Villa vacation rentals in Windsor

Find and book unique villas on Airbnb

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Popular amenities for Windsor villa rentals

Private villa rentals

Superhost
A hot tub is positioned on a stone patio, surrounded by a forest of pine trees. Views of the lush greenery create a serene atmosphere. A wooden bench sits nearby, enhancing the outdoor space for relaxation and gathering.
Villa in Occidental
4.84 out of 5 average rating, 81 reviews

Dreamy Artist Cabin w/ Jacuzzi in a Private Forest

JessicaRating, 5 stars1 month ago
Ana’s place was absolutely beautiful! It was such a dream. It was the perfect get away from the city, only an hour and a half from SF. The hot tub was a nice treat and the space was so airy and spacious. The projector was a nice addition to get cozy up to end the evening. The space just made us feel so zen and happy. The loft area is 3 beds in an open ish space, and there are 2 private bedroom downstairs. It was perfect for our group as we were a group of girls so we all just slept upstairs. Perfect for a giant girls sleepover. I’d highly recommend this space!
Superhost
An aerial view captures the outdoor area featuring a resort-style pool, sun loungers, and a hot tub surrounded by lush greenery. The property overlooks scenic vineyards and rolling hills, highlighting its tranquil setting. Umbrellas provide shade over seating areas, inviting relaxation.
Villa in Sonoma
4.93 out of 5 average rating, 27 reviews

Vineyard Villa: Pool | Spa | Games Room | EV Char.

KeithRating, 5 stars3 weeks ago
Great house in beautiful surroundings. I would definitely recommend.
Superhost
The exterior of the lodge is surrounded by lush greenery and mature palms, highlighting a mix of natural stone and wood finishes. A stone pathway leads to an inviting entrance flanked by steps, enhancing the connection to the serene outdoor space.
Villa in Geyserville
4.93 out of 5 average rating, 44 reviews

Adventure Alexander Valley Lodge w/ Pool & Hot tub

JennyRating, 5 stars1 month ago
This was the perfect place for a girl’s getaway. We cooked and hung out on the patio overlooking the gorgeous view of Alexander valley. The place was clean and very comfortable to hang out with friends. Beds were comfy too! Would definitely stay again.
Superhost
A sunlit living area features large windows, allowing natural light to fill the space. Two leather armchairs sit adjacent to a wooden coffee table, which holds a tray. A television accompanies decorative plants and warm wooden accents, creating a cozy atmosphere.
Villa in Penngrove
4.92 out of 5 average rating, 106 reviews

Charming Home in Penngrove

BethRating, 5 stars1 month ago
We had a wonderful stay at this unique home filled with beautiful artwork and creative touches that gives it a ton of personality. Every room has it's own charm as well as access to the garden-like outdoors. The beds are very comfortable and everything was spotlessly clean. We enjoyed the hot tub and the peaceful setting. The hosts were very friendly and responsive and check-in and check-out was very easy. We would definitely stay here again!
Superhost
A backyard area features a modern swimming pool surrounded by a wooden deck. Lounge chairs are positioned under umbrellas on one side, while a spacious main house with multiple entries is visible in the background among lush greenery.
Villa in Sebastopol
4.94 out of 5 average rating, 78 reviews

Green Valley Retreat ~ Wine Country, Pool & Hot

GaryRating, 5 stars1 month ago
A beautiful, comfortable, spacey home on a magnificent and uniquely designed property. As a long-term Airbnb customer, this place ranked at the TOP for me and my family! Want to stay at somewhere special, in a neighborhood unique, with extraordinary comfort and special outdoor service and play? Book it! This home is SPECIAL! Perfectly priced, wonderfully managed by always-available staff and crew, this is now one of my favorites. Looking forward to returning!
Guest favorite
The exterior of the house is presented at twilight, showcasing its elevated design supported by red stilts. Lush greenery lines the driveway, with pine trees in the background. A colorful sunset creates a serene backdrop that enhances the peaceful rural setting.
Villa in Santa Rosa
4.96 out of 5 average rating, 26 reviews

Mountain Villa near Calistoga with Hot Tub

KristinRating, 5 stars3 weeks ago
Definitely will be back. We were in a bind when the water went out and needing somewhere to stay that day. They allowed us immediate access to the property so that we could shower and clean up. This home is so perfect and a very relaxing place to be. Both bedrooms have their own bathroom and walk in closet. Mattresses were definitely the nicest I’ve ever sleep in at an Airbnb. The kitchen is fully stocked, even has an espresso machine. The deck is very privet, has a patio dinning table and lots of seating. 15 minutes from wineries and 10 minutes from Safeway. We can’t wait to come back.
Guest favorite
An aerial view of a spacious villa surrounded by lush greenery, featuring a curved swimming pool in the backyard. The property's layout includes outdoor seating near the pool, with multiple areas of lawn visible. Scenic vistas of rolling hills are seen in the distance.
Villa in Santa Rosa
4.9 out of 5 average rating, 98 reviews

