Compare Legacy Trail Cottage Rentals

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Featured Cottages in Legacy Trail

The Inn On Siesta Key

The Inn On Siesta Key

3.5 out of 5
515 Beach Road Siesta Key FL
$346 nightly
The price is $391 total per night
$391 total
Jun 15 - Jun 16
Total with taxes and fees
Guests of The Inn On Siesta Key enjoy features like an outdoor pool, free WiFi in public areas, and free use of bicycles. If you decide to drive, there's free parking. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Other amenities at this beach cottage include a terrace, laundry facilities, and a garden.
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

Englewood FL
$214 nightly
The price is $239 total per night
$239 total
Jun 14 - Jun 15
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Cozy 1-bed cottage in adorable Tradewinds Bradenton Beach, steps to beach/pool

Cozy 1-bed cottage in adorable Tradewinds Bradenton Beach, steps to beach/pool

Bradenton Beach FL
At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills.
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Sarasota FL
$428 nightly
The price is $477 total per night
$477 total
Jun 15 - Jun 16
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities.
🌴 Palm Shade Cottage | Charming 1-Bedroom in SK, Access to Pool, Walk to Beach!

🌴 Palm Shade Cottage | Charming 1-Bedroom in SK, Access to Pool, Walk to Beach!

Siesta Key FL
Guests of this cottage enjoy access to a water park, laundry facilities, and barbecue grills.
Cozy Beachside cottage at Tradewinds/1BR/POOL/steps to beach.Unit1 available too

Cozy Beachside cottage at Tradewinds/1BR/POOL/steps to beach.Unit1 available too

Bradenton Beach FL
At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills.
Pelican Perch: Tropical Paradise Cottage on the Beach VRC17-000167

Pelican Perch: Tropical Paradise Cottage on the Beach VRC17-000167

Holmes Beach FL
At this cottage, guests have access to features like laundry facilities. This beach cottage also has barbecue grills.
Cottage in the Shade, 3 min walk to beach, restaurants, and pickleball crt.

Cottage in the Shade, 3 min walk to beach, restaurants, and pickleball crt.

Bradenton Beach FL
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Cottage Across The Street From #1 Beach

Cottage Across The Street From #1 Beach

Siesta Key FL
At this cottage, guests have access to barbecue grills.
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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

    Kompose Boutique Hotel

    965 University Pkwy Sarasota FL
    $99 nightly
    The price is $112 total per night from Jul 12 to Jul 13
    $112 total
    Jul 12 - Jul 13
    Total with taxes and fees
    9.2/10 Wonderful! (5,553 reviews)
    Compass Hotel by Margaritaville Anna Maria Sound

    Compass Hotel by Margaritaville Anna Maria Sound

    12324 Manatee Avenue West Bradenton FL
    $186 nightly
    The price is $210 total per night from Jun 15 to Jun 16
    $210 total
    Jun 15 - Jun 16
    Total with taxes and fees
    9.4/10 Exceptional! (2,259 reviews)
    Tropical Beach Resorts

    Tropical Beach Resorts

    6717 Sara Sea Circle Siesta Key FL
    $247 nightly
    The price is $279 total per night from Jun 15 to Jun 16
    $279 total
    Jun 15 - Jun 16
    Total with taxes and fees
    9.4/10 Exceptional! (5,566 reviews)

Cottages

Book a cottage in Legacy Trail
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Legacy Trail. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Legacy Trail better.

Cottage apartments in Legacy Trail range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Legacy Trail
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Legacy Trail and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Legacy Trail cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Legacy Trail. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Legacy Trail Cottages essential information

Accommodation
54 Cottages
Lowest Price
$112
Highest Price
$477
Popular accommodation
The Inn On Siesta Key, Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly, Cozy 1-bed cottage in adorable Tradewinds Bradenton Beach, steps to beach/pool, Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village, 🌴 Palm Shade Cottage | Charming 1-Bedroom in SK, Access to Pool, Walk to Beach!, Cozy Beachside cottage at Tradewinds/1BR/POOL/steps to beach.Unit1 available too, Pelican Perch: Tropical Paradise Cottage on the Beach VRC17-000167, Cottage in the Shade, 3 min walk to beach, restaurants, and pickleball crt., Cottage Across The Street From #1 Beach

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