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Compare 5291 Vacation Homes in Sarasota with updated reviews, rates, and availability.

Siesta Key Island Rentals

3.0 star property
9.8 out of 10, Exceptional, (33)
"Great vacation stay "
The price is AED 571
AED 1,197 total
includes taxes & fees
4 Jun - 5 Jun
Siesta Key Island Rentals

Tropical Villas of Venice Beach

3.5 star property
9.6 out of 10, Exceptional, (233)
"The property was in a quiet area and was very pleasant and comfortable. "
Tropical Villas of Venice Beach

Siesta Heron Suites & Villas

3.5 star property
8.4 out of 10, Very Good, (31)
"Just want to provide a few words of advice to future guests: Although there is a coffee maker, its a Keurig so you'll need to buy kcups (we brought ground coffee). Minor issue: you may also need to BYO salt and pepper shakers, but perhaps by the time you are reading this previous guests will have left them behind. To be fair, the list of "what to bring" is clear that nothing is provided, so it might be best to check-in first, then go grocery shopping! "
The price is AED 444
AED 1,241 total
includes taxes & fees
5 Jun - 6 Jun
Siesta Heron Suites & Villas

Anna Maria Island Suns Up A

2.0 star property
10.0 out of 10, Exceptional, (3)
"We loved this place and would highly recommend. Location is great for walking to town on the Island and the front and back decks are so nice for watching the sun come up and go down. Plenty of beautiful space for a family. Showers were great and the private pool was nice, but too cool to use on our visit."
Anna Maria Island Suns Up A

Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows

9.6 out of 10, Exceptional, (101)
"Beautiful property! Host was exceptional. Loved our time here! "
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows

Beach+Dock+Pool+2 SUPs+2 Kayaks+Fishing+Water Views,Duplex,140 steps to Beach

9.6 out of 10, Exceptional, (103)
"Beautiful view. Great property. Owner was fantastic! "
Beach+Dock+Pool+2 SUPs+2 Kayaks+Fishing+Water Views,Duplex,140 steps to Beach

Casa Azul 2Bed/1Bath

9.4 out of 10, Exceptional, (60)
"Very comfortable and perfect location to the airport! "
The price is AED 338
AED 725 total
includes taxes & fees
22 Jun - 23 Jun
Casa Azul 2Bed/1Bath

GORGEOUS 3 Bedroom/2 Bath Home NEAR SIESTA KEY!

9.8 out of 10, Exceptional, (12)
"Our family stayed here for vacation and the property was great! Clean with a beautiful pool."
GORGEOUS 3 Bedroom/2 Bath Home NEAR SIESTA KEY!

Longboat Key beach house - 5 min walk to the beaches and top local restaurants

9.6 out of 10, Exceptional, (22)
"Had a wonderful time at Longboat Key. House was perfect for the 2 of us and communication with the property manager was excellent. So close to beautiful beaches and great restaurants. The peacocks were a beautiful attraction! "
Longboat Key beach house - 5 min walk to the beaches and top local restaurants

Beachfront estate near Sarasota with spectacular gulf views

8.8 out of 10, Excellent, (19)
"The house was beautiful and having the beach on one side and the bay on the other was amazing! Perfect vacation home! Absolutely gorgeous!"
Beachfront estate near Sarasota with spectacular gulf views

The Florida House - HOT TUB & POOL near Anna Marie Island

10.0 out of 10, Exceptional, (15)
"They did a great job!! They checked us in seamlessly and I would book them again!!! "
The Florida House - HOT TUB & POOL near Anna Marie Island

All-New, Huge Pool, 70" TV, Bunk Beds, Tiki Bar & Grill!

8.6 out of 10, Excellent, (14)
"I booked this place with my 3 children and husband. The set up is nice and it was perfect for our family. We will definitely come back soon."
The price is AED 364
AED 729 total
includes taxes & fees
3 Jun - 4 Jun
All-New, Huge Pool, 70" TV, Bunk Beds, Tiki Bar & Grill!

Updated and Spacious, Minutes to Siesta Key and Downtown Sarasota, 2 Game Rooms

10.0 out of 10, Exceptional, (8)
"Absolutely wonderful place to stay in the area. Check in was so smooth, and the hosts were so accommodating when it came to getting us into the home before the bad weather. Would absolutely stay here again!"
Updated and Spacious, Minutes to Siesta Key and Downtown Sarasota, 2 Game Rooms

PRIVATE HEATED POOL! 150 Steps to Beach! No property management fees!

9.8 out of 10, Exceptional, (89)
"Everything was perfect! The pool was heated , property clean and kitchen well stocked with the utensils we needed, Host was very responsive when we asked for recommendations around the area. Would definitely go back!"
PRIVATE HEATED POOL! 150 Steps to Beach! No property management fees!

Beach+Dock+Pool+2 SUPs+2 Kayaks+Fishing+Water Views,Duplex,140 steps to Beach

9.8 out of 10, Exceptional, (100)
"Amazing location, comfortable beds, loved being in walking distance to fun restaurants and shopping, the pool was perfectly warm for the cool weather. Highly recommend! "
The price is AED 1,264
AED 2,704 total
includes taxes & fees
3 Jun - 4 Jun
Beach+Dock+Pool+2 SUPs+2 Kayaks+Fishing+Water Views,Duplex,140 steps to Beach

Private Bayside Property -- With Private Fishing/Boating Pier/Remote Office

9.6 out of 10, Exceptional, (58)
"We checked into the property and there was an issue with the property. The owner was in communication with us and issued us a full refund."
Private Bayside Property -- With Private Fishing/Boating Pier/Remote Office

Beachwalker Cottage: Duplex within 100 steps to the sand.

9.6 out of 10, Exceptional, (29)
"The house was exactly as explained. The beds were the most comfortable ones we’ve experienced in a vacation rental. We will absolutely rent from Sato again."
Beachwalker Cottage: Duplex within 100 steps to the sand.

Anna Maria Island Townhouse - Simply Beautiful! The Perfect Vacation Location!

9.8 out of 10, Exceptional, (84)
"Great hosts & location! we definitely go back!! They visited with us about the amazing area & events available, they were very knowledgeable & helpful! "
Anna Maria Island Townhouse - Simply Beautiful! The Perfect Vacation Location!

Weekly Discounts! Exceptional Rating-A Pearl of a Beach Home- private pool & spa

10.0 out of 10, Exceptional, (142)
"Would recommend and stay again."
Weekly Discounts! Exceptional Rating-A Pearl of a Beach Home- private pool & spa

Beautiful 3 BR pool home minutes from Siesta Key - Blue Dolphin

9.4 out of 10, Exceptional, (16)
"Safe, plenty of kitchen utensils, and excellent communication with the rental company. Everything was excellent, especially the location of the property."
Beautiful 3 BR pool home minutes from Siesta Key - Blue Dolphin
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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