Compare Legacy Trail Villas
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Featured Villas in Legacy Trail
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Rotonda West FL
$291 nightly
The price is $322 total per night
$322 total
Dec 19 - Dec 20
Total with taxes and fees
Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Paradise Cove at Lemon Bay
664 S McCall Rd Englewood FL
Guests staying at Paradise Cove at Lemon Bay enjoy access to a private beach, an outdoor pool, and free WiFi in public areas. If you decide to drive, there's free parking. Helpful staff can provide concierge services and luggage storage. Other amenities at this beach villa include a terrace, laundry facilities, and a picnic area.
Jamaica Royale #11- Everything NEW, 3 Heated Pools, Right on the Beach!
Siesta Key FL
At this villa, guests have access to an outdoor pool, laundry facilities, and a garden.
Ground Floor Luxury Villa Steps From Venice Beach
Venice FL
At this villa, guests have access to features like laundry facilities. This smoke-free villa also has barbecue grills.
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Bradenton FL
$281 nightly
The price is $313 total per night
$313 total
Dec 19 - Dec 20
Total with taxes and fees
This villa offers a water park, an outdoor pool, and laundry facilities. Other amenities at this family-friendly villa include a garden and barbecue grills.
Vacay in Luxury! 2 mins to the Beach!
Holmes Beach FL
At this villa, guests have access to barbecue grills.
Beautiful Bungalow with Pool and Bay Views!
Anna Maria FL
$627 nightly
The price is $699 total per night
$699 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
At this villa, guests have access to barbecue grills.
Pool
Kitchen
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.
Hotel Options in Legacy Trail
Kompose Boutique Hotel
965 University Pkwy Sarasota FL
$113 nightly
The price is $128 total per night from Dec 22 to Dec 23
$128 total
Dec 22 - Dec 23
Total with taxes and fees
9/10 Wonderful! (4,776 reviews)
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
$147 nightly
The price is $166 total per night from Dec 21 to Dec 22
$166 total
Dec 21 - Dec 22
Total with taxes and fees
9.2/10 Wonderful! (5,146 reviews)
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
$185 nightly
The price is $209 total per night from Dec 24 to Dec 25
$209 total
Dec 24 - Dec 25
Total with taxes and fees
9.4/10 Exceptional! (1,884 reviews)
Luxury Villas
Book luxury villas in Legacy Trail
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Legacy Trail. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Legacy Trail, so book one now. You’ll feel like a million bucks before you even check in.
Spacious luxury villas in Legacy Trail
You won’t have a problem finding your own space in Legacy Trail. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Legacy Trail on your own and use a one-bedroom villa as your home base.
A top-end villa experience in Legacy Trail rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!
Legacy Trail Villas essential information
Accommodation | 42 Villas |
|---|---|
Lowest Price | $128 |
Highest Price | $699 |
Popular accommodation | Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing, Paradise Cove at Lemon Bay, Jamaica Royale #11- Everything NEW, 3 Heated Pools, Right on the Beach!, Ground Floor Luxury Villa Steps From Venice Beach, Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly, Vacay in Luxury! 2 mins to the Beach!, Beautiful Bungalow with Pool and Bay Views!, Venice Island / Venice Beach Luxury Villa, Direct Beachfront Gulf with Amazing Views |
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