Holiday Rentals in Legacy Trail

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Holiday Rentals in Legacy Trail

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (5018)
"Great place and loved the closeness to the beach!"
The price is €141
includes taxes & fees
6 Oct - 7 Oct
Tropical Beach Resorts

Captiva Beach Resort

3.0 star property
9.0 out of 10, Wonderful, (1141)
"2nd time and excellent as always..close to the beach and great surroundings "
Captiva Beach Resort

SeaSpray Resort

4.0 star property
9.6 out of 10, Exceptional, (43)
"I love everything about this place so beautiful with walking distance to the beach "
The price is €198
includes taxes & fees
20 Oct - 21 Oct
SeaSpray Resort

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2178)
"Friendly staff, room was really clean!"
Hibiscus Suites - Gateway to Siesta Key

Pelican Post at Anna Maria Island Inn

3.0 star property
9.2 out of 10, Wonderful, (305)
"Nice location and great service "
Pelican Post at Anna Maria Island Inn

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (327)
"We liked the stay very much "
The Ringling Beach House

Bridgewalk Resort

3.5 star property
9.2 out of 10, Wonderful, (748)
"Great location and staff were knowledgeable about surrounding areas.. "
The price is €246
includes taxes & fees
13 Oct - 14 Oct
Bridgewalk Resort

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 star property
9.6 out of 10, Exceptional, (290)
"We celebrated my daughter’s 30th birthday and it was perfect. I can’t wait to stay again. The beach was truly amazing. This place has everything you need. "
The price is €434
includes taxes & fees
22 Oct - 23 Oct
The Residences at Siesta Key Beach by Hyatt Vacation Club

Seabreeze at Anna Maria Island Inn

3.0 star property
9.2 out of 10, Wonderful, (40)
"Awesome place to stay "
Seabreeze at Anna Maria Island Inn

Sea Club I Beach Resort

3.0 star property
9.2 out of 10, Wonderful, (327)
"Amazing place, it’s the perfect place for relax and enjoy the beach. I love and I will come back again and again."
Sea Club I Beach Resort

Tiny House Siesta

2.0 star property
8.4 out of 10, Very good, (329)
"Clean space, with nice private patio. Excellent location! Plenty of eating options around. Will definitely stay at these Tiny Homes again!"
The price is €133
includes taxes & fees
3 Nov - 4 Nov
Tiny House Siesta

Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times

9.8 out of 10, Exceptional, (24)
"Beatiful property, one block from the beach. Plenty of amenities"
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times

Siesta Palms By the Beach

3.5 star property
9.2 out of 10, Wonderful, (132)
"We loved the condo. The distance to the beach was amazing. The wagon and beach chairs that were provided were so nice! The condo was clean and in great shape. The pool/ outdoor area was beautiful! We couldn’t have asked for a better place! "
Siesta Palms By the Beach

Bradenton Apartments by Landing

4.5 star property
7.6 out of 10, Good, (46)
"Perfect place "
Bradenton Apartments by Landing

Kon Tiki Inn

2.5 star property
10.0 out of 10, Exceptional, (236)
"Charming, clean, and comfortable. Will definitely stay again when I'm the area. "
Kon Tiki Inn

Venice Beach Villas

3.0 star property
9.4 out of 10, Exceptional, (447)
"Staff was great. Room was very clean. Laundry onsite and the pool was wonderful! Will stay again!!!"
Venice Beach Villas

Siesta Key Island Rentals

3.0 star property
9.6 out of 10, Exceptional, (48)
"This place was incredible. We have traveled a lot with family and this was the best. Very comfortable and accommodating! I really cannot say enough good about this house. "
The price is €234
includes taxes & fees
6 Oct - 7 Oct
Siesta Key Island Rentals

Tropical Villas of Venice Beach

3.5 star property
9.6 out of 10, Exceptional, (239)
"Great Location !!"
Tropical Villas of Venice Beach

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (184)
"clean and close proximity to beach and restaurants"
The price is €220
includes taxes & fees
6 Oct - 7 Oct
The Inn On Siesta Key

Tradewinds Beach Resort

2.5 star property
9.2 out of 10, Wonderful, (383)
"Very cute place and easy to walk to beach "
Tradewinds Beach Resort
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

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, apart-hotels, 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 favorite 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 depends 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 €133 per night. Entering your travel dates in the search wizard you might find 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.