm Tree Villas
Outdoor pool
Alamanda Villas

Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
10.0 out of 10, Exceptional, (3)
"The location is wonderful for beach access,places to eat and grocery is block away. Small parking area if more than one couple stay. Had a great stay."
United States
Traci
The price is 6.028.196 ₫
12.105.617 ₫ total
includes taxes & fees
20 Dec - 21 Dec
Alamanda Villas
Condo, Pool View | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Siesta Heron Suites & Villas

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.6 out of 10, Excellent, (38)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
The price is 3.554.793 ₫
9.311.725 ₫ total
includes taxes & fees
20 Dec - 21 Dec
Siesta Heron Suites & Villas
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
"Overall, excellent experience the hallways on the floor is the lighting is so cool and modern. In the room is spacious, modern, very nice looking. I had an excellent experience."
Maura 1-night trip
Posted 2 days ago
Kompose Boutique Hotel

Frequently asked questions

Are there holiday rentals in Sarasota?

Yes, there are holiday rentals in Sarasota close to Marie Selby Botanical Gardens, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Sarasota like the picturesque gardens and entertainment choices this destination is known for. While you're in the area, you can also enjoy the popular beaches and fascinating museums.

How many holiday rentals are there in Sarasota?

With 364 Expedia holiday rentals, you're guaranteed to find just the right place for your Sarasota stay.

What’s there to see and do in Sarasota?

Enjoy the outdoors at Lido Beach and Marie Selby Botanical Gardens, or simply take in cultural attractions like Sarasota Opera House and Van Wezel Performing Arts Hall. Marina Jack and Ed Smith Stadium are other places to visit while you're in town.

What’s a holiday rental in Sarasota like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sarasota. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for family gatherings.