Windermere 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 Windermere

Modern Luxury Villa with Everything

Kissimmee FL

With a stay at this villa in Kissimmee, you'll be a 5-minute drive from Old Town and 8 minutes from Orlando Vineland Premium Outlets.

Modern Luxury Villa with Everything

Kissimmee FL

When you stay at this villa in Kissimmee, you'll be on a lake, a 5-minute drive from Old Town and 8 minutes from Orlando Vineland Premium Outlets.

Pool

Kitchen

Ultimate Lakeview Villa with Everything!

Kissimmee FL

When you stay at this villa in Kissimmee, you'll be on a lake, a 5-minute drive from Old Town and 8 minutes from Orlando Vineland Premium Outlets.

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 ChampionsGate Golf Club and Reunion Resort Golf Course.

Luxury Villa Close to Disney 5br Private Pool

Davenport FL

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

Pool

Hot Tub

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.

Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf

Kissimmee FL

With a stay at this villa in Kissimmee, you'll be on the waterfront, just steps from Remington Golf Club and a 4-minute drive from Osceola Center for the Arts.

Solara Resort Villa, Arcade, Pool & Spa, Sleeps 22

Kissimmee FL

With a stay at this villa in Kissimmee, you'll be within a 10-minute drive of ChampionsGate Golf Club and Island H2O Live!.

Pool

Hot Tub

Lakeview Luxury Villa with Everything

Kissimmee FL

When you stay at this villa in Kissimmee, you'll be on a lake, within a 15-minute drive of Orlando Vineland Premium Outlets and Disney Springs™.

Pool

Kitchen

Lakeview Luxury Villa with Everything!

Kissimmee FL

When you stay at this villa in Kissimmee, you'll be on a lake, a 5-minute drive from Old Town and 8 minutes from Orlando Vineland Premium Outlets.

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 Island H2O Live!.

“3 MILES TO DISNEY’S MAIN GATE” 5⭐️ 4BD 3BTH HOME with SOUTH FACING POOL+GAME RM

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.

Don't see what you're looking for?

See all available properties in Windermere

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.