Holiday Homes in Sarasota

Most accommodation are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Featured Holiday Homes in Sarasota

Room amenity
Siesta Key Island Rentals
3.0 star property
10.0 out of 10, Exceptional, (12)
"15 minute or less walk to everything you need. "
Siesta Key Island Rentals
Interior
Pet friendly renovated duplex 5 min drive from the beach
10.0 out of 10, Exceptional, (17)
"This place was more than we expected! They had odds and ends things you may need, it was so clean, and the area was nice and quiet! A great deal and so close to Anna Maria island! 10/10"
Pet friendly renovated duplex 5 min drive from the beach
Fridge, microwave, oven, stovetop
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
A heated pool
Paradise Oasis w/ amazing pool | Near AMI beaches
10.0 out of 10, Exceptional, (44)
"Very nice house. We were comfortable with 2 families. Loved the heated pool for us adults that didn't want to spend the whole day at the beach. Convenient location."
Paradise Oasis w/ amazing pool | Near AMI beaches
Pool
4bedroom/3bath HOUSE ACROSS FROM BEACH/Private Pool -
10.0 out of 10, Exceptional, (164)
"5 of us stayed a week for a 60th birthday celebration ... we had a slight snafu with the door code accessing the property at checkin but it was resolved super fast and everything else was spot on! .. The house is lovely - the location is close to EVERYTHING .. we would stay here again 100% .. Highly recommend!!"
4bedroom/3bath HOUSE ACROSS FROM BEACH/Private Pool -
Pool
Spectacular Panoramic Bay Views with Deep Water Boat Dock!
10.0 out of 10, Exceptional, (73)
"It was very nice seen dolphins and a couple of manatee fishing was good to house was great loved the location"
Spectacular Panoramic Bay Views with Deep Water Boat Dock!
Beach nearby, sun-loungers
Location Location! Two Minutes from Siesta Key Beach (#1 Beach in the U.S.)
10.0 out of 10, Exceptional, (17)
"We loved this place. Perfect location. Near Siesta Beach. Ton of stuff to do. The house was wonderful. It's spacious, comfortable, and perfect for a long stay."
Location Location! Two Minutes from Siesta Key Beach (#1 Beach in the U.S.)
Beach nearby
Bridge Street Pier Beach House + Dog-friendly
10.0 out of 10, Exceptional, (6)
"Enjoyed again. Great place to stay."
The price is NZ$699
per night
19 May - 20 May
Bridge Street Pier Beach House + Dog-friendly
Property grounds
Anna Maria Beach Condo 1/1
10.0 out of 10, Exceptional, (135)
"This is our second time staying at this VRBO and we couldn't be happier. The location can't be beat. The rental comes fully stocked and all the bath towels and beach towels you may need which was extremely helpful. The bed is very soft, with a mattress topper which we enjoyed. The rental also had an umbrella and smaller cooler which were great for the beach! Will absolutely rent again!."
The price is NZ$523
per night
13 May - 14 May
Anna Maria Beach Condo 1/1
Beach towels
LOCATION! Cute & Quiet Venice Villa 2 min walk to direct access to Golden Beach
10.0 out of 10, Exceptional, (69)
"Clean, comfortable, well supplied, quiet neighborhood, steps to beach."
LOCATION! Cute & Quiet Venice Villa 2 min walk to direct access to Golden Beach
Beach nearby, sun-loungers, beach towels
🌟 STUNNING!- Game Room, Pool, Beaches & Full Remodel!
10.0 out of 10, Exceptional, (36)
"Great layout to the property, beautifully decorated and fully stocked/loaded with everything you need. Nice neighbourhood, centrally located to meet all our vacation needs and close to the store for groceries. Host is super fast with communication and meeting any accommodations you need. Lovely stay overall."
🌟 STUNNING!- Game Room, Pool, Beaches & Full Remodel!
Terrace/patio
Beautiful HEATED pool home, bike to Siesta Key, quiet street, 1 MILE to beach
10.0 out of 10, Exceptional, (79)
"Fabulous home in excellent location! We walked to Crescent Beach (1.4 miles) and took free trolley to Siesta Key. Also walked to Phillipi Park and purchased produce and Siesta Key Spiced Rum. Immaculate house with lots of little cabinets and drawers for extra stotage. Well thought out for female travelers! Very peaceful and relaxing around the pool. Would rent again if return to the area!"
Beautiful HEATED pool home, bike to Siesta Key, quiet street, 1 MILE to beach
Beach nearby, sun-loungers, beach towels
***Walk to Beach 5min. Waterfront Grand Canal~PrivatePOOL/HotTub,Kayaks,Bikes**
10.0 out of 10, Exceptional, (100)
