Compare Windermere Villas
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Villas in Windermere
Modern Luxury Villa with Everything
Kissimmee FL
This villa offers a water park, a gym, and an arcade/game room. This family-friendly villa also has laundry facilities.
Pool
Kitchen
Modern Luxury Villa with Everything
Kissimmee FL
This villa offers a water park, a gym, and an arcade/game room. This family-friendly villa also has laundry facilities.
Pool
Kitchen
Splendid villa, overlooking conservation area, with private pool and games room
Davenport FL
This villa features a hot tub, an arcade/game room, and laundry facilities. This family-friendly villa also has barbecue grills.
Pool
Hot Tub
Only 3 Miles to Disney! South Facing Private Pool 6 BDRM Villa w/ Movie Theatre
Kissimmee FL
At this villa, guests enjoy an outdoor pool, a gym, and a hot tub. Other amenities at this family-friendly villa include an arcade/game room, laundry facilities, and a garden.
Pool
Hot Tub
13BR Resort Villa, Sleeps 30, Pool, Near Disney
Kissimmee FL
At this villa, guests have access to a gym, laundry facilities, and a garden. This smoke-free villa also has barbecue grills.
Pool
Kitchen
Luxury 4 Bedroom Villa on the gated Bellavida Resort close to the Theme parks
Kissimmee FL
Guests of this villa enjoy features like an outdoor pool, a hot tub, and an arcade/game room. Staff members can answer questions about accommodations, and also provide concierge services. Other amenities at this golf villa include laundry facilities, local meal delivery service, and barbecue grills.
Pool
Hot Tub
Villa with Private Pool, Games Room, Free Wifi and Lake View
Kissimmee FL
Guests staying at this villa enjoy an outdoor pool, an arcade/game room, and laundry facilities. Other amenities at this family-friendly villa include a garden and barbecue grills.
Pool
Kitchen
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee off Us192
Kissimmee FL
This villa offers a gym, a sauna, and a hot tub. Staff members can answer questions about accommodations, and also provide concierge services. Other amenities at this family-friendly villa include an arcade/game room and laundry facilities.
Pool
Hot Tub
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.
Hotel Options in Windermere
Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard Orlando FL
$219 nightly
The price is $246 total per night from Sep 28 to Sep 29
$246 total
Sep 28 - Sep 29
Total with taxes and fees
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
$137 nightly
The price is $154 total per night from Oct 18 to Oct 19
$154 total
Oct 18 - Oct 19
Total with taxes and fees
9.2/10 Wonderful! (6,797 reviews)
Marriott's Grande Vista
5925 Avenida Vista Orlando FL
$96 nightly
The price is $108 total per night from Oct 12 to Oct 13
$108 total
Oct 12 - Oct 13
Total with taxes and fees
Luxury Villas
Book luxury villas in Windermere
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Windermere. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Windermere, so book one now. You’ll feel like a million bucks before you even check in.
Spacious luxury villas in Windermere
You won’t have a problem finding your own space in Windermere. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Windermere on your own and use a one-bedroom villa as your home base.
A top-end villa experience in Windermere rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!
Windermere Villas essential information
Accommodation | 10065 Villas |
|---|---|
Lowest Price | $108 |
Highest Price | $246 |
Popular accommodation | Modern Luxury Villa with Everything, Modern Luxury Villa with Everything, Splendid villa, overlooking conservation area, with private pool and games room, Only 3 Miles to Disney! South Facing Private Pool 6 BDRM Villa w/ Movie Theatre , 13BR Resort Villa, Sleeps 30, Pool, Near Disney, Luxury 4 Bedroom Villa on the gated Bellavida Resort close to the Theme parks, Villa with Private Pool, Games Room, Free Wifi and Lake View, 4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee off Us192, Family-Friendly Villa near Disney! Private Pool & Spa • Gated Solterra Resort |
More to Explore
More to Explore
- Hotels near Orange County Convention Center
- Hotels near Universal Studios Florida
- Extended Stay Hotels in Southwest Orlando
- Farmstay in Ocoee
- Apartments in Ocoee
- B&B in Ocoee
- Cabin Rentals in Ocoee
- Condo Rentals in Ocoee
- Cottages in Ocoee
- Extended Stay Hotels in Ocoee
- Guest Houses in Ocoee
- Houseboats in Ocoee
- Motels in Ocoee
- Rv Parks in Ocoee
- Resorts in Ocoee
- Town Houses in Ocoee
- Villas in Ocoee
- Apartments in Winter Garden
- B&B in Winter Garden
- Castles in Winter Garden
- Condo Rentals in Winter Garden
- Cottages in Winter Garden
- Extended Stay Hotels in Winter Garden
- Hostels in Winter Garden
- Inns in Winter Garden
- Lodges in Winter Garden
- Motels in Winter Garden
- Vacation Homes in Winter Garden
- Resorts in Winter Garden
- Villas in Winter Garden
- Farmstay in Wesley Chapel
- Holiday Park Resorts in Wesley Chapel
- Lodges in Wesley Chapel
- Hotels near Orlando Intl.
