Search Vacation Homes in Legacy Trail

    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

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct
Siesta Key Island Rentals
Enjoy cooking in this kitchen with a refrigerator, oven, and dishwasher, and a convenient green tiled backsplash.

Siesta Key Island Rentals

3.0 star property
9.4 out of 10, Exceptional, (43)
"Quiet neighborhood, clean and well maintained property, responsive management."
Siesta Key Island Rentals
Tropical Villas of Venice Beach
Walk along the weathered boardwalk to the serene beach surrounded by lush greenery.

Tropical Villas of Venice Beach

3.5 star property
9.6 out of 10, Exceptional, (238)
"Great Location !!"
Tropical Villas of Venice Beach
Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!
Outdoor dining

Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

10.0 out of 10, Exceptional, (179)
"The Bungalow was spotless, I had a fantastic stay, thank you !!!"
Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!
🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬
Sun-loungers, beach towels

🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬

10.0 out of 10, Exceptional, (88)
"Exactly as pictured, well equipped kitchen, pool with tikki bar were great after returning from the beach. The location is perfect walk to the shops, restaurants & beach. Loved everything about the house!"
🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬
Charming Beach Cottage
Relax in this inviting living space with a comfortable sofa and chaise lounge, surrounded by natural light and a flat-screen TV.

Charming Beach Cottage

9.6 out of 10, Exceptional, (27)
"we were visiting Selby Gardens and this rental was in a good location for both gardens. Easy walking distance to corner pub/restaurant. Enjoyed our stay. "
Charming Beach Cottage
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite
Relax in style with a comfortable seating area, barbecue grill, and ample shade options.

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite

9.4 out of 10, Exceptional, (65)
"Our stay here was just perfect - great location, everything we needed, Bryce left very good instructions for anything that we might have needed (we didn’t 😊), and very comfortable! We were close to everything but felt like we had our own little private place too. Will definitely come back here. "
The price is HK$785
HK$1,177 total
includes taxes & fees
6 Aug - 7 Aug
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite
Newly Renovated 2-bedroom w/Pool, Garage and a just a bike ride to Siesta Key!
Enjoy cooking in this kitchen with sleek cabinetry, a refrigerator, oven, and microwave.

Newly Renovated 2-bedroom w/Pool, Garage and a just a bike ride to Siesta Key!

9.4 out of 10, Exceptional, (23)
"Very good impression of the property. Can strongly recommend and very friendly communication with the host. "
Newly Renovated 2-bedroom w/Pool, Garage and a just a bike ride to Siesta Key!
Rare! Adorable Cottage on Snead Island, Fish Dock,Tiki & Bch 250 ft. away. Pets
Relax in a serene gazebo overlooking a tranquil body of water.

Rare! Adorable Cottage on Snead Island, Fish Dock,Tiki & Bch 250 ft. away. Pets

9.8 out of 10, Exceptional, (82)
"Very comfortable. The whole time there was so laid back and relaxing."
Rare! Adorable Cottage on Snead Island, Fish Dock,Tiki & Bch 250 ft. away. Pets
Mimosa Bay: Waterfront Oasis w/ Heated Pool, Hot Tub & Bay Views
Enjoy the serene ocean views from this balcony with a pool and access to the sandy beach.

Mimosa Bay: Waterfront Oasis w/ Heated Pool, Hot Tub & Bay Views

10.0 out of 10, Exceptional, (1)
"Exceptional property! We truly had the most amazing stay. The property is so beautiful and clean. It has a ton of charm, and the view off the entire back of the home of the emerald green bay is unmatched!Between waking up to amazing sunrises, hearing the sound of the water, while enjoying the bay breeze and watching all of the dolphins swim by, it was one of the most serene and tranquil experiences. The pool and spa are brand new and we loved having options to swim in the pool, paddle board...
Mimosa Bay: Waterfront Oasis w/ Heated Pool, Hot Tub & Bay Views
Wonderful and updated 2 bedroom/2 bath direct beach front. Panoramic views!
Relax in this serene beachfront retreat with a comfortable bed, a nightstand, and a sliding door leading to a balcony with ocean views.

Wonderful and updated 2 bedroom/2 bath direct beach front. Panoramic views!

9.0 out of 10, Wonderful, (38)
"Great location, great amenities, and great communication from Mike Norman Realty. "
Wonderful and updated 2 bedroom/2 bath direct beach front. Panoramic views!
Across the street from the Beach, restaurants, free wifi.
Enjoy a serene beach experience with ample shade and clear waters.

Across the street from the Beach, restaurants, free wifi.

9.6 out of 10, Exceptional, (159)
"This was such a nice condo, really spacious, great location across from the beach. We really enjoyed being able to walk across for breakfast in the am at the beachside cafe and music each evening at sunset. We had everything we needed inside the condo as well, including W/D, well stocked kitchen and beach items. Close to every kind of restaurant you could want too! Thanks for a great stay!"
Across the street from the Beach, restaurants, free wifi.
This house is a 3 bedroom(s), 2 bathrooms, located in Venice, FL.
Enjoy a serene beach experience with access to the calm sea and surrounding vegetation.