Spacious wine country villa with pool

KatieRating, 5 stars2 weeks ago
What a beautiful home in a stunning location. The home was well-appointed and met all of our needs. I’d love to stay again
Guest favorite
A solar-heated pool glistens under sunlight, surrounded by a grassy lawn and majestic oak trees providing shade. Lounge chairs are positioned neatly along the pool's edge, while a covered terrace is visible in the background, enhancing the outdoor relaxation space.
Villa in Sonoma
4.98 out of 5 average rating, 203 reviews

Twin Oaks • Pool, Garden, Terrace, Bocce & Hot tub

KarenRating, 5 stars1 month ago
The location for a multi family long weekend was perfect! We all had our own indoor space and the outdoor living area was amazing! The home was very inviting and worked well for our group of 8 adults.

Luxury villa rentals

A spacious living area features high ceilings with exposed beams. Two brown leather sofas and a circular metal coffee table create a welcoming seating arrangement. A stone fireplace is visible, along with a television mounted on the wall. Large windows allow natural light to fill the room.
Villa in Bodega
4.63 out of 5 average rating, 40 reviews

Grand Residence at Sonoma Coast Villa

DaphneRating, 5 stars11 months ago
The villa is even more spacious in person than photos. It is separated from the rest of the hotel so we enjoyed the privacy while still being able to access the amenities and host support. Kitchen is huge but only has basic seasoning options (salt & pepper) so you might want to bring your own seasons if you want to cook dinner there. Great foods, beaches and activities (horseback riding, fishing etc) are only within 5-20min drive. Our family had a great time!
Superhost
The charming exterior of the house showcases wood paneling and a stone hearth, framed by lush greenery and towering redwood trees. A winding pathway leads to the entrance, bordered by flowering plants and landscaping that evokes a serene country setting.
Villa in Monte Rio
4.75 out of 5 average rating, 32 reviews

Rivendell – Lovely Riverfront Home, Classic Style

ShannonRating, 5 stars1 month ago
Absolutely stunning property. You'll find everything you need in the home. The kitchen is stocked with anything and everything you need to prepare any kind of dish should you want to stay in a cook, and eat outside to view the stunning surroundings. Great location for restaurants, hikes, shopping, etc. River access is a huge plus for warmer months. Loved everything about this place.
Luxe
The outdoor space features a modern style pool surrounded by lush landscaping and trees. A spacious deck is highlighted by comfortable loungers, with the bungalow visible in the background, illuminated by soft lighting. A tranquil atmosphere is created as evening approaches.
Villa in Glen Ellen
4.95 out of 5 average rating, 19 reviews

Bungalow Twins

KevinRating, 5 stars1 month ago
This was the perfect Glen Ellen retreat. Private. Beautiful. Spacious. We loved the indoor/outdoor living and having guests in their own private bungalow. We will definitely stay there again.
Lush gardens are framed by manicured hedges, with a well-maintained lawn and stone pathways leading through the greenery. Tall trees and blooming flowers contribute to a serene outdoor environment, while a flag stands proudly among the natural landscape.
Villa in Calistoga
4.47 out of 5 average rating, 15 reviews

Villa in French Chateau Estate in Napa Valley

StormiRating, 5 stars3 weeks ago
This place is absolutely magical. Hot tub is still out of order but we still had a great time hanging on the patio and by the pool. The sun is very bright in the morning and the curtains don’t help, so bring an eye mask if you want to sleep in.
The exterior of the lodge features a mix of wood and stone, accented by several palm trees. A unique arched window is showcased prominently, while multiple levels of the structure are visible against a backdrop of lush greenery.
Villa in Geyserville
4.71 out of 5 average rating, 84 reviews

Alexander Valley Lodge Pool/Hot Tub

HeidiRating, 5 stars64 months ago
We had a fabulous time as a group of 10 girls celebrating my sister's engagement. The house has the most beautiful view and did not disappoint! The best part of our experience was that Danielle was SO helpful in planning our wine tasting day and giving recommendations. We were unfamiliar with Alexander Valley, and she was able to help us coordinate and afforable, unforgetable day visiting wineries!
A spacious outdoor area features a swimming pool and a hot tub surrounded by lounge chairs. A nearby summer kitchen is complemented by a shaded dining space, all set against a backdrop of lush greenery and a grassy lawn.
Villa in Sonoma
4.81 out of 5 average rating, 72 reviews

Wildflower by AvantStay|Steps to Sonoma Golf Club!

