Photo by Jennifer Hill

Search Villas in Windsor

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare Villas in Windsor with updated reviews, rates, and availability.

Luxury Napa Estate With Pool/Hot-tub/Concierge

10.0 out of 10, Exceptional, (40)
"This property is simply amazing from the special touches and decorations that welcomed us for my daughter‘s bachelorette weekend to the recommendations of chef Misty Phelps all the touches were just simply above and beyond. We thoroughly enjoyed ourselves and had a wonderful time."
The price is AED 3,876
AED 6,820 total
includes taxes & fees
25 Feb - 26 Feb
Luxury Napa Estate With Pool/Hot-tub/Concierge

Valley of the Moon Getaway

10.0 out of 10, Exceptional, (222)
"Most beautiful place I have ever stayed. Everything you could want or need. "
Valley of the Moon Getaway

Iconia: Historic Mansion, Heated Pool & Hot Tub, 9 Bedrooms

10.0 out of 10, Exceptional, (4)
"One of a kind property in a beautiful location. The layout was super well suited for our group, with lots of spaces to relax and enjoy each other's time. The host is great - very responsive and kind, with all the amenities you need/expect. Would love to stay at this property again. Thank you so much!"
Iconia: Historic Mansion, Heated Pool & Hot Tub, 9 Bedrooms

Sky View: All-Season Heated Pool & Hot Tub, 5 Acres, EV Plug

10.0 out of 10, Exceptional, (24)
"The property was beautiful, with plenty of room to spread out. it was also much cleaner than other VRBOs I've stayed in. "
The price is AED 1,623
AED 3,673 total
includes taxes & fees
3 Feb - 4 Feb
Sky View: All-Season Heated Pool & Hot Tub, 5 Acres, EV Plug

You Will Dream of this House AND its Views!

9.4 out of 10, Exceptional, (8)
"Everything about this house was truly spectacular. The views were breathtaking, the house was very modern but inviting with every detail thought of. Comfortable family room perfect for our family of 5 adults to watch movies and play games. The kitchen was fully stocked which made it easy to grill/cook meals. We enjoyed the house and pool so much we decided to eat more meals at home than out. We definitely enjoyed every moment of our stay and hope to return some day!! "
You Will Dream of this House AND its Views!

Mountain Serenity: Luxe Pool, Views, Comfort

10.0 out of 10, Exceptional, (4)
"We had such a great family visit . Thank for your beautiful home! It was so comfortable and clean and had everything we needed for family meals. Would recommend this house to everyone! Our Hosts were so kind and check in and check out were simple. Thank you again!"
The price is AED 1,664
AED 3,470 total
includes taxes & fees
3 Feb - 4 Feb
Mountain Serenity: Luxe Pool, Views, Comfort

Villa in French Chateau Estate in Napa Valley

10.0 out of 10, Exceptional, (2)
"We had an exceptional time! I stayed here with my husband, my college best friend and her husband. This place was open and airy with breathtaking views of the vineyards and the Palisades. Quaint cottage with all the amenities. We had everything we needed. To be honest all we needed was a glass of wine and four seats to sit on the deck and take in the view and relax. This is definitely a place I will remember and hope to make it back to."
Villa in French Chateau Estate in Napa Valley

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

10.0 out of 10, Exceptional, (1)
"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

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

10.0 out of 10, Exceptional, (4)
"Absolutely stunning views of wine country from the patio and pool. Beautiful accommodations and fantastic communication. Perfect for a weekend away with friends. "
The price is AED 2,020
AED 3,478 total
includes taxes & fees
2 Feb - 3 Feb
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath

Year-Round Heated Pool | Hot Tub | Fire Pit | Lawn

10.0 out of 10, Exceptional, (32)
"This wine country home was perfect and was as good in realty as it is in the pictures. Great location and the hosts are very welcoming and accommodating. They are first class in every way. I would gladly stay in this home on future trips. "
Year-Round Heated Pool | Hot Tub | Fire Pit | Lawn

Estrella by AvantStay | Secluded Spanish-Style Estate on 7 Acres of Vineyards

8.6 out of 10, Excellent, (14)
"This was a family reunion with family from the Bay Area and from the UK. We have stayed at this property before, and we were pleased with the upgrades to the kitchen area. Our stay was magical. The privacy in the extensive grounds, the beautiful pool and well-appointed house set the scene for a great visit. Minor problems with the pool and hot water were attended to immediately by the property management team. We are recommending Estrella to friends who are looking for a similar arrangement"
Estrella by AvantStay | Secluded Spanish-Style Estate on 7 Acres of Vineyards

