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Compare 51 Villas in Windsor with updated reviews, rates, and availability.

Luxury Napa Estate With Pool/Hot-tub/Concierge
Luxury Napa Estate With Pool/Hot-tub/Concierge
10.0 out of 10, Exceptional, (38)
"The Inn was fabulous, the setting perfect for our entire group to celebrate our friend’s special day!"
The price is SAR 3,682
SAR 6,676 total
includes taxes & fees
3 Dec - 4 Dec
Luxury Napa Estate With Pool/Hot-tub/Concierge
Pool, 3 Acres, Pool Table, Hot Tub
Your wine counrty escape awaits!
Pool, 3 Acres, Pool Table, Hot Tub
9.8 out of 10, Exceptional, (32)
"This is a gorgeous property, These are the highlights: 1. Airy and spacious 2. The pool and hot tub and pool house! 3. The deck and view of the trees 4. Location, situated close to the highway, but far enough away to allow for a buffer "
Pool, 3 Acres, Pool Table, Hot Tub
Wellington by AvantStay | Secluded Wine Country Estate w/ Gorgeous Mtn Views
Welcome to Wellington.
Wellington by AvantStay | Secluded Wine Country Estate w/ Gorgeous Mtn Views
9.6 out of 10, Exceptional, (17)
"The house is nearly perfect. The kitchen is perfect but a few minor additions would make this hard to beat. For instance, there are no dressers in the bedrooms, no robe hooks in the bathrooms, no instructions for the sound system or for the Jukebox in the pool room. These are minor annoyances and wouldn’t prevent us from booking again in the future. "
Wellington by AvantStay | Secluded Wine Country Estate w/ Gorgeous Mtn Views
Valley of the Moon Getaway
Outdoor dining
Valley of the Moon Getaway
10.0 out of 10, Exceptional, (217)
"Our group of 6 (3 couples) had an amazing time in Sonoma County with this gorgeous property as our home base. Pictures do not do it justice. Comfortable, clean, and great hosts! "
Valley of the Moon Getaway
Stunning Villa in the Heart of Sonoma County
Stunning Villa in the Heart of Sonoma County
9.8 out of 10, Exceptional, (83)
" Wonderful stay at the Villa, the views are breathtaking and the home was a great place to relax and cook a meal after a long day of wine tasting. "
Stunning Villa in the Heart of Sonoma County
Stunning Country Retreat, Pool, Hottub, Views, 92 Acres
Pool House Pool, relax in the shady arbor
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
Heart of Sonoma County, Fountain Grove 4BR/4BA home, pool, spa, outdoor kitchen
Pool
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
Iconia: Historic Mansion, Heated Pool & Hot Tub, 9 Bedrooms
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
Exceptional Estate Vineyards in Healdsburg Sonoma County
Dining
Exceptional Estate Vineyards in Healdsburg Sonoma County
8.0 out of 10, Very Good, (1)
"Beautiful property, excellent host and easy check-in, check-out and communications. Wasn't clear until we arrived that the spa was off limits. Could have been a bit cleaner and provided a little better bath amenities. However, well-stocked kitchen and wonderful outdoor living spaces-we were able to put together a great meal to enjoy all of the wine we bought throughout the day. We would stay again and hope to enjoy a full wine tasting at the property on our next trip out."
Exceptional Estate Vineyards in Healdsburg Sonoma County
Entire Wine Country Resort Villa #Pool-Spa-Tennis-Wine-Dine#
Terrace/patio
Entire Wine Country Resort Villa #Pool-Spa-Tennis-Wine-Dine#
10.0 out of 10, Exceptional, (18)
"The home and grounds had everything we needed, and then some. The home is close to several great wineries and restaurants. Would highly recommend!"
Entire Wine Country Resort Villa #Pool-Spa-Tennis-Wine-Dine#
Year-Round Heated Pool | Hot Tub | Fire Pit | Lawn
The spacious grounds feature comfortable seating around the pool and on the oversized deck overlooking vineyards.
Year-Round Heated Pool | Hot Tub | Fire Pit | Lawn
10.0 out of 10, Exceptional, (30)
"We had the best stay in Kenwood—everything about the house was great for our family vacation. We loved having access to the pool and back patio, and the home was comfortable and well-appointed. Would stay here again in a heartbeat!"
The price is SAR 3,266
SAR 6,234 total
includes taxes & fees
16 Dec - 17 Dec
Year-Round Heated Pool | Hot Tub | Fire Pit | Lawn
Estrella by AvantStay | Secluded Spanish-Style Estate on 7 Acres of Vineyards
Welcome to Estrella.
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
You Will Dream of this House AND its Views!
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!
Titan: Theater, Heated Pool, Gym, Billiards
Large outdoor area directly accessible from the family room (pool table room) and gym.
