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.

Location · Value · Kitchen

* 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.

Family · Location · Check-in

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

Value · Family · Parks

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.

Location · Value · Cleanliness

Pickleball @ Casa De Vine

Play Pickleball @ Casa De-Vine in the charming Paso Robles Wine Country! Nestled atop a scenic ridge on a 10-acre gated estate, this stunning getaway offers panoramic views of vineyards that stretch to the sunset. Property Highlights: * Sleeps up to 8 guests across 4 beautifully appointed bedrooms * Main house includes 3 King Beds and 2 Full Bathrooms * Detached Casita with private entrance, Queen Bed plus a single Futon Sofa Bed, Private Bath, Kitchenette, and Pullout Sleeper

Location · Family · View

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.

Family · Value · Kitchen

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.

Location · Value · Decor

Family Retreat near South Bay and Santa Cruz Beach

Permit# 231447 Nestled in Boulder Creek's mountains, just 30 min from Santa Cruz beaches and 1 hr from the Bay Area. Wake up surrounded by ancient redwoods, explore 20+ nearby hiking trails, then unwind in the hot tub under the stars. Great WiFi and cell coverage—stay connected when you want, unplugged when you don't. Built for family reunions, friend getaways, and groups seeking nature without sacrificing comfort. Visit thecrowsnestretreat dot com for more info

Location · Family · Quiet

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

Location · Value · Hospitality

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.

Location · Family · View

Luxe Retreat • Pool, Spa by Templeton Vaca Rentals

Villa Allegria is a spacious Italian-style retreat in the heart of wine country, located at 1330 New Wine Place in Templeton and professionally managed by Templeton Vacation Rentals, perfect for families and group getaways. Enjoy a resort-style backyard with a private pool, spa, fire pit, putting green, and half-court basketball. Inside offers multiple living spaces, a gourmet kitchen, and a game room for all ages.

Family · Location · Amenities

Vineyard Oasis: Pool & Views!

Escape to our serene countryside villa in Paso Robles right at the foot of the Pleasant Valley Wine Trail. Indulge in stunning vineyard views as you relax by the private pool and enjoy a friendly game of ping pong or bocce. The outdoor kitchen is perfect for al fresco dining. Immerse yourself in the beauty of nature, sip local wines, and experience true tranquility. Your perfect getaway awaits!

Family · Value · Bathroom