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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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Sarasota holiday rentals

Property grounds

1. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,785 reviews)
"Great place to visit!"
United States
Margaret Lai Ling
The price is HK$997
HK$1,331 total
includes taxes & fees
26 Aug - 27 Aug
Tropical Beach Resorts
A heated pool, pool loungers

2. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,418 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 HK$1,056
HK$1,193 total
includes taxes & fees
26 Aug - 27 Aug
Hibiscus Suites - Gateway to Siesta Key
Front of property – evening/night

3. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,300 reviews)
"The proximity to the beach and the ambient of the place"
United States
natalia
The price is HK$1,180
HK$1,466 total
includes taxes & fees
9 Sept - 10 Sept
Captiva Beach Resort
In-room safe, iron/ironing board, free WiFi

4. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (173 reviews)
"Beautiful hotel comfortable bed nice and friendly staff!!!!"
United States
Isabel
The price is HK$1,616
HK$1,826 total
includes taxes & fees
1 Sept - 2 Sept
SeaSpray Resort
Private kitchen

5. Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (80 reviews)
"Great location, very clean and spacious."
United States
Jason
The price is HK$868
HK$2,801 total
includes taxes & fees
24 Aug - 25 Aug
Siesta Key Island Rentals
Exterior

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, (447 reviews)
"Great place to stay,"
United States
Wilson
The price is HK$1,281
HK$1,622 total
includes taxes & fees
8 Sept - 9 Sept
Pelican Post at Anna Maria Island Inn
Outdoor pool, pool umbrellas, pool loungers

7. 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 HK$1,082
HK$3,464 total
includes taxes & fees
24 Aug - 25 Aug
Cedar Run Resort - Roam Hospitality
Beach nearby, beach umbrellas, beach towels

8. Tropical Villas of Venice Beach

Tropical Villas of Venice Beach
3.5 star property
Venice Island
9.6 out of 10, Exceptional, (268 reviews)
"It was amazing and way beyond what I thought. Easy walk to beach(0.4 mikes) and shops. Private location with small pool. Just what you need."
United States
Christina
The price is HK$738
HK$833 total
includes taxes & fees
24 Aug - 25 Aug
Tropical Villas of Venice Beach
Coffee/tea maker, fridge, microwave, oven

9. [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)
"Thanks for a great stay, Jayme! Perfect location and extremely accurate Vrbo listing! Beds super comfy!"
United States
Sue H.
The price is HK$727
HK$2,399 total
includes taxes & fees
25 Aug - 26 Aug
[lounge like locals] walk to siesta beach +bikes
Beach nearby, beach towels

10. Spacious Lakeview Retreat By IMG & Anna Maria Island w/ Resort Pools & Hot Tubs

Spacious Lakeview Retreat By IMG & Anna Maria Island w/ Resort Pools & Hot Tubs
Bradenton
9.8 out of 10, Exceptional, (124 reviews)
"We have stayed in Ervin's properties before and they are always extremely clean and updated to a high standard. We would definitely stay at this, or Ervin's other properties, in the future."
United States
Brian - Christine M.
The price is HK$811
HK$2,380 total
includes taxes & fees
31 Aug - 1 Sept
Spacious Lakeview Retreat By IMG & Anna Maria Island w/ Resort Pools & Hot Tubs
Coffee/tea maker, fridge, microwave, oven

11. 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 HK$779
HK$1,978 total
includes taxes & fees
26 Aug - 27 Aug
Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.
2 restaurants; lunch and dinner served

12. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (823 reviews)
"loved it here"
United States
Hannah
The price is HK$2,266
HK$2,560 total
includes taxes & fees
8 Sept - 9 Sept
Bridgewalk Resort
Beach nearby, sun-loungers, beach towels

