Villa holiday rentals in Windsor

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Popular amenities for villa rentals in Windsor

Private villa rentals

Guest favourite
Villa in Napa
4.96 out of 5 average rating, 156 reviews

An Italian Villa in the heart of Napa Valley!

JenniferRating, 5 stars1 week ago
We went to Napa for a group ladies trip and Mark’s place was perfect. The location and decor was exactly as described and pictured. It was so beautiful and I also loved how private it was. It was clean, spacious and the kitchen is fully stocked with the utensils and everything you need to cook if you want to. If you don’t want to cook, then it is only 10 min from downtown Napa with plenty of restaurants to choose from. It was nice to come back from wine drinking for the day and relax in the hot tub and pool, and we enjoyed the outdoor gas fireplace at night. Julie, the contact while there, was very accommodating with any questions we had. And Mark gave us great recommendations for restaurants and also a private driver, Paul Bailey, that took us to three incredible, boutique wineries. This place is perfect for a large group and we made a lot of good memories while there.
Guest favourite
Villa in Santa Rosa
4.92 out of 5 average rating, 145 reviews

Villa Annadel - Stunning 5 Bedroom with a Pool

AndyRating, 5 stars1 month ago
Amazing Airbnb property in Santa Rosa! Very nice rooms with plenty of beds and space, pool, yard, and amenities. Had a great time here as the base for my wedding weekend!
Superhost
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
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.
Superhost
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
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
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 favourite
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.

Luxury villa rentals

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!
Luxe
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.
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.
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!
Superhost
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.
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.
Superhost
Villa in Forestville
4.64 out of 5 average rating, 81 reviews

Pocket Paradise - Pool, 3 Acres, Hot Tub

NatalieRating, 5 stars1 month ago
We had a lovely stay at this home. The pool and hot tub were perfect, the pool table is en extra fun addition and the kitchen and living space is open and comfortable. Cozy fun house in a beautiful setting. Communication was timely and helpful.
Guest favourite
Villa in Cazadero
4.95 out of 5 average rating, 222 reviews

Luxury in Redwoods w/ Hot Tub and Fire Pit

JoeRating, 5 stars1 month ago
A peaceful retreat from the hustle and bustle of daily life. Being surrounded by redwoods and blossoming flora, right alongside active Austin Creek, it's hard to remain stressed. This is a beautiful property, and each of the units on it has it's own unique twist or benefit. We just loved the constant sound of the creek, and felt extremely comfortable and at-home here!

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.
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.
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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