Kissimmee 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

Check dates for Kissimmee hotels

Cottages in Kissimmee

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

Enchanted Cottage with Pool and Mini-Golf Near Disney

Kissimmee FL

$161 nightly

$180 total

Sep 28 - Sep 29

Total with taxes and fees

With a stay at this cottage in Kissimmee, you'll be within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets.

Pool

Hot Tub

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

Kissimmee FL

$235 nightly

$263 total

Sep 13 - Sep 14

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

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

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 Flamingo Crossings Town Center.

Kitchen

Dryer

Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003

Kissimmee FL

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

Pool

Kitchen

Up to Scale With Margaritas

8021 Sandy Toes Way, Kissimmee, Fl 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.

Kitchen

Free WiFi

Spacious 6 Bed Home With Pool in Storey Lake

4728 Sleepy Hollow Drive Kissimmee FL

With a stay at this cottage in Kissimmee, you'll be within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets.

Pool

Kitchen

Large Villa W/private Pool & Game Room! Waterpark

8997 Rhodes Street 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.

Pool

Kitchen

Family-friendly 6-bedroom Villa With Pool, Game Room, and Themed Bedrooms at Emerald Island Resort

2705 Grand Harbor Court Kissimmee FL

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

Kitchen

Dryer

Lakeview 7BR Getaway, Pool, Great Location

1006 Tourmaline Drive Kissimmee FL

With a stay at this cottage in Kissimmee (Crystal Cove), you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets.

Pool

Hot Tub

Don't see what you're looking for?

See all available properties in Kissimmee

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.