Winter Haven Villas

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

Villas in Winter Haven

Magical Memories in Windsor Hills Resort

Four Corners FL

With a stay at this villa in Kissimmee (Windsor Hills), you'll be a 5-minute drive from Mystic Dunes Golf Club and 8 minutes from Walt Disney World® Resort.

Splendid villa, overlooking conservation area, with private pool and games room

Davenport FL

With a stay at this villa in Davenport (Calabay Parc), you'll be within a 10-minute drive of Highland Reserve Golf Club and Northeast Regional Park.

Stunning 9BR/8.5BA Retreat with Private Pool & SPA-280CW

Kissimmee FL

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

Your New Happy Place!!

Davenport FL

With a stay at this villa, you'll be centrally located in Four Corners, within a 15-minute drive of Old Town and Mystic Dunes Golf Club.

Windsor Swanky

2440 Tangier Drive Kissimmee FL

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

Disney Villa w/ Theater, Arcade, Pool, Spa, Resort

Kissimmee FL

When you stay at this villa in Kissimmee, you'll be on a lake, within a 15-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center.

Pool

Hot Tub

4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee off Us192

Kissimmee FL

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

Family-Friendly Villa near Disney! Private Pool & Spa • Gated Solterra Resort

Davenport FL

With a stay at this villa in Davenport (Solterra Resort), you'll be within a 15-minute drive of Reunion Resort Golf Course and Mystic Dunes Golf Club.

11BD/9BDR/7BR. Sleeps 21. INQUIRE ABOUT FREE DAYS AND MORE. See below

Davenport FL

With a stay at this villa, you'll be centrally located in Davenport, within a 15-minute drive of Mystic Dunes Golf Club and ChampionsGate Golf Club.

Disney 15min / Star Wars Villa 6BR w/ Pool, SPA & Home Theater.

Davenport FL

With a stay at this villa in Four Corners (Champions Gate), you'll be within a 15-minute drive of Mystic Dunes Golf Club and Reunion Resort Golf Course.

The Adventure Villa - South Facing Pool with Jets - Min. to Disney - Game Room

Kissimmee FL

With a stay at this villa in Kissimmee, you'll be a 5-minute drive from Mystic Dunes Golf Club and 10 minutes from Walt Disney World® Resort.

EXQUISITE VILLA - 2 Master Suites, Pool South+Spa, Gas BBQ, Game Room, WIFI

Davenport FL

With a stay at this villa in Davenport (Tuscan Ridge), you'll be within a 15-minute drive of Mystic Dunes Golf Club and Posner Village.

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.