Villa holiday rentals in Big Sur

* 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.

Central Coast 3-bedroom villa on 18th Fairway

Forget your worries in this spacious and serene space. Once you enter this gated community, you will enjoy a private haven on the 18th fairway of a highly-rated golf course. There are private walkways around a duck pond, a children's playground, and a golf course. If golf is not your game, the dunes and beaches are merely minutes away, as are numerous wineries and restaurants. If you choose to dine in, gourmet kitchen and BBQ grill are for you to test your culinary skills. So come, be my guest

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 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).

Serene Hacienda w/ Stunning Panoramic Ocean View

This light-filled oasis features breathtaking views, major privacy, and wonderful outdoor spaces. A stunning terrace with a round sun bed and dining table for six under the stars! A beautiful deck under the redwoods with a hammock. Open floor-plan, 2,300 sq. ft. Spanish hacienda-style décor, saltillo tile floors, and gorgeous indoor and outdoor plants create an enchanting and secluded space to relax. Feel your cares melt away as you relax in this serene, magical 3.5 acre retreat.

Spacious home, Sleeps 12, Spa, Pool, EV, Stunning!

Welcome to Casa Pura Vida! With its blend of classic architecture, open space, & thoughtful amenities, Casa Pura Vida is the perfect place to unwind, gather, & experience wine country at its best. Ideal for multiple families, groups & small events. We offer discounts for longer stays, starting at 3 nights & up to 40% off for week long stays. Usually a 2 night minimum, w/ some exceptions. Please don't hesitate to contact us if you have any questions while booking. Pura Vida!

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.

Private 150-Acre Luxury Ranch Near Paso Robles

Experience total privacy on a 150-acre luxury ranch just 15 mins outside Paso Robles. Hike among rolling hills, soak in the outdoor Jacuzzi, gaze at the stars, or catch the sunrise. The scenic drive in sets the tone—peaceful and completely removed from the crowds. Nationally recognized by Fodor’s as a 5-star destination, we are an oasis of serenity. A seasonal pond adds to the winter/spring ambiance. Your perfect secluded wine country retreat awaits

Pool+Hot Tub+Outdoor Living

Message me now to see how you can earn extra discounts! Perched atop a secluded hill in Wine Country, your soon-to-be vacation home offers a stunning retreat just a stone's throw away from the vibrant downtown square. You will LOVE the tranquil nights with the covered patio complete with a BBQ grill and a cozy fire pit. Indulge in a friendly game of cornhole or giant jenga. Unwind from the day by swimming or with a soothing soak in the hot tub.

Valley Vista

Centrally located among the best wineries in the coveted westside of Paso Robles, you’re on top of the world at this 7-acre luxury 5BR/4.5BA ranch home. 180-degree views of vineyard vistas and twinkling city lights, all while being just minutes from downtown Paso Robles. Please note the landscaping is currently under renovation with a new firepit and bocceball court coming in June 2026 and an outdoor sand volleyball court coming in July 2026!