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

9.6 out of 10, Exceptional, (14)
"Nice space for a big group. We spent most of our time in the farm house because that is where the majority of the group slept. Pool house is very nice and spacious."
Stunning Country Retreat, Pool, Hottub, Views, 92 Acres

Calistoga Wine Ranch Estate

10.0 out of 10, Exceptional, (82)
"The property was fantastic for our group of 12. The pictures don’t do the house justice. We would all recommend this house to anyone. "
Calistoga Wine Ranch Estate

Villa Colibri: Luxury Estate w/Pool, Hot Tub, Pond

Villa Colibri: Luxury Estate w/Pool, Hot Tub, Pond

Secluded Vineyard Estate Healdsburg

9.8 out of 10, Exceptional, (116)
"Nice experience"
Secluded Vineyard Estate Healdsburg

Titan: Theater, Heated Pool, Gym, Billiards

9.6 out of 10, Exceptional, (8)
"Had a peaceful and chill birthday weekend at the house. We never left it. It was the perfect setting with lots to do - cooking, hanging out, watching a movie, and swimming. We were a group of ten friends with a dog and a baby. Hosts were super fast in communicating. No issues. "
The price is AED 2,156
AED 4,501 total
includes taxes & fees
10 Feb - 11 Feb
Titan: Theater, Heated Pool, Gym, Billiards

Wellington by AvantStay | Secluded Wine Country Estate w/ Gorgeous Mtn Views

9.6 out of 10, Exceptional, (18)
"Loved our stay at the house! It was perfect for our group. It was just missing potholders, enough forks for 10 people and a coffee grinder. Even with those things missing it was perfect."
Wellington by AvantStay | Secluded Wine Country Estate w/ Gorgeous Mtn Views

Private 1+ acre, Bocce, New Heated Pool & Hot Tub, Waterfall

10.0 out of 10, Exceptional, (12)
"Nice roomy house close to San Francisco. Easy weekend getaway . Swimming pool was a comfortable temperature and the hot tub heated up fast . The hosts were very responsive and accommodating. "
The price is AED 1,759
AED 3,822 total
includes taxes & fees
3 Feb - 4 Feb
Private 1+ acre, Bocce, New Heated Pool & Hot Tub, Waterfall

Modern Compound on Private Vineyard, Complete with Guest House

10.0 out of 10, Exceptional, (81)
"The house was very well appointed and comfortable. We were very disappointed that the AC in the loft was broken leaving us with one less bed than we needed. That made for a less than ideal situation. Also, the person who we were given to communicate with was not very communicative. "
Modern Compound on Private Vineyard, Complete with Guest House

Villa Tranquila ~ Historic Mediterranean Home, Mountain Views, Spa!

9.6 out of 10, Exceptional, (20)
"Loved the stay! The whole property inside and out is magical and serene. Thank you!"
Villa Tranquila ~ Historic Mediterranean Home, Mountain Views, Spa!
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.
Don't see what you're looking for?
See all available properties in Windsor
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Windsor

Cottage home near the Russian River; county parks; numerous wineries

10.0 out of 10, Exceptional, (92)
"Property was perfect for me while I was taking care of my grandchildren"
Cottage home near the Russian River; county parks; numerous wineries

Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

9.8 out of 10, Exceptional, (414)
"This is the second time we have brought friends to the property. It is very clean and homey. We love sitting and watching the ocean, the fireplace was wonderful since it was cold outside. Walked on the beach and ate a few meals out. Looking forward to going back again, it is the perfect getaway!!"
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH

9.2 out of 10, Wonderful, (188)
"We really enjoyed the cozy spaciousness of this clean home, with multiple rooms to choose from, ample space to relax and a super functional kitchen. The host was very considerate of our needs, and left us welcome goodies on the counter which was an unexpected treat. We enjoyed the fireplace and wood was even provided. Could not have asked for more for a memorable weekend getaway!"
The price is AED 1,377
AED 2,642 total
includes taxes & fees
3 Feb - 4 Feb
ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH
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.

Frequently asked questions

How much do villas in Windsor cost?
Rates for villas in Windsor range between and per night. Whatever your budget, you’re sure to find something that matches your needs with 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?
Windsor has villas to choose from. Find your perfect stay quickly and easily by checking the “Villa” box under the “Property type” tab in our handy filter tool.
Why book your villa in Windsor with Expedia?
Reserving a villa in Windsor is as simple as working out your travel dates and selecting a place that suits your style. Looking for something luxurious or affordable, or a property that also features free WiFi? Use Expedia’s search filters to narrow your results and find the ideal fit.
How can I find cheap villas in Windsor?
Expedia is here to help you track down cheap villas in Windsor. Simply use our filter tool to choose amenities, budget and star rating to refine your search and find an awesome place to stay in a couple of quick clicks.