Holiday Homes in Legacy Trail

Start date: Check-in selected.
End date: Check-out
    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in Legacy Trail

Siesta Heron Suites & Villas

3.5 star property
8.4 out of 10, Very good, (35)
"It was perfect for my family of 4 for our beach vacation!!"
Siesta Heron Suites & Villas

Charming Florida Beach Home w King Bed Patio

2.0 star property
10.0 out of 10, Exceptional, (2)
"The best place to stay! Super clean home and friendly service. I would stay here again. "
The price is NZ$537
includes taxes & fees
30 Sept - 1 Oct
Charming Florida Beach Home w King Bed Patio

Relaxing 2BR Florida Home Close to Beach

2.0 star property
The price is NZ$598
includes taxes & fees
30 Sept - 1 Oct
Relaxing 2BR Florida Home Close to Beach

Charming 2-bedroom house in Englewood with WiFi and AC

The price is NZ$516
includes taxes & fees
8 Sept - 9 Sept
Charming 2-bedroom house in Englewood with WiFi and AC

Charming home near Anna Maria Island with Jacuzzi

2.0 star property
10.0 out of 10, Exceptional, (14)
"Amazing place and the host was awesome to work with and very accommodating! Highly recommend the area!"
The price is NZ$440
includes taxes & fees
8 Sept - 9 Sept
Charming home near Anna Maria Island with Jacuzzi

Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES

9.6 out of 10, Exceptional, (35)
"Looking forward to staying there again."
The price is NZ$756
includes taxes & fees
8 Sept - 9 Sept
Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES

Heated Pool & Luxurious Spa! Close to Mineral Springs & Beaches!☀️🌴

9.8 out of 10, Exceptional, (24)
"Me and my family really enjoyed our stay at this home and will definitely recommend it to anybody."
The price is NZ$696
includes taxes & fees
9 Sept - 10 Sept
Heated Pool & Luxurious Spa! Close to Mineral Springs & Beaches!☀️🌴

(A) Beautiful home 28 minutes from the beach. 2 bedroom home.

9.4 out of 10, Exceptional, (30)
"We have enjoyed the stay very much! "
(A) Beautiful home 28 minutes from the beach. 2 bedroom home.

Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

2.0 star property
10.0 out of 10, Exceptional, (18)
"Great stay! Nice place and location!"
The price is NZ$580
includes taxes & fees
8 Sept - 9 Sept
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

Spring Special! New HOT TUB! Beach! Huge Private Pool & Game Room!

10.0 out of 10, Exceptional, (31)
"As wonderful as it appears. Great host."
The price is NZ$1,125
includes taxes & fees
8 Sept - 9 Sept
Spring Special! New HOT TUB! Beach! Huge Private Pool & Game Room!

Myakka River

9.8 out of 10, Exceptional, (18)
"We loved everything about the property it’s nice and quiet. Nicely decorated and has a nice outdoor area and dock. The bed was a little firm for my taste but not terrible. 10/10 would stay here again "
Myakka River

W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches

2.0 star property
9.0 out of 10, Wonderful, (10)
"The bedrooms and bathrooms were spacious and also the closets. The kitchen was well-equipped. Overall a very comfortable and safe place to stay."
The price is NZ$735
includes taxes & fees
8 Sept - 9 Sept
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches

Bradenton Breeze

4.0 star property
6.0 out of 10, (2)
"It was good! "
The price is NZ$561
includes taxes & fees
8 Sept - 9 Sept
Bradenton Breeze

Charming 2-bedroom house in cool Sarasota with AC

The price is NZ$299
includes taxes & fees
12 Sept - 13 Sept
Charming 2-bedroom house in cool Sarasota with AC

Updated Spacious. 5 Min to Manasota Beach. Loaded w/amenities. Pets Welcome!

9.8 out of 10, Exceptional, (19)
"The house was renovated beautifully, was clean and filled with lots a little extras. Would love to stay again."
The price is NZ$546
includes taxes & fees
8 Sept - 9 Sept
Updated Spacious. 5 Min to Manasota Beach. Loaded w/amenities. Pets Welcome!

[lounge like locals] walk to siesta beach +bikes

9.8 out of 10, Exceptional, (23)
"Lovely stay at Siesta Key! Minute walk to beaches and restaurants. Very spacious and clean! Highly recommended "
The price is NZ$465
includes taxes & fees
8 Sept - 9 Sept
[lounge like locals] walk to siesta beach +bikes

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

9.0 out of 10, Wonderful, (62)
"Loved our stay! "
The price is NZ$603
includes taxes & fees
9 Sept - 10 Sept
Gorgeous Pool house 5 min from the beach, shopping and restaurants I

Elwood Park Gem: Spacious 3br Prime Location 3 Bedroom Home

3.0 star property
The price is NZ$738
includes taxes & fees
8 Sept - 9 Sept
Elwood Park Gem: Spacious 3br Prime Location 3 Bedroom Home

Paradise Cove -- A perfect Beach Getaway

10.0 out of 10, Exceptional, (129)
"This property was excellent. It suited all of our needs. Plenty of space and sleeping arrangements. Excellent communication. Excellent location. Kids had a blast in the pool, overall experience was amazing. "
The price is NZ$673
includes taxes & fees
8 Sept - 9 Sept
Paradise Cove -- A perfect Beach Getaway

LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just...

9.4 out of 10, Exceptional, (35)
"Excellent for a family trip."
The price is NZ$848
includes taxes & fees
1 Oct - 2 Oct
LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just...
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

Top Legacy Trail Hotel Reviews

Find out more about Legacy Trail

Find out more about Legacy Trail

Legacy Trail Holiday Homes information

Number of reviews
Accommodation
1164 Holiday Homes
Lowest Price
NZ$335
Highest Price
NZ$2,529

Explore a world of travel with Expedia

Explore a world of travel with Expedia