Search Villas in Legacy Trail

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Legacy Trail villas

Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Oakland Hills
9.8 out of 10, Exceptional, (74 reviews)
"Very nice property, close to beaches and shopping. I especially liked that they had pretty much everything you needed for a beach day."
United States
Melissa
The price is NZ$549
includes taxes & fees
24 June - 25 June
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
Sarasota
9.6 out of 10, Exceptional, (49 reviews)
"The condo is beautifully furnished and equipped with everything we needed. It was very comfortable and we would definitely stay there again."
United States
Sharon M.
The price is NZ$769
includes taxes & fees
24 June - 25 June
AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean
Oakland Hills
10.0 out of 10, Exceptional, (16 reviews)
"Great location, beautiful property, well stocked with all essentials."
United States
Colleen F.
The price is NZ$623
includes taxes & fees
1 July - 2 July
Waterview Vacation Retreat Close To Ocean

Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Sarasota
9.6 out of 10, Exceptional, (24 reviews)
"Such a relaxing villa just 15 minutes from Siesta Key! We had such a wonderful time relaxing, hanging at the pool, and visiting the local shops. If you’re looking for a place to stay, choose this condo, you will not regret 😊"
United States
Sommer
The price is NZ$677
includes taxes & fees
28 June - 29 June
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

Seashell Shanty at The Beach Shack! Come On Down!

Seashell Shanty at The Beach Shack! Come On Down!
Manasota Key
10.0 out of 10, Exceptional, (43 reviews)
"Wonderful place and a great location "
United States
Matthew C.
The price is NZ$613
includes taxes & fees
29 June - 30 June
Seashell Shanty at The Beach Shack! Come On Down!

Beautiful house with lake view

Beautiful house with lake view
Englewood East
9.4 out of 10, Exceptional, (13 reviews)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is NZ$420
includes taxes & fees
27 June - 28 June
Beautiful house with lake view

For family fun or a romantic escape close to sarasota and the area"s beaches

For family fun or a romantic escape close to sarasota and the area"s beaches
Bayshore Gardens
9.6 out of 10, Exceptional, (5 reviews)
"It seemed to be recently remodeled in excellent condition. Good safe location. Lots of room for a couple but had an extra bedroom so it would work great for a family. The outdoor area was huge with a great gas grill area. Lots of extra little touches like coffee tea chocolate andchampagne."
United States
Steve R.
The price is NZ$492
includes taxes & fees
28 June - 29 June
For family fun or a romantic escape close to sarasota and the area"s beaches

Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Bradenton
10.0 out of 10, Exceptional, (36 reviews)
"Host was lovely and very accommodating. Very nice property."
United States
catherine M.
The price is NZ$569
includes taxes & fees
1 July - 2 July
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

Turtle Cay at The Beach Shack! Come On Down!

Turtle Cay at The Beach Shack! Come On Down!
Manasota Key
10.0 out of 10, Exceptional, (45 reviews)
"Yes everything was great had a wonderful time "
United States
Melinda M.
The price is NZ$620
includes taxes & fees
6 July - 7 July
Turtle Cay at The Beach Shack! Come On Down!

Lake Marlin Villa 2

Lake Marlin Villa 2
Englewood East
10.0 out of 10, Exceptional, (13 reviews)
"House was very clean and the location was just what we were looking for. "
United States
Maria K.
Lake Marlin Villa 2

Lakefront 2BR Bradenton Rental Near IMG & Beaches

Lakefront 2BR Bradenton Rental Near IMG & Beaches
South Bradenton
8.8 out of 10, Excellent, (3 reviews)
"Very clean. No tissues or napkins🤔. Recommend pump hand soap instead of little bars. Also, 2 outdoor chaises were ripped and 1 out of 2 outdoor chairs was broken and unable to use the.."
United States
Laura
The price is NZ$516
includes taxes & fees
30 June - 1 July
Lakefront 2BR Bradenton Rental Near IMG & Beaches

Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly

Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Bradenton
10.0 out of 10, Exceptional, (34 reviews)
"Nice place next to the river. It had everything we needed. Clean & had a great outdoor area. We felt very welcome and at home away from home. "
United States
Jill J.
The price is NZ$581
includes taxes & fees
13 July - 14 July
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly

BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!

BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
Sarasota
9.6 out of 10, Exceptional, (52 reviews)
"Beautiful apartment located near the beach and state parks"
United States
Eliot f.
The price is NZ$785
includes taxes & fees
1 July - 2 July
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!

Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Bradenton
9.8 out of 10, Exceptional, (25 reviews)
"Great host, clean facilities, adequately equipped kitchen, great escape back yard, close to river walk with views of mile wide Manatee River. "
United States
William B.
The price is NZ$564
includes taxes & fees
20 July - 21 July
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Anna Maria
9.2 out of 10, Wonderful, (62 reviews)
"The pool was very nice. The beach is really not a beach, there is really no place to sit on the sand. Nice view and conveniently located. The bedroom is very small but clean. Overall nice place to stay! "
United States
Todd
The price is NZ$1,089
includes taxes & fees
28 June - 29 June
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk

Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
South Village
9.6 out of 10, Exceptional, (61 reviews)
"Great location to beach, pool, and restaurants."
United States
Anonymous traveller
The price is NZ$525
includes taxes & fees
2 July - 3 July
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk

Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches

Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches
Englewood South
10.0 out of 10, Exceptional, (4 reviews)
"This was a wonderful vacation! The house was perfect! Very clean and decorated beautifully! We had everything that we needed! Great location too! We would recommend this house to anyone coming to Englewood, it was wonderful! We will be coming back! Thank you for sharing your beautiful house with us!!"
United States
Lisa M.
Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches

[Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (34 reviews)
"The space was clean and well-equipped, and the host was easily reachable and responded quickly when I asked a question. The private beach access was nice. I would stay here again. "
United States
Natalie M.
The price is NZ$440
includes taxes & fees
24 June - 25 June
[Beach Elements] pool view withprivate beach access

Flamingo's Nest at the Beach Shack. Just one block from the beach!

Flamingo's Nest at the Beach Shack. Just one block from the beach!
Manasota Key
10.0 out of 10, Exceptional, (43 reviews)
"Location was great, property condition is excellent!"
United States
Mabel
The price is NZ$620
includes taxes & fees
8 July - 9 July
Flamingo's Nest at the Beach Shack. Just one block from the beach!

3BR Boundary Breeze Heated Pool Beach Golf Nearby

3BR Boundary Breeze Heated Pool Beach Golf Nearby
Oakland Hills
10.0 out of 10, Exceptional, (3 reviews)
"Clean. Fast communication. Lots of space for our stay. Will stay again next time we drive down for the weekend!"
United States
Catherine P.
The price is NZ$671
includes taxes & fees
24 June - 25 June
3BR Boundary Breeze Heated Pool Beach Golf Nearby
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

Legacy Trail Villas information

Number of reviews
607
Accommodation
42 Villas
Lowest Price
NZ$420
Highest Price
NZ$1,089

Explore a world of travel with Expedia