Search Vacation Homes in Legacy Trail
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 1130 Vacation Homes in Legacy Trail with updated reviews, rates, and availability.

Tropical Villas of Venice Beach
Tropical Villas of Venice Beach
9.6 out of 10, Exceptional, (224)

Anna Maria Beach Condo 1/1
Anna Maria Beach Condo 1/1
9.8 out of 10, Exceptional, (169)
The price is AED 918
AED 1,788 total
includes taxes & fees
14 Apr - 15 Apr

Waterfront dog-friendly home with heated private pool, dock, views, and lanai
Waterfront dog-friendly home with heated private pool, dock, views, and lanai
8.0 out of 10, Very Good, (67)
The price is AED 1,561
AED 3,084 total
includes taxes & fees
9 Apr - 10 Apr

New Waterfront Unit, Sleeps 4, Heated Pool, Gym, Tiki Bar & Grill, Kitchenette
New Waterfront Unit, Sleeps 4, Heated Pool, Gym, Tiki Bar & Grill, Kitchenette
10.0 out of 10, Exceptional, (4)

Siesta Key Island Rentals
Siesta Key Island Rentals
9.6 out of 10, Exceptional, (29)

SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND
SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND
9.8 out of 10, Exceptional, (39)
The price is AED 2,527
AED 4,733 total
includes taxes & fees
6 Apr - 7 Apr

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite
9.2 out of 10, Wonderful, (50)
The price is AED 367
AED 613 total
includes taxes & fees
8 Apr - 9 Apr

Close to Beach Access #7, Short Walk to the Village
Close to Beach Access #7, Short Walk to the Village
9.8 out of 10, Exceptional, (44)
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.
Save an average of 15% on thousands of hotels when you're signed in
Other property types in Legacy Trail

Tropical Beach Resorts
Tropical Beach Resorts
9.4 out of 10, Exceptional, (4609)
The price is AED 684
AED 856 total
includes taxes & fees
21 Apr - 22 Apr

Anna Maria Beach Resort
Anna Maria Beach Resort
9.4 out of 10, Exceptional, (193)
The price is AED 2,249
AED 2,847 total
includes taxes & fees
10 Apr - 11 Apr

Hibiscus Suites - Gateway to Siesta Key
Hibiscus Suites - Gateway to Siesta Key
8.6 out of 10, Excellent, (2108)
The price is AED 606
AED 684 total
includes taxes & fees
1 May - 2 May
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.
Recent reviews of Legacy Trail hotels
Recent reviews of Legacy Trail hotels

The Westin Sarasota
5/5 Excellent
"This was one of the best hotels ive visited. The whole experience was top notch and I recommend this location to anyone looking for a nice getaway with pretty much all accommodations easily accessible!"
A verified traveler stayed at The Westin Sarasota
Posted 21 hours ago