Photo by Jennifer Hill

Search Condo Rentals in Windsor

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 31 Condo Rentals in Windsor with updated reviews, rates, and availability.

Worldmark Windsor, Beautiful Wine Country 2BR 2Bath Sleep6 Resort Condos

Worldmark Windsor, Beautiful Wine Country 2BR 2Bath Sleep6 Resort Condos

3.0 star property
8.4 out of 10, Very Good, (8)
"Enjoyed location and proximity to Healdsburg."
Worldmark Windsor, Beautiful Wine Country 2BR 2Bath Sleep6 Resort Condos
Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6
Dining

Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6

9.2 out of 10, Wonderful, (39)
"The location is very convenient to Kendall-Jackson and many other vineyards. The condo was clean and comfortable for a one night stay. We weren’t there long enough to speak to other details aside from comfortable beds. We weren’t aware that this was a vacation club condo complex and the very hard sell we would be met with. We had flown cross country all day then a drive up from San Francisco. All we wanted was to settle in and grab some dinner. The town of Windsor was fabulous and we enjoyed...
The price is AED 1,377
AED 2,780 total
includes taxes & fees
30 Nov - 1 Dec
Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6
Wine Country Beautiful Worldmark 2Bedroom Resort
Pool

Wine Country Beautiful Worldmark 2Bedroom Resort

9.4 out of 10, Exceptional, (65)
"A comfortable, up-to-date alternative to hotels in the area, with plenty of resort-style and family-friendly amenities."
Wine Country Beautiful Worldmark 2Bedroom Resort
León by Avantstay Private Breathtaking Character Cottage w/ Pool & Hot Tub
Pool

León by Avantstay Private Breathtaking Character Cottage w/ Pool & Hot Tub

3.5 star property
10.0 out of 10, Exceptional, (1)
"Beautiful home with excellent set up. Spacious, comfortable and in a safe private location. We used the hot tub as it was winter when we came and it was wonderful. Everything was very clean and in working condition. "
León by Avantstay Private Breathtaking Character Cottage w/ Pool & Hot Tub
Wellington by Avantstay Secluded Wine Country Estate w/ Gorgeous Mtn Views
Exterior

Wellington by Avantstay Secluded Wine Country Estate w/ Gorgeous Mtn Views

3.5 star property
Wellington by Avantstay Secluded Wine Country Estate w/ Gorgeous Mtn Views
Mataro by Avantstay Large & Elegant Home in Santa Rosa w/ Hot Tub & Games
Outdoor dining

Mataro by Avantstay Large & Elegant Home in Santa Rosa w/ Hot Tub & Games

3.5 star property
2.0 out of 10, (1)
"Property canceled our stay two days before our arrival. Awful communication and still trying to get our money back even though Avantstay canceled our accommodations on us!"
Mataro by Avantstay Large & Elegant Home in Santa Rosa w/ Hot Tub & Games
Worldmark Windsor, Beautiful Wine Country 2BR 2Bath Sleeps6 NICE!

Worldmark Windsor, Beautiful Wine Country 2BR 2Bath Sleeps6 NICE!

9.6 out of 10, Exceptional, (27)
"Very nice and convenient place. Only hiccup was checking in. It was to be available at 4 pm. Did not get our room till 7 pm"
Worldmark Windsor, Beautiful Wine Country 2BR 2Bath Sleeps6 NICE!
Great Wine Country and Golfing Resort Getaway!!
Exterior

Great Wine Country and Golfing Resort Getaway!!

8.0 out of 10, Very Good, (2)
"The property was very clean and easy to get around. They offered many amenities and have a very nice outdoor area to hang out. "
Great Wine Country and Golfing Resort Getaway!!
Stylish Condo Steps from St. Helena Wineries & Downtown
Interior

Stylish Condo Steps from St. Helena Wineries & Downtown

9.6 out of 10, Exceptional, (4)
"I could not have asked for a better location. Quiet neighborhood, clean, comfy beds and linens, and it looks just like the pictures. We walked to Model bakery in the mornings for their wonderful English muffins. Found a hidden gem tasting room called Hayfork right around the corner (behind Clif Family)that does free tastings on Fridays! Excellent wine! And of course we got in a burger at Gotts. The location makes it easy to walk to Main Street with lots of restaurants and shopping. There...
Stylish Condo Steps from St. Helena Wineries & Downtown
WorldMark Windsor - 1 Bedroom
Windsor_pool_3_S

