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Serviced apartment vacation rentals in Windsor

Find and book unique serviced apartment rentals on Airbnb

Top-rated serviced apartment rentals in Windsor

Guests agree: these serviced apartment rentals are highly rated for location, cleanliness, and more.

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Guest favorite
A spacious outdoor pool area is surrounded by lounge chairs and umbrellas, offering ample seating for guests. Lush greenery and well-maintained landscaping enhance the setting, while the clear blue sky and fluffy white clouds create a pleasant ambiance.
Apartment in Windsor
4.95 out of 5 average rating, 83 reviews

Wine Country 2 Bedroom Sleeps 6!

Your request will be declined if you request to book BEFORE clicking "message host" to confirm that this unit is available. Some airbnbs are "instant book" but this one is not. This means your booking is not confirmed until we go through a quick checklist to make sure it's a great fit for you! This is a professionally managed resort (Wyndham) featuring 2 bd and 2 bathrooms with either 3 or 4 beds. Lots of cool amenities including BBQ grills, pools, hot tubs, gym, game room and a spa on site!

Guest favorite
A resort-style building is presented with multiple levels, featuring balconies and a welcoming façade. Lush green lawns and well-maintained landscaping surround the property, complemented by trees and decorative plants that enhance the outdoor space.
Apartment in Windsor
5 out of 5 average rating, 19 reviews

Wine Country Sonoma Windsor 3 bedroom Sleeps 8!

Your request will be declined if you request to book BEFORE clicking "message host" to confirm that this unit is available. Some airbnbs are "instant book" but this one is not. (your booking is not confirmed until we go through a quick checklist to make sure it's a great fit for you!) This is a professionally managed resort (Wyndham) featuring 3 bd and 2 bathrooms with either 5 or 6 beds (see below). Lots of cool amenities incl BBQ grills, pools, hot tubs, gym, game room and a spa on site!

Top guest favorite
A heated outdoor pool is surrounded by a decorative enclosure, featuring several lounge chairs. Nearby, a shaded area with umbrellas and a playground is visible, providing an inviting space for relaxation and recreation.
Apartment in Windsor
5 out of 5 average rating, 18 reviews

Wine Country Sonoma Windsor 1 Bedroom Sleeps 4

Your request will be declined if you request to book BEFORE clicking "contact" host to confirm that this unit is available . Beautiful and professionally managed (Worldmark by Wyndham) 1 bedroom (king bed in bedroom & queen murphy bed in living room) 1 bathroom unit with in unit Washer & Dryer (W/D) in Windsor, close to wineries and all of the fun this region has to offer! This resort has many amenities including a BBQ area, heated pools, hot tub, fitness center, Day Spa on site and more!

Top guest favorite
A dining area is showcased with a wooden table surrounded by six matching chairs. A light fixture hangs above, illuminating the space. The kitchen area is visible in the background, featuring wooden cabinetry and modern appliances against warm wall tones.
Apartment in Windsor
4.97 out of 5 average rating, 109 reviews

Pool + 4 Hot Tubs! Gym, Luxury 2 bedroom villa.

Two Bedroom Twins: King in master, twins in second bedroom, queen Murphy bed in living area. Maximum occupancy 6. Full Kitchen: Unit includes refrigerator, sink, range and dishwasher. Resort has Pool, Children's Pool, Hot Tub, and much more. ❤ Free Parking. Free Internet ❤ ★ If reserving a FRIDAY OR SATURDAY there is a 2 night minimum unless request is made last minute (3 days before check in)★ ★24 hour reception★ ★Calendars updated daily★ ★Multiple Units/Room Sizes Available★

A sitting area features a built-in curved bench adorned with patterned cushions, complemented by a round coffee table on a soft area rug. An archway leads to a bedroom, while a sleek chair and wall-mounted TV enhance the modern design.
Apartment in Healdsburg
4.88 out of 5 average rating, 131 reviews

Luxurious Garden Suite in downtown Healdsburg

Just steps from the Healdsburg Plaza, and right in the heart of town, the Garden Suite is surrounded by tasting rooms, restaurants, galleries and locally-owned shops. The suite is one of the newest additions to the Wilson Family portfolio. Newly renovated and remodeled, it boasts beautiful finishes and furnishings, featuring a king four-poster bed, fireplace, luxurious bathroom, spacious sitting area and outside patio. The Garden Suite is the perfect getaway in downtown Healdsburg.

Superhost
A three-story building is seen with a colorful facade displaying verdant green, red, and yellow hues, surrounded by trees. The outdoor pool area features lounge chairs along the water's edge, illuminated against a night sky. The interior image shows a kitchen with wooden cabinets and dining space.
Apartment in Windsor
4.87 out of 5 average rating, 185 reviews

Windsor 2 Bed/2 Bath Condo ~ Pool ~ Hot Tub ~ Gym

***Condo: 1,023 square feet 2 bedroom/2 bath- King size bed in the master bedroom, two twin beds in the 2nd bedroom (can be put together to make a king), and one queen Murphy bed in the living room. Additional amenities include a full kitchen and dining area, gas fireplace, washer and dryer and a private terrace with gas barbecue. Maximum occupancy is six. *** twin beds in 2nd bedroom can be put together to make a king size bed. Please request in advance.

