Villa holiday rentals in Big Sur

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, whole house LifeSource water filtration system.

* 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.

Tesla EV Charger Basketball Pool Table Hot Tub Spa

Luxury Getaway at our Silicon Valley home w/3300+ SqFt of fun space. Spend less time waiting at charging station and more time enjoying your vacation! FREE Tesla /EV charger on site, hot tub spa, Basketball, pool table, & Foosball. 15 min to SFO Airport, 20 min to Stanford/San Francisco, 25 min drive to San Jose SJC. Newly furnished w/high quality touches and located in a safe neighborhood yet just 3 min from grocery and dinning. Perfect place to work & relax with easy access to 101/280 HWY.

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

Private Villa with Pool, Views & Close to Town

Welcome to “Hacienda Damas y Vaqueros” (Ladies and Cowboys) we are excited to show you the best of what Paso Robles has to offer (shhh…the secret is getting out….). Our Spanish “hacienda” style home sleeps 12 comfortably all on one level, perfect for your multi-family getaway, girls or boys weekend, or simply escaping to wine country with a few friends. Highlights: 5 Bedrooms; sleeps 12 4 bathrooms Pool and Spa Chef's kitchen Private studio Big Outdoor Space Peace & quite with views!

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!

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, 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.

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!