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. "
Titan: Theater, Heated Pool, Gym, Billiards
Locanda Winery estate with Olympic-size pool & Starlink WiFi - dog-friendly
Locanda Winery estate with Olympic-size pool & Starlink WiFi - dog-friendly
9.6 out of 10, Exceptional, (26)
"This Property is absolutely Gorgeous! We loved the home and location. I would check in with the management company if I were the owner. Master shower clogged and won’t drain which has caused wall damage. Our two guest rooms had dirty towels and ours were wet. Home is fabulous!!"
Locanda Winery estate with Olympic-size pool & Starlink WiFi - dog-friendly
Sky View: All-Season Heated Pool & Hot Tub, 5 Acres, EV Plug
Sky View: All-Season Heated Pool & Hot Tub, 5 Acres, EV Plug
10.0 out of 10, Exceptional, (23)
"Eight friends descended upon Santa Rosa for a long weekend of fellowship and wine tasting. we had a blast. the wineries were spectacular and our plan was exceptionally well executed. however, we needed more time as we whipped through Sonoma at dusk and didn't get to experience it's charm in the daylight. Our lodging was great. everyone had a bathroom and bedroom. The views from the house were magnificent and we had the opportunity to dine al fresco with the help of a private chef. ...
The price is SAR 1,960
SAR 4,132 total
includes taxes & fees
24 Nov - 25 Nov
Sky View: All-Season Heated Pool & Hot Tub, 5 Acres, EV Plug
Private 1+ acre, Bocce, New Heated Pool & Hot Tub, Waterfall
This oasis has over an acre of flat land for playing! Bocce court, pool table, outdoor dining, bar and grill pavilion, and a gas-heated pool and spa.
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 SAR 1,780
SAR 3,874 total
includes taxes & fees
3 Dec - 4 Dec
Private 1+ acre, Bocce, New Heated Pool & Hot Tub, Waterfall
Luxury Executive or Vacation Rental in Kenwood
Exterior
Luxury Executive or Vacation Rental in Kenwood
10.0 out of 10, Exceptional, (8)
"The property easily accommodated 5 couples and had a great outdoor area. Close enough to Sonoma square to drive there but far enough away to have a quiet retreat. Would definitely stay again. "
Luxury Executive or Vacation Rental in Kenwood
Villa Tranquila ~ Historic Mediterranean Home, Mountain Views, Spa!
Tranquility awaits
Villa Tranquila ~ Historic Mediterranean Home, Mountain Views, Spa!
9.6 out of 10, Exceptional, (19)
"We enjoyed the large, roomy premises for our meals in the dining room and family get togethers in the living room. The variety in size of the bedrooms and beds was perfect for our needs."
Villa Tranquila ~ Historic Mediterranean Home, Mountain Views, Spa!
Gorgeous Napa estate 15 mins to St Helena surrounded by vineyards. Permit 138485
Property exterior
Gorgeous Napa estate 15 mins to St Helena surrounded by vineyards. Permit 138485
10.0 out of 10, Exceptional, (8)
"The house was perfect for a group of friends to enjoy the winieries and the beautiful sunset in the evening. "
Gorgeous Napa estate 15 mins to St Helena surrounded by vineyards. Permit 138485
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

Cottage home near the Russian River; county parks; numerous wineries
Dining
Cottage home near the Russian River; county parks; numerous wineries
10.0 out of 10, Exceptional, (91)
"The property was very good and met all our needs with a couple of exceptions. The bathroom towels were not good, a little smelly and really need to be upgraded along with the toilet paper!"
Cottage home near the Russian River; county parks; numerous wineries
Casa de la Esperanza: 1890s Historic Gem - 6BD/4BA
Casa de la Esperanza: 1890s Historic Gem - 6BD/4BA
9.8 out of 10, Exceptional, (6)
"The property views in pictures as higher end than it truly is and I think is overpriced. The floors and kitchen cabinets are uneven. The back house is not level. The bathrooms are nicely done and the space/beds are perfect for a large group. The upstairs area was perfect for our family who had toddlers as they all stayed together in the large room. The owner sent what must have been automated communications during our stay as they offered to bring additional consumables but when I replied...
Casa de la Esperanza: 1890s Historic Gem - 6BD/4BA
Oceanfront - Hot Tub - Newly Remodeled Cottage
Outdoor spa tub
Oceanfront - Hot Tub - Newly Remodeled Cottage
9.8 out of 10, Exceptional, (351)
"Stayed here for our 10th wedding anniversary. We loved it. Close to town and Bodega Head trails was breathtaking. We loved the hot tub! The views of the sunset and stars while enjoying the spa were worth the trip. If you’re looking for a quiet getaway with spectacular views, this is the spot!!!"
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?
Rates for villas in Windsor range between SAR 1,780 and SAR 3,682 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 51 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.