Guest favorite
The exterior of the resort displays a multi-story building with a traditional architectural style. Soft evening lighting highlights the balconies and entrances, while well-manicured lawns and neatly arranged pathways contribute to the inviting atmosphere.
Apartment in Windsor
5 out of 5 average rating, 14 reviews

Exemplary Windsor 2 Bedroom +Amenities!

Savor the sweetness of Sonoma. The best way to enjoy a glass of wine is with good company at Sonoma County. Covid-19 Enhanced cleaning protocols in place. • Guest checking in must be 21+ with valid ID. • Guest must have debit/credit card to put $100 refundable security deposit on hold at resort check-in. • Name on reservation must match photo ID at check-in. Please confirm your first and last name as shown on I.D when submitting a booking.

Superhost
The exterior of a charming multi-story building is visible, featuring a mix of colorful facades and large windows. A bright outdoor pool is seen with lounge chairs around its perimeter, while a spacious interior is shown with an open kitchen area and dining space, enhancing functionality.
Apartment in Windsor
4.9 out of 5 average rating, 91 reviews

Windsor 3 Bed/2Bath Condo ~Pool~Hot Tub~Gym

***Condo: Spacious 1,246 square feet 3 Bedroom/2 Bath - King sized bed in the master bedroom, one queen bed in the guest bedroom, two twin beds in third room and one queen Murphy bed in the living room. Additional amenities include a full kitchen and dining area, gas fireplace, washer/dryer and a private terrace with gas barbecue. Maximum occupancy is 8.

Guest favorite
A warm living area is presented, featuring two patterned armchairs opposite a comfortable sofa. A coffee table rests in front of the sofa, and a lamp illuminates the space. Natural light enters through sliding glass doors leading to a private patio.
Apartment in Windsor
4.95 out of 5 average rating, 40 reviews

One-Bedroom Condo at Beautiful Resort *Amenities!*

There is no cleaning fee and guests are not expected to clean anything upon departure! You can leave the condo as-is when checking out :) The resort requires a valid ID and credit/debit card for check in. There is a $250 refundable deposit required. Please provide the full name you would like to use for the reservation when booking.

Superhost
A large three-story condo building is set within well-kept green lawns and pathways. Balconies with railings line the exterior on each level, allowing for access to the outdoors. Soft lights illuminate the entrance, creating a welcoming ambiance.
Apartment in Windsor
4.92 out of 5 average rating, 25 reviews

Windsor 2 Bdrm Condo Resort

Large 2 Bedroom condo at a resort condo development in beautiful Windsor, California ❤ Free Parking. Free Internet ❤ ★ If reserving a FRIDAY OR SATURDAY there is a 2 night minimum unless request is made last minute (3 days before check in)★ ★24 hour reception★ ★Calendars updated daily★ ★Multiple Units/Room Sizes Available★

Superhost
The exterior of the resort condo is shown, featuring three levels with spacious balconies. A well-kept lawn surrounds the building, complemented by walking pathways. Landscaping adds greenery, and exterior lighting enhances the architectural details during twilight.
Apartment in Windsor
4.83 out of 5 average rating, 6 reviews

Windsor 1 Bdrm Condo Resort

Large 1 Bedroom condo at a resort condo development in beautiful Windsor, California ❤ Free Parking. Free Internet ❤ ★ If reserving a FRIDAY OR SATURDAY there is a 2 night minimum unless request is made last minute (3 days before check in)★ ★24 hour reception★ ★Calendars updated daily★ ★Multiple Units/Room Sizes Available★

Superhost
The kitchen features light wood cabinetry and a spacious countertop. A white stove and microwave are visible, alongside a coffee maker. The dining area includes tall bar stools with upholstered seats. In the background, a vibrant outdoor scene showcases a lively street with colorful buildings and a clear blue sky.
Apartment in Windsor
4.87 out of 5 average rating, 63 reviews

Windsor/Sonoma 2 Bed/2 Bath Condo Resort ~ Pool ~

**Condo: 1,023 square feet 2 Bedroom/2 bath - King sized bed in the master bedroom, one queen in the guest bedroom and one queen Murphy bed in the living room. Additional amenities include a full kitchen and dining area, gas fireplace, washer and dryer and a private terrace with gas barbecue. Maximum occupancy is SIX.

Popular amenities for Windsor serviced apartment rentals

When is the best time to visit Windsor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$36,194 GYDG$34,311 GYDG$34,729 GYDG$37,030 GYDG$37,030 GYDG$36,821 GYDG$33,683 GYDG$31,591 GYDG$32,637 GYDG$32,009 GYDG$36,612 GYDG$37,240 GYD
Avg. temp10°C10°C11°C11°C12°C13°C14°C14°C15°C13°C12°C10°C

Quick stats about serviced apartment rentals in Windsor

  • Total vacation rentals

    Explore 50 vacation rentals in Windsor

  • Nightly prices starting at

    Windsor vacation rentals start at G$20,921 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,300 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 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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