Villa holiday rentals in Wine Country

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!

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.

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.

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.

5 Acre Villa Retreat w/ Vineyard, Pool, & Spa

Nestled on over 5 acres in Sebastopol, Burnside Villa is a luxury 4-bedroom, 4.5-bathroom Wine Country retreat with expansive vineyard views, spacious rooms, and exceptional outdoor amenities. Ideal for families or groups, this estate offers the ultimate Wine Country experience—whether you’re here for tasting tours, coastal adventures, or simply to unwind in a beautiful setting. •10 mins to Downtown Sebastopol •20 mins to Bodega Bay •30 mins to the Russian River •1 hour to San Francisco

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!

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

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.

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.