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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct
Captiva Beach Resort
Front of property – evening/night

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1122)
"Everything was perfect with our stay. We will be back soon."
Captiva Beach Resort
Venice Beach Villas
Terrace/patio

Venice Beach Villas

3.0 star property
9.4 out of 10, Exceptional, (427)
"Easy walk or bike ride to beach. Property has plenty of bikes to borrow with locks. Overall just super place that I’ll stay again. "
Venice Beach Villas
Tradewinds Beach Resort
Private beach nearby, sun-loungers, beach towels

Tradewinds Beach Resort

2.5 star property
9.2 out of 10, Wonderful, (382)
"Very cute place and easy to walk to beach "
Tradewinds Beach Resort
Anna Maria Sunsets - studio
Sun-loungers, beach towels

Anna Maria Sunsets - studio

9.2 out of 10, Wonderful, (231)
"Perfect retreat from the beach. Wonderful shower, all you need for a beach day staycation."
The price is HK$785
HK$1,811 total
includes taxes & fees
17 Aug - 18 Aug
Anna Maria Sunsets - studio
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
On the beach

Beach front 2 bed-2 bath private balcony, modern with Gulf front views

8.8 out of 10, Excellent, (21)
"Great view and nice place for a short stay. "
The price is HK$1,884
HK$3,646 total
includes taxes & fees
11 Aug - 12 Aug
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
Anna Maria Beach Condo 1/1
Beach

Anna Maria Beach Condo 1/1

9.8 out of 10, Exceptional, (224)
"This is a great condo. Super clean, super spacious. Host was very responsive. It’s right across the street from the beach. I highly recommend and would stay again."
The price is HK$981
HK$2,570 total
includes taxes & fees
14 Aug - 15 Aug
Anna Maria Beach Condo 1/1
Take a Peek at a fabulous unit.
Property grounds

Take a Peek at a fabulous unit.

10.0 out of 10, Exceptional, (122)
"You can not get any closer to the beach than this. The view, the room and our property manager were all amazing. ZERO complaints. Can't wait to go back. "
Take a Peek at a fabulous unit.
DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.
Beach nearby, sun-loungers, beach towels

DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.

10.0 out of 10, Exceptional, (90)
"A beautiful view with amazing comfort in the condo! I can’t wait to come back!❤️😎"
DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.
DIRECTLY ON PRIVATE BEACH! GULF VIEW CONDO! Amazing panoramic sunset views!
On the beach, sun-loungers, beach towels

DIRECTLY ON PRIVATE BEACH! GULF VIEW CONDO! Amazing panoramic sunset views!

9.8 out of 10, Exceptional, (58)
"Really nice property. So glad it survived the hurricane. Can’t wait to stay there again. "
DIRECTLY ON PRIVATE BEACH! GULF VIEW CONDO! Amazing panoramic sunset views!
Anna Maria Sunsets - studio
Property grounds

Anna Maria Sunsets - studio

9.2 out of 10, Wonderful, (213)
" Very clean great location and property owner very nice and understanding thank you for everything "
The price is HK$903
HK$1,959 total
includes taxes & fees
11 Aug - 12 Aug
Anna Maria Sunsets - studio
Anna Maria Island - 2/1
Property grounds

Anna Maria Island - 2/1

9.6 out of 10, Exceptional, (167)
"Property worked great for our family "
The price is HK$954
HK$2,531 total
includes taxes & fees
11 Aug - 12 Aug
Anna Maria Island - 2/1
Charming 1-bedroom, beachfront condo in marvelous Longboat Key
Outdoor dining

Charming 1-bedroom, beachfront condo in marvelous Longboat Key

9.0 out of 10, Wonderful, (17)
"The property was great for our family, loved having a pool and beach access. Super simple especially with a toddler in tow."
The price is HK$1,806
HK$3,296 total
includes taxes & fees
11 Aug - 12 Aug
Charming 1-bedroom, beachfront condo in marvelous Longboat Key
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets
On the beach, sun-loungers

