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 1095 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, (227)

Anna Maria Beach Condo 1/1
Anna Maria Beach Condo 1/1
9.8 out of 10, Exceptional, (174)
The price is SAR 675
SAR 1,491 total
includes taxes & fees
5 May - 6 May

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 SAR 1,125
SAR 2,524 total
includes taxes & fees
4 May - 5 May

New Waterfront Unit, Sleeps 4, Heated Pool, Gym, Tiki Bar & Grill, Kitchenette
New Waterfront Unit, Sleeps 4, Heated Pool, Gym, Tiki Bar & Grill, Kitchenette
9.8 out of 10, Exceptional, (7)
The price is SAR 371
SAR 707 total
includes taxes & fees
7 May - 8 May

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
9.6 out of 10, Exceptional, (43)
The price is SAR 2,618
SAR 4,824 total
includes taxes & fees
27 Apr - 28 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, (55)
The price is SAR 375
SAR 618 total
includes taxes & fees
9 May - 10 May

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, (45)
The price is SAR 747
SAR 2,042 total
includes taxes & fees
2 May - 3 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.
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, (4641)
The price is SAR 549
SAR 705 total
includes taxes & fees
27 May - 28 May

Anna Maria Beach Resort
Anna Maria Beach Resort
9.2 out of 10, Wonderful, (199)
The price is SAR 1,456
SAR 1,843 total
includes taxes & fees
27 Apr - 28 Apr

Hibiscus Suites - Gateway to Siesta Key
Hibiscus Suites - Gateway to Siesta Key
8.6 out of 10, Excellent, (2117)
The price is SAR 564
SAR 638 total
includes taxes & fees
4 May - 5 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

Compass Hotel by Margaritaville Anna Maria Sound
5/5 Excellent
"Great pool area, snacks and drinks around pool
Breakfast included was great too"
A verified traveler stayed at Compass Hotel by Margaritaville Anna Maria Sound
Posted 15 hours ago