Villa holiday rentals in Silicon Valley

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.

Private Terraced Garden Suite - #1 Favorite ★★★★★

Our #1 on Airbnb listing! This is a private, tranquil retreat within our larger 5 bedroom home. The suite is locked off from the rest of the house and has its own private entrance. Guests who love this suite include couples, solo adventurers and business travelers. You reach the Terraced Garden Suite by a side access (you must be able to walk up a fairly steep incline) to the rear yard and then down a flight of stairs. We are close to groceries, freeway access and BART. Enjoy West Coast Villa!

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.

elegant two-story home in a resort-style community

Surrounded by the serene waters of Foster City's sought-after, the coveted Plum Island community boasts expansive outdoor grounds to create an oasis of peaceful serenity. This furnished elegant two-story home opens to a beautiful yard with picturesque views and is only a few steps to the clubhouse, gated pool, tennis courts, and waterfront that affords the lifestyle you always have dreamed of. There are many good restaurants, supermarkets, and parks within walking or short driving distance.

Gather w/ Friends&Family in 5BR Getaway Villa!

Welcome to this spacious and dreamy Victorian villa filled with charming, modern elements. Located near Piedmont & Grand and close to San Francisco, it strikes the perfect balance between city and relaxation. Perfect for up to 16 guests, it spans across 3 floors and has 2 full kitchens, 3 living areas, 2 offices nooks and a tiki barn perfect for entertaining! ✔ Minutes to Attractions ✔ Three Floors ✔ 5BR/4BA ✔ Tiki Barn ✔ Backyard Dining/Patio *Note: There is no Air-Con in this property*

Incredible Ocean Views from Tuscan Villa Suite

Enjoy this clean, quiet, & comfortable suite in a Tuscan Villa with incredible Pacific Ocean views. Surrounded by nature, you'll wake up to birds singing and watch the sunset in the company of bunnies, red tail hawks, and the occasional deer. Beautiful hikes are right outside the door here in the Golden Gate National Recreation Area. Just 15 minutes from SFO or downtown San Francisco, you are close to everything, but far from the hustle and bustle. You can even walk to the beach if you like!

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!

4 BR Luxury Home with Hot Tub near SF UC Berkeley

Villa Pearl is a gorgeous space for a perfect family reunion or a work retreat. It’s a haven for quality time with family or your beloved. The space has been featured in many film and ad campaigns, the gorgeous design is set to impress. ✔14 ft high ceiling ✔open entertainment space ✔Private hot tub in the private garden ✔garage parking + EV charging ✔3 mins drive to the Bay Bridge ✔10G fiber optic wifi ✔10 mins to Emeryville food & shopping ✔10 mins to Berkeley ✔25 mins to San Francisco

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.

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.

5BR, 400sf Studio, Indoor Warm Pool, A/V, Gardens

A 5-bedroom urban retreat with intentional spaces for healing and recreation: - 400sf workshop/yoga/video studio - Custom indoor warm pool with unique audio-visual features. - Home theater, 100" screen, 2 pianos, video recording/broadcasting - Secluded backyard, waterfalls, gardens A wholesome artistic interior design. Fully equipped with appliances and amenities. Centrally located 30 minutes from downtown San Francisco, SF Airport, Silicon Valley, San Jose and Berkeley.

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