1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets

9.6 out of 10, Exceptional, (157)
"We could not have been happier with this location and its proximity to the beach and the pools. It was also close to great restaurants by locals who proudly serve great food!! "
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets
Oceanfront/Beachfront -Sarasota Surf Racquet - Y Building
On the beach, sun-loungers, beach towels

Oceanfront/Beachfront -Sarasota Surf Racquet - Y Building

9.8 out of 10, Exceptional, (259)
"Great location! Beautiful beach! "
Oceanfront/Beachfront -Sarasota Surf Racquet - Y Building
Beachfront Directly on Bradenton Beach
Property grounds

Beachfront Directly on Bradenton Beach

9.6 out of 10, Exceptional, (23)
"Very nice location to stay. Only issue we had was parking was very tight so prepare for that if you have a large suv or truck. "
The price is HK$2,339
HK$5,228 total
includes taxes & fees
24 Aug - 25 Aug
Beachfront Directly on Bradenton Beach
Prime Beachfront with Views, Views, Views!
Property grounds

Prime Beachfront with Views, Views, Views!

9.6 out of 10, Exceptional, (82)
"The condo was clean, nicely decorated, spacious and very comfortable! It was steps from the beach and pool! The beach is absolutely beautiful! The pool was very nice! We would definitely stay here again! The beds are very comfortable and having two full bathrooms was so nice! We had a great week! "
Prime Beachfront with Views, Views, Views!
Island Time 504 Siesta Key Beach located Sarasota Surf & Racquet Club
Outdoor pool, a heated pool

Island Time 504 Siesta Key Beach located Sarasota Surf & Racquet Club

9.8 out of 10, Exceptional, (28)
"Fantastic location!!! Beautiful Beach!! Very clean and updated condo Definitely would stay there again!!! Perfect place to eat, sleep, beach and Repeat!! Loved it!!! "
Island Time 504 Siesta Key Beach located Sarasota Surf & Racquet Club
Sand in Your Toes . . . Right Out Your Front Door!
Property grounds

Sand in Your Toes . . . Right Out Your Front Door!

9.4 out of 10, Exceptional, (113)
"Clean & comfortable with the beach just steps away!"
Sand in Your Toes . . . Right Out Your Front Door!
Charming 1-bedroom, beachfront condo in serene Longboat Key with WiFi, AC
On the beach

Charming 1-bedroom, beachfront condo in serene Longboat Key with WiFi, AC

6.6 out of 10, (7)
"Great location and beach access- pool is awesome! Unit doesn’t face the ocean, but it’s right there! Very low key- place is very clean. WiFi is spotty and would not be good if you are planning to work while staying- that is an island wide issue I believe- No stove, but has everything else a kitchen needs and a grill- we would come back! "
The price is HK$2,277
HK$3,698 total
includes taxes & fees
13 Aug - 14 Aug
Charming 1-bedroom, beachfront condo in serene Longboat Key with WiFi, AC
Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach
Smart TV, books

Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach

9.8 out of 10, Exceptional, (93)
"Lovely unit and the perfect location. Short walk to the beach and easy to get to the shopping/eating areas. "
The price is HK$1,236
HK$3,222 total
includes taxes & fees
22 Aug - 23 Aug
Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach
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 Legacy Trail Hotel Reviews

DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

10/10 Excellent
"We’re pleasantly surprised how nice this hotel is … We love our room and the amenities…. It’s clean, the sheets are crisp, the bed is comfortable and the bathroom is really nice … Love the Crabtree & Evelyn amenities…. The hotel is well laid out and has a lot of nice touches…. The lobby attendant was very friendly and professional…. We love the indoor pool as well and the restaurant and bar! When we’re in the area again visiting Anna Maria Island and the beautiful beaches over here we will always pick this hotel ! Thanks, Anisa Rivera "
Anisa 1-night trip
Posted 15 hours ago
DoubleTree by Hilton Sarasota Bradenton Airport