Legacy Trail Vacation Rentals

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Our top choices for Legacy Trail holiday rentals

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5184)
"Great location, value, clean, friendly staff. Will definitely stay there again. "
United States
JoAnna
The price is RM582
RM749 total
includes taxes & fees
5 Jan - 6 Jan 2026
Tropical Beach Resorts

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
South Village
9.6 out of 10, Exceptional, (303)
"The rooms were perfect, and the staff was great. The location was perfect and peaceful"
United States
Marybeth
The price is RM1,617
RM2,033 total
includes taxes & fees
29 Jan - 30 Jan 2026
The Residences at Siesta Key Beach by Hyatt Vacation Club

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2221)
"Very nice place !"
United States
Ivette
Hibiscus Suites - Gateway to Siesta Key

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (248)
"Was close to the beach! Enjoyed having the little kitchen. Very quiet. Would definitely stay again."
United States
Linda
The price is RM1,068
RM1,207 total
includes taxes & fees
20 Jan - 21 Jan 2026
Kon Tiki Inn

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (768)
"Great stay!"
United States
Sufyan
The price is RM1,035
RM1,170 total
includes taxes & fees
4 Jan - 5 Jan 2026
Bridgewalk Resort

Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn
3.0 star property
Holmes Beach
8.6 out of 10, Excellent, (405)
"Beautiful location. Walking distance to beach. "
United States
Maria
The price is RM953
RM1,206 total
includes taxes & fees
2 Jan - 3 Jan 2026
Haley's at The Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.2 out of 10, Wonderful, (335)
"Easy access to Bridge St... Walk quick to beach. Quiet pool nice ... They can definitely improve the Internet as that was spotty. "
United States
Marc
The price is RM951
RM1,204 total
includes taxes & fees
2 Jan - 3 Jan 2026
Pelican Post at Anna Maria Island Inn

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (580)
"Great location, recent updates"
United States
Michael
A Beach Retreat

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (346)
"Enjoyable stay. "
United States
Lori
The price is RM406
RM952 total
includes taxes & fees
5 Jan - 6 Jan 2026
Tiny House Siesta

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (191)
"Great place to stay! "
United States
Carlos
The price is RM1,815
RM2,276 total
includes taxes & fees
31 Dec - 1 Jan 2026
The Inn On Siesta Key

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.6 out of 10, Excellent, (38)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
The price is RM753
RM1,666 total
includes taxes & fees
4 Jan - 5 Jan 2026
Siesta Heron Suites & Villas

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.0 out of 10, Wonderful, (65)
"Very great stay will stay again "
United States
Joseph
The price is RM769
RM974 total
includes taxes & fees
7 Jan - 8 Jan 2026
Seabreeze at Anna Maria Island Inn

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.4 out of 10, Exceptional, (82)
"Very clean very quiet and a great location to the beach."
United States
Dave
The price is RM1,373
RM1,552 total
includes taxes & fees
5 Jan - 6 Jan 2026
SeaSpray Resort

Palm Tree Villas

Palm Tree Villas
3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (172)
"We had a great stay! The property was located within a short walk to the beach. We will be back!"
United States
Anonymous traveller
Palm Tree Villas
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

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