
Condo vacation rentals in Windsor
Find and book unique condos on Airbnb
Top-rated condo rentals in Windsor
Guests agree: these condos are highly rated for location, cleanliness, and more.

2 Separate 3BR Apts with Resort Amenities
These two separate 3-bedroom, 2-bath apartments transform a simple getaway into a shared family experience, giving everyone room to relax while still staying close. Together, they comfortably host up to 16 guests, making them perfect for group trips that need both togetherness and privacy. Enjoy the freedom of vacationing side by side while taking advantage of resort-style amenities: pools, hot tubs, a fitness center, volleyball and basketball courts, a kids’ play area, and a game center.

Spacious&PeacefulOasis!Beautiful!PerfectlyLocated!
✨✨ Welcome to Your Modern Napa Stay! ✨✨ Discover the perfect blend of luxury and comfort in our stunning 2 bed, 2 bath spacious space. This contemporary retreat features stylish decor, an open-concept living space, ideal for relaxing after a day of exploring the beautiful wineries and vibrant culinary scene. Whether you're here for a romantic getaway, a trip with friends, or a family vacay, our modern Napa retreat offers everything you need for a memorable stay!

2br 2ba Full kitchen, jacuzzi bathtub, fireplace
4-star Resort ONE BEDROOM SUITE with attached STUDIO One private bedroom w/ King bed, large jetted tub, living room w/gas fireplace, queen sofa bed, fully equipped kitchen, large bathroom w/ walk-in shower, washer/dryer, furnished patio plus ATTACHED Studio w/ King bed & sofa sleeper or 2 double beds w/ bathroom, mini kitchen, patio/balcony MUST BE 21 years to check-in and provide credit card for refundable security deposit of $250, along with Valid Govt ID

Napa Valley 1BR Villa on Prime Resort w/Amenities
Indulge your inner sommelier at this Napa Valley resort overlooking rolling vineyards. A peaceful retreat in the heart of California wine country, Napa Valley is known worldwide for the best wines in North America. Many of the area's most awarded wineries are just a short drive away, with the on-site concierge ready to arrange your tasting tour. The resort is only 10 minutes from downtown Napa, home to Oxbow Public Market and the Napa Valley Wine Train.

Downtown Napa Unit A - Walk to Everything
Napa City Certified Vacation Rental Permit #VR16-0058, Napa Business License #26075 - Villa Murialdo in the Heart of Charming Napa, directly across from the the entrance to the Napa River Walk! Choosing the right accommodation in the heart of Napa means you are close to absolutely everything you want to experience during your stay. Villa Murialdo is within walking distance of world famous restaurants and a short drive from the renowned wineries.

Resort Living w/ Pools - 2 Bdm Condo Slps 6
**New for 2026: zero housekeeping fees, just great stays.** Make this spacious condo in beautiful Sonoma Wine Country your home base. This two bedroom / two bath condo is well appointed with everything you’ll need to have a memorable getaway. Just minutes from Sonoma County’s world-class wineries, restaurants, shopping, and outdoor adventures. Guests have full access to all resort amenities including pools, spas, and on-site recreation areas.

One Bedroom Cottage Along the Napa River
Napa Valley has something from everyone—whether you’re looking for a relaxing getaway, a family-friendly adventure, or an action-packed vacation. Highway 29 and the Silverado Trail begin just minutes from RiverPointe Napa Valley and are lined with hundreds of wineries. A resort fee of $35.00/night is included in the total price shown on Airbnb. This fee covers parking, Wi-Fi, and access to on-site amenities.

1 Bedroom Grand Suite in Iconic Napa Resort
Many of the area's most awarded wineries are just a short drive away. Only 10 minutes from downtown, home to Oxbow Public Market and the Napa Valley Wine Train, shopping & world-class dining. • Guest checking in must be 21+ with valid ID & card for $250/night refundable security deposit (credit card only) • Resort fee of $6.32+tax/night paid at check-in • Name on reservation must match photo ID at check-in

Windsor, CA. - Windsor Resort - 3-Bd
You'll experience an unforgettable vacation at Windsor Resort. Filled with family-owned wineries, gorgeous ocean hikes, magnificent groves of Redwood trees, and much more. This endearing city will entrance and excite all your senses to the point of you falling in love with this destination. With so many exciting things to do and extraordinary sights to take in, and leaving may become nearly impossible.

