Sarasota Holiday Rentals

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Our top choices for Sarasota holiday rentals

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,474 reviews)
"Great place to stay, beach 2 minute walk."
United States
Joseph
The price is AU$326
includes taxes & fees
25 May - 26 May
Tropical Beach Resorts

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (274 reviews)
"Very clean & spacious pet friendly room. Would definitely stay there again."
United States
Brittany
The price is AU$178
includes taxes & fees
1 June - 2 June
Kon Tiki Inn

Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
The price is AU$486
includes taxes & fees
13 May - 14 May
Cedar Run Resort - Roam Hospitality

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (66 reviews)
"Excellent location , minute walk to local bars and supermarket. Right across from beautiful siesta key beach."
United States
Alessandra
The price is AU$506
includes taxes & fees
13 May - 14 May
Siesta Key Island Rentals

[escape to paradise] siesta key beach getaway

[escape to paradise] siesta key beach getaway
Siesta Key
9.8 out of 10, Exceptional, (30 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$451
includes taxes & fees
11 May - 12 May
[escape to paradise] siesta key beach getaway

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (122 reviews)
"Enjoyed our stay great location easy walk to village and the beach"
United States
Gregory
The price is AU$450
includes taxes & fees
27 May - 28 May
SeaSpray Resort

Beautiful 2BR Condo · IMG 5 Mins · Anna Maria Island 15 Mins · Pools & Hot Tubs

Beautiful 2BR Condo · IMG 5 Mins · Anna Maria Island 15 Mins · Pools & Hot Tubs
Bradenton
9.8 out of 10, Exceptional, (156 reviews)
"Very clean condo , we enjoyed closeness of the beaches."
United States
Joanna M.
The price is AU$397
includes taxes & fees
10 May - 11 May
Beautiful 2BR Condo · IMG 5 Mins · Anna Maria Island 15 Mins · Pools & Hot Tubs

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,307 reviews)
"Excellent location, great place to stay! "
United States
Lynn
The price is AU$249
includes taxes & fees
20 May - 21 May
Hibiscus Suites - Gateway to Siesta Key

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,250 reviews)
"Wonderful spot to stay! Traveled solo and Captiva was perfect "
United States
Angela
The price is AU$348
includes taxes & fees
11 May - 12 May
Captiva Beach Resort

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (65 reviews)
"I would recommend this place to anyone! It was extremely clean and neat, and we had a lovely time here! The host was very responsive and kind too. Overall, this place was above my expectations and a great place to stay."
United States
Lana
The price is AU$295
includes taxes & fees
16 May - 17 May
The "Grouper"

Lovely Condo! IMG Academy 5 Min · Anna Maria Island 15 Min · Pools & Hot Tubs

Lovely Condo! IMG Academy 5 Min · Anna Maria Island 15 Min · Pools & Hot Tubs
Bradenton
10.0 out of 10, Exceptional, (127 reviews)
"Great place to stay"
United States
Tawnee H.
The price is AU$406
includes taxes & fees
10 May - 11 May
Lovely Condo! IMG Academy 5 Min · Anna Maria Island 15 Min · Pools & Hot Tubs

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, (48 reviews)
"Everything was very clean, great location, perfect for a couple and enjoyed the pool area too"
United States
Dirk T
The price is AU$369
includes taxes & fees
10 May - 11 May
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals

*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl

*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl
Bradenton
9.8 out of 10, Exceptional, (140 reviews)
"Stayed at the same place before, lovely accommodation and location, and the host very welcoming and professional."
United States
John S.
The price is AU$483
includes taxes & fees
11 May - 12 May
*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet
Bradenton
9.2 out of 10, Wonderful, (77 reviews)
"Very clean, the host was very good at communication. We were there for an event so we wouldn't have to drive back to Tampa. It was a seamless stay. The host had snacks and small fridge and freezer, coffee maker, air fryer and microwave. It was a older and a little dated, but clean and just what we needed. We would stay again."
United States
Paul Vance R.
The price is AU$258
includes taxes & fees
11 May - 12 May
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet

*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl

*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl
Bradenton
9.8 out of 10, Exceptional, (130 reviews)
"Good location and clean unit"
United States
Ronald M.
The price is AU$474
includes taxes & fees
11 May - 12 May
*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl

Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.0 out of 10, Wonderful, (248 reviews)
"Perfect location for a short trip for my wife and I. Would definitely recommend this spot!"
United States
Brian T.
The price is AU$393
includes taxes & fees
17 May - 18 May
Anna Maria Sunsets - studio

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, (401 reviews)
"Great location - quiet, private, but just a few blocks from the beach, every eatery and nightlife option. Would definitely stay here again."
United States
Christopher
The price is AU$418
includes taxes & fees
11 May - 12 May
Pelican Post at Anna Maria Island Inn

Affordable Beach Studio – Silver Sands #257A by RVA

Affordable Beach Studio – Silver Sands #257A by RVA
Longboat Key
9.6 out of 10, Exceptional, (77 reviews)
"Right on beach-perfect for a short stay"
United States
Sean P.
The price is AU$445
includes taxes & fees
12 May - 13 May
Affordable Beach Studio – Silver Sands #257A by RVA

Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.2 out of 10, Wonderful, (266 reviews)
"Clean room"
United States
Buck
The price is AU$369
includes taxes & fees
17 May - 18 May
Anna Maria Sunsets - studio

Lakefront Condo · IMG Academy 5 Min · Anna Maria Island 15 Min· Pools & Hot Tubs

Lakefront Condo · IMG Academy 5 Min · Anna Maria Island 15 Min· Pools & Hot Tubs
Bradenton
9.8 out of 10, Exceptional, (120 reviews)
"Perfect spot and host "
United States
Dee B.
The price is AU$424
includes taxes & fees
1 June - 2 June
Lakefront Condo · IMG Academy 5 Min · Anna Maria Island 15 Min· Pools & Hot Tubs
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 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$249 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. 

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....one and only: This highly rated holiday home rental in Sarasota offers a patio, a garden and a BBQ to help you feel perfectly comfortable 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. Make the most of games in this rental home to help you unwind. Other favourite homes for rent in Sarasota are Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable and Downtown,Italian Villa For Two,Resort Style.5 minutes to Siesta-Lido..

How many holiday rentals are there in Sarasota?

With 333 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.