This house is a 3 bedroom(s), 2 bathrooms, located in Venice, FL.

9.8 out of 10, Exceptional, (178)
"Clean, well-appointed, many extras - nice pool; close to beach, food, perfect for family with young kids or adult group. Quiet neighborhood.Very timely and available communication, good visitor info available. "
This house is a 3 bedroom(s), 2 bathrooms, located in Venice, FL.
Beachside Retreat with Pool and Beach Access
Enjoy a peaceful retreat on the balcony with a glass-top table and comfortable seating for four.

Beachside Retreat with Pool and Beach Access

8.8 out of 10, Excellent, (40)
"Great location for all our visitors to walk to many various restaurants and shops"
The price is HK$4,280
HK$8,780 total
includes taxes & fees
7 Aug - 8 Aug
Beachside Retreat with Pool and Beach Access
Gorgeous Pool house 5 min from the beach, shopping and restaurants I
Situated on the beach, this lifeguard station offers a convenient spot to watch over the clear waters.

Gorgeous Pool house 5 min from the beach, shopping and restaurants I

9.0 out of 10, Wonderful, (60)
"Loved our stay! "
The price is HK$863
HK$2,766 total
includes taxes & fees
9 Aug - 10 Aug
Gorgeous Pool house 5 min from the beach, shopping and restaurants I
Private retreat walking distance to beautiful beaches and restaurants.
Boats are moored at the marina, offering a serene waterfront scene.

Private retreat walking distance to beautiful beaches and restaurants.

10.0 out of 10, Exceptional, (150)
"Great place close to the beach!"
Private retreat walking distance to beautiful beaches and restaurants.
Little Charm-Close to AMI, IMG and GT Bray Park.
Enjoy a stroll along the beach with a secure path provided by this sturdy barrier.

Little Charm-Close to AMI, IMG and GT Bray Park.

10.0 out of 10, Exceptional, (12)
"Perfect location! Great host! This unit is great and will book again for future stays"
The price is HK$942
HK$2,333 total
includes taxes & fees
6 Aug - 7 Aug
Little Charm-Close to AMI, IMG and GT Bray Park.
Bayfront home with Private dock near Famous Bridge Street - Seaside Serenity
Stroll along the serene waterfront pier, taking in the tranquil atmosphere.

Bayfront home with Private dock near Famous Bridge Street - Seaside Serenity

10.0 out of 10, Exceptional, (4)
"We have stayed here multiple times and it is exactly as described and what we want. Great location and views. Close to restaurants, beaches and free shuttle."
Bayfront home with Private dock near Famous Bridge Street - Seaside Serenity
Bungalow w/ Heated Pool by Downtown & Beaches
Escape to a serene garden oasis with a wooden pergola, lush plants, and a bird feeder.

Bungalow w/ Heated Pool by Downtown & Beaches

10.0 out of 10, Exceptional, (34)
"Wonderful family set up. The hosts are great and the house is well equipped. The pool is lovely and a beautiful setting, especially in the evening. The house is in an historical area and parks and groceries are in walking distance (under a mile). We would stay there again."
Bungalow w/ Heated Pool by Downtown & Beaches
Comfy, clean, private home IN Venice, Florida; Heated Pool, Minutes to the Beach
Guests can enjoy a beachside walkway with ocean views.

Comfy, clean, private home IN Venice, Florida; Heated Pool, Minutes to the Beach

10.0 out of 10, Exceptional, (159)
"The house was very clean and the owners were nice when we talked through email. The house is in a quiet neighborhood and it was stocked with towels and beach equipment in case we didn’t bring any. We enjoyed the pool and the lights out there at night. It was a great stay would definitely recommend."
Comfy, clean, private home IN Venice, Florida; Heated Pool, Minutes to the Beach
Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks
Relax in this serene sunroom with a backyard view of the pool, featuring comfortable seating and a stone tile floor.

Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks

10.0 out of 10, Exceptional, (31)
"The house is a perfect place in a wonderfully located neighborhood. It is very clean and comfortable! Carrie is easy to communicate with. Just a fantastic place!"
Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks
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

Top Legacy Trail Hotel Reviews

Kompose Boutique Hotel

Kompose Boutique Hotel

10/10 Excellent
"The property is a very modern chic vibe which I loved. It look and feels luxurious. Staff were friendly, rooms are quiet and clean. Pool area is nice and relaxing. Breakfast was a buffet style, was very good and they are very eco friendly which is t something typical you see in most hotels which I thought was very nice! Would absolutely recommend and stay here again! "
Juan 1-night trip
Posted 8 hours ago
Kompose Boutique Hotel