Photo by Jennifer Hill

Search Villas in Windsor

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
5 Sept - 7 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Featured Villas in Windsor and around

Our top choices for Windsor villas

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

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

10.0 out of 10, Exceptional, (10)
"Beautiful homeSpacious Well appointedVery comfortable beds"
The price is €730
includes taxes & fees
25 Aug - 26 Aug
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath
Farpoint: Heated Infinity Pool, Mountain Views
A heated pool

Farpoint: Heated Infinity Pool, Mountain Views

9.8 out of 10, Exceptional, (7)
"Great location with lots of amenities. Very calming atmosphere. Very attentive staff. Can’t wait to go back."
The price is €918
includes taxes & fees
24 Aug - 25 Aug
Farpoint: Heated Infinity Pool, Mountain Views
Private 1+ acre, Bocce, New Heated Pool and Hot Tub
A heated pool

Private 1+ acre, Bocce, New Heated Pool and Hot Tub

10.0 out of 10, Exceptional, (14)
"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 €1,027
includes taxes & fees
1 Sept - 2 Sept
Private 1+ acre, Bocce, New Heated Pool and Hot Tub
Sky View: Heated Pool & Hot Tub, 5 Acres
4 bedrooms, desk, iron/ironing board, travel cot

Sky View: Heated Pool & Hot Tub, 5 Acres

10.0 out of 10, Exceptional, (32)
"This home is beautiful, comfortable, and clean. The pool and view put it over the top. We took a lot of day trips during our stay but our favorite part was coming back to swim and enjoy the hot tub. I highly recommend!"
The price is €982
includes taxes & fees
16 Sept - 17 Sept
Sky View: Heated Pool & Hot Tub, 5 Acres
Year-Round Heated Pool | Hot Tub | Fire Pit | Huge Lawn | Vineyard Views
Exterior

Year-Round Heated Pool | Hot Tub | Fire Pit | Huge Lawn | Vineyard Views

10.0 out of 10, Exceptional, (39)
"Perfect place to tour Napa and Sonoma valley "
The price is €1,440
includes taxes & fees
24 Aug - 25 Aug
Year-Round Heated Pool | Hot Tub | Fire Pit | Huge Lawn | Vineyard Views
Luxury Napa Estate With Pool/Hot-tub/Concierge
Exterior

Luxury Napa Estate With Pool/Hot-tub/Concierge

10.0 out of 10, Exceptional, (48)
"Exactly as pictured and listed. Amazing location for a weekend with a large group. Plenty of space, beautiful property and excellent proximity to the town. Check in was seamless, and the team was super accommodating and helpful during our stay. Daily cleaning was a huge bonus too!"
The price is €1,892
includes taxes & fees
26 Aug - 27 Aug
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Hotel Reviews

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

10/10 Excellent
"I appreciated the blackout curtains since I have trouble sleeping if there’s any light. Also, in spite of being right next to the freeway, there was virtually no noise."
Barbaralee 1-night trip
Posted 23 hours ago
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Frequently asked questions

How much do villas in Windsor cost?
Expect to pay between €730 and €1,892 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 52 villas in Windsor. No matter if you're taking a trip with the family or organising 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. Holidaying 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.