Compare Windsor Villas

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Featured Villas in Windsor

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

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

Glen Ellen CA
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
Secluded Vineyard Estate Healdsburg

Secluded Vineyard Estate Healdsburg

Healdsburg CA
This villa features a hot tub, a terrace, and laundry facilities. Additional amenities include a garden and barbecue grills.
Pool
Hot Tub
Villa Terra Bella, by Vinifera Homes

Villa Terra Bella, by Vinifera Homes

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

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

Glen Ellen CA
Free Cancellation
$879 nightly
The price is $971 total per night
$971 total
Jan 21 - Jan 22
Total with taxes and fees
Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Pool
Kitchen
Luxury Napa Estate With Pool/Hot-tub/Concierge

Luxury Napa Estate With Pool/Hot-tub/Concierge

Calistoga CA
$1,917 nightly
The price is $2,173 total per night
$2,173 total
Jan 12 - Jan 13
Total with taxes and fees
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 a garden and barbecue grills.
Pool
Hot Tub
Valley of the Moon Getaway

Valley of the Moon Getaway

Glen Ellen CA
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
Villa in French Chateau Estate in Napa Valley

Villa in French Chateau Estate in Napa Valley

Calistoga CA
At this villa, guests have access to a garden.
Pool
Kitchen
Luxury 38-Acre Napa Estate with Pool, Vineyard Views & Fire Pit

Luxury 38-Acre Napa Estate with Pool, Vineyard Views & Fire Pit

Calistoga CA
Guests staying at this villa enjoy an outdoor pool, an arcade/game room, and laundry facilities. Friendly staff can provide concierge services, and also offer advice about sightseeing. Other amenities at this family-friendly villa include local meal delivery service, barbecue grills, and a garden.
Pool
Kitchen
Calistoga Wine Ranch

Calistoga Wine Ranch

Calistoga CA
Guests staying at this villa enjoy a hot tub, laundry facilities, and barbecue grills. This smoke-free villa also has a garden.
Pool
Hot Tub
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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

    Holiday Inn Express® Windsor Sonoma Wine Country by IHG

    Holiday Inn Express® Windsor Sonoma Wine Country by IHG

    8865 Conde Lane Windsor CA
    $99 nightly
    The price is $113 total per night from Jan 22 to Jan 23
    $113 total
    Jan 22 - Jan 23
    Total with taxes and fees
    9.2/10 Wonderful! (1,282 reviews)
    Hampton Inn & Suites Windsor - Sonoma Wine Country

    Hampton Inn & Suites Windsor - Sonoma Wine Country

    8937 Brooks Road South Windsor CA
    $118 nightly
    The price is $135 total per night from Jan 18 to Jan 19
    $135 total
    Jan 18 - Jan 19
    Total with taxes and fees
    9/10 Wonderful! (1,004 reviews)
    Holiday Inn Windsor Wine Country by IHG

    Holiday Inn Windsor Wine Country by IHG

    8755 Old Redwood Hwy Windsor CA
    $95 nightly
    The price is $108 total per night from Jan 12 to Jan 13
    $108 total
    Jan 12 - Jan 13
    Total with taxes and fees
    9/10 Wonderful! (1,033 reviews)

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
47 Villas
Lowest Price
$108
Highest Price
$2,173
Popular accommodation
Lrg Wine Country Estate on creek w Pool/Spa sleeps 8, Secluded Vineyard Estate Healdsburg, Villa Terra Bella, by Vinifera Homes, When in Glen | Sonoma | Panoramic Views | 3bed / 3bath, Luxury Napa Estate With Pool/Hot-tub/Concierge, Valley of the Moon Getaway, Villa in French Chateau Estate in Napa Valley, Luxury 38-Acre Napa Estate with Pool, Vineyard Views & Fire Pit, Calistoga Wine Ranch