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Check prices for these dates

In two weeks
19 Sep - 21 Sep
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov
In four months
26 Dec - 28 Dec

Villas in Windsor

Our top choices for Windsor villas

Valley of the Moon Getaway
Outdoor pool

Valley of the Moon Getaway

10.0 out of 10, Exceptional, (245)
"We had a wonderful experience staying here again! Close to both Napa and Sonoma with wonderful accommodations and views!"
Valley of the Moon Getaway
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath
Pool

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

10.0 out of 10, Exceptional, (10)
"Beautiful homeSpacious Well appointedVery comfortable beds"
The price is SAR 1,445
SAR 3,089 total
includes taxes & fees
8 Sep - 9 Sep
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath
Lrg Wine Country Estate on creek w Pool/Spa sleeps 8
Exterior

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

9.6 out of 10, Exceptional, (35)
"What a wonderful way to celebrate our daughter's 21st Birthday. The house had plenty of space for our family and we were able to enjoy the pool, hot tub and the beautiful yard backing up to a stream. It was everything we were looking for! "
Lrg Wine Country Estate on creek w Pool/Spa sleeps 8
Villa in French Chateau Estate in Napa Valley
Pool

Villa in French Chateau Estate in Napa Valley

9.2 out of 10, Wonderful, (5)
"Amazing property with an ideal location. "
Villa in French Chateau Estate in Napa Valley
Secluded Vineyard Estate Healdsburg
Terrace/patio

Secluded Vineyard Estate Healdsburg

9.8 out of 10, Exceptional, (123)
"Our group had the best time! Such a lovely property with ample space to gather together but also relax. We really enjoyed hanging by the pool and enjoying a nice dinner outside. Kitchen was well stocked with plates, utensils, spices, glassware, etc. Having two dishwashers for a large group was really nice as well.The house is a quick drive into town but feels like you are in your own little world!We're already thinking about the next time we can come back up & stay again! "
Secluded Vineyard Estate Healdsburg
Fallen Tree Ranch ~ 3 Acres in Wine Country, Pool, Hot Tub, Sauna
Outdoor dining

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

9.6 out of 10, Exceptional, (23)
"Perfect location"
Fallen Tree Ranch ~ 3 Acres in Wine Country, Pool, Hot Tub, Sauna
Villa Terra Bella, by Vinifera Homes
Exterior

Villa Terra Bella, by Vinifera Homes

10.0 out of 10, Exceptional, (5)
"Property was ginormous. We had such a lo y time celebrating my sone SSU gradution with some of my siblings and nieces. I would definitely stay again with a large group. Host was extremely accommodating!!!"
Villa Terra Bella, by Vinifera Homes
Luxury 38-Acre Calistoga Estate with Pool, Vineyard Views & Fire Pit
Terrace/patio

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

Luxury 38-Acre Calistoga Estate with Pool, Vineyard Views & Fire Pit
Gorgeous Napa estate 15 mins to St Helena surrounded by vineyards. Permit 138485
Exterior

Gorgeous Napa estate 15 mins to St Helena surrounded by vineyards. Permit 138485

10.0 out of 10, Exceptional, (9)
"A wonderful large house in a beautiful location. Would love to come back."
Gorgeous Napa estate 15 mins to St Helena surrounded by vineyards. Permit 138485
Luxury Napa Estate With Pool/Hot-tub/Concierge
Exterior

Luxury Napa Estate With Pool/Hot-tub/Concierge

10.0 out of 10, Exceptional, (48)
"Exactly as pictured and listed. Amazing location for a weekend with a large group. Plenty of space, beautiful property and excellent proximity to the town. Check in was seamless, and the team was super accommodating and helpful during our stay. Daily cleaning was a huge bonus too!"
The price is SAR 4,925
SAR 8,153 total
includes taxes & fees
9 Sep - 10 Sep
Luxury Napa Estate With Pool/Hot-tub/Concierge
Villa in French Chateau Estate in Napa Valley
Villa | 2 bedrooms, desk, Internet

Villa in French Chateau Estate in Napa Valley

2.0 star property
Villa in French Chateau Estate in Napa Valley
Calistoga Wine Ranch Estate
Exterior

