Winter Haven Cottages

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Cottages in Winter Haven

Lake Ida Beach Resort

2524 Lake Alfred Rd Winter Haven FL

$75 nightly

$84 total

Apr 22 - Apr 23

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

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

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 Winter Haven Public Library.

Pool

Free WiFi

Enchanted Cottage with Pool and Mini-Golf Near Disney

Kissimmee FL

With a stay at this cottage in Kissimmee, you'll be a 3-minute drive from Old Town and 9 minutes from Orlando Vineland Premium Outlets.

Pool

Hot Tub

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

4 miles from Disney 5 Star RV Resort! Locations Location !The Hidden Gem Cottage

Kissimmee FL

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.

Pool

Hot Tub

1 bedroom, private laundry in resort with a pool near Disney!! Kissimmee

Kissimmee FL

With a stay at this cottage in Kissimmee, you'll be a 3-minute drive from Old Town and 9 minutes from Walt Disney World® Resort.

Pool

Hot Tub

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

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.

Solterra Swanky

5180 Oakbourne Avenue Davenport FL

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

Pool

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.

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 Mystic Dunes Golf Club.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in Winter Haven

View all properties

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.