Sarasota Holiday Rentals

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Holiday Rentals in Sarasota

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
Sarasota
8.6 out of 10, Excellent, (2191)
"Excellent location! Friendly staff, clean and updated rooms."
United States
Elba
Hibiscus Suites - Gateway to Siesta Key

Tiny House Siesta

2.0 star property
Sarasota
8.4 out of 10, Very good, (337)
"Excelente"
Mexico
Carlis
The price is NZ$363
includes taxes & fees
7 Dec - 8 Dec
Tiny House Siesta

Luxury House Walking Distance to Ocean - Sleeps 12

Central Sarasota
10.0 out of 10, Exceptional, (8)
"Great find near beaches. The place was clean and very comfortable. Great location and the host was friendly and responsive. Highly recommend for anyone visiting the area. "
United States
Jinell C.
The price is NZ$725
includes taxes & fees
10 Nov - 11 Nov
Luxury House Walking Distance to Ocean - Sleeps 12

Siesta beach....one and only

Sarasota
9.6 out of 10, Exceptional, (189)
"Our family had a very comfortable stay at this property while visiting family in Sarasota. Owner was very helpful and prompt about any concerns we had after checking in. Very clean and has all necessities to make for a pleasant stay!"
United States
Abigail M.
The price is NZ$771
includes taxes & fees
9 Nov - 10 Nov
Siesta beach....one and only

2BR Beachy Speakeasy In St Armand's w/ Rooftop Deck. Walk to Lido Beach

Saint Armands Key
9.6 out of 10, Exceptional, (37)
"We enjoyed our stay. Owner provided supplies and we really enjoyed walking to the beach with cart, collet and lawn chairs! Overall, we would be very happy to return. A lot to do around there and parking was not difficult and was inexpensive."
United States
Jeff O.
2BR Beachy Speakeasy In St Armand's w/ Rooftop Deck. Walk to Lido Beach

Bright, Spacious Home Near Downtown, Restaurants, Shopping & Beaches

2.0 star property
Paver Park
10.0 out of 10, Exceptional, (5)
"We spent a week in Sarasota and were looking for a comfortable home for our family of four—close to downtown, St. Armands Circle, and the beaches.The home was extremely clean and well-maintained. It had a bright, open living area with a screened-in deck that was especially relaxing. Everything was well-labeled, from light switches to remote controls, which made settling in effortless. All the appliances were modern and worked flawlessly.When we arrived, we noticed a small issue with the...
United States
Michael H.
Bright, Spacious Home Near Downtown, Restaurants, Shopping & Beaches

Vacation delight! Cozy condo just steps from the beach and St. Armands circle.

Lido Key
10.0 out of 10, Exceptional, (158)
"Very satisfying stay "
United States
Naji T.
Vacation delight! Cozy condo just steps from the beach and St. Armands circle.

Sarasota Pet Friendly Vaca Home | Balcony + Garage

Central Sarasota
9.0 out of 10, Wonderful, (10)
"Wonderful location within walkingDistance to Maine Street and the Rosemary District.Home is comfortable and well appointed.Melissa is an awesome host and willing to meet your every need.We did not utilize all of the space at our discretion.Dog loved the walks and people watching.You will not be disappointed!!Thank you Melissa for letting us truly enjoy Sarasota.Found Pazzo on Irange and ate ther daily!!"
United States
Rita F.
Sarasota Pet Friendly Vaca Home | Balcony + Garage

Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach

Lido Key
9.8 out of 10, Exceptional, (116)
"Love the location and easy access to beach and surrounding area. Quiet beach area is what we love."
United States
Tami H.
Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach

Riverside Oasis 1Bed/1Bath

Bayou Oaks
9.4 out of 10, Exceptional, (37)
"Perfect little place for a couple days. Clean and conveniently located just a short drive away from everything you need. Host was responsive and accommodating. We would definitely stay here again. "
United States
Adrianne J.
The price is NZ$206
includes taxes & fees
18 Nov - 19 Nov
Riverside Oasis 1Bed/1Bath

