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

Valley of the Moon Getaway

10.0 out of 10, Exceptional, (225)
"We had a wonderful experience staying here again! Close to both Napa and Sonoma with wonderful accommodations and views!"
Valley of the Moon Getaway

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

9.6 out of 10, Exceptional, (29)
"This was a great house right on the creek. Hot tub was awesome and the home was clean and cozy. We enjoyed our stay very much!"
Lrg Wine Country Estate on creek w Pool/Spa sleeps 8

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

10.0 out of 10, Exceptional, (27)
"The hosts provided a very welcoming experience. We thoroughly enjoyed our stay."
The price is AED 2,369
AED 4,545 total
includes taxes & fees
7 Apr - 8 Apr
Sky View: All-Season Heated Pool & Hot Tub, 5 Acres, EV Plug

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 1,469
AED 2,751 total
includes taxes & fees
25 Mar - 26 Mar
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath

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

Farpoint: Heated Infinity Pool, Mountain Views

10.0 out of 10, Exceptional, (6)
"Great location with lots of amenities. Very calming atmosphere. Very attentive staff. Can’t wait to go back."
The price is AED 1,748
AED 3,572 total
includes taxes & fees
25 Mar - 26 Mar
Farpoint: Heated Infinity Pool, Mountain Views

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

10.0 out of 10, Exceptional, (13)
"Everything was so great! The only recommendations I have are to put mirrors in every bedroom and some lighting outside by the pool and hot tub "
The price is AED 1,943
AED 4,075 total
includes taxes & fees
31 Mar - 1 Apr
Private 1+ acre, Bocce, New Heated Pool & Hot Tub, Waterfall

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

10.0 out of 10, Exceptional, (1)
Villa Colibri: Luxury Estate w/Pool, Hot Tub, Pond

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

9.6 out of 10, Exceptional, (20)
"The property, the setting, the space, deck, pool and view are all amazing. It was the ideal place yo unwind and enjoy nature."
Fallen Tree Ranch ~ 3 Acres in Wine Country, Pool, Hot Tub, Sauna

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

Luxury Napa Estate With Pool/Hot-tub/Concierge

10.0 out of 10, Exceptional, (41)
"We had a family trip to support 3 family members who were running the 2025 Napa Marathon. We had 3 runners and 9 support team, plus two who stayed close by.The house was perfect for our stay. Nicole provided excellent support, both before and during the stay. She helped us arrange a catered dinner and masseuses for our runners. And she resolved our only minor issue, within an hour of it being reported. Couldn't have been more helpful."
The price is AED 4,821
AED 7,980 total
includes taxes & fees
8 Apr - 9 Apr
Luxury Napa Estate With Pool/Hot-tub/Concierge

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

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

10.0 out of 10, Exceptional, (35)
"The house was great! It fit our 4 couples perfectly. The kitchen was well stocked. We used the heated pool and hot tub every day. The host was extremely helpful and responsive. Highly recommend for anyone. "
Year-Round Heated Pool | Hot Tub | Fire Pit | Lawn

Secluded Vineyard Estate Healdsburg

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

Villa in French Chateau Estate in Napa Valley

10.0 out of 10, Exceptional, (3)
"Amazing property with an ideal location. "
Villa in French Chateau Estate in Napa Valley

Calistoga Wine Ranch

Calistoga Wine Ranch

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!

Pool, 3 Acres, Pool Table, Hot Tub

9.8 out of 10, Exceptional, (33)
"Lovely home in a very, very special part of our incredibly beautiful country. All the good stuff you hope for in a VRBO getaway listing, with a very minor twinge of regret on small but important amenities including morning coffee or tea, condiments, etc. We are not complaining, only recommending as super host ourselves. "
Pool, 3 Acres, Pool Table, Hot Tub

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 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.
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Other property types in Windsor

Panoramic Ocean View--3 Min Walk To Beach

9.6 out of 10, Exceptional, (294)
"This was the perfect place for a quick mid-week getaway for my son and I (and our dog). Location was great. I had never been to Dillon Beach but now that I know how peaceful and serene it is, we will be back.The house was adorable. From the moment we walked in and saw the ocean views from the living room and the deck, we were hooked. Not only are the views amazing, the walk down to the beach was very easy and the beach itself was clean and not crowded at all. This is not the place to come if...
Panoramic Ocean View--3 Min Walk To Beach

Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

9.8 out of 10, Exceptional, (423)
"We had a great time finding a relaxing spring break spot. Gorgeous views and comfortable house. Great location. "
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (369)
"Small side it is perfect for bringing a midsize Family total number four. You is amazing perfect while soaking in the hot tub, your view and sound of the ocean is exceptional. Using the TV was a bit frustrating as you have to use your own login information to stream Apps. Kitchen is well equipped for cooking, which was helpful. Plenty of things to do around town, including beautiful walks on the beach. And I. Wood. And would return again."
Oceanfront - Hot Tub - Newly Remodeled Cottage
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?
Expect to pay between and 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?
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