Condo vacation rentals in Windsor

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Top-rated condo rentals in Windsor

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Superhost
Condo in Windsor
5 out of 5 average rating, 4 reviews

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.

Top guest favorite
A private patio features a swinging egg chair, capable of seating at least two people, surrounded by lush bamboo and a grassy area. Outdoor lights can be seen, complementing the serene atmosphere, while a pyramid heater provides warmth for cooler evenings.
Condo in Napa
4.99 out of 5 average rating, 105 reviews

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!

Guest favorite
A spacious room is presented, featuring a king bed with soft linens and two bedside lamps. A jetted tub is positioned next to a granite counter, providing a relaxing feature. Natural light filters through the window, which is adorned with elegant drapes.
Condo in Napa
4.96 out of 5 average rating, 25 reviews

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

Superhost
Condo in Napa

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.

Top guest favorite
A living area features a bright orange sofa adorned with decorative cushions, complemented by a matching armchair. A geometric patterned rug anchors the space under a dark coffee table. Natural light flows through large windows, illuminating framed art on the walls and a tall green plant in the corner.
Condo in Napa Abajo
4.96 out of 5 average rating, 249 reviews

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.

Superhost
A comfortable sofa sits against a light blue wall, adorned with decorative cushions featuring intricate patterns. A small lamp stands beside it, providing ambient lighting. In the background, a well-equipped kitchen is visible, featuring wooden cabinetry and modern appliances.
Condo in Windsor
4.93 out of 5 average rating, 96 reviews

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.

Superhost
A row of charming cottages is lined along a walkable path, featuring varied exterior colors including blue, yellow, and red. Each unit has large windows and decorative gables, surrounded by neatly trimmed hedges and lush green trees, enhancing the inviting neighborhood atmosphere.
Condo in Napa
4.73 out of 5 average rating, 2,604 reviews

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.

Top guest favorite
A spacious room features a king bed with soft linens, accompanied by lamps on either side. A jacuzzi tub with decorative tile is positioned in a corner. Natural light filters through sheer curtains, highlighting warm neutral tones throughout the space.
Condo in Napa
4.88 out of 5 average rating, 49 reviews

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

Superhost
Condo in Windsor

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.

Superhost
An outdoor pool area is surrounded by lounge chairs and umbrellas, creating a spacious environment for relaxation. Lush greenery lines the perimeter, while the multi-story buildings of the resort are visible in the background against a clear blue sky.
Condo in Windsor
5 out of 5 average rating, 12 reviews

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.

Guest favorite
Condo in Napa
4.98 out of 5 average rating, 109 reviews

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.

Guest favorite
A well-lit living area features vaulted ceilings with exposed beams. Comfortable seating includes two armchairs and a sofa, arranged around a round coffee table. Large sliding glass doors offer views of an outdoor patio, enhancing the open and airy atmosphere.
Condo in St. Helena
4.99 out of 5 average rating, 262 reviews

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

When is the best time to visit Windsor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR3,771 ZARR3,721 ZARR3,437 ZARR3,320 ZARR3,337 ZARR3,604 ZARR3,587 ZARR3,554 ZARR3,504 ZARR4,088 ZARR3,721 ZARR3,671 ZAR
Avg. temp10°C10°C11°C11°C12°C13°C14°C14°C15°C13°C12°C10°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!

Destinations to explore

  1. Airbnb
  2. United States
  3. California
  4. Sonoma County
  5. Windsor
  6. Condo rentals