
Apartment holiday rentals in Windsor
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Top-rated apartment rentals in Windsor
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Popular amenities for Windsor apartment rentals
Weekly apartment rentals

Wine Country Getaway - Bring your Friends - Slps 6
Great central location for Sonoma and surrounding wineries. Options for great restaurants in Windsor or go to Big John’s in Healdsburg and pick up some dinner to bbq at the condo. Very comfortable and great service from the Worldmark staff.

Eat, Drink, Pool - Choose the Order -2 Bdrm-Slps 6
Although Logan warned us that this is a Wyndham property, we were not prepared to face a relentless and rude sales person before being allowed access to the unit we’d already paid for. We were not allowed to “simply decline” the sales pitch. Instead, after politely declining to sit through a presentation at least five times, we were forced to act angry and rude ourselves before the awful sales person (McKayla, sp?) handed over our room access cards. Additionally, Wyndham charged us a $250 deposit instead of the $100 deposit that Logan mentioned. Not sure what that was about. Very frustrating check in experience after a very long day on the road. The unit itself was clean and had everything we needed including a great bbq grill. The property is nice and has a heated pool and several hot tubs onsite. Logan was polite and very responsive. Despite several positive aspects about this rental, we would not knowingly subject ourselves to another Wyndham check in process.

Perfect Friends and Family Getaway Instant Book
The unit was beautiful and had lots of amenities! We booked two units for a group of 8 girls. Lots of fun activities, comfortable rooms, fun recommendations, and plenty of beds. The only unfortunate part was no free WiFi as a guest, but this was fine for one night.

Spacious&PeacefulOasis!Beautiful!PerfectlyLocated!
The place looks exactly like the pictures the owner is shown. It is very convenient to go to the popular wineries. They are all about 15-20 minutes away.

Spacious 2 BDRM Condo in Sonoma Wine County
Loved the rental! The area and location is perfect for surrounding wineries and restaurants. Great views and feels just like home away from home!

Comforts of Home with Resort Amenities - Sleeps 6
Nice space, great for groups! Call ahead to make sure they adjust the two twins into the queen. And the time share folks will push hard, stand firm!

Windsor Resort 2bdr Queen
I loved staying here! There was so many things available to do in the area! Be warned though the welcome desk will try to talk you into going to a timeshare meeting. Overall it was a great place to stay!

Make This Your Best Vacation Ever - 2 Bdrm Condo
Our stay was really nice overall! I highly recommend this listing for anyone with kids. There were multiple pools with with kiddie pools (1 foot deep) and several hot tubs located throughout the resort property. There’s also a restaurant within walking distance. The only issue I had was the layout of the units we stayed in which is that the window to the bedroom with the two twins (where I had planned to have my children sleep) has a big window that faces out into the walkway. Our unit was street facing so anyone could come into the resort. The window locked and honestly the resort felt like it was in a fairly safe area so not a deal breaker, I just think it’s worth noting. Other than that, the unit was very clean and the beds were so comfortable! This is a timeshare so they did ask if I wanted to sit in on a presentation but I didn’t feel pressured at all. I would definitely stay here again.
Apartment rentals with a pool

Wine Country Getaway - Bring your Friends - Slps 6
Great central location for Sonoma and surrounding wineries. Options for great restaurants in Windsor or go to Big John’s in Healdsburg and pick up some dinner to bbq at the condo. Very comfortable and great service from the Worldmark staff.

Wine Country Home Base - 2 Bdm Condo-Sleeps 6
Second time staying and was happy once again. Only issue I had was getting pulled into trying to be talked into a time share presentation. I felt very pressured and signed up for a presentation that I didn’t want to do, gave my credit card for an unclear reason. I did cancel my spot at the presentation but then recently saw a charge on my credit card for some membership I never agreed to that turned out to be tied to the timeshare. The whole thing made me very uncomfortable and disappointed. Otherwise the stay and accommodations were great and I plan to continue yearly visits with my family.