🌴 Peaceful Sarasota Home with Patio, 2BR, 2BA Near Lido Beach & Downtown

Whitfield Estates
9.6 out of 10, Exceptional, (18)
"This was our second stay at this location and we enjoyed it very much! Has everything you need and is close to great restaurants and beaches."
United States
Jennifer B.
🌴 Peaceful Sarasota Home with Patio, 2BR, 2BA Near Lido Beach & Downtown

Beautiful Home,4BR/2BR With HEATED POOL, Near Famous Siesta Key & Lido Key Beach

Lake Ridge
9.8 out of 10, Exceptional, (81)
"Positives: Cleanliness; comfortable; attentive hosts; beach chairs a plus."
United States
Wayne S.
Beautiful Home,4BR/2BR With HEATED POOL, Near Famous Siesta Key & Lido Key Beach

2 Bedroom 2 Bath home near Siesta Key Beach

Sarasota
8.4 out of 10, Very good, (30)
"Es un lugar muy bien hubicado cerca de todo fui con mi familia pasamos una noche y todo estaba bien tienen todo lo básico Siempre bien informados de todo lo de la casa El aire acondicionado si hace mucho ruido al cuarto principal pero demás está bien "
United States
yessenia p.
The price is NZ$439
includes taxes & fees
13 Nov - 14 Nov
2 Bedroom 2 Bath home near Siesta Key Beach

Discover Real Florida UP CLOSE! Tropical Escape Sarasota

Sarasota
9.4 out of 10, Exceptional, (76)
"We had everything we needed to make our stay so comfortable."
United States
Jeanette M.
Discover Real Florida UP CLOSE! Tropical Escape Sarasota

Beachy Sarasota Duplex

Sarasota
10.0 out of 10, Exceptional, (1)
"Great experience. House was in a great location and having a Dunkin walking distance was a plus. Definitely would recommend. Thank you A"
United States
pete t.
Beachy Sarasota Duplex

Midcentury Modern 3 BR - With Pool in Sarasota, Close to Beaches! # VR25-00134

Arlington Park
9.8 out of 10, Exceptional, (124)
"Property is amazing. Has everything you need. Close to beach and stores. "
United States
Carrie T.
Midcentury Modern 3 BR - With Pool in Sarasota, Close to Beaches! # VR25-00134

5 Minutes from Siesta Key!

Sarasota
9.6 out of 10, Exceptional, (37)
"Great place! Close to beach and restaurants. The condo is nice. We enjoyed our stay and hopefully we can go back. "
United States
Martha
5 Minutes from Siesta Key!

Elegant Boho Beach House, 3 min to Main St. Sarasota, 10 min to Lido Beach

Central Sarasota
Elegant Boho Beach House, 3 min to Main St. Sarasota, 10 min to Lido Beach

NEW !! Sarasota House w HEATED Pool 3 bed/3 bath plus bonus room w futon

Eastwood Park
9.0 out of 10, Wonderful, (100)
"We stayed 4 days house was clean and spotless pool was warm and beds were super comfortable would stay again"
United States
GABRIEL L.
NEW !! Sarasota House w HEATED Pool 3 bed/3 bath plus bonus room w futon

Siesta Key Waterfront Estate heated Pool Privacy!

South Sarasota
10.0 out of 10, Exceptional, (11)
"The rental property met all our family needs. The property was spacious, had a pool, and access to waterfront for fishing, kayaking, and paddle boards. We were very satisfied with our stay."
United States
LAMANH S.
The price is NZ$2,130
includes taxes & fees
9 Nov - 10 Nov
Siesta Key Waterfront Estate heated Pool Privacy!
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$206 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. 

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?

🌴 Peaceful Sarasota Home with Patio, 2BR, 2BA Near Lido Beach & Downtown: This highly rated holiday home rental in Sarasota offers a patio, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Other favourite homes for rent in Sarasota are Luxury House Walking Distance to Ocean - Sleeps 12 and IMG, Bradenton Beach, Anna Maria, Siesta Key Beach Beautiful & Centrally Located.

How many holiday rentals are there in Sarasota?

With 1765 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.