Villa vacation rentals in St. Helena

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Top-rated villa rentals in St. Helena

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Guest favorite

Aerial view of a modern farmhouse villa surrounded by lush, rolling hills. Vibrant flowering trees line the property, alongside a grassy landscape that slopes gently upward. The natural setting offers a sense of seclusion, with trees creating a backdrop against clear blue skies.

Villa in Santa Rosa

4.99 out of 5 average rating, 92 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!

Superhost

A mid-century modern retreat is surrounded by lush greenery and tall trees. The exterior features large windows offering natural light, with a spacious deck adorned with multiple Adirondack chairs, inviting relaxation and enjoyment of the serene outdoor environment.

Villa in Guerneville

4.83 out of 5 average rating, 29 reviews

The Hilltop-5acre Oasis, Views, Hot Tub, Game Room

Surround yourself in serenity in this Eichler-inspired mid-century modern retreat that boasts majestic views and privacy, perched on 5 acres above the beautiful Russian River Valley. Watch birds soar over the towering redwoods through floor to ceiling windows, or unwind in the hot tub where the magnificent views create a perfect backdrop for relaxation. As the evening sets in, gather around the warm fire pit, or head to the game room that overlooks a large lawn to create memories for all ages!

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

4.8 out of 5 average rating, 86 reviews

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

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 Calistoga

4.97 out of 5 average rating, 29 reviews

Mountain Villa 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.

Guest favorite

A serene hot tub is surrounded by lush greenery, offering a private retreat. The hot tub is covered, with gentle wind chimes hanging above. Potted plants add a natural touch, enhancing the tranquil outdoor setting, while views of the waterfront are visible beyond.

Villa in San Rafael

4.9 out of 5 average rating, 210 reviews

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.

Guest favorite

The exterior of the villa is adorned with lush greenery and shrubs, creating a serene atmosphere. The warm-toned facade features a tiled roof and wooden shutters. A gravel driveway leads to the entrance, framed by neatly arranged garden spaces and decorative pots.

Villa in Napa

4.96 out of 5 average rating, 167 reviews

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!

Guest favorite

A serene outdoor patio is highlighted, featuring a dark wooden dining table surrounded by chairs. The villa's exterior is visible, showcasing a tile roof and large windows. Lush green plants and trees provide a natural backdrop, with hills and a cloudy sky in the distance.

Villa in Novato

4.92 out of 5 average rating, 12 reviews

Luxury 2-Acre Oak Retreat Serene Outdoor Hot Tub

Welcome to The Oak Estate — a luxurious 3238 Sq. Ft. Spanish Colonial villa tucked away on two private acres in Novato, just minutes from downtown Novato, Sonoma wineries, and San Francisco. With 4 bedrooms and 3 bathrooms, this peaceful retreat is perfect for anyone looking for serenity and to explore the best of Northern California. Relax in sun-drenched living spaces, relax under the oaks, and experience the perfect blend of wine country charm and upscale comfort in every detail.

Superhost

A wooden deck features two lounge chairs beneath large white umbrellas, offering shade. The in-ground pool reflects the clear blue sky and is surrounded by native grass and landscaping. A pathway extends along the deck, connecting to nearby rooms.

Villa in Sebastopol

4.94 out of 5 average rating, 80 reviews

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).

Guest favorite

Villa in San Rafael

4.92 out of 5 average rating, 259 reviews

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.

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, 104 reviews

Spacious wine country villa with pool

Relax with your whole family in this spacious Sonoma wine country villa, with beautiful greenery all around, scenic vistas, and easy short drives from great family-friendly wineries, hiking trails and conveniences. No matter your preference - either a relaxed stay far away from civilization, or a roomy place for family get-togethers, this place has it all. Pool is heated from June - September only. TOT #3719N

Guest favorite

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

4.94 out of 5 average rating, 174 reviews

Hilltop Vista Villa

Nestled on a serene acre beside the scenic Fitch Mountain Park & Open Space Preserve, Hilltop Vista Villa offers a private sanctuary with sweeping views of world-class vineyards. Enjoy direct access to tranquil hiking trails and close proximity to the Russian River’s inviting beaches. This bright and welcoming single-level retreat features an open-concept floor plan filled with natural light.

Superhost

Aerial view of a spacious villa featuring a private swimming pool, surrounded by well-maintained gardens. Chaise lounges and umbrellas provide comfort around the pool area. Scenic views of vineyards and hills create a serene backdrop, highlighting the inviting outdoor living space.

Villa in Sonoma

4.91 out of 5 average rating, 32 reviews

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

★ PROPERTY HIGHLIGHTS ★ ✔ Swiming Pool: Enjoy swimming or relaxing on the chaise lounges at the private pool. ✔ Hot Tub: Marvel at the night sky while relaxing in the sunken hot tub. ✔ Games: Challenge other guests to a game of Pool, Foosball, or Basketball. ✔ BBQ: Dine al fresco while eating a delicious BBQ lunch. ✔ Views: Enjoy spectacular views of vineyards and the surrounding mountains.