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Check prices for these dates

Compare 57 Villas in Windsor with updated reviews, rates, and availability.

Valley of the Moon Getaway

10.0 out of 10, Exceptional, (224)
"Enjoyed the 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

Secluded Vineyard Estate Healdsburg

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

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 SAR 1,501
SAR 2,844 total
includes taxes & fees
11 Mar - 12 Mar
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath

Mountain Serenity: Luxe Pool, Views, Comfort

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 SAR 1,786
SAR 3,607 total
includes taxes & fees
11 Mar - 12 Mar
Mountain Serenity: Luxe Pool, Views, Comfort

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 1,985
SAR 4,162 total
includes taxes & fees
17 Mar - 18 Mar
Private 1+ acre, Bocce, New Heated Pool & Hot Tub, Waterfall

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 SAR 1,921
SAR 3,945 total
includes taxes & fees
11 Mar - 12 Mar
Sky View: All-Season Heated Pool & Hot Tub, 5 Acres, EV Plug

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 SAR 6,011
SAR 9,536 total
includes taxes & fees
26 Mar - 27 Mar
Luxury Napa Estate With Pool/Hot-tub/Concierge

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!"
The price is SAR 3,485
SAR 6,852 total
includes taxes & fees
20 Mar - 21 Mar
Iconia: Historic Mansion, Heated Pool & Hot Tub, 9 Bedrooms

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

Calistoga Wine Ranch

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

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

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

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!

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

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

Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

9.8 out of 10, Exceptional, (419)
"We stayed at aftermath years ago and it was just as spectacular this time. The views of the ocean are amazing as you have a front row seat to watch the waves crash on the beach right below. The ocean rocks you to sleep in the evening. If you get a chance to come stay- bring all the provisions you need and just enjoy this sweet spot. You won’t want to leave "
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

Panoramic Ocean View--3 Min Walk To Beach

9.6 out of 10, Exceptional, (294)
"We had a wonderful stay in this 2 bedroom cottage. It is well appointed. The owners have thought of everything and are very responsive. One thing to be aware of is the bathroom is downtairs as are the bedrooms and the stairs are steep. Would definitely recommend it."
Panoramic Ocean View--3 Min Walk To Beach

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (365)
"The house location and view were fantastic. The appliances and sinks and faucets were all very nice. I have never encountered pop out electrical receptacles before. There are some low ceilings in the bathroom, kids bedroom and the television room. But these are easily managed. The morning of our 3rd day we had ants on the counter next to the sink. Interesting, because there was never any food there. But they were quickly dispatched. The hot tub was fantastic. What a view overlooking the...
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 SAR 1,501 and SAR 6,011 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 57 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.
How can I find cheap villas in Windsor?
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