Villa vacation rentals in St. Helena

An aerial view highlights the modern farmhouse surrounded by lush greenery. Flowering trees provide color in the landscape, while outdoor seating areas and a large patio are visible, inviting relaxation amidst the serene environment.

5 out of 5 average rating, 82 reviews

Farmhouse Villa w/ Captivating Views & Hot Tub

Welcome to your perfect retreat in the heart of wine country! This newly renovated modern farmhouse villa offers 11 acres of private serenity, surrounded by nature and breathtaking 360-degree views, including the majestic Mount Helena. Perfectly situated between the cities of Calistoga (15 mins away), Healdsburg (20 mins away), and surrounded by amazing wineries, this is the perfect place for you and your friends/families to decompress. Book your stay today and experience the magic for yourself!

4.95 out of 5 average rating, 40 reviews

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

Adventure Alexander Valley Lodge w/ Pool & Hot tub

Your group will be comfortable in this spacious, unique pool villa on top of the hill overlooking Alexander Valley only 10 min to downtown Healdsburg. Lodge sits on 53 private acres with hiking trails, pool ( fee to heat), hot tub, tiki bar and pool table. There is plenty to do at this 4100 sq ft home both inside and out. Lawn games, fire pit, and BBQ are all there for you to enjoy. Set up a private wine tasting or chef services or wine tour. Just ask how we can help you plan your stay. 683N

A serene outdoor space showcases a sparkling swimming pool surrounded by lush greenery. A deck with seating options can be seen adjacent to the pool, providing a relaxing area for guests. The expansive landscape offers a beautiful view under a clear blue sky.

4.92 out of 5 average rating, 143 reviews

Villa Annadel - Stunning 5 Bedroom with a Pool

Escape to your own private sanctuary at Villa Annadel. Savor the unparalleled privacy and modern sophistication of this one-of-a-kind wine country retreat. The expansive 3,200 square foot villa sits on just under 1.5 acres of privacy with a large sparkling pool, hot tub and outdoor dining gazebo. Game lovers will rejoice, from cornhole, to darts, ping pong and vintage arcade games. It’s easy to forget you are minutes from some of Santa Rosa’s finest restaurants and wine tasting destinations!

4.84 out of 5 average rating, 79 reviews

A spacious deck overlooks a serene forest landscape bathed in soft morning light. Comfortable seating areas with cushions invite relaxation. Trees gently rise in the background, creating a sense of natural seclusion as a gravel path meanders below.

Villa in Occidental

Dreamy Artist Cabin w/ Jacuzzi in a Private Forest

Nurtured by the Russian River, Surrounded by the Sonoma Valley vineyards, a few miles from the Pacific Ocean, and created by a painter and an architect, KORSI is an earthly paradise nested in a forest of pine trees, volcanic crystals and abundance of birds and wildlife. If you love nature, art, disconnecting from the outside world, soaking in the hot tub, watching the stars, gathering around the fireplace and making core memories with your loved ones, this is for you! Certificate No: 4684N

Top 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.

4.96 out of 5 average rating, 23 reviews

Mountain Villa near Calistoga with Hot Tub

This unique spot in the mountains between Napa & Sonoma Valleys is 10 minutes from Calistoga & 13 minutes from highway 12 through Sonoma Valley. You’ll have fantastic views of the mountain forest and constellations in the night sky, while sharing the property with deer & other wildlife. You will immediately notice the quiet nature & the smell of trees. There are many attractions nearby, including Russian River, Safari West, Petrified Forest, various hot springs, & wineries galore to explore.

4.89 out of 5 average rating, 202 reviews

A heated pool features a gentle curve, surrounded by tropical palm trees and lush greenery. Pool toys float on the water's surface, while sun loungers wait nearby for relaxation. Steps lead gracefully into the pool, inviting enjoyment of the outdoor space.

Villa in San Rafael

Waterfront Marin Retreat with Pool & Hot Tub

5,000 sq ft waterfront luxury villa right at the edge of the canal with private access to the water. Enjoy the heated pool and hot tub, or grab the kayak or paddle board and get on the water from your own dock. The home is 20 mins from San Francisco and Sonoma, has easy access to the 101 freeway, and close to China Camp State Park for hiking or downtown San Rafael. The five bedrooms are perfect for retreats, family vacations, or company off-sites. The spa-like environment is a true getaway.

4.98 out of 5 average rating, 203 reviews

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

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

3-BR/2-BA Main house + Pool House with Bathroom. Spanish style home located on a quiet lane surrounded by rolling hills of vines. The inside features an open floor plan with gourmet and fully equipped kitchen, living room, TV Room, spacious bedrooms, hardwood floors and designer furniture. The outside area has a covered terrace ideal for dining and lounging. Expansive garden with many trees and a pool under majestic oaks. Minutes (by car) from Sonoma, Glen Ellen, Restaurants and vineyards.

4.95 out of 5 average rating, 147 reviews

A serene outdoor area features a crystal-clear pool and an attached hot tub, surrounded by lounge chairs. Shade is provided by umbrellas over the seating area. Lush greenery and decorative plants enhance the tranquil environment, with a charming villa visible in the background.

Villa in Napa

An Italian Villa in the heart of Napa Valley!

Villa RayEl was inspired by the farmhouses and small villas of Italy. Located midway between downtown Napa and Yountville, this property sits on 2 acres providing great privacy. It sits next to a year-round creek with a view of a vineyard and nightly sunsets. It has a pool and an attached hot tub. Located 5 minutes off Highway 29, 8 minutes to Downtown Napa and 8 minutes to Yountville. It is convenient to great wineries, restaurants. Its the perfect getaway for families and friends!

4.95 out of 5 average rating, 161 reviews

The exterior of the villa is framed by tall, slender cypress trees, creating a serene entrance. The structure features a flat roof and large windows, with a backdrop of rolling vineyards and soft, distant hills illuminated by the warm light of sunset.

Villa in Healdsburg

Hilltop Vista Villa

Set on an Acre by Fitch Mountain Park and Open Space Preserve, Hilltop Vista Villa offers a quiet private setting, spectacular views of world class vineyards, private access to hiking trails and proximity to the Russian River beach. This inviting single level retreat has an open floor plan with lots of sunshine. The open kitchen features stainless steel appliances, custom cabinetry, and a granite topped island. The Master Suite includes a custom soaking tub.

4.95 out of 5 average rating, 76 reviews

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

Green Valley Retreat ~ Wine Country, Pool & Hot

Green Valley Retreat is a wine county gem near renowned restaurants and wineries. You can pick fresh produce from the massive guest garden and orchard and then enjoy it inside or out. The large back deck has an in-line gas BBQ and guests love cooking outside. The backyard contains a meadow of native bunch grasses along with a stand of redwood trees, oodles of flowers and one of our favorite built-in propane fire pits. BYOM (Bring Your Own Marshmallows).

4.92 out of 5 average rating, 253 reviews

Villa in San Rafael

Tranquil Waterfront Haven

Explore profound relaxation or supercharged team building relaxation at this 4 bedroom haven with an authentic Finnish sauna with canal views, jacuzzi consciousness, paddle board, a kayak, and replete comfy zones to lazily exchange conversation. The tranquility of the canal will replace all Debbie downer thoughts with a symphony of luminous relaxation, bound to bedazzle wary minds and hearts. Guests will have the full first floor of the house.

A heated pool is framed by a spacious patio featuring outdoor seating and an umbrella. The villa's exterior is characterized by earthy tones with large windows providing views of the surrounding greenery. The sky is bright with scattered clouds above.