Calistoga Wine Ranch Estate

10.0 out of 10, Exceptional, (83)
"Six couples stayed in the house extremely comfortably. The pool area was fantastic. We enjoyed utilizing the tennis and Pickleball courts and it was conveniently located close to the wineries we wanted to visit. Highly recommend the property and the owners."
Calistoga Wine Ranch Estate
Stunning Country Retreat, Pool, Hottub, Views, 92 Acres
Interior

Stunning Country Retreat, Pool, Hottub, Views, 92 Acres

9.6 out of 10, Exceptional, (14)
"We enjoyed our stay. There were 7 couples and the property spaces were nice for all to enjoy."
Stunning Country Retreat, Pool, Hottub, Views, 92 Acres
Calistoga Wine Ranch
Exterior

Calistoga Wine Ranch

10.0 out of 10, Exceptional, (2)
"This home exceeded every one of our expectations. Every bed, every bathroom, the kitchen, the pool, were all fantastic! The owner communicated with us before, during, and after the trip so we never went without! Check in and check out we’re both extremely easy. I would highly recommend renting this home to anyone!"
Calistoga Wine Ranch
Private 1+ acre, Bocce, New Heated Pool and Hot Tub
Exterior

Private 1+ acre, Bocce, New Heated Pool and Hot Tub

9.8 out of 10, Exceptional, (16)
"Absolutely incredible and worth every very expensive penny. Best hosts ever. Bocce ball, pool table, swimming pool, waterfall, hot tub, etc. and room for everyone (11) indoors and outdoors. Completely fenced in for our small dog's adventures."
The price is SAR 2,398
SAR 4,419 total
includes taxes & fees
4 Sep - 5 Sep
Private 1+ acre, Bocce, New Heated Pool and Hot Tub
Calistoga Wine Ranch
Exterior

Calistoga Wine Ranch

4.0 star property
Calistoga Wine Ranch
Year-Round Heated Pool | Hot Tub | Fire Pit | Huge Lawn | Vineyard Views
Exterior

Year-Round Heated Pool | Hot Tub | Fire Pit | Huge Lawn | Vineyard Views

10.0 out of 10, Exceptional, (39)
"Perfect place to tour Napa and Sonoma valley "
Year-Round Heated Pool | Hot Tub | Fire Pit | Huge Lawn | Vineyard Views
Heart of Sonoma County, Fountain Grove 4BR/4BA home, pool, spa, outdoor kitchen
Terrace/patio

Heart of Sonoma County, Fountain Grove 4BR/4BA home, pool, spa, outdoor kitchen

10.0 out of 10, Exceptional, (2)
"This was a perfect space to come back to after a full day of wine tasting and exploring the Valley. Very spacious, clean, and accommodating of all our needs. The host was prompt with any questions we had and the entire process was as seamless as could be. We will certainly be coming back! Just an amazing property."
Heart of Sonoma County, Fountain Grove 4BR/4BA home, pool, spa, outdoor kitchen
Villa Colibri, by Vinifera Homes
Exterior

Villa Colibri, by Vinifera Homes

10.0 out of 10, Exceptional, (2)
"This is certainly a place I would love to go back. It would make more sense and enjoyable with a larger group in this property due to the size of it. I would definitely plan to be here longer and not just few days. "
Villa Colibri, by Vinifera Homes
Pool, 3 Acres, Pool Table, Hot Tub
Outdoor dining

Pool, 3 Acres, Pool Table, Hot Tub

9.8 out of 10, Exceptional, (38)
"Had a great stay . Close to small towns and vineyards. Very clean home and great response from host. Beautiful backyard and pool."
Pool, 3 Acres, Pool Table, 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.
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Top Windsor Hotel Reviews

Frequently asked questions

How much do villas in Windsor cost?
Expect to pay between SAR 1,445 and SAR 4,925 per night for villas in Windsor. No matter your budget, the ideal getaway is just clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Windsor?
Pick from 52 villas in Windsor. No matter if you're taking a trip with the family or organizing a weekend break with friends, Expedia can help you find the best space for your squad.
Why book your villa in Windsor with Expedia?
Use Expedia to find your ideal villa in Windsor. Vacationing with the family? Use our filters to search for stays with a pool or free WiFi. If you have a fixed budget, decide on how much you'd like to spend and your preferred star rating. We'll help you find a perfect place in tune with your style and taste.