Villa holiday rentals in Monte Rio

Private 1+ acre, Bocce, Waterfall, Free Pool Heat

With over 1 acre of flat wooded land, this private gated country estate is still just a few minutes from conveniences like Whole Foods and Safeway. And with a full-size bocce court, pool table, and dining pavilion, you might not want to leave. Our new saltwater pool and spa are gas-heated to be comfortable all year, at no extra charge. A rock river and pool waterfall add to the sound of rushing water. The house is a few minutes from downtown, and within 20 minutes of the highlights of Sonoma.

Exclusive Forest Enclave, 8 private acres +Hot Tub

Welcome to Foresta Sanctuary! -Between Russian River and the Sonoma Wine Country -8 acres of private untouched forest -A steaming hot tub for 6 beneath surreal starry skies at night -Sunbathing beds surrounded by sprawling lavender garden -Expansive panoramic treetop deck for lounging, yoga, sipping wine and stargazing -Fully stocked chef's kitchen -BBQ and outdoor dining space overlooking forest mountains -Luxurious European linen bedding -120" cinematic TV projector for slow dreamy evenings

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.

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

The Estate Overlook Room · Bella Villa Messina

Perched on a scenic hillside just above Healdsburg, the Overlook Room is a serene Wine Country retreat designed for two. This queen guest room features a private entrance, offering beautiful hill and valley views in a peaceful setting. Wake to gentle morning light, then unwind after a day of Healdsburg wine tasting, vineyard visits, and local dining. Quiet, private, and only minutes from downtown Healdsburg, this room is ideal for couples seeking scenic views, privacy.

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.

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.

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.

Scenic Hilltop Villa Room | Wine Country Stay

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.

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.

Upstairs Oasis • Deck, Fire Pit • Hot Tub-River

Russian River Retreat w/ Deck, Fire Pit & BBQ Beautiful upstairs unit with a spacious private deck—perfect for wine, BBQ, and relaxing by the fire pit. Walk to the river, beaches, restaurants, shops & grocery (under 1 mile). Near wineries, kayaking & canoe rentals at Burke’s Canoes & Johnson’s Beach. 4 parking spaces near stairs. No guest canoe use. Quiet hours 10pm–7am. TOT #4081N

Vineyard Villa: Pool/Spa | Pickleball/Tennis | Dog

★ PROPERTY HIGHLIGHTS ★ ✔ Pool/Spa: Enjoy the vineyard setting from the pool or sunken spa. ✔ Tennis/Pickleball: One of the very few properties with both! ✔ Bocce Ball Court: Have fun with friends/family playing Bocce. ✔ BBQ: Dine al fresco while eating a delicious BBQ lunch. ✔ Fire pit: The perfect spot to relax and enjoy wine with friends.