Compare Windsor 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 Windsor

When in Glen | Sonoma | Panoramic Views | 3bed / 3bath

When in Glen | Sonoma | Panoramic Views | 3bed / 3bath

Free Cancellation
Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Pool
Kitchen
Valley of the Moon Getaway

Valley of the Moon Getaway

Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. Other amenities at this golf villa include local meal delivery service, barbecue grills, and a garden.
Pool
Hot Tub
Lrg Wine Country Estate on creek w Pool/Spa sleeps 8

Lrg Wine Country Estate on creek w Pool/Spa sleeps 8

Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. Other amenities at this family-friendly villa include barbecue grills and a garden.
Pool
Hot Tub
Luxury Napa Estate With Pool/Hot-tub/Concierge

Luxury Napa Estate With Pool/Hot-tub/Concierge

Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. Helpful staff is there to provide concierge services, as well as offer insight about the area. Additional amenities include barbecue grills and a garden.
Pool
Hot Tub
Secluded Vineyard Estate Healdsburg

Secluded Vineyard Estate Healdsburg

This villa features a hot tub, a terrace, and laundry facilities. Additional amenities include barbecue grills and a garden.
Pool
Hot Tub
Charming 1-bedroom villa in welcoming Santa Rosa with AC, WiFi

Charming 1-bedroom villa in welcoming Santa Rosa with AC, WiFi

Guests staying at this villa enjoy a hot tub, laundry facilities, and a garden. This family-friendly villa also has barbecue grills.
Hot Tub
Kitchen
Villa Terra Bella: A Tranquil Windsor Escape w/ Natural Stone Pool

Villa Terra Bella: A Tranquil Windsor Escape w/ Natural Stone Pool

At this villa, guests have access to an outdoor pool, laundry facilities, and a garden. This smoke-free villa also has barbecue grills.
Pool
Kitchen
Fallen Tree Ranch ~ 3 Acres in Wine Country, Pool, Hot Tub, Sauna

Fallen Tree Ranch ~ 3 Acres in Wine Country, Pool, Hot Tub, Sauna

At this villa, guests have access to a sauna, a hot tub, and laundry facilities. Additional amenities include barbecue grills and a garden.
Pool
Hot Tub
Stay surrounded by Fitch Mountain Park and Open Space Preserve.

Stay surrounded by Fitch Mountain Park and Open Space Preserve.

Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Windsor
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.

Hotel Options in Windsor

Luxury Villas

Book luxury villas in Windsor
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Windsor. 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 Windsor, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Windsor
You won’t have a problem finding your own space in Windsor. 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 Windsor on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Windsor 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!

Windsor Villas essential information

Accommodation
64 Villas
Lowest Price
Highest Price
Popular accommodation
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath, Valley of the Moon Getaway, Lrg Wine Country Estate on creek w Pool/Spa sleeps 8, Luxury Napa Estate With Pool/Hot-tub/Concierge, Secluded Vineyard Estate Healdsburg, Charming 1-bedroom villa in welcoming Santa Rosa with AC, WiFi, Villa Terra Bella: A Tranquil Windsor Escape w/ Natural Stone Pool, Fallen Tree Ranch ~ 3 Acres in Wine Country, Pool, Hot Tub, Sauna, Stay surrounded by Fitch Mountain Park and Open Space Preserve.

Villas in Windsor

Most Popular

More Places To Stay in Windsor