Holiday Rentals in Sarasota

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Our top choices for Sarasota holiday rentals

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,199 reviews)
"Staff really were accommodating. The location was perfect and the rooms were clean and quiet. We enjoyed the pool and beach."
United States
Glenn
The price is €315
includes taxes & fees
22 Feb - 23 Feb
Captiva Beach Resort

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,314 reviews)
"Wonderful stay!"
United States
Victoria
The price is €295
includes taxes & fees
10 Mar - 11 Mar
Tropical Beach Resorts

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (598 reviews)
"The location is ideal, rooms are nice and the owners are extremely accommodating. "
United States
Catherine
A Beach Retreat

Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1
Bradenton Beach
9.8 out of 10, Exceptional, (242 reviews)
"We loved our stay here. Its was also our first time on the island. We will for sure be back. It was all so relaxing."
United States
Christie M.
The price is €392
includes taxes & fees
28 Feb - 1 Mar
Anna Maria Beach Condo 1/1

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,255 reviews)
"Very clean, and staff was extremely nice. "
United States
Maribeth
The price is €270
includes taxes & fees
25 Feb - 26 Feb
Hibiscus Suites - Gateway to Siesta Key

Direct Oceanview on LBK!

Direct Oceanview on LBK!
Longboat Key
10.0 out of 10, Exceptional, (119 reviews)
"Great hostess, very thoughtful and kind. She thought of everything, we didn’t have to leave the premises. The location is unbelievable and the condo is gorgeous. We will definitely stay again!!"
United States
Amy K
Direct Oceanview on LBK!

Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1
Bradenton Beach
9.8 out of 10, Exceptional, (203 reviews)
"Great place…would stay again!"
United States
Brian H.
The price is €464
includes taxes & fees
9 Mar - 10 Mar
Anna Maria Beach Condo 1/1

Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (90 reviews)
"Gorgeous location, the beach was exceptional and the area was quiet and felt secluded. The condo was a bit shabby but clean and had everything we needed. "
United States
Jessie
Oceanfront Bliss–Longboat Key Beach 106 by RVA

Tropical Retreat Beach Club AMI 2 Resort by RVA

Tropical Retreat Beach Club AMI 2 Resort by RVA
Bradenton Beach
9.6 out of 10, Exceptional, (110 reviews)
"Perfect for the beach,beautiful property, beach right across the street,dining near by.ill be coming back to this this beach club"
United States
william
The price is €450
includes taxes & fees
14 Mar - 15 Mar
Tropical Retreat Beach Club AMI 2 Resort by RVA

Oceanfront Oasis – Longboat Key 226 by RVA

Oceanfront Oasis – Longboat Key 226 by RVA
Longboat Key
9.2 out of 10, Wonderful, (124 reviews)
"We had a beautiful trip, the Oceanfront Oais is phenomenal!"
United States
kata
The price is €362
includes taxes & fees
22 Feb - 23 Feb
Oceanfront Oasis – Longboat Key 226 by RVA

The Ringling Beach House

The Ringling Beach House
3.5 star property
Siesta Key
9.0 out of 10, Wonderful, (353 reviews)
"great location, very clean, quiet"
United States
Joaquin
The Ringling Beach House

Mello on the Beach - Sol Mate

Mello on the Beach - Sol Mate
Holmes Beach
9.8 out of 10, Exceptional, (30 reviews)
"Mello was beautiful, close to the beach very welcoming and had all that you may need."
United States
Brendan N.
Mello on the Beach - Sol Mate

1BR Beach Getaway – Silver Sands #254 by RVA

1BR Beach Getaway – Silver Sands #254 by RVA
Longboat Key
9.2 out of 10, Wonderful, (91 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Will stay here again"
United States
Chrissy C.
The price is €410
includes taxes & fees
27 Feb - 28 Feb
1BR Beach Getaway – Silver Sands #254 by RVA

Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.2 out of 10, Wonderful, (73 reviews)
"Was good. Decent place to work remotely. Open to better rate in the future to stay for a month."
United States
Dan S.
The price is €360
includes taxes & fees
7 Mar - 8 Mar
Relax at Gulf – Silver Sands Resort #232, Longboat

Escape to Paradise–The Beach Club AMI #1 by RVA

Escape to Paradise–The Beach Club AMI #1 by RVA
Bradenton Beach
9.6 out of 10, Exceptional, (95 reviews)
"The lady at the front desk was so accommodating and friendly - and the resort was such a great value for the location!"
United States
Mike
Escape to Paradise–The Beach Club AMI #1 by RVA

Vitamin Sea Escape!

Vitamin Sea Escape!
Longboat Key
10.0 out of 10, Exceptional, (86 reviews)
"The perfect beach cottage for our wedding anniversary. We had everything we needed including beautiful weather ."
United States
Julie Q.
Vitamin Sea Escape!

Gulf Views – Silver Sands #250, Longboat Key by RVA

Gulf Views – Silver Sands #250, Longboat Key by RVA
Longboat Key
9.0 out of 10, Wonderful, (75 reviews)
"Beautiful beach, great views from the balcony, we had a great stay."
United States
Meghan P.
The price is €424
includes taxes & fees
27 Feb - 28 Feb
Gulf Views – Silver Sands #250, Longboat Key by RVA

Sea La Vie! Walk to Beach/Bridge St! 2 EnSuites

Sea La Vie! Walk to Beach/Bridge St! 2 EnSuites
Bradenton Beach
9.8 out of 10, Exceptional, (113 reviews)
"Nice quiet location but close to everything including a very nice beach"
United States
Rick S.
Sea La Vie! Walk to Beach/Bridge St! 2 EnSuites

Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway

Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
Siesta Key
9.4 out of 10, Exceptional, (134 reviews)
"Great place. Easy check in and check out.Very cozy."
United States
Anonymous traveller
The price is €450
includes taxes & fees
24 Feb - 25 Feb
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Sarasota
9.2 out of 10, Wonderful, (178 reviews)
"Wonderful property with an excellent location! Beach access was across the street and the trolley pick-up was at the end of the block. The village was within walking distance as well. The property was very clean and the beds were comfortable. The washer and dryer is located right outside of the unit and beach chairs and a cooler were provided. We look forward to booking this property again in the future! "
United States
Alison B.
The price is €489
includes taxes & fees
22 Feb - 23 Feb
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and 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

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, apart-hotels, 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 €179 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 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?

Sarasota Bayfront Estate - Sunset Views, Near Crescent Beach & Siesta Key Beach: This highly rated holiday home rental in Sarasota is located by the ocean, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 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 Luxury Family Home Near Downtown & Siesta Key Beach and Family Vacation Home with Pool .

How many holiday rentals are there in Sarasota?

With 367 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.