A park with a statue of a figure on horseback, surrounded by leafless trees and a clear sky.

Search Windsor Villa Rentals from CA $154

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Windsor villas

1. Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries

Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries
Healdsburg
The price is CA $1,869
CA $3,284 total
includes taxes & fees
Sep 24 - Sep 25
Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries
A two-story house with a covered patio area, stone walls, and a well-maintained lawn.

2. Alexander Valley Lodge w/ Pool, Hot tub, Waterfall, Pool table and Tiki Bar

Alexander Valley Lodge w/ Pool, Hot tub, Waterfall, Pool table and Tiki Bar
Geyserville
9.2 out of 10, Wonderful, (23 reviews)
"Fabulous property perfect for our needs. Family was able to stay together eat meals together in the big kitchen enjoy fantastic outdoor time together - really nice ambience and breathtaking views."
United States
Margo R.
The price is CA $984
CA $1,757 total
includes taxes & fees
Sep 8 - Sep 9
Alexander Valley Lodge w/ Pool, Hot tub, Waterfall, Pool table and Tiki Bar
An outdoor patio with a grill, dining table, and chairs, overlooking a scenic landscape.

3. When in Glen | Panoramic View | Pool / Hot Tub

When in Glen | Panoramic View | Pool / Hot Tub
Glen Ellen
10.0 out of 10, Exceptional, (18 reviews)
"Beautiful place, nicely laid out and a cook / chef’s dream of a kitchen. We loved our time there!! "
United States
Swann V.
The price is CA $610
CA $1,295 total
includes taxes & fees
Sep 29 - Sep 30
When in Glen | Panoramic View | Pool / Hot Tub

4. Luxury Napa Estate With Pool/Hot-tub/Concierge

Luxury Napa Estate With Pool/Hot-tub/Concierge
Calistoga
10.0 out of 10, Exceptional, (61 reviews)
"Wonderful! Perfect for large groups!"
United States
Lisa T.
The price is CA $1,816
CA $3,053 total
includes taxes & fees
Sep 14 - Sep 15
Luxury Napa Estate With Pool/Hot-tub/Concierge
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

Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

10/10 Excellent
"Close enough to downtown that I walked via a lovely path, but far enough away from the crowds/noise. Nice little pool. Would definitely stay there again!!"
Mary 2-night trip
Posted 1 hour ago
Dry Creek Inn MOD Collection by Sonesta

Find out more about Windsor

Windsor Villas information

Number of reviews
13,378
Accommodation
48 Villas
Lowest Price
CA $154
Highest Price
CA $539

Frequently asked questions

How much do villas in Windsor cost?
Expect to pay between CA $154 and CA $539 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 48 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?
Expedia can help you track down cheap villas in Windsor. Simply use our handy filter tool to choose star rating, amenities and budget to refine your search and find a great place to stay in just a few clicks.
What is there to do near my villa in Windsor?
You'll find tons of fantastic things to do in Windsor. Check out top attractions like Pacific Coast Air Museum, Windsor Golf Club and Sonoma-Cutrer Vineyards Cutrer Vineyard. Russian Hill Estate Vineyards, Windsor Oaks Vineyards and Powell's Sweet Shoppe - Windsor also lure many visitors.

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