Legacy Trail Holiday Homes
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Featured Holiday Homes in Legacy Trail

Tropical Villas of Venice Beach
505 Menendez St Venice FL
During your stay at Tropical Villas of Venice Beach, you're just a quick walk from Manasota Beach. Free WiFi in public areas, free self-parking and an outdoor pool are available. This comfortable holiday home has 10 homes. Each holiday home includes amenities such as free WiFi and a flat-screen TV.
Pool
Waschmaschine

Siesta Key Island Rentals
515 Beach Rd Siesta Key FL
During your stay at Siesta Key Island Rentals, you're just a quick walk from Siesta Key Beach. You'll find features such as free self-parking and laundry facilities. This comfortable holiday home has 6 homes. Free WiFi and washers/dryers are available in all homes.
Waschmaschine
Wäschetrockner

3-bedroom house in sarasota fl
Sarasota FL
During your stay at this holiday home, you'll be close to IMG Academy. You'll find features such as a water park and laundry facilities. A kitchen and 2 bathrooms are available in the holiday home.
Küche
Waschmaschine

Coastal Retreat – Pool, Private Yard, Near Beach, RV & Boat Friendly
Venice FL
During your stay at this holiday home, you'll be close to Caspersen Beach. Features include an outdoor pool and laundry facilities. The holiday home includes amenities such as a private pool and a kitchen.
Pool
Küche

Siesta Key Oasis-Spectacular with heated pool/spa and steps to beach and Village
Siesta Key FL
During your stay at this holiday home, you're just a quick walk from Siesta Key Beach. An outdoor pool, 1 hot tub and laundry facilities are available. The holiday home offers free WiFi and a private pool.
Pool
Whirlpool

2 BR 2 Full BA on Anna Maria Island just steps to Beach!
Bradenton Beach FL
This holiday home's walkable location gets good marks from our customers. During your stay, you're just a quick walk from Anna Maria Sound. You'll find features such as laundry facilities. A kitchen and 2 bathrooms are available in the holiday home.
Küche
Waschmaschine

NEW! Meet Me At Sunset! 3 Homes from the Beach!
Anna Maria FL
The price is CHF 1'259 per night
CHF 1'259
26 Dec - 27 Dec
includes taxes & fees
During your stay at this holiday home, you're just a quick walk from Palmetto Avenue Beach. You'll find features such as a gym, 1 hot tub and laundry facilities. The holiday home includes amenities such as free WiFi and a kitchen.
Whirlpool
Küche

Sarasota-Indian Beach Zen Home (private-pet friendly)
Sarasota FL
During your stay at this holiday home, you're just a quick walk from Ringling College of Art and Design. Laundry facilities and an arcade/games room are available. Free WiFi and a kitchen are available in the holiday home.
Küche
Waschmaschine

Siesta Heron Suites & Villas
8254 Midnight Pass Rd Siesta Key FL
The price is CHF 327 per night
CHF 327
4 Jan - 5 Jan 2026
includes taxes & fees
During your stay at Siesta Heron Suites & Villas, you'll be within walking distance of Turtle Beach. Free WiFi in public areas, free self-parking and an outdoor pool are available. This comfortable holiday home has 7 homes. All homes offer free WiFi and kitchens.
Pool
Küche

Steps from Beach and Local Hotspots! Stay at Sunny Side Down!
Bradenton Beach FL
During your stay at this holiday home, you're just a quick walk from Anna Maria Sound. Laundry facilities are available. The holiday home includes amenities such as free WiFi and a kitchen.
Küche
Waschmaschine

Beach Side Paradise - Luxury Home on the Beach
Bradenton Beach Florida
During your stay at this holiday home, you're just a quick walk from Bradenton Beach. Enjoy features like breakfast (surcharge). Enjoy your stay with amenities like a private pool and a kitchen in the holiday home.
Pool
Küche

Luxury House Walking Distance to Ocean - Sleeps 12
Sarasota FL
The price is CHF 338 per night
CHF 338
23 Dec - 24 Dec
includes taxes & fees
During your stay at this holiday home, you're just a quick walk from Westcoast Black Theatre Troupe. You'll find features such as laundry facilities. A kitchen and 2.5 bathrooms are available in the holiday home.
Küche
Waschmaschine

CHRISTMAS availability!Gorgeous 7 bedroom Beach house 2 minute walk to Beach!
Bradenton Beach FL
During your stay at this holiday home, you're just a quick walk from Bradenton Beach. You'll find features such as a water park and laundry facilities. 7.5 bathrooms and a washing machine are available in the holiday home.
Waschmaschine
Wäschetrockner

Beautiful Home,4BR/2BR With HEATED POOL, Near Famous Siesta Key & Lido Key Beach
Sarasota FL
During your stay at this holiday home, you'll be within walking distance of Ed Smith Stadium. Enjoy features like an outdoor pool, laundry facilities and an arcade/games room. The holiday home includes amenities such as a private pool and a kitchen.
Pool
Küche

Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach
Sarasota FL
Our customers tell us they can't get enough of this holiday home's great beach location. During your stay, you're just a quick walk from Lido Beach. You'll find features such as laundry facilities. The holiday home offers free WiFi and a kitchen.
Küche
Waschmaschine
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.
Legacy Trail Holiday Homes essential information
Accommodation | 1164 Holiday Homes |
|---|---|
Lowest Price | CHF 327 |
Highest Price | CHF 1'259 |
Popular accommodation | Tropical Villas of Venice Beach, Siesta Key Island Rentals, 3-bedroom house in sarasota fl, Coastal Retreat – Pool, Private Yard, Near Beach, RV & Boat Friendly, Siesta Key Oasis-Spectacular with heated pool/spa and steps to beach and Village, 2 BR 2 Full BA on Anna Maria Island just steps to Beach!, NEW! Meet Me At Sunset! 3 Homes from the Beach!, Sarasota-Indian Beach Zen Home (private-pet friendly) , Siesta Heron Suites & Villas, Steps from Beach and Local Hotspots! Stay at Sunny Side Down!, Beach Side Paradise - Luxury Home on the Beach, Luxury House Walking Distance to Ocean - Sleeps 12, CHRISTMAS availability!Gorgeous 7 bedroom Beach house 2 minute walk to Beach!, Beautiful Home,4BR/2BR With HEATED POOL, Near Famous Siesta Key & Lido Key Beach, Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach |
