Windermere Cottages

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Cottages in Windermere

Orlando Lakefront Tiny House Community

3405 N Orange Blossom Trail, Orlando, FL

$72

per night

May 21 - May 22

When you stay at Orlando Lakefront Tiny House Community in Orlando, you'll be on the waterfront, within a 10-minute drive of Camping World Stadium and Kia Center.

Stunning Lakeview Townhome w/ Private Pool!

4893 Romeo Circle, Kissimmee, FL

With a stay at this cottage in Kissimmee, you'll be within a 10-minute drive of Old Town and Disney Springs™.

Cottage II

$98

per night

May 21 - May 22

With a stay at this cottage in Longwood, you'll be within a 5-minute drive of Altamonte Mall and Cranes Roost Park.

Private Pool/spa, Free Waterpark, Lazy River!

5242 Wildwood Way, Davenport, FL

Located in Davenport, this cottage is within a 15-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course.

Downtown Winter Garden Cottage ~ 12 Mi to Disney!

With a stay at this cottage in Winter Garden, you'll be within a 5-minute drive of West Orange Trail and Resurrection Catholic Church.

Private Pool Home W/themed Rooms+ Free Water Park!

8904 Adriatico Lane, Kissimmee, FL

With a stay at this cottage in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club.

Cozy Lake Front Cottage

$175

per night

May 18 - May 19

Located in Clermont, this cottage is on the waterfront, within a 15-minute drive of Palatlakaha Recreation Area and Watertoyz of Clermont.

Emerald Island-ru122

2630 Emerald Island Boulevard, Kissimmee, FL

Located in Kissimmee, this cottage is within a 15-minute drive of Walt Disney World® Resort and Old Town.

3000 Latitude Lane

With a stay at this cottage in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club.

Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621

Nassau Point Trail 1621, Kissimmee, FL

Located in Kissimmee, this cottage is within a 15-minute drive of ChampionsGate Golf Club and Mystic Dunes Golf Club.

Location Location !The Hidden Gem Cottage 4 miles from Disney 4 Star RV Resort !

With a stay at this cottage in Kissimmee, you'll be a 3-minute drive from Old Town and 10 minutes from Walt Disney World® Resort.

Up to Scale at Margaritaville

8021 Sandy Toes Way, Kissimmee, FL

When you stay at this cottage in Kissimmee, you'll be next to a golf course, a 4-minute drive from Mystic Dunes Golf Club and 7 minutes from Walt Disney World® Resort.

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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.