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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 65 Villas in Windsor with updated reviews, rates, and availability.

Valley of the Moon Getaway
Outdoor dining

Valley of the Moon Getaway

10.0 out of 10, Exceptional, (228)
"Great place to stay. The sunsets are stunning! The hosts are lovely. Highly recommend!"
Valley of the Moon Getaway
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath
Pool

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 1,488
AED 2,805 total
includes taxes & fees
5 May - 6 May
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath
Luxury Napa Estate With Pool/Hot-tub/Concierge
Exterior

Luxury Napa Estate With Pool/Hot-tub/Concierge

10.0 out of 10, Exceptional, (42)
"Exactly as described and pictured - beautiful property, clean, quiet, comfortable bedding, updated throughout. Gem!"
The price is AED 4,821
AED 8,076 total
includes taxes & fees
7 May - 8 May
Luxury Napa Estate With Pool/Hot-tub/Concierge
Lrg Wine Country Estate on creek w Pool/Spa sleeps 8
Exterior

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

9.6 out of 10, Exceptional, (30)
"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
Iconia: Historic Mansion, Heated Pool & Hot Tub, 9 Bedrooms
A heated pool

Iconia: Historic Mansion, Heated Pool & Hot Tub, 9 Bedrooms

10.0 out of 10, Exceptional, (5)
"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 AED 3,691
AED 7,027 total
includes taxes & fees
19 May - 20 May
Iconia: Historic Mansion, Heated Pool & Hot Tub, 9 Bedrooms
Private 1+ acre, Bocce, New Heated Pool & Hot Tub, Waterfall
A heated pool

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 AED 2,332
AED 4,566 total
includes taxes & fees
5 May - 6 May
Private 1+ acre, Bocce, New Heated Pool & Hot Tub, Waterfall
Pool, 3 Acres, Pool Table, Hot Tub
Pool

Pool, 3 Acres, Pool Table, Hot Tub

9.8 out of 10, Exceptional, (35)
"We had a repeat stay and it was just as fantastic as the previous time. We look forward to continuing returning to the location and enjoying it each time!"
Pool, 3 Acres, Pool Table, Hot Tub
Villa Colibri: Luxury Estate w/Pool, Hot Tub, Pond
Dining

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

10.0 out of 10, Exceptional, (1)
"Pictures do not do this place justice! We had a wonderful time celebrating my husband's birthday with some friends & family. It's kid-friendly and friendly. The weather was beautiful! We are definitely coming back to this place. "
Villa Colibri: Luxury Estate w/Pool, Hot Tub, Pond
Sky View: All-Season Heated Pool & Hot Tub, 5 Acres, EV Plug
4 bedrooms, desk, iron/ironing board, travel crib

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

10.0 out of 10, Exceptional, (29)
"The property was beautiful, with plenty of room to spread out. it was also much cleaner than other VRBOs I've stayed in. "
The price is AED 2,310
AED 4,542 total
includes taxes & fees
5 May - 6 May
Sky View: All-Season Heated Pool & Hot Tub, 5 Acres, EV Plug
Modern Compound on Private Vineyard, Complete with Guest House
Outdoor dining

Modern Compound on Private Vineyard, Complete with Guest House

10.0 out of 10, Exceptional, (81)
"Such a peaceful stay and the perfect get away for 3 ladies! We loved the home and outdoor setting! Can’t wait to return!"
Modern Compound on Private Vineyard, Complete with Guest House
Rivendell ~ Lovely Riverfront Home, Classic Style with Modern Amenities
Interior

Rivendell ~ Lovely Riverfront Home, Classic Style with Modern Amenities

9.6 out of 10, Exceptional, (11)
"Brought a different group of friends for a long weekend stay this time! Three days spent relaxing on the patios watching the river, kayaking, making and eating great food, and enjoying all the great ammenities Rivendell has to offer. The perfect house for a laid back, rejuvinating escape."
Rivendell ~ Lovely Riverfront Home, Classic Style with Modern Amenities
Stunning Country Retreat, Pool, Hottub, Views, 92 Acres
Outdoor dining

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 | Huge Lawn | Vineyard Views
Exterior

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

10.0 out of 10, Exceptional, (37)
"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!"
Year-Round Heated Pool | Hot Tub | Fire Pit | Huge Lawn | Vineyard Views
Calistoga Wine Ranch
Pool

Calistoga Wine Ranch

Calistoga Wine Ranch
Villa in French Chateau Estate in Napa Valley
Dining

Villa in French Chateau Estate in Napa Valley

9.2 out of 10, Wonderful, (5)
"Beautiful location surrounded by vines on all sides. Comfortable stay in well kitted out house. Thank you"
Villa in French Chateau Estate in Napa Valley
Secluded Vineyard Estate Healdsburg
A heated pool

Secluded Vineyard Estate Healdsburg

9.8 out of 10, Exceptional, (116)
"Nice experience"
Secluded Vineyard Estate Healdsburg
Modern Estate with Gorgeous Views
Outdoor dining

Modern Estate with Gorgeous Views

9.4 out of 10, Exceptional, (8)
"We loved the house. It is a beautiful setting, the pool was fantastic, and our family really enjoyed the five days."
Modern Estate with Gorgeous Views
Calistoga Wine Ranch Estate
Pool

Calistoga Wine Ranch Estate

10.0 out of 10, Exceptional, (82)
"Six couples stayed in the house extremely comfortably. The pool area was fantastic. We enjoyed utilizing the tennis and Pickleball courts and it was conveniently located close to the wineries we wanted to visit. Highly recommend the property and the owners."
Calistoga Wine Ranch Estate
Fallen Tree Ranch ~ 3 Acres in Wine Country, Pool, Hot Tub, Sauna
Pool

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

9.6 out of 10, Exceptional, (21)
"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
Villa Tranquila ~ Historic Mediterranean Home, Mountain Views, Spa!
TV, DVD player, stereo

Villa Tranquila ~ Historic Mediterranean Home, Mountain Views, Spa!

9.8 out of 10, Exceptional, (21)
"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
Beach

Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

9.8 out of 10, Exceptional, (430)
"It’s such a treat to stay at Aftermath. My family was bowled over at the spectacular views and cozy cottage. "
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard
COZY...Dog-Friendly...BUNGALOW—Perfect for Couples!!!
Beach

COZY...Dog-Friendly...BUNGALOW—Perfect for Couples!!!

9.6 out of 10, Exceptional, (169)
"Excellent location to be near bodega bay restaurants and The headlands -very nice and approachable host, very dog friendly place. "
COZY...Dog-Friendly...BUNGALOW—Perfect for Couples!!!
Oceanfront - Hot Tub - Newly Remodeled Cottage
Outdoor spa tub

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (374)
"A cozy magical little spot where you feel like all the beauty around is just for you. All the amenities made for a relaxing stay. We miss it already!"
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 AED 1,488 and AED 4,821 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 65 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.