A wooden pathway surrounded by dense greenery and trees.

Legacy Trail Holiday Rentals

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Our top choices for Legacy Trail holiday rentals

1. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,792 reviews)
"Great place to visit!"
United States
Margaret Lai Ling
The price is S$193
includes taxes & fees
26 Aug - 27 Aug
Tropical Beach Resorts

2. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,424 reviews)
"We stayed for 2 nights, the location was perfect for our needs! The beds were very comfortable and the kitchen was a added bonus!"
United States
Justine
The price is S$183
includes taxes & fees
8 Sept - 9 Sept
Hibiscus Suites - Gateway to Siesta Key

3. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,300 reviews)
"The proximity to the beach and the ambient of the place"
United States
natalia
The price is S$238
includes taxes & fees
10 Sept - 11 Sept
Captiva Beach Resort

4. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (174 reviews)
"Beautiful hotel comfortable bed nice and friendly staff!!!!"
United States
Isabel
The price is S$272
includes taxes & fees
1 Sept - 2 Sept
SeaSpray Resort

5. The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (204 reviews)
"We had a wonderful stay at The Inn on Siesta Key. The Cabana was perfect for our family of 4, very clean and well equipped kitchen. The beds are very comfortable, and we enjoyed our morning coffee on the porch area. The property is fully equipped for the beach with chairs, towels, umbrellas, coolers, ice, and these great wagons to haul it all to the beach. Beaches are a short walk and amazing. The property is also a very short walk to The Village for shopping and dining. Paige checked us in and...
United States
Lisa
The price is S$434
includes taxes & fees
27 Aug - 28 Aug
The Inn On Siesta Key

6. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (670 reviews)
"Lovely place on a family beach."
United States
Robert
The price is S$264
includes taxes & fees
27 Aug - 28 Aug
A Beach Retreat

7. Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (80 reviews)
"Great location, very clean and spacious."
United States
Jason
The price is S$418
includes taxes & fees
26 Aug - 27 Aug
Siesta Key Island Rentals

8. Tropical Villas of Venice Beach

Tropical Villas of Venice Beach
3.5 star property
Venice Island
9.6 out of 10, Exceptional, (268 reviews)
"It was amazing and way beyond what I thought. Easy walk to beach(0.4 mikes) and shops. Private location with small pool. Just what you need."
United States
Christina
The price is S$135
includes taxes & fees
26 Aug - 27 Aug
Tropical Villas of Venice Beach

9. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (823 reviews)
"loved it here"
United States
Hannah
The price is S$415
includes taxes & fees
23 Sept - 24 Sept
Bridgewalk Resort

10. Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.5 star property
Bradenton Beach
9.2 out of 10, Wonderful, (448 reviews)
"Great place to stay,"
United States
Wilson
The price is S$263
includes taxes & fees
15 Sept - 16 Sept
Pelican Post at Anna Maria Island Inn
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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