"It’s like visiting your friends home, “What’s mine is yours during your stay”. Homeowner was accommodating and communicative before during and after our trip to ensure all of our needs were met. Couldn’t have asked for a better home to stay in, it was extremely well equipped with everything you would need to have the best vacation possible, from the kitchen to the kayaks, bicycles and beach going supplies, it was all right there. Home is conveniently located near all siesta key has to offer. We...
***Walk to Beach 5min. Waterfront Grand Canal~PrivatePOOL/HotTub,Kayaks,Bikes**
Beach nearby
Luxury Home with Rooftop Deck, Pool- Florida Fling
10.0 out of 10, Exceptional, (2)
"Our Anna Maria Island family vacation stay at this fantastic home was a blast! Everything is new and clean, and the decor design and atmosphere feels like it's out of a magazine. Being just a few minutes walk away from the beach meant daily sandcastle-building sessions and family days by the waves. We loved the private pool – it was the highlight of our trip! The bedrooms were comfy cocoons for post-beach naps, and the ensuite bathrooms made getting ready so easy (a lifesaver with kids in tow)....
Luxury Home with Rooftop Deck, Pool- Florida Fling
Beach nearby, sun-loungers, beach towels
Pool 10 feet away, Beach Views + Toys, duplex, SUP+Kayak+Firepit+Crows Nest
9.8 out of 10, Exceptional, (174)
"We were pleasantly surprised when we pulled up to house. The cleaning crew was finishing up and we asked if we could sit poolside. Yes! We used the restroom and hung outside while they finished. Our groceries got delivered and we settled in for wonderful week! Our upstairs neighbors were wonderful and sharing the pool and back yard was easy. Would love to come back!!!"
Pool 10 feet away, Beach Views + Toys, duplex, SUP+Kayak+Firepit+Crows Nest
Beach nearby, sun-loungers, beach towels
Anna Maria Island Townhouse - Simply Beautiful! The Perfect Vacation Location!
9.8 out of 10, Exceptional, (65)
"We had a wonderful time! Thanks for the beautiful place to stay!"
Anna Maria Island Townhouse - Simply Beautiful! The Perfect Vacation Location!
Exterior
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)
Beach nearby, sun-loungers, beach towels
Heated pool with private outdoor "kitchenette", hot tub, and fire pit!!!!
9.8 out of 10, Exceptional, (257)
"I rented this entire house for my sons wedding on Anna Maria Island. Giving 5 stars for this place feels like an injustice. The location is perfect-a short walk to watch the sunrise on the bay or the sunset from the beach. Plenty of parking, but who needs a car when there’s a free trolley right out your door to take you anywhere on the island. No need to pack for the beach. This property provides anything you would ever need, from chairs to towels to beach toys, and a wagon to load it all in....
Heated pool with private outdoor "kitchenette", hot tub, and fire pit!!!!
Beach nearby, beach umbrellas, beach towels
Tropical Villas of Venice Beach
3.5 star property
9.6 out of 10, Exceptional, (190)
"Everything was perfect! "
Tropical Villas of Venice Beach
Beach nearby, sun-loungers, beach towels
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
9.6 out of 10, Exceptional, (97)
"Very short walk to the beautiful beach. Quiet location. Great place"
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
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 property types in Sarasota

Property grounds
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
Outdoor pool, a heated pool
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!
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers
Hibiscus Suites - Gateway to Siesta Key
2.5 star property
8.6 out of 10, Excellent, (1993)
"We ended up staying here because the hotel we originally booked, sent us an email the day before we were leaving to tell us their pool would be undergoing maintenance while we were there (and the only place we wanted to be). We're so glad that happened because we loved the Hibiscus Suites! It exceeded any expectation we may have had. Russ and the rest of the staff was super friendly and accomodating, the rooms were BIG and completely updated, with a small kitchen, and living room, which we were...
The price is NZ$214
per night
13 May - 14 May
Hibiscus Suites - Gateway to Siesta Key
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.

Sarasota Holiday Homes information

Number of reviews
1,270
Accommodation
3811 Holiday Homes
Lowest Price
Highest Price

Recent Reviews in Sarasota
Expedia verified reviews

Lantern Inn & Suites

Lantern Inn & Suites

5/5 Excellent
"Convenient, clean & nice staff."
A verified traveller stayed at Lantern Inn & Suites
Posted 19 hours ago
Lantern Inn & Suites