- Golf Resorts & in Bay Hill
- Oceanfront Hotels in Bay Hill
- Waterpark Hotels & Resorts in Bay Hill
- Hotels with a Wedding Venue in Bay Hill
- Hotels near Walt Disney World® Resort
- Condo Rentals in Black Jack Island
- Extended Stay Hotels in Black Jack Island
- Guest Houses in Black Jack Island
- Motels in Black Jack Island
- Villas in Black Jack Island
- Motels in Gotha
- Farmstay in Pinellas Park
- Chalets in Pinellas Park
- Condo Resorts in Pinellas Park
- Condo Rentals in Pinellas Park
- Holiday Park Resorts in Pinellas Park
- Hostels in Pinellas Park
- Vacation Homes in Pinellas Park
- Rv Parks in Pinellas Park
- All Inclusive Resorts & in Orlando
- Cheap Hotels in Orlando
- Kid Friendly Hotels in Orlando
- Hotels with Free Airport Shuttle in Orlando
- Waterpark Hotels & Resorts in Orlando
- Orlando Hotels
- Villas in Orlando
- Apartments in Polk City
- Cottages in Polk City
- Hostels in Polk City
- Motels in Polk City
- Vacation Homes in Polk City
- Villas in Polk City
- Hotels near Isleworth Golf and Country Club
- Hotels near Lake Butler
- Flights to Florida
- Flights to Orlando
- Flights from Atlanta to Orlando
- Flights from Austin to Orlando
- Flights from Boston to Orlando
- Flights from Charlotte to Orlando
- Flights from Chicago to Orlando
- Flights from Cincinnati to Orlando
- Flights from Cleveland to Orlando
- Flights from Dallas to Orlando
- Flights from Denver to Orlando
- Flights from Detroit to Orlando
- Flights from Houston to Orlando
- Flights from Las Vegas to Orlando
- Flights from Miami to Orlando
- Flights from Minneapolis - St. Paul to Orlando
- Flights from Nashville to Orlando
- Flights from New York to Orlando
- Flights from Orlando
- Flights from Philadelphia to Orlando
- Flights from Phoenix to Orlando
- Flights from Seattle to Orlando
- Flights from Toronto to Orlando
- Flights from Washington to Orlando
- Flights from Pittsburgh to Orlando
- Flights from Newark to Orlando
- Flights from Syracuse to Orlando
- Flights from Buffalo to Orlando
- Orlando vacations
- Cheap Hotels in Orlando
- Hotels near Universal Orlando Resort
- Hotels near Universal’s Islands of Adventure
- Hotels near Universal Studios Florida
- Visit Universal Studios Florida
- Visit Walt Disney World® Resort
- Hotels near Walt Disney World® Resort
- Hotels near Universal’s Volcano Bay
- Hotels near Orange County Convention Center
- Hotels in International Drive
- Flights to Orlando
- Visit The Wizarding World of Harry Potter™
- Hotels in Orlando
- Hotels near Universal CityWalk
- Flights to Florida
- Car rentals in Orlando
- Resorts in Orlando
- Visit Universal Orlando Resort
- Car rentals at Orlando Airport (MCO)