Eat, Drink, Pool - Choose the Order -2 Bdrm-Slps 6
Although Logan warned us that this is a Wyndham property, we were not prepared to face a relentless and rude sales person before being allowed access to the unit we’d already paid for. We were not allowed to “simply decline” the sales pitch. Instead, after politely declining to sit through a presentation at least five times, we were forced to act angry and rude ourselves before the awful sales person (McKayla, sp?) handed over our room access cards. Additionally, Wyndham charged us a $250 deposit instead of the $100 deposit that Logan mentioned. Not sure what that was about. Very frustrating check in experience after a very long day on the road. The unit itself was clean and had everything we needed including a great bbq grill. The property is nice and has a heated pool and several hot tubs onsite. Logan was polite and very responsive. Despite several positive aspects about this rental, we would not knowingly subject ourselves to another Wyndham check in process.

Perfect Friends and Family Getaway Instant Book
The unit was beautiful and had lots of amenities! We booked two units for a group of 8 girls. Lots of fun activities, comfortable rooms, fun recommendations, and plenty of beds. The only unfortunate part was no free WiFi as a guest, but this was fine for one night.

Comforts of Home with Resort Amenities - Sleeps 6
Nice space, great for groups! Call ahead to make sure they adjust the two twins into the queen. And the time share folks will push hard, stand firm!

Wine Country Condo - Food, Wine & Hot Tubs - Slp 6
Logan was great to work with. He was always quick to respond to emails. The condo was perfect for our visit, the pools were great and the location was what made this place somewhere we will come back to.

Wine Country 2 Bdrm Condo w/ Pools & Hot Tubs
This location was perfect for my employees, who are working on a new home construction project in the area. They felt right at home and couldn't believe how accommodating everything & everyone was.

Create Your Own 5 Star Vacation - 2 Bdrm Condo
This place was a breath of fresh air after trying out a few air Bnb stays in the surrounding towns and area .Exactly as described clean, flexible check in lots of amenities on site and a lot of restaurants nearby . Our host was super quick to respond with any questions or help we needed .We extended our stay as well 10/10 stars
Private apartment rentals

1bdm-Condo Windsor WorldMark Resort
Lories place was perfect. My family and I actually got 2 of her units so we could all be together leading up to my wedding. This resort is super kid friendly with lots to do including a grill on each balcony. Would def come back again.

WM Windsor 3 Bedroom Condo
This was a beautiful, fun, clean place to stay with our extended family. The unit was lovely, grounds were beautiful, and my kids loved the basketball court, pool, and hot tub. We would def stay again!

Windsor Deluxe Resort 1bdr
Stay here as often as I can since I work as a moving contractor. Very lovely

2 Bedroom Accessible @ Worldmark Windsor!
We enjoyed the visit and had a great dinner at Charlie’s!

WM Windsor 2 Bedroom Twin Condo. Sleeps 6
We always enjoy the Windsor Worldmark. Great restaurants and wine bars in town. Also several breweries and distilleries in the area. The coast is not far. We always enjoy our stay. FYI check out here for 2025 is now at 11 o’clock. Not 10 o’clock.

Windsor Deluxe Resort 2bdr
We had a great time at this simple, family Wyndham resort. The host was very easy to deal with and everything was as advertised.

Wine Country Is Open - 2 Bedroom Resort Condo
Wonderful place to stay that was close to the wineries and restaurants. We really enjoyed the fireplace, comfy beds and all the facilities. Would definitely recommend.

3bdm-Penthouse-Windsor WorldMark
Everything was perfect. Lorie was super host. Will go back for sure. Recommended.
Quick stats about apartment rentals in Windsor
Total rentals
130 properties
Nightly prices starting at
₹5,994 before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
100 properties are a good fit for families
Rentals with a pool
130 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Lake Berryessa
- Jenner Beach
- Bolinas Beach
- Clam Beach
- Muir Woods National Monument
- Drakes Beach
- Limantour Beach
- Six Flags Discovery Kingdom
- Point Reyes National Seashore
- Schoolhouse Beach
- Chandon
- Dominus Estate
- Doran Beach
- Santa Maria Beach
- Cooks Beach
- Safari West
- Caymus Vineyards
- Mayacama Golf Club
- Sonoma Coast State Park
- Pebble Beach
- Portuguese Beach
- North Salmon Creek Beach
- Steep Ravine Beach
- Silver Oak Cellars