WorldMark Windsor - 1 Bedroom

2.0 star property
9.0 out of 10, Wonderful, (2)
"The condo was very clean and had everything needed for a relaxing stay. The pool was also wonderful with no overcrowding! "
WorldMark Windsor - 1 Bedroom
Visit Beautiful California Wine Country with Style - River, Coast, Redwoods
Pool

Visit Beautiful California Wine Country with Style - River, Coast, Redwoods

Visit Beautiful California Wine Country with Style - River, Coast, Redwoods
WorldMark Windsor - 2 Bedroom Twin
Windsor_pool_S

WorldMark Windsor - 2 Bedroom Twin

2.0 star property
8.0 out of 10, Very Good, (1)
"Very clean, convenient location, good facilities. Comfortable beds. Well equipped kitchen. Pool was a good size, hot tubs and pool open till 10 pm which was nice after a long day. I had only 2 issues, one that there was no free wifi. I was told before I booked that it would be free for my unit but was given no info. on how to access it for free, Apparently I needed some info. that no one was able to give me so I ended up having to pay for it. And the second of course is the pressure...
WorldMark Windsor - 2 Bedroom Twin
WorldMark Windsor - 2 Bedroom
Windsor_pool_3_S

WorldMark Windsor - 2 Bedroom

2.0 star property
9.6 out of 10, Exceptional, (4)
"We needed to stay close to family and were able to spend time with them. Also getting to the airport lead so convenient. "
WorldMark Windsor - 2 Bedroom
Black Oak by Avantstay Modern & Chic Santa Rosa Hideaway With Pool Table, & Fire Pit
Living area

Black Oak by Avantstay Modern & Chic Santa Rosa Hideaway With Pool Table, & Fire Pit

3.5 star property
Black Oak by Avantstay Modern & Chic Santa Rosa Hideaway With Pool Table, & Fire Pit
Vino Blanco by Avantstay Private Wine Country Home w/ Mtn Views & Deck
Outdoor dining

Vino Blanco by Avantstay Private Wine Country Home w/ Mtn Views & Deck

3.5 star property
Vino Blanco by Avantstay Private Wine Country Home w/ Mtn Views & Deck
Estrella by Avantstay Secluded Spanish-style Estate on 7 Acres of Vineyards
Pool

Estrella by Avantstay Secluded Spanish-style Estate on 7 Acres of Vineyards

3.5 star property
Estrella by Avantstay Secluded Spanish-style Estate on 7 Acres of Vineyards
Clementine By Avantstay Bright Modern Retreat w/ Pool, Pool Table & Large Patio
Pool

Clementine By Avantstay Bright Modern Retreat w/ Pool, Pool Table & Large Patio

3.5 star property
Clementine By Avantstay Bright Modern Retreat w/ Pool, Pool Table & Large Patio
Roomy Petaluma condo close to parks and shops
Outdoor dining

Roomy Petaluma condo close to parks and shops

Roomy Petaluma condo close to parks and shops
Bennett Valley home is a great location to explore Sonoma Valley.
Exterior detail

Bennett Valley home is a great location to explore Sonoma Valley.

Bennett Valley home is a great location to explore Sonoma Valley.
Charming 2-bedroom condo in enchanting Healdsburg with WiFi, AC
Living area

Charming 2-bedroom condo in enchanting Healdsburg with WiFi, AC

Charming 2-bedroom condo in enchanting Healdsburg with WiFi, AC
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.
Don't see what you're looking for?
See all available properties in Windsor
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 condos in Windsor cost?
Condos in Windsor range from AED 1,377 to AED 1,377 per night. These stays provide loads of space for your entire crew at a price that fits your budget. 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 condos are there in Windsor?
Make use of your vacation days and pick from 31 condos in Windsor. For an official business trip, a family getaway and everything in between, Expedia can help you find the ideal place in a few quick clicks.
Why book your condo in Windsor with Expedia?
Reserving a condo in Windsor is as simple as deciding on your travel dates and picking an option that satisfies your needs. In search of something low cost or luxurious, or a stay that also features a pool? Use Expedia’s search filters to further narrow your search results and find your dream fit.
How can I find cheap condos in Windsor?
Expedia can help you search for cheap condos in Windsor. To reserve a superb stay in just a few clicks, try out our handy filter tool to refine your search results by star rating, budget and amenities.