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Condo vacation rentals in Windsor

Find and book unique condos on Airbnb

Quick stats about condo rentals in Windsor

  • Total vacation rentals

    Explore 120 vacation rentals in Windsor

  • Nightly prices starting at

    Windsor vacation rentals start at G$14,644 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,540 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    120 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    120 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!

Top-rated condo rentals in Windsor

Guests agree: these condos are highly rated for location, cleanliness, and more.

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A spacious pool area features a large, clear water swimming pool surrounded by lounge chairs and umbrellas. The adjacent building showcases multiple balconies and staircases, enhancing the inviting atmosphere of the resort.
Condo in Windsor

1 BR Worldmark Windsor Resort Condo Wine Country

Savor the sweetness of Sonoma. Whether it's your first visit to wine country or a frequent destination, you'll feel right at home at this resort nestled in the heart of Sonoma County. Swirl and sip varietals from local wineries with a perfectly paired charcuterie board until the sun goes down, then enjoy a scenic stroll through Old Downtown. Great Location in Windsor near Wine Country and Golf Course Area is untouched by fires, great place to stay for getaways, prime weekends, events, Golf!!

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.

Superhost
Condo in Windsor

Windsor Resort @ Russian River Valley-3-Bd Suite

Come experience the Russian River Valley, one of California's most beautiful and distinctive wine regions. You'll experience an unforgettable vacation 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.

A three-story building is framed by lush greenery, featuring multiple balconies that overlook the expansive lawn. The architecture includes white railings and gabled roofs, creating a harmonious blend with the surrounding landscape.
Condo in Windsor
4.84 out of 5 average rating, 57 reviews

WorldMark Windsor, CA

The WorldMark Windsor resort is nestled into the Russian River Valley in Sonoma County, Windsor is a small town with deep roots in farming and, more recently, winemaking. You'll enjoy the area's family-owned wineries and the newly constructed Old Downtown, a development that brings to life Windsor's past, including the old general store and meat market. Lively restaurants abound, and the Town Green also hosts a Sunday Farmers' Market and concerts on summer nights. (See more below)

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, 111 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!

Superhost
A well-lit bedroom features a spacious bed with a neutral-colored headboard and white linens. Bedside tables with lamps are positioned on either side. A window with sheer curtains allows natural light to fill the room, creating a serene atmosphere.
Condo in Windsor
4.76 out of 5 average rating, 58 reviews

Resort Amenities Near Top Food & Wine - Slp 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 well-appointed bedroom features a spacious bed with a neutral-colored headboard. A decorative pillow rests at the center of the bed. Two bedside tables with lamps are positioned beside the bed, and a window allows natural light to brighten the room.
Condo in Windsor
4.89 out of 5 average rating, 53 reviews

Sip, Taste, Hot Tub - Repeat - 2 Bdrm 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 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, 97 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.

Guest favorite
Private room in Petaluma
4.89 out of 5 average rating, 232 reviews

Fine Accommodations by the river!

Incredible 14 year new commercial loft for your getaway w/private bedroom and bath! You'll be staying close to the Petaluma river with kayakers paddling by. Your room is on the 3rd level, so please be good w/stairs. There are hand railings along the stairs. New bed and fine supima cotton sheets with a down comforter! Coffee and tea are provided, along with a microwave, kettle, filtered water and a small refrigerator. Wifi available.

Condo in Petaluma
New place to stay

Stylish 2BR/2BA Retreat in the Heart of Petaluma

Stylish 2BR/2BA apartment in the heart of Petaluma, perfect for a relaxing stay. Enjoy a bright, comfortable space with two bedrooms and two full bathrooms. Conveniently located near the highway and just 30 minutes from beautiful Bodega Bay. A shopping plaza with grocery stores and a fully equipped gym is just steps away, along with a jacuzzi on the premises and on-site parking for your ease.

Three-story buildings surround a spacious outdoor pool, featuring lounge chairs and umbrellas for guest relaxation. Balconies extend from the upper levels, providing additional seating areas with views of the pool. The clear blue water reflects the bright sky above.
Condo in Windsor
4.73 out of 5 average rating, 11 reviews

1bdm-Condo Windsor WorldMark Resort

PLEASE INQUIRE FOR AVAILABILITY BEFORE BOOKING. One Bedroom: King in master, queen murphy bed in living area. Maximum occupancy 4. Fully equipped kitchen with microwave and dishwasher, air conditioning, washer and dryer, wireless Internet (fee), TV with DVD player, stereo with CD player,telephone

Superhost
An outdoor pool is surrounded by lounge chairs and shaded areas, with a large tree providing a natural focal point. The pool's calm water reflects the soft colors of the sky at dusk, creating a serene atmosphere.
Condo in Windsor

Windsor, CA, 3-Bedroom #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. Three Bedroom: King in master, queen in second bedrm, twins in third bedrm, queen Murphy bed in living. Max occ 8. *** Please review ALL details in each section ***

Popular amenities for Windsor condo rentals

When is the best time to visit Windsor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$47,278 GYDG$46,651 GYDG$43,094 GYDG$41,630 GYDG$41,839 GYDG$45,186 GYDG$44,977 GYDG$44,559 GYDG$43,931 GYDG$51,253 GYDG$46,651 GYDG$46,023 GYD
Avg. temp10°C10°C11°C11°C12°C13°C14°C14°C15°C13°C12°C10°C

Destinations to explore

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