Villa vacation rentals in Monte Rio

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.

Exclusive Forest Retreat, 8 private acres +Hot Tub

Welcome to Foresta Retreat! -Between Russian River and the Sonoma Wine Country -A steaming hot tub beneath surreal starry skies at night -Expansive panoramic treetop deck for lounging, yoga, sipping wine and stargazing -Sunbathing beds to soak in the sun -full privacy with no neighbors, surrounded by untouched forest -Luxurious European linen bedding -EV Charger -BBQ and outdoor dining space overlooking forest mountains -120" cinematic TV projector for slow dreamy evenings

Italian Room · Healdsburg Stay · Breakfast

The Italian Room is a cozy, romantic en suite guest room at Bella Villa Messina, just minutes from Healdsburg Plaza. Ideal for couples, solo travelers, and wine lovers seeking a peaceful Healdsburg wine country stay near top wineries, tasting rooms, and restaurants. Featuring European inspired details, crisp linens, a comfortable bed, and a small TV, this boutique bed and breakfast style retreat is the perfect place to relax after exploring Sonoma County wine country.

Hilltop Queen Room | Bella Villa Messina

The Hilltop Room is a private guest room inside Bella Villa Messina, our intimate boutique Villa overlooking Healdsburg. Your reservation is for this individual room, not the entire Villa, while you’ll still enjoy the atmosphere and shared amenities of the property. The Hilltop Room has its own private entrance and a queen bed, making it ideal for couples or solo travelers who want the feel of a small boutique hotel rather than a traditional whole-home Airbnb.

Luxury in Redwoods - Hot tub and fire pit

Elements is a sophisticated estate compound set on landscaped acres, hidden amongst redwood groves. Your friends & family will find privacy and seclusion while being close to all that wine country has to offer. A variety of unique amenities will make your stay unforgettable: a jetted hot tub in a circle of redwoods, several decks & lounge areas, a yoga/exercise studio, an outdoor shower, a board game collection, fast internet and 150+ channels of sports/movies

Farmhouse Villa w/ Captivating Views & Hot Tub

Experience the ultimate Wine Country escape. The property sits on 11 private acres, offering complete privacy, peaceful surroundings, and stunning 360-degree views, including the iconic Mount Helena. Ideally located near Calistoga (15 minutes) and Healdsburg (20 minutes) and surrounded by top-rated wineries. Whether you’re here for wine tasting, relaxation, or a scenic getaway, this property delivers space, comfort, and unforgettable views.

Healdsburg Room at the Best Villa + Views

The Burgundy Room at Healdsburg Hilltop Villa is a spacious king suite ideal for a relaxed Wine Country escape. This private en-suite retreat features a deep soaking tub and cozy fireplace. Set in the hills above Healdsburg, guests enjoy scenic views and shared access to the villa’s historic aqueduct-turned pool, hot tub, piano room, and outdoor patios. Perfect for couples seeking comfort, privacy, and a peaceful Wine Country stay.

French Room in an Italian Villa in Healdsburg

The French Room is a spacious downstairs king suite ideal for a relaxed Wine Country escape. It features a large king bedroom, a spacious en-suite bathroom, and a private patio perfect for morning coffee or evening wine. Located on the main level of the villa, the room offers comfort, privacy, and easy access. After exploring Healdsburg and nearby wineries, unwind in this calm, inviting retreat designed for couples and wine lovers.

Luxury King Suite | Hilltop Views & Breakfast

The Asti Room is a spacious king bedroom located within a large Italian-style villa, designed for a relaxing Wine Country escape. It features a cozy fireplace, a beautiful private bathroom, and an extra-large private patio perfect for morning coffee or evening wine. After exploring Healdsburg and nearby wineries, return to this calm, private retreat—ideal for couples or solo travelers seeking comfort, space, and charm.

Villa Room in the Best Villa in Healdsburg

The Sake Room is a bright, upstairs bedroom suite designed for a clean, comfortable Wine Country stay. Featuring a freshly made bed, crisp linens, and a calm, uncluttered feel, this room is ideal for guests who value simplicity, comfort, and rest. The Sake Room offers a peaceful place to recharge within the villa, perfect for solo travelers or couples seeking a clean, serene space in Wine Country.

A Grand Family Retreat Among the Redwoods

This beautiful private two acre family vacation retreat that has been passed down through generations and nestled among the towering California Redwoods along the banks of the Austin Creek in historic Cazadero. It is the perfect setting for a memorable vacation with family and friends or a romantic couple's getaway. It's the ideal spot to relax, unwind, and balance your life with nature.