Sarasota Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Sarasota

Chic Downtown Gem - The Cocoanut Hut, newly constructed
10.0 out of 10, Exceptional, (10)
"We came to Sarasota to celebrate my MIL’s 95th birthday. She resides at the Sarasota Bay club which is .6m from the property so it was very convenient. We found the property to clean and in good order. The beds were comfortable, the shower had good water pressure, the AC worked well and the exterior was well lighted at night."
Chic Downtown Gem - The Cocoanut Hut, newly constructed
Vacation delight! Cozy condo just steps from the beach and St. Armands circle.
10.0 out of 10, Exceptional, (113)
"We loved our stay in Lido Beach! Sue made everything super easy for us!"
Vacation delight! Cozy condo just steps from the beach and St. Armands circle.
Private Home near Lido/Siesta Key Beach & Downtown
10.0 out of 10, Exceptional, (35)
"All you need for a great, smooth vacation is in this house. Starting from the great location, to the house being well equipped (kitchen items, washer/dryer, beach gear), clean and nicely decorated. This rental is extremely clean!! It shows that the host pays attention to details and cares to make your stay pleasant. The host, Nikola, is very respectful and responds quickly to messages. I would definitely stay here again as it felt like home. Thank you."
Private Home near Lido/Siesta Key Beach & Downtown
Save an average of 15% on thousands of hotels when you're signed in
Fairy-Tale Getaway Private Entry Near Siesta Key
10.0 out of 10, Exceptional, (8)
"Quiet & Clean. Very cozy spot "
Fairy-Tale Getaway Private Entry Near Siesta Key
Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
10.0 out of 10, Exceptional, (101)
"We all had a great time at the house. The hosts were wonderful and very helpful. The location is great and the neighborhood is very quiet."
Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
Charming Studio Unit Across from Lido Key Beach
10.0 out of 10, Exceptional, (4)
"Great location, owner stocked the kitchen well , space was efficient."
Charming Studio Unit Across from Lido Key Beach
Adorable one bedroom condo, walk to the beach and st Armand’s circle
10.0 out of 10, Exceptional, (179)
"Apartment is well appointed and nicely located near the beach and St Armand’s. Had everything we needed. My only suggestion would be to update the beach equipment. Was grateful it was there but it’s getting a little tired."
Adorable one bedroom condo, walk to the beach and st Armand’s circle
Casa Lemon
10.0 out of 10, Exceptional, (3)
"My husband and I stayed here for a few nights. The location is within walking distance to restaurants. Bed was comfortable. Owner is very responsive."
The price is NZ$439
per night
14 May - 15 May
Casa Lemon
Heated Pool, Strong WI-FI, TV, Tiki Bar & Grill, Boat and Kayak Rentals
10.0 out of 10, Exceptional, (3)
"The room was nice, clean and spacious. Location was convenient and close to Bradenton Beach. Had a fridge, a microwave which was convenient."
The price is NZ$320
per night
14 May - 15 May
Heated Pool, Strong WI-FI, TV, Tiki Bar & Grill, Boat and Kayak Rentals
Tiny House modeled after the yellow lifeguard stand on famous Siesta Key Beach
9.8 out of 10, Exceptional, (27)
"I enjoyed my stay. Several years ago I stay in this tiny house and it was perfert for my stay."
The price is NZ$316
per night
28 May - 29 May
Tiny House modeled after the yellow lifeguard stand on famous Siesta Key Beach
Sarasota-Indian Beach Zen Home (private-pet friendly)
9.8 out of 10, Exceptional, (13)
"We love the home. It was clean and perfect for us with our Labrador. Good location, close to beaches and main street. Great restaurants close by and we walked down two blocks to each the sunset. Will definitely come back."
Sarasota-Indian Beach Zen Home (private-pet friendly)
4 Bed pool House by Bay! Lido & Siesta Key Beaches very close
9.8 out of 10, Exceptional, (90)
"Well maintained, comfortable house. Location is among best in Sarasota. Booked for next year before we started home!"
4 Bed pool House by Bay! Lido & Siesta Key Beaches very close
Oceanfront home w/sunset views of Sarasota Bay
9.8 out of 10, Exceptional, (100)
"Our family of 4 stayed the last week of April in shoulder season after spring break and before the mass of tourists. The place is very clean and comfortable. Had coffee every morning by the pool while watching fish jump in the intercoastal water way. Watched a beautiful sunset each night with a drink over the same water while kids played in the heated pool. The house is in a quiet neighborhood away from the crowds of siesta key village (about 15 minutes) but close enough to the beach to load up...
Oceanfront home w/sunset views of Sarasota Bay
Waterfront Balcony Waterfront Views, Kayaks Included, 2BR 2BA Downtown Sarasota
9.8 out of 10, Exceptional, (18)
"Property owner was excellent communicating with us. Property was well kept with narrow balcony on water/river/inlet. Linens and kitchen were clean and well maintained. Very pleasant condo but access to one bathroom was not available since it was locked. Property is recommended for your Sarasota holiday"
Waterfront Balcony Waterfront Views, Kayaks Included, 2BR 2BA Downtown Sarasota
Oceanfront home
9.6 out of 10, Exceptional, (66)
"The host Sergiy was excellent!! He responded promptly and professionally. The property was more beautiful than the pictures. The property is suitable for all groups and sizes. I have no complaints. Thank you Sergiy!!"
Oceanfront home
Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!
9.4 out of 10, Exceptional, (37)
"Nice time"
The price is NZ$290
per night
19 May - 20 May
Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!
The Strand of Sarasota 215
9.4 out of 10, Exceptional, (10)
"Great place. Great location. Super clean and welcoming. Would definitely book again!!!"
The Strand of Sarasota 215
Discover Real Florida UP CLOSE! Tropical Escape Sarasota
9.4 out of 10, Exceptional, (62)
"I appreciate the cleanliness, extras, space and breakfast but photos do make this place look nicer than in person. Overall I would rate average."
The price is NZ$480
per night
9 Jun - 10 Jun
Discover Real Florida UP CLOSE! Tropical Escape Sarasota
Siesta Key 2B 2 bath with Heated Pool! Sleeps 6 ! Relaxation & Sunshine!
9.4 out of 10, Exceptional, (97)
"We thoroughly enjoyed our stay here. The bedroom is huge and the pool was a welcome sight after a day of sight seeing. We loved that it was pet friendly, and the owners are so friendly. We highly recommend staying here."
Siesta Key 2B 2 bath with Heated Pool! Sleeps 6 ! Relaxation & Sunshine!
Close to beaches and downtown, Quiet, Impeccable home
9.2 out of 10, Wonderful, (5)
"We found the property to be thoroughly enjoyable. It was centrally located to everything we did during our stay. We would definitely stay again"
Close to beaches and downtown, Quiet, Impeccable home
Don't see what you're looking for?
See all available properties in Sarasota
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.