DiandraRating, 5 stars3 days ago
The house was gorgeous and we felt so welcomed and at home. It was perfect for our family. The pool was so clean and the weather was perfect to enjoy it. My toddler also had a blast running back and forth throughout the house. Thank you so much! Our family is planning to make this a yearly trip at this specific house!
Superhost
An outdoor space features a solar-heated swimming pool with a surrounding patio and landscaped gardens. A separate building is visible in the background, while lush trees provide shade. The scene reflects a relaxed atmosphere within the serene environment of the property.
Villa in Sebastopol
4.86 out of 5 average rating, 73 reviews

Fallen Tree Ranch - Wine Country, Pool, Hot Tub

AmbroseRating, 5 stars6 months ago
Beautiful secluded property in stunning countryside, well designed and maintained, surrounded by vines and forest yet close to amenities and activities, overall a great experience. Host was responsive, house was well stocked especially the kitchen, and the grounds (and fruit trees) were amazing. Wineries within walking distance.
The exterior of the property showcases a charming, two-story unit with a spacious deck surrounded by lush greenery. The deck features shaded outdoor seating, and an American flag proudly flutters against the backdrop of tall trees.
Villa in Guerneville
4.74 out of 5 average rating, 126 reviews

Villa Cabernet~Russian River Wine Lodge w/ Hot Tub

LawrenceRating, 5 stars15 months ago
Very responsive hosts, quick to respond to and fix issues. We had a lovely stay and enjoyed the hot tub, firepit and fireplace. Good for a cabin weekend with friends.

Villa rentals with a pool

Private room in Geyserville
4.63 out of 5 average rating, 8 reviews

Alexander Valley Lodge Cabana suite

KimRating, 5 stars24 months ago
A beautiful remote place in wind country.
A cozy bedroom features a queen bed with a soft comforter and decorative pillows. Two lamps provide soft lighting beside the bed, and the ceiling displays exposed wooden beams. A window allows natural light, partially covered by shades, while a small air conditioning unit is positioned nearby.
Private room in Geyserville
5 out of 5 average rating, 3 reviews

Alexander Valley Lodge - Queen Room

GalenRating, 5 stars125 months ago
The hosts were awesome and Danielle was very generous. This is a GREAT place to use a base for wine tasting. They serve wine and cheese in the afternoon, and breakfast was delicious. They also have tons of connections to the local wineries, and we were always treated wonderfully when we mentioned we were staying at the Alexander Valley Lodge. The lodge and the property are beautiful and comfortable; this would be an awesome place for parties.
Private room in Geyserville
4.83 out of 5 average rating, 6 reviews

Alexander Valley Lodge - Jr Suite

DonaldRating, 5 stars68 months ago
Danielle heard that there would be power outages due to high winds and fire danger in Geyserville so seamlessly found us another bnb in Healdsburg. Thank goodness, as there was a fire and all Geyserville got evacuated. This is a high level of customer service and a tribute to how the inn keepers in Sonoma look out for their guests and each other. Thanks Danielle, you saved our trip. We’ll be back.
Superhost
Private room in Santa Rosa
4.69 out of 5 average rating, 127 reviews

Beautiful En-suite bedroom with balcony -room3

FrancescaRating, 5 stars1 month ago
Perfect for a short trip. If you park on the street it is a little much going up and down the steep driveway. Quiet and nice neighborhood.
Superhost
Private room in Santa Rosa
4.82 out of 5 average rating, 65 reviews

Cozy en-suite in a newly remodeled house-room 2

PamelaRating, 5 stars1 month ago
I enjoyed my stay at Ruby’s. Instructions were clear. The room with an attached private bathroom was perfectly clean and comfortable. It’s impressive that there are en-suite bathrooms for each of the 4 separate bedrooms occupied by guests. Each room has its on keypad #. Rooms are right next to each other and I occasionally heard another guest talking, but it didn’t happen often. I never saw the other guests. It was also very nice that guests shared the use of a large kitchen equipped with everything you needed. As for there being stairs and a steep driveway, I’m 65 and didn’t find it problematic. However, the Uber that drove me to the house couldn’t get up the moderate slope in his Tesla. Hilarious. I had no issue walking and carrying my bags up the driveway and the few steps. Overall, a very quiet and peaceful stay.
A spacious bedroom is accentuated by a vaulted wooden ceiling and large windows allowing natural light. A four-poster bed is set against a backdrop of rich wood tones, accompanied by a seating area and antique furnishings, including a tall dresser and a comfortable chair.
Private room in Geyserville
4.64 out of 5 average rating, 14 reviews

Alexander Valley Lodge Valley View Grand Suite

LucasRating, 5 stars128 months ago
I could not have asked for anything more. It was the perfect setting for my girlfriends birthday. Looking out the lodge's windows are like looking into a beautiful painting. Our host Daniell was exceptional, very warm and open. All in all I could not recommend that place more. It is close to many beautiful wineries and if you dont feel like leaving the lodge there is plenty to do there. perfect place to stay.
Private room in Geyserville
5 out of 5 average rating, 5 reviews

Alexander Valley Lodge -King Room

PhilipRating, 5 stars72 months ago
Danielle's Place is a wonderful home up in the woods in a very private location. Plenty of bedrooms to hold a large family if needed. It is very comfortable and relaxing. A nice patio with a hot tub and pool are perfect for a laid back afternoon or evening. Very convenient to wine country. A large family room and kitchen make staying in easy. Highly recommend.

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