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

Sarasota Holiday Rentals

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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, (5,729 reviews)
"Great location, very close to the beach, very nice and helpful front desk."
United States
Airida
The price is NZ$305
includes taxes & fees
7 Sept - 8 Sept
Tropical Beach Resorts

2. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,395 reviews)
"We stayed for 2 nights, the location was perfect for our needs! The beds were very comfortable and the kitchen was a added bonus!"
United States
Justine
The price is NZ$261
includes taxes & fees
9 Aug - 10 Aug
Hibiscus Suites - Gateway to Siesta Key

3. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (164 reviews)
"Beautiful hotel comfortable bed nice and friendly staff!!!!"
United States
Isabel
The price is NZ$396
includes taxes & fees
1 Sept - 2 Sept
SeaSpray Resort

4. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,294 reviews)
"Very helpful staff and excellent beach!"
United States
Vania
The price is NZ$328
includes taxes & fees
9 Aug - 10 Aug
Captiva Beach Resort

5. Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (382 reviews)
"Great place"
United States
Mario
The price is NZ$388
includes taxes & fees
12 Aug - 13 Aug
Tiny House Siesta

6. 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, (442 reviews)
"Great place to stay,"
United States
Wilson
The price is NZ$364
includes taxes & fees
26 Aug - 27 Aug
Pelican Post at Anna Maria Island Inn

7. 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, (471 reviews)
"Very clean room and just a short walk to the beach!"
United States
Ivet
The price is NZ$292
includes taxes & fees
26 Aug - 27 Aug
Haley's at The Anna Maria Island Inn

8. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (660 reviews)
"Perfect beach property. Very clean and affordable for the location!"
United States
Bob
The price is NZ$355
includes taxes & fees
27 Aug - 28 Aug
A Beach Retreat

9. Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
8.8 out of 10, Excellent, (8 reviews)
"The room was very clean and well maintained/new. Staff was friendly and helpful. The air conditioner was great. The room we stayed at had lots of accessories for the beach like chairs and kid’s toys for the beach along with an umbrella. The surroundings are peaceful and beautiful. It was a great experience overall."
United States
Jose Luis Alberti
The price is NZ$1,053
includes taxes & fees
9 Aug - 10 Aug
Cedar Run Resort - Roam Hospitality

10. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (818 reviews)
"loved it here"
United States
Hannah
The price is NZ$616
includes taxes & fees
25 Aug - 26 Aug
Bridgewalk Resort

11. The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (202 reviews)
"We had a wonderful stay at The Inn on Siesta Key. The Cabana was perfect for our family of 4, very clean and well equipped kitchen. The beds are very comfortable, and we enjoyed our morning coffee on the porch area. The property is fully equipped for the beach with chairs, towels, umbrellas, coolers, ice, and these great wagons to haul it all to the beach. Beaches are a short walk and amazing. The property is also a very short walk to The Village for shopping and dining. Paige checked us in and...
United States
Lisa
The price is NZ$495
includes taxes & fees
9 Aug - 10 Aug
The Inn On Siesta Key

12. [lounge like locals] walk to siesta beach +bikes

[lounge like locals] walk to siesta beach +bikes
Siesta Key
9.8 out of 10, Exceptional, (36 reviews)
"Only 10 mins walking from the Village, so easy to check in, great communication, super clean. "
United States
John
The price is NZ$519
includes taxes & fees
10 Aug - 11 Aug
[lounge like locals] walk to siesta beach +bikes

13. 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, (26 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 NZ$397
includes taxes & fees
10 Aug - 11 Aug
Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.

14. Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach

Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach
South Village
8.8 out of 10, Excellent, (89 reviews)
"It was a great experience, definitely would come back."
United States
Alicia
The price is NZ$607
includes taxes & fees
20 Aug - 21 Aug
Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach

15. Sunset and beach view from your balcony Unit 403

Sunset and beach view from your balcony Unit 403
Longboat Key
9.8 out of 10, Exceptional, (116 reviews)
"TCI is a great place to stay. Close to the beach, grocery store, shopping and walking paths. The condo was very clean and has all the amenities needed. The staff if very approachable and easy to connect with for any questions. This is our 2nd stay and we will return."
United States
Anonymous traveller
The price is NZ$688
includes taxes & fees
9 Aug - 10 Aug
Sunset and beach view from your balcony Unit 403

16. Siesta Cooler: Only Minutes Walk to Siesta Beach!

Siesta Cooler: Only Minutes Walk to Siesta Beach!
Siesta Key Village
9.6 out of 10, Exceptional, (75 reviews)
"Great location for the area, super close to all restaurants and just a 5 minute walk to the beach. Good space for a beach vacation and all the amenities were great"
United States
amy b.
The price is NZ$662
includes taxes & fees
9 Aug - 10 Aug
Siesta Cooler: Only Minutes Walk to Siesta Beach!

17. Splendid Lakefront Condo Near IMG & Anna Maria Beaches w/ Two Pools & Hot Tubs

Splendid Lakefront Condo Near IMG & Anna Maria Beaches w/ Two Pools & Hot Tubs
Bradenton
9.8 out of 10, Exceptional, (124 reviews)
"We loved the property, large pool & access to activities. "
United States
Mary Beth M.
The price is NZ$517
includes taxes & fees
13 Aug - 14 Aug
Splendid Lakefront Condo Near IMG & Anna Maria Beaches w/ Two Pools & Hot Tubs

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, (107 reviews)
"Great location"
United States
Amy R.
The price is NZ$514
includes taxes & fees
26 Aug - 27 Aug
Oceanfront Bliss–Longboat Key Beach 106 by RVA

19. 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 NZ$520
includes taxes & fees
20 Aug - 21 Aug
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals

20. Studio Retreat Across the Street from Beautiful Siesta Key Beach

Studio Retreat Across the Street from Beautiful Siesta Key Beach
Siesta Key
8.8 out of 10, Excellent, (166 reviews)
"It was a great place. And just about a 5 min walk to the beach. "
United States
DESIREE
The price is NZ$516
includes taxes & fees
10 Aug - 11 Aug
Studio Retreat Across the Street from Beautiful Siesta Key Beach
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

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 favorite 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 depends 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 NZ$261 per night. Entering your travel dates in the search wizard you might find 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. 

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

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

Siesta Beach Getaway - Minutes to Beach, Shops, Dining: This highly rated holiday home rental in Sarasota is located near the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Other favourite homes for rent in Sarasota are Midcentury Modern 3 BR - With Pool in Sarasota, Close to Beaches! # VR25-00134 and Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach.

How many holiday rentals are there in Sarasota?

With 314 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. Other popular places to visit in the area include Siesta Key Beach and Venice Beach.

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.