Villa holiday rentals in Big Sur

4.96 out of 5 average rating, 117 reviews

Villa in Creston

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.

4.95 out of 5 average rating, 57 reviews

A grand entrance features dual sweeping staircases leading to a spacious living area with large windows and a modern fireplace. Elegant chandeliers hang from a high ceiling, and intricate tile work forms a compass design on the floor, enhancing the luxurious ambiance.

Villa in Los Gatos

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.

A modern entrance path is lined with concrete stepping stones, leading to a large glass door framed by distinctive arched architecture. Flanking the pathway, low-maintenance landscaping with river rocks and red flowering plants adds a touch of colour to the welcoming entryway.

4.9 out of 5 average rating, 79 reviews

NEW! Custom Luxury Estate on 220 Acres Lot - Views

Welcome to Sona Hills: Paso Robles Estates, one of the most unique properties in the Adelaida District AVA with the perfect combination of tranquil luxury and convenience. This high-end, private relaxation escape is perfect for large families, groups of friends, weddings, corporate events, and more. Villa Eleven, is the first estate at Sona Hills. The newly renovated 5br/7ba 4,000 sq ft. villa is nestled on more than 220 acres with stunning views from 1,000 ft of elevation of the rolling hills

A shaded outdoor area is furnished with a spacious cushioned seating platform and several wooden chairs. The shade is provided by grapevines overhead, creating a relaxed environment. Sunlight filters through the leaves, casting dappled shadows on the ground.

4.96 out of 5 average rating, 210 reviews

FarmStay HillTop wine country views 6BR/4BA

Enjoy epic panoramic views of wine country at sunrise & sunset. Bring the whole family, stay together in comfort, relax in the hot tub. The Wild Rose Ranch is a private hilltop escape near wineries and a farmstay. Unique experiences; gather fresh eggs, feed chickens, walk & visit w/goats & sheep. 3 mil to Downtown Paso Robles 3 mil to Paso Robles Event Center Located in the award winning Adelaida District AVA. Experience The Wild Rose Ranch with us! Watch on You Tube "Wild Rose Ranch Video".

Superhost

The exterior of a modern farmhouse is surrounded by a landscaped yard, featuring a prominent flowering tree with bright leaves. Soft sunlight filters through the branches, casting gentle shadows on the pathway leading to the entrance. A gravel area complements the lush green lawn.

Villa in Turlock

4.95 out of 5 average rating, 131 reviews

* 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.

An aerial view showcases a spacious farmhouse surrounded by lush greenery and rolling vineyard hills. A heated pool is featured in the backyard, alongside a fire pit area. Nearby, raised bed gardens and a well-maintained pathway provide access to the outdoor spaces.

4.8 out of 5 average rating, 217 reviews

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—solar 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.

5 out of 5 average rating, 62 reviews

A spacious living area features modern furnishings, with large windows offering natural light. A full-size pool table and foosball table are visible in separate areas. An outdoor basketball hoop and Tesla charging station are also present, enhancing the recreational offerings of the home.

Villa in San Mateo

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.

A scenic view captures the winding gravel pathway surrounded by lush vineyards and mature oak trees. A decorative water feature is nestled among native plants, offering a tranquil focal point against the serene backdrop of rolling hills and expansive greenery.

4.96 out of 5 average rating, 68 reviews

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.

5 out of 5 average rating, 20 reviews

An aerial view captures the Redtail Estate, a spacious home surrounded by lush green vineyards and scenic hills. The property is tucked away on a tranquil, open landscape, highlighting the natural beauty of the surrounding Creston countryside.

Villa in Creston

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.

5 out of 5 average rating, 43 reviews

A spacious lawn area is bordered by natural stone features and shaded by trees. Sunlight casts long shadows across the grass, creating a calming ambiance. A wooden chair is positioned on gravel nearby, providing a relaxing spot for guests to enjoy the outdoor space.

Villa in Monte Sereno

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).

Superhost

A spacious outdoor pool lined with a brick border shimmers under the clear sky. Comfortable lounge chairs are positioned beside the pool. Lush green trees and a fenced area provide a serene backdrop to this inviting space.

Villa in Santa Cruz

4.93 out of 5 average rating, 136 reviews

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.