Legacy Trail Holiday Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
18 Jun - 19 Jun
Tomorrow
19 Jun - 20 Jun
This weekend
20 Jun - 22 Jun
Next weekend
27 Jun - 29 Jun

Holiday Rentals in Legacy Trail

Tropical Beach Resorts
Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4711)
"Great customer service and perfect spot to walk around beach and town "
The price is S$311
includes taxes & fees
23 Jun - 24 Jun
Tropical Beach Resorts
Pelican Post at Anna Maria Island Inn
Exterior

Pelican Post at Anna Maria Island Inn

3.0 star property
9.2 out of 10, Wonderful, (274)
"Great place! Very clean and near the beach and places to eat."
The price is S$549
includes taxes & fees
7 Jul - 8 Jul
Pelican Post at Anna Maria Island Inn
Anna Maria Beach Resort
View from room

Anna Maria Beach Resort

3.5 star property
9.4 out of 10, Exceptional, (212)
"Beautiful spot lovely family resort "
The price is S$1,026
includes taxes & fees
7 Jul - 8 Jul
Anna Maria Beach Resort
Hibiscus Suites - Gateway to Siesta Key
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2134)
"Clean,friendly, close to the beach and major shopping center."
Hibiscus Suites - Gateway to Siesta Key
The Ringling Beach House
Front of property

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (307)
"Very clean, wish I could have stayed longer!"
The Ringling Beach House
Captiva Beach Resort
Front of property – evening/night

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1104)
"Perfect location close to the beach clean and cozy place"
Captiva Beach Resort
Seabreeze at Anna Maria Island Inn
1 bedroom, premium bedding, pillow-top beds, free WiFi

Seabreeze at Anna Maria Island Inn

3.0 star property
9.2 out of 10, Wonderful, (9)
"Can’t ask for a better set up. On the beach with an unobstructed view and sound of waves all night long. A must stay for a relaxing time"
The price is S$715
includes taxes & fees
7 Jul - 8 Jul
Seabreeze at Anna Maria Island Inn
Tiny House Siesta
Living area

Tiny House Siesta

2.0 star property
8.4 out of 10, Very good, (293)
"Great place to stay. "
The price is S$192
includes taxes & fees
30 Jun - 1 Jul
Tiny House Siesta
Bridgewalk A Landmark Resort
Front of property – evening/night

Bridgewalk A Landmark Resort

3.5 star property
9.2 out of 10, Wonderful, (723)
"The room was much larger then we expected and the size of the shower was amazing. Could not have asked for more cuz we got more then we expected. Staff was very professional and did everything they could to make our stay comfortable."
The price is S$467
includes taxes & fees
7 Jul - 8 Jul
Bridgewalk A Landmark Resort
Swivel On Anchor
Living area

Swivel On Anchor

2.5 star property
2.0 out of 10, (1)
The price is S$205
includes taxes & fees
29 Jun - 30 Jun
Swivel On Anchor
Siesta Key Island Rentals
Room amenity

Siesta Key Island Rentals

3.0 star property
9.6 out of 10, Exceptional, (35)
"Great vacation stay "
Siesta Key Island Rentals
Kon Tiki Inn
Terrace/patio

Kon Tiki Inn

2.0 star property
10.0 out of 10, Exceptional, (203)
"We loved staying at Kon Tiki!"
The price is S$201
includes taxes & fees
22 Jun - 23 Jun
Kon Tiki Inn
SeaSpray Resort
2 bedrooms, in-room safe, iron/ironing board, free WiFi

SeaSpray Resort

4.0 star property
The price is S$493
includes taxes & fees
13 Jul - 14 Jul
SeaSpray Resort
Tradewinds Beach Resort
Exterior

Tradewinds Beach Resort

2.5 star property
9.2 out of 10, Wonderful, (377)
"Great and friendly customer service at the front desk. Amazing view from our balcony and great price for an island that has become extremely over priced thanks to all the developers and investment companies."
Tradewinds Beach Resort
Sea Club I Beach Resort
View from room

Sea Club I Beach Resort

3.0 star property
9.0 out of 10, Wonderful, (311)
"Best place ever "
Sea Club I Beach Resort
Venice Beach Villas
Terrace/patio

Venice Beach Villas

3.0 star property
9.4 out of 10, Exceptional, (414)
"Very nice quiet and clean. "
Venice Beach Villas
The Inn On Siesta Key
Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (179)
"A very accommodating property. Very clean and well maintained. The staff are extremely helpful and friendly. Great location."
The price is S$397
includes taxes & fees
22 Jun - 23 Jun
The Inn On Siesta Key
Tropical Villas of Venice Beach
Beach nearby, beach umbrellas, beach towels

Tropical Villas of Venice Beach

3.5 star property
9.6 out of 10, Exceptional, (234)
"The property was in a quiet area and was very pleasant and comfortable. "
Tropical Villas of Venice Beach
Yacht Time
Living area

Yacht Time

2.5 star property
2.0 out of 10, (2)
"Regrettably the proper manager never contacted me regarding the check-in instructions and I was not able to stay. If that’s how they do business and I can consider it deplorable. I have requested a full refund and do not recommend this property."
The price is S$244
includes taxes & fees
22 Jun - 23 Jun
Yacht Time
Barsala at Champions Walk
Exterior

Barsala at Champions Walk

4.0 star property
7.2 out of 10, Good, (40)
"Overall great experience! "
Barsala at Champions Walk
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
Sign in
Sign up, it's free