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

Sarasota Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Sarasota holiday rentals

1. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,919 reviews)
"Amazing resort,"
United States
kurt
The price is AU$254
includes taxes & fees
27 Sept - 28 Sept
Tropical Beach Resorts

2. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.8 out of 10, Excellent, (2,453 reviews)
"This place was perfect!"
United States
Kat
The price is AU$192
includes taxes & fees
29 Sept - 30 Sept
Hibiscus Suites - Gateway to Siesta Key

3. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,309 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
The price is AU$261
includes taxes & fees
27 Sept - 28 Sept
Captiva Beach Resort

4. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (182 reviews)
"Property and room were beautiful!! Right across the street from the beach ⛱️"
United States
Michelle Suzanne
The price is AU$336
includes taxes & fees
28 Sept - 29 Sept
SeaSpray Resort

5. Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.5 star property
Bradenton Beach
9.2 out of 10, Wonderful, (470 reviews)
"Great place to stay,"
United States
Wilson
The price is AU$309
includes taxes & fees
30 Sept - 1 Oct
Pelican Post at Anna Maria Island Inn

6. Siesta Vibe Pool Walk To Crescent Beach

Siesta Vibe Pool Walk To Crescent Beach
2.0 star property
South Village
The price is AU$555
includes taxes & fees
27 Sept - 28 Sept
Siesta Vibe Pool Walk To Crescent Beach

7. Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals

Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
South Village
9.6 out of 10, Exceptional, (49 reviews)
"We enjoyed our stay alot of stores n restaurants nearby, don’t need to use the car. "
United States
maureen p.
The price is AU$415
includes taxes & fees
1 Oct - 2 Oct
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals

8. The "Grouper"

The "Grouper"
Sunny Shores
9.6 out of 10, Exceptional, (75 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is AU$308
includes taxes & fees
29 Sept - 30 Sept
The "Grouper"

9. 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 AU$652
includes taxes & fees
29 Sept - 30 Sept
Siesta beach....one and only

10. [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 AU$415
includes taxes & fees
29 Sept - 30 Sept
[escape to paradise] siesta key beach getaway

11. Superb Waterfront Condo Near IMG & Anna Maria Island w/ Heated Pools & Hot Tubs

Superb Waterfront Condo Near IMG & Anna Maria Island w/ Heated Pools & Hot Tubs
Bradenton
9.8 out of 10, Exceptional, (125 reviews)
"We loved the property, large pool & access to activities. "
United States
Mary Beth M.
The price is AU$435
includes taxes & fees
28 Sept - 29 Sept
Superb Waterfront Condo Near IMG & Anna Maria Island w/ Heated Pools & Hot Tubs

12. Oceanfront Oasis – Longboat Key 226 by RVA

Oceanfront Oasis – Longboat Key 226 by RVA
Longboat Key
9.2 out of 10, Wonderful, (140 reviews)
"We loved it and recommend it and definitely plan another. Locals only lol."
United States
Kenneth
The price is AU$448
includes taxes & fees
7 Oct - 8 Oct
Oceanfront Oasis – Longboat Key 226 by RVA

13. Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
9.4 out of 10, Exceptional, (8 reviews)
"I would stay again, very accommodating"
United States
Deliondra
The price is AU$648
includes taxes & fees
29 Sept - 30 Sept
Cedar Run Resort - Roam Hospitality

14. Silver Sands Serenity – Unit 234 by RVA

Silver Sands Serenity – Unit 234 by RVA
Longboat Key
9.4 out of 10, Exceptional, (34 reviews)
" Great location, office staff are very pleasant, room was very spacious with everything you need"
United States
GLENNA M.
Silver Sands Serenity – Unit 234 by RVA

15. Beautiful Resort Condo Near IMG & Anna Maria Beaches w/ Heated Pools & Hot Tubs

Beautiful Resort Condo Near IMG & Anna Maria Beaches w/ Heated Pools & Hot Tubs
Bradenton
9.8 out of 10, Exceptional, (161 reviews)
"Good location, good communication with host, very clean. Very easy check in and check out process "
United States
Cathleen R.
The price is AU$439
includes taxes & fees
5 Oct - 6 Oct
Beautiful Resort Condo Near IMG & Anna Maria Beaches w/ Heated Pools & Hot Tubs

16. Cozy 1-bedroom condo with AC in Bradenton Beach

Cozy 1-bedroom condo with AC in Bradenton Beach
Bradenton Beach
9.4 out of 10, Exceptional, (44 reviews)
"Enjoyed the proximity to beach access, free trolley, and restaurants. "
United States
DanRoxy R.
The price is AU$448
includes taxes & fees
29 Sept - 30 Sept
Cozy 1-bedroom condo with AC in Bradenton Beach

17. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (832 reviews)
"I loved this hotel"
United States
Raisare
The price is AU$505
includes taxes & fees
7 Oct - 8 Oct
Bridgewalk Resort

18. Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (108 reviews)
"It was a great location. It had a nice pool area, plenty of beach chairs and beach goodies to use."
United States
Laurie L.
The price is AU$433
includes taxes & fees
29 Sept - 30 Sept
Oceanfront Bliss–Longboat Key Beach 106 by RVA

19. Beachside Studio Located Across from Main Beach and Half Mile to Village

Beachside Studio Located Across from Main Beach and Half Mile to Village
Sarasota
8.8 out of 10, Excellent, (170 reviews)
"The rental had everything promised. The bed and couch were very comfortable. Everything was clean. Beach access was great. The chairs, cooler, and canopy were were just what was needed to maximize our enjoyment on a great beach."
United States
Karen G.
Beachside Studio Located Across from Main Beach and Half Mile to Village

20. 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 AU$616
includes taxes & fees
27 Sept - 28 Sept
Backyard Oasis & Resort Style Pool
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Sarasota Hotel Reviews

Find out more about Sarasota

Everything you need to know about Sarasota holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sarasota holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sarasota holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Sarasota holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sarasota. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sarasota holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sarasota holiday rentals we have selected for you start as low as AU$192 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Sarasota rentals

At Expedia, we put the best Sarasota holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Sarasota rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sarasota holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sarasota. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

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 popular beaches and fascinating museums this destination is known for. While you're in the area, you can also enjoy the picturesque gardens and entertainment choices.

What are some of the best holiday rentals that Sarasota has to offer?

BEAUTIFULL VACATION HOUSE: This highly rated holiday home rental in Sarasota is located by the ocean, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Other favourite homes for rent in Sarasota are Downtown,Italian Villa For Two,Resort Style.5 minutes to Siesta-Lido. and Modern near Siesta Beach.

How many holiday rentals are there in Sarasota?

With 318 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 John and Mable Ringling Museum of Art. Marina Jack and Van Wezel Performing Arts Hall 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.