Sarasota Holiday Rentals

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Holiday Rentals in Sarasota

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2157)
"The hotel rooms inside were super nice and right by the beach."
Hibiscus Suites - Gateway to Siesta Key

Tiny House Siesta

2.0 star property
8.4 out of 10, Very good, (305)
"It was a good experience. Good location. "
The price is AU$227
includes taxes & fees
5 Aug - 6 Aug
Tiny House Siesta

Charming Studio Unit Across from Lido Key Beach

9.2 out of 10, Wonderful, (23)
"We loved this studio! It was perfect for a short stay near the beach, which is about a 4-5 minute walk away. The unit was very clean with all the basics we needed, including a beach wagon, chairs, umbrella, towels, and cooler—which was great because we flew in from out of state and didn’t have room to bring our own beach equipment. Host is communicative and check-in was a breeze. We would definitely stay here again!"
Charming Studio Unit Across from Lido Key Beach

Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block.

10.0 out of 10, Exceptional, (16)
"Unbelievable house in the best location in St. Armands. If we vacation here again we will definitely check on availability to re-book. Check-in/out was seamless and the property manager was available throughout our stay when we had questions. "
Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block.

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, (125)
"We had an awesome vacation! The house beach and pool were outstanding. Hope to return next year!!"
Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool

Oceanfront home

9.8 out of 10, Exceptional, (81)
"This property is awesome. Sergiy was super responsive. Location is great, close to everything for convenience. We are big walkers so the neighborhood was tough to get any walks in. But we made some amazing memories. "
The price is AU$811
includes taxes & fees
26 Aug - 27 Aug
Oceanfront home

Siesta beach....one and only

9.4 out of 10, Exceptional, (183)
"My family and I had a great stay during our time at the home. "
The price is AU$694
includes taxes & fees
17 Aug - 18 Aug
Siesta beach....one and only

1 mile to Siesta! Early Bird Special! Low Wkly Rates! Pool & Spa! Fast Internet.

9.6 out of 10, Exceptional, (120)
"The communication was above and beyond expectations. The transportation to the beach was great. The amenities were wonderful. Totally enjoyed the pool and hot tub. The hose was clean, spacious and well stocked. We would definitely go back. "
1 mile to Siesta! Early Bird Special! Low Wkly Rates! Pool & Spa! Fast Internet.

Bungalow w/ Heated Pool by Downtown & Beaches

10.0 out of 10, Exceptional, (34)
"Wonderful family set up. The hosts are great and the house is well equipped. The pool is lovely and a beautiful setting, especially in the evening. The house is in an historical area and parks and groceries are in walking distance (under a mile). We would stay there again."
Bungalow w/ Heated Pool by Downtown & Beaches

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

9.8 out of 10, Exceptional, (108)
"The location of this property is excellent! It is walking distance to the beach. The beach is beautiful! It was also very close to Armand Circle where you can find many shops and restaurants. The communication with the hosts was excellent! They were very attentive and responded to any questions in a timely manner. The home is comfortable for a small family. We enjoyed our stay and I would definitely like to return in the future. "
Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach

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

9.0 out of 10, Wonderful, (100)
"Nice place to accommodate an average group of 8. Heated pool was a great bargain. I would book this property again. Owner was easy to communicate with and replied to messages quickly."
NEW !! Sarasota House w HEATED Pool 3 bed/3 bath plus bonus room w futon

Tropical Oasis 5 min to Siesta Key, Private Salt Water Pool w Lanai!

10.0 out of 10, Exceptional, (66)
"The house had everything we could possibly imagine: peaceful, private front porch for meals with fun suspended chair, water fountain and wind chimes; well stocked kitchen with ample everything; screened pool with volleyball net, 4 pool noodles and furniture; backyard propane grill and fire pit amidst a welcoming garden; beach towels, beach tent, chairs and boogie boards; comfy beds and furnishings; and wow, what a game closet!!We loved our stay!"
The price is AU$987
includes taxes & fees
10 Aug - 11 Aug
Tropical Oasis 5 min to Siesta Key, Private Salt Water Pool w Lanai!

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

10.0 out of 10, Exceptional, (147)
"Property was well located, clean, and very well equipped. Would definitely stay here again! "
Vacation delight! Cozy condo just steps from the beach and St. Armands circle.

Siesta Key 2B 2 bath with Heated Pool! Sleeps 6 ! Relaxation & Sunshine!

9.4 out of 10, Exceptional, (109)
"It was a good place to stay and the host's were very nice. Huge bed room and very nice shower and bathroom. The heated pool was very nice and the kids enjoyed that very much!"
Siesta Key 2B 2 bath with Heated Pool! Sleeps 6 ! Relaxation & Sunshine!

2 Bedrooms, Bay WaterViews, Beaches, shops, Marina, fishing, all near by

9.6 out of 10, Exceptional, (14)
"Loved the house and location was close to what we wanted to do."
2 Bedrooms, Bay WaterViews, Beaches, shops, Marina, fishing, all near by

Siesta Shores 2Bed/2Bath Heated Pool!

10.0 out of 10, Exceptional, (2)
"Our family had a wonderful time! Renting bikes made it easy and fun to go back and forth between the condo and the beach. The boys (9, 12, and 14) were thrilled to fish in the canal behind the property — they caught four fish and were so excited.The condo was very clean, and the bedding was super comfortable. We really appreciated how quiet and safe the neighborhood was — I felt completely at ease letting the kids bike around on their own. They also loved spending time in the heated pool every...
The price is AU$760
includes taxes & fees
18 Aug - 19 Aug
Siesta Shores 2Bed/2Bath Heated Pool!

Sarasota House, A Perfect Beach Getaway!!! Spacious 4-bedroom house & Pool !!!

2.0 star property
10.0 out of 10, Exceptional, (6)
"I definitely recommend this Amazing clean spacious house..we got an immediate response from the owner when we had questions! It had everything we needed to enjoy a beautiful week! "
The price is AU$1,293
includes taxes & fees
5 Aug - 6 Aug
Sarasota House, A Perfect Beach Getaway!!! Spacious 4-bedroom house & Pool !!!

New home 3/2 renovation 3 miles to Siesta Key

9.2 out of 10, Wonderful, (19)
"The house was remodeled nicely and clean. "
The price is AU$519
includes taxes & fees
5 Aug - 6 Aug
New home 3/2 renovation 3 miles to Siesta Key

Luxury Home/Ocean Views/Resort Style Pool w/Slide-Bike/Walk To Beach-St.Armands

10.0 out of 10, Exceptional, (27)
"We had a wonderful stay. It is close to the beach, downtown and restaurants. Recommend this home for a relaxing vacation. "
Luxury Home/Ocean Views/Resort Style Pool w/Slide-Bike/Walk To Beach-St.Armands

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

9.8 out of 10, Exceptional, (119)
"Perfect place for a 5 day stay. Highly recommend! "
Midcentury Modern 3 BR - With Pool in Sarasota, Close to Beaches!
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

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?

Charming Beach Cottage: This highly rated holiday home rental in Sarasota is located in the city centre, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Other favourite homes for rent in Sarasota are Newly Renovated 2-bedroom w/Pool, Garage and a just a bike ride to Siesta Key! and Bungalow w/ Heated Pool by Downtown & Beaches.

How many holiday rentals are there in Sarasota?

With 1681 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.