Windsor, CA, 1 Bedroom SN #1
IMPORTANT= I can accept a 1-night stay for a weekend night (Friday or Saturday) if the date is within 2 days of stay date. One Bedroom - Special Needs: Queen in master, queen Murphy bed in living area. Grab bars, roll-under sink. Ground floor condo. Maximum occupancy 4.

No cleaning fee Near Oxbow ModernFarmhouse Getaway
Completely renovated in mid 2021, located Just 5 minutes drive from Oxbow Market, it is ideally located for trips within the wine country Napa and Sonoma. We offer 2 bed 1.5 bathroom home with all new appliances, inviting farmhouse decor and smart devices.

2 Bedroom Flat in Downtown St. Helena
Charming 2 bedroom condo in the heart of St. Helena. 5 minute walk to downtown shops, restaurants, and wine tasting. Steps away from walking path through 40 acre vineyard. Short drive to Calistoga, Yountville, and Napa. St. Helena STR Permit: STR25-011
Popular amenities for Windsor condo rentals
Weekly condo rentals

Romantic Elegant Getaway in Napa Valley! Sleeps 4

Vino Bello Resort 1 Bedroom Condo Suite Sleeps 4

Perfect Friends and Family Getaway Instant Book

Luxurious Private Napa Resort 10 mins to Downtown

Resort Amenities Near Top Food & Wine - Slp 6

Make This Your Best Vacation Ever - 2 Bdrm Condo

Studio Cottage Near Downtown Napa

Windsor, CA, 2 Bedroom T #1
Condo rentals with a pool

Romantic Luxury Getaway 10 mins to Downtown Napa

Windsor, CA, 2 Bedroom T #2

Private 1BR Condo Napa Resort 10mins to Downtown

Superior Wine Country Condo - 2 Bdm Condo-Sleeps 6

Comforts of Home with Resort Amenities - Sleeps 6

1 Bedroom Suite in Exquisite Napa Resort

Create Your Own 5 Star Vacation - 2 Bdrm Condo

1br Unit Wine Lover's Paradise: NAPA
Private condo rentals

Wine Country Getaway - Bring your Friends - Slps 6

Luxurious Condo Resort 1BR 10 min to Downtown Napa

Eat, Drink, Pool - Choose the Order -2 Bdrm-Slps 6

Elegant Cozy Place Napa Resort Sleeps 4

Wine Country 2 Bdrm Condo w/ Pools & Hot Tubs

Vino Bello Resort - Studio 1

Treat Yourself to a Great Getaway - 2 Bdrm Condo

Wine Country Is Open - 2 Bedroom Resort Condo
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R3,771 ZAR | R3,721 ZAR | R3,437 ZAR | R3,320 ZAR | R3,337 ZAR | R3,604 ZAR | R3,587 ZAR | R3,554 ZAR | R3,504 ZAR | R4,088 ZAR | R3,721 ZAR | R3,671 ZAR |
| Avg. temp | 10°C | 10°C | 11°C | 11°C | 12°C | 13°C | 14°C | 14°C | 15°C | 13°C | 12°C | 10°C |
Quick stats about condo rentals in Windsor

Total vacation rentals
Explore 130 vacation rentals in Windsor

Nightly prices starting at
Windsor vacation rentals start at R1,168 ZAR per night before taxes and fees

Verified guest reviews
Over 1,620 verified reviews to help you choose

Family-friendly vacation rentals
100 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
130 of Windsor vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Windsor rentals

4.9 Average rating
Windsor stays are highly rated by guests—averaging 4.9 out of 5!
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- Lake Berryessa
- Muir Woods National Monument
- Six Flags Discovery Kingdom
- Jenner Beach
- Bolinas Beach
- Goat Rock Beach
- Doran Beach
- Safari West
- Johnson's Beach
- Sonoma Coast State Park
- Limantour Beach
- Trione-Annadel State Park
- Chateau St. Jean
- Armstrong Redwoods State Natural Reserve
- V. Sattui Winery
- Jack London State Historic Park
- Napa Valley Wine Train Wine Shop
- Charles M. Schulz Museum
- Mount Tamalpais State Park
- Sugarloaf Ridge State Park
- Harbin Hot Springs
- Healdsburg Plaza
- St. Francis Winery and Vineyard
- VJB Vineyard & Cellars




