Villa vacation rentals in Monte Rio

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!

Location · Family · Pets

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!

Location · Family · Walkability

Private Pool & Large Deck: Modern Cotati Villa!

Solarium | 3 Outdoor Dining Areas w/ Umbrellas | Mountain Views A truly high-end escape awaits at this stunning 4-bedroom, 3-bath Cotati vacation rental in the California Wine Country. Take a dip in the private pool, then prepare a delicious meal in the elegant kitchen and dine in the scenic solarium or out on the villa’s spacious deck. Use Greetwell's concierge services to book luxury experiences like private cooks and home massages before touring Korbel Winery or hiking in Armstrong Woods.

Location · Value · Amenities

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.

Location · Value · Pets

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

Value · Location · Indoor spaces

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

Family · Location · Wifi

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.

Location · Sleep quality · Cleanliness

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

Location · Value · Condition

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.

Location · Value · Indoor spaces

Cozy en-suite in a newly remodeled house-room 2

Cozy en-suite with private bath features a double bed and nice mountain and backyard view in a single family pool house. The house located in best neighborhood in Santa Rosa. While enjoying the nice and quite mountains views, it stills only five minutes to highway 101, restaurants and downtown. Luxury and famous wineries are also closed by. Full functional Kitchen and dining room are shared. Wash and dryer in the garage for the side door.

Value · Location · Hot tub

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.

Location · View · Accuracy

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.

Location · Family · Layout