Legacy Trail Holiday Rentals

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Our top choices for Legacy Trail holiday rentals

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (284 reviews)
"Great place to stay!!!"
United States
Tara
The price is AU$185
includes taxes & fees
15 June - 16 June
Kon Tiki Inn

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,262 reviews)
"Very clean rooms, excellent location and a very nice staff"
United States
Yanseli
The price is AU$318
includes taxes & fees
7 June - 8 June
Captiva Beach Resort

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,538 reviews)
"Great location clean property"
United States
Joseph
The price is AU$322
includes taxes & fees
8 June - 9 June
Tropical Beach Resorts

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (639 reviews)
"Nice place ,clean and good location,quiet and relaxing."
United States
yohana
The price is AU$322
includes taxes & fees
14 June - 15 June
A Beach Retreat

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (134 reviews)
"Very nice room and easy access to an amazing beach."
United States
Michael
The price is AU$388
includes taxes & fees
9 June - 10 June
SeaSpray Resort

Venice Beach Villas

Venice Beach Villas
3.0 star property
Venice Island
9.4 out of 10, Exceptional, (482 reviews)
"Great location. Friendly staff nice pool Too much fabric softener fragrance in the linens"
United States
Marianne
Venice Beach Villas

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (805 reviews)
"Centrally located, all the staff was excellent. Great place to stay! Will stay here again!"
United States
Keri
The price is AU$458
includes taxes & fees
7 June - 8 June
Bridgewalk Resort

Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
8.0 out of 10, Very good, (3 reviews)
"I was extremely disappointed with this property. There was mold visible on the outside of the door, and the inside floors were absolutely filthy and appeared not to have been properly cleaned. The bathtub had pubic hair in it, and the shower was also dirty and unsanitary. I called to report the issues and requested to be moved to a different property. The representative who answered said she would call me back, but I didn't receive a return call until six hours later. By that time, I had no...
United States
Suzette
The price is AU$933
includes taxes & fees
10 June - 11 June
Cedar Run Resort - Roam Hospitality

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (68 reviews)
"Excellent location , minute walk to local bars and supermarket. Right across from beautiful siesta key beach."
United States
Alessandra
Siesta Key Island Rentals

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,327 reviews)
"great place to stay for a couple of nights. "
United States
Diana
The price is AU$229
includes taxes & fees
11 June - 12 June
Hibiscus Suites - Gateway to Siesta Key

Drift & Dune – Longboat Beachfront #101 RVA

Drift & Dune – Longboat Beachfront #101 RVA
Longboat Key
8.6 out of 10, Excellent, (81 reviews)
"Check in and out was easy, the pool and condo were great, and the location was awesome!"
United States
Bailey B.
The price is AU$599
includes taxes & fees
8 June - 9 June
Drift & Dune – Longboat Beachfront #101 RVA

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.5 star property
Bradenton Beach
9.2 out of 10, Wonderful, (408 reviews)
"Great location - quiet, private, but just a few blocks from the beach, every eatery and nightlife option. Would definitely stay here again."
United States
Christopher
The price is AU$296
includes taxes & fees
9 June - 10 June
Pelican Post at Anna Maria Island Inn

3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf

3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf
Manasota Key
9.4 out of 10, Exceptional, (88 reviews)
"Beautiful condo, great views and fabulous beach access. "
United States
Pamela V.
The price is AU$610
includes taxes & fees
7 June - 8 June
3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf

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

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet
Bradenton
9.4 out of 10, Exceptional, (79 reviews)
"It was very clean, appreciated that. "
United States
Juanita D.
The price is AU$262
includes taxes & fees
8 June - 9 June
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet

*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl

*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl
Bradenton
9.8 out of 10, Exceptional, (130 reviews)
"Wonderful host and location! Overlooking the water and fountain was so relaxing. We will definitely be back!"
United States
Dawn E.
*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl

Silver Sands 1BR – Gulfside Comfort #255 by RVA

Silver Sands 1BR – Gulfside Comfort #255 by RVA
Longboat Key
9.0 out of 10, Wonderful, (88 reviews)
"Location #1. Clean #2"
United States
Eric C.
The price is AU$613
includes taxes & fees
24 June - 25 June
Silver Sands 1BR – Gulfside Comfort #255 by RVA

3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf

3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf
Manasota Key
9.4 out of 10, Exceptional, (71 reviews)
"The host, Andrew, was very responsive. Answered all the questions, made sure the check in went smoothly, and provided all the necessary details ahead of time. The property is beautiful. Kitchen well stocked with dishes and utensils. We enjoyed cooking on the gas grill- Property even provides the propane. The sunset views were phenomenal."
United States
jenifer
The price is AU$610
includes taxes & fees
9 June - 10 June
3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf

Paradise Retreat with HEATED POOL-- Need We Say More

Paradise Retreat with HEATED POOL-- Need We Say More
South Bradenton
10.0 out of 10, Exceptional, (186 reviews)
"Maggie ,the hostess, was great. Responsive and very accommodating for our needs. "
United States
David S.
The price is AU$581
includes taxes & fees
7 June - 8 June
Paradise Retreat with HEATED POOL-- Need We Say More

Cozy 1-bedroom condo with AC in Bradenton Beach

Cozy 1-bedroom condo with AC in Bradenton Beach
Bradenton Beach
9.4 out of 10, Exceptional, (25 reviews)
"Everything was great! Would stay again."
United States
Todd
The price is AU$436
includes taxes & fees
10 June - 11 June
Cozy 1-bedroom condo with AC in Bradenton Beach

2BR Corner Condo w/ Lanai · Dual Pools & Hot Tubs · IMG Academy · Gulf Beaches

2BR Corner Condo w/ Lanai · Dual Pools & Hot Tubs · IMG Academy · Gulf Beaches
Bradenton
9.8 out of 10, Exceptional, (122 reviews)
"Perfect spot and host "
United States
Dee B.
The price is AU$454
includes taxes & fees
20 June - 21 June
2BR Corner Condo w/ Lanai · Dual Pools & Hot Tubs · IMG Academy · Gulf Beaches
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.
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Top Legacy Trail Hotel Reviews

Find out more about Legacy Trail

Everything you need to know about Legacy Trail holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Legacy Trail holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Legacy Trail holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Legacy Trail holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Legacy Trail. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Legacy Trail holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Legacy Trail holiday rentals we have selected for you start as low as AU$185 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Legacy Trail rentals

At Expedia, we put the best Legacy Trail holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Legacy Trail rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Legacy Trail holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Legacy Trail. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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