Villa holiday rentals in Big Sur

Lavish Ranch on 150 Acres w/ Jacuzzi and Fire Pit

Horsetail Ranch Villa is a 5-bedroom custom home that offers extreme privacy and isolation to relax and fast internet speed to work. Nationally recognized by Fodor’s Travel as a 5-star luxury travel destination, we are an oasis of peace, serenity and pure pleasure. Hike on 150 acres amongst rolling hills & mature trees & enjoy gorgeous views & inspiring sunsets. Soak in the Jacuzzi, gaze at the stars or catch the sun rise. A seasonal pond/lake adds to the ambiance of the ranch in winter/spring.

* The FarmHouse *

Perfect getaway for family holidays, reunions, company retreats, and work-crews. Escape to the countryside in our 5500 sq. ft modern farmhouse, surrounded by 40 acres of serene, cherry blossom like Almond trees. Enjoy fresh county air and put your mind at ease. Access all the amenities including 2 large living rooms with 85 inch and 70 inch TVs, fully equiped kitchen and comfortable bedrooms. Two bedrooms connected by closet and hallway. One bedroom connected to master bedroom via sliding door.

Lovely 4 bedroom gated Villa with free parking

Welcome to our beautiful luxury Villa. A lovely 4 bedroom 2 floor villa nestled in the beautiful hills of Los Gatos, located on 1.7 acres of gated land. Expansive decks on both floors with views, perfect for enjoying the propane fire pit & grill. Ideal for small retreats, corporate off sites & business travel. Just a 5-10 minute drive from downtown Los Gatos. Gym, retro arcade, billiards & foosball table included. Equipped with full washer & dryer. Come and enjoy a relaxing time at Villa Miro!

FarmStay HillTop wine country views 6BR/4BA

With panoramic views of wine country we are close to downtown Paso Robles and only 5 minutes from award winning wineries in the entire Adelaida District,Daou. Enjoy epic sunrise&sunset views overlooking miles of vineyards. Dog friendly, bring the whole family, stay together in comfort, relax in the hot tub. The Wild Rose Ranch is a private hilltop escape. Bonus we are next to a farm where you can gather farm fresh eggs, feed chickens, visit goats. WatchTour on You Tube "Wild Rose Ranch Video".

Camellia Cottage with Pool View (Long Term+)

Reminiscent of a 1920's Hollywood villa, enjoy the aesthetics of that romantic age, yet experience 5 star luxury & the most modern of comforts. Explore and relax in the tranquil natural surroundings this 4-acre oak studded estate has to offer, a tropical conservatory, perfect pool and infinity edge spa. Short walk to Woodside downtown and short drive to Highway 280, Silicon Valley, Sand Hill VC firms, Stanford University and Hospital. SFO and SJC are only 25 minutes away. 31+ days discount!

Villa Allegria: Luxury Estate w/ Pool & Game Room

Escape to Villa Allegria, a luxury Italian-style estate in Templeton. Ideally located minutes from Paso Robles Wine Country, this remodeled 4BR retreat features a gourmet chef’s kitchen, a garage game room, and a movie loft. Your private resort backyard awaits with a pool (optional heating), year-round spa, fire pit, and half-court basketball. Enjoy effortless access to Trader Joe’s and Main St. shops. An ideal sanctuary for families and wine lovers seeking the ultimate California getaway!

Pool, Spa & Fire Pit at Vinyl Vineyards Estate

A one-of-a-kind vineyard escape on 120 private acres at Vinyl Vineyards. This designer 4BR/4BA farmhouse pairs rustic charm with luxe amenities—heated pool, hot tub, fire pit, pool table, vineyard views, and fireplaces. Wander private vineyard trails, meet alpacas and chickens, or enjoy on-site wine tastings. Inside: chef’s kitchen, fast Wi-Fi, smart TVs, office, and laundry. Includes linens, towels, and essentials. Bonus convertible Queen bed in 2nd living room. Pure wine country magic.

Villa Giada at Rava Wines Estate

Villa Giada is a private three bedroom luxury home above Rava Wines boutique tasting room. The villa overlooks endless miles of beautiful vineyards and oaks. Villa Giada was established in 2017 & provides full amenities for its guests. It is a short 10-minute drive from exquisite restaurants & boutique shopping, in the heart of downtown Paso Robles. The perfect getaway experience. Please note the water feature is a decorative feature & not for swimming & there are stairs to the villa.

Tuscan Villa | Vineyard | Spa | Game room | Bocce

Immerse yourself in Paso Robles’ diverse wine country in this quiet and secluded home surrounded by 7 acres of Cabernet vineyards. We are 10-15 minutes drive from several of the finest boutique wineries in Paso, and 25 minutes from downtown Paso. The Redtail Estate is located in the heart of Creston, perched on a hill with 360 degree views of the valley below. Full house and vineyard access. This home is perfect for wine country retreats and getaways. PLEASE READ ALL DETAILS BELOW.

Los Gatos Villa: hot tub, sauna, pool, and huge yard

Why stay in a hotel when you can stay in this spacious, newly renovated Losgatosvillas executive home within walking distance of downtown Los Gatos? Enjoy your own private 1/2 acre of green lawns, patios, gardens, pool, outdoor dining, firepits, outdoor shower, hot tub, cold plunge, and sauna! This listing includes the master bedroom, 2nd bedroom, office w/futon, 2 bathrooms, chef's kitchen, living room, and outdoor spaces (1 other bedroom is unoccupied and locked during your stay).

Luxury garden villa w/ hot tub and game room

Welcome to our Luxury Villa in the Santa Cruz mountains, a paradise where you can relax and make unforgettable memories. Our villa boasts a spacious patio where you can enjoy your meals surrounded by enchanting gardens. Unwind in our pool, relax in the hot tub, or challenge your friends to a game of pool on professional sized pool table, in our brand-new recreation room. The room features a beautiful handmade walnut bar, complete with a commercial ice maker, sink, and fridge.

Luxe Hilltop Villa-Vineyards & Agave Views

A luxe hilltop villa on eleven acres in the El Pomar District AVA, surrounded by a vineyard and Agave Hill with wide views of Paso Robles, Templeton, and Creston. This private retreat blends modern villa comfort with the charm of a working farm. Enjoy sunset skies, open space, and wine-country scenery just minutes from top wineries, tasting rooms, and dining. Perfect for families, couples, and groups enjoying luxury amenities and unforgettable vineyard views.