13. Stylish Lakefront Retreat By IMG & Anna Maria Beaches w/ Resort Pools & Hot Tubs

Stylish Lakefront Retreat By IMG & Anna Maria Beaches w/ Resort Pools & Hot Tubs
Bradenton
10.0 out of 10, Exceptional, (131 reviews)
"It was a perfect location, looked exactly like the pictures and the host did everything to make our stay great!"
United States
Martha B.
The price is HK$786
HK$2,351 total
includes taxes & fees
25 Aug - 26 Aug
Stylish Lakefront Retreat By IMG & Anna Maria Beaches w/ Resort Pools & Hot Tubs
Beach nearby

14. The "Grouper"

The "Grouper"
Sunny Shores
9.6 out of 10, Exceptional, (74 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is HK$776
HK$1,678 total
includes taxes & fees
26 Aug - 27 Aug
The "Grouper"
Beach nearby

15. 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 HK$1,262
HK$2,637 total
includes taxes & fees
4 Sept - 5 Sept
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
On the beach

16. Oceanfront Oasis – Longboat Key 226 by RVA

Oceanfront Oasis – Longboat Key 226 by RVA
Longboat Key
9.4 out of 10, Exceptional, (137 reviews)
"Great beach!"
United States
Carolyn
Oceanfront Oasis – Longboat Key 226 by RVA
Beach towels

17. Modern Lakefront Retreat By IMG Academy & Anna Maria Island w/ Pools & Hot Tubs

Modern Lakefront Retreat By IMG Academy & Anna Maria Island w/ Pools & Hot Tubs
Bradenton
9.8 out of 10, Exceptional, (205 reviews)
"The apt was clean and very comfortable and the pool and hot tub were great! Parking perfect right in front and a short walk to tennis and pool. "
United States
Cathleen T.
The price is HK$766
HK$2,329 total
includes taxes & fees
24 Aug - 25 Aug
Modern Lakefront Retreat By IMG Academy & Anna Maria Island w/ Pools & Hot Tubs
On the beach

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)
"Great location"
United States
Amy R.
The price is HK$1,019
HK$2,385 total
includes taxes & fees
26 Aug - 27 Aug
Oceanfront Bliss–Longboat Key Beach 106 by RVA
Premium bedding, pillow-top beds, iron/ironing board (on request)

19. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (669 reviews)
"Lovely place on a family beach."
United States
Robert
The price is HK$1,445
HK$1,633 total
includes taxes & fees
27 Aug - 28 Aug
A Beach Retreat
Beach nearby

20. 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, (169 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
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
"We had an absolutely wonderful stay at The Carlisle in Sarasota! From the moment we arrived, we were impressed by how spacious, clean, and comfortable everything was. We stayed in a Deluxe Studio with a small kitchen, and the room was fantastic — very spacious, beautifully maintained, and had everything we needed for a relaxing stay. The staff was exceptionally courteous, friendly, and attentive throughout our visit. One of the things we appreciated most was how many thoughtful little touches they provided. When we went to the beach, the hotel provided umbrellas and beach chairs for us, which made our beach day so much more enjoyable and convenient. They also went above and beyond with the little complimentary treats. Upon arrival, there was a cute little stand with complimentary cookies, and on our second day, when we returned around 4 p.m., they had fresh pastries available for guests. These small gestures really made us feel welcomed and cared for. The morning breakfast buffet was another highlight. There was a wonderful variety of food, and everything was fresh and delicious. They even regularly had fresh pastries from Der Dutchman, which was a nice touch. Overall, The Carlisle Sarasota exceeded our expectations. It was clean, spacious, comfortable, welcoming, and the staff truly made us feel like valued guests. We had a fantastic experience and would absolutely stay here again. I highly recommend The Carlisle to anyone looking for a great place to stay in Sarasota"
Salma 2-night trip
Posted 1 hour ago
Carlisle Inn

Find out more about Sarasota

Search for holiday rentals in Sarasota on Expedia! You can easily find your home rentals, villas, holiday apartments in Sarasota using one of the methods below:

  • View our selection of featured holiday rentals in Sarasota
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Look no further and take a look at our great range of rental properties in Sarasota!

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 Lido Beach Villa — Steps to the Beach & St. Armands..

How many holiday rentals are there in Sarasota?

With 315 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.