Other types of properties in Sarasota you may be interested in

Carlisle Inn
3.5 star property
10.0 out of 10, Exceptional, (1442)
"Amazing experience! "
The price is NZ$255
per night
15 May - 16 May
Carlisle Inn
Kompose Boutique Hotel
3.0 star property
9.0 out of 10, Wonderful, (3381)
"The only reason it doesnt get top marks is that the door to the balcony didnt have a shade and therefore I did not get a good nights sleep. They did upgrade me though. One of the few VIP listed hotels that actually did something for you. I didnt try the bfast. New rooms. You hear plane and car noise. The balcony rooms are nearest to the street. Has to be a better value than the other hotels in the area."
The price is NZ$165
per night
19 May - 20 May
Kompose Boutique Hotel
Golden Host Resort - Sarasota
3.0 star property
8.4 out of 10, Very good, (1529)
"Super retro cute rooms"
The price is NZ$189
per night
14 May - 15 May
Golden Host Resort - Sarasota
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Sarasota holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Sarasota. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Sarasota. Seeing all the best attractions is bound to make you fall in love with Sarasota. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Sarasota short-term rentals, that won’t be hard to do.

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

How many holiday rentals are there in Sarasota?

With 1718 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 St. Armands Circle and Lido Beach, or simply take in cultural attractions like Sarasota Opera House and Van Wezel Performing Arts Hall. Marie Selby Botanical Gardens and Marina Jack 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.

Recent reviews of Sarasota properties
Expedia verified reviews