Winter Haven Cottages

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Cottages in Winter Haven

Encore Swanky

411 Lasso Drive Kissimmee FL

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.

Pool

Kitchen

The Russell Lake House

Winter Haven FL

With a stay at this cottage in Winter Haven, you'll be on the waterfront, within a 15-minute drive of LEGOLAND® Florida and Lake Cannon.

Pool

Free WiFi

Lake Ida Beach Resort

2524 Lake Alfred Rd Winter Haven FL

$75 nightly

$84 total

Jul 31 - Aug 1

Total with taxes and fees

With a stay at Lake Ida Beach Resort in Winter Haven, you'll be on a lake, within a 15-minute drive of LEGOLAND® Florida and Lake Conine.

Pool

Kitchen

Up to Scale With Margaritas

8021 Sandy Toes Way, Kissimmee, Fl Kissimmee FL

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

Kitchen

Washer

Gorgeous Cottage w/Private Pool + Balcony, Near Disney!

Kissimmee FL

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

Pool

Kitchen

Lake Home - 2 bd rm w/dock & pier on Lake Rosalie, Lake Wales

Lake Wales FL

With a stay at this cottage in Lake Wales, you'll be within a 5-minute drive of Allen David Broussard Catfish Creek Preserve State Park and Lake Kissimmee State Park.

Kitchen

Washer

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

Kissimmee FL

$256 nightly

$287 total

Aug 9 - Aug 10

Total with taxes and fees

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

Hot Tub

Kitchen

Lakeview Cottage Escape. Close to BOK Tower Gardens, Legoland and Disney

Babson Park FL

With a stay at this cottage in Babson Park, you'll be steps from Crooked Lake and a 2-minute drive from Ridge Audubon Nature Reserve.

Kitchen

Free WiFi

Luxury 6BR Home w/ Theater + Pool Near Disney

Bismarck Palm Road 8950 Kissimmee FL

With a stay at this cottage in Kissimmee, you'll be within a 10-minute drive of Flamingo Crossings Town Center and Mystic Dunes Golf Club.

Pool

Kitchen

It's A Wonderful Life Vacay Home

3000 Salted Rim Rd, Kissimmee, Fl Kissimmee FL

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

Kitchen

Washer

Solterra Swanky

5180 Oakbourne Avenue Davenport FL

Located in Davenport (Solterra Resort), this cottage is within a 10-minute drive of Reunion Resort Golf Course and ChampionsGate Golf Club.

Pool

Kitchen

2/1 Pet Friendly Spanish Cottage

Lakeland FL

With a stay at this cottage in Lakeland (Lakeshore), you'll be within a 5-minute drive of RP Funding Center and Lake Parker.

Washer

Dryer

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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.