Villa vacation rentals in San Jose

Family Retreat near South Bay and Santa Cruz Beach

Permit# 231447 Escape with friends and family to the mountains, the beach, and the bay—all in one place! Enjoy views atop the vast mountains encompassing Boulder Creek, just 30 minutes from the Santa Cruz boardwalk and beach and 40 from South San Jose. Take advantage of nearby state parks and hiking trails, and visit the tranquil town of BC. Experience the serene beauty of nature w/out sacrificing comfort or connectivity. Enjoy a perfect blend of relaxation and modern amenities during your stay!

Clean and Classy Private Villa II Retreat 3BR/3BA

Rarely Available Corporate Retreat: Silicon Valley to Napa. A proven choice for clients from top tech firms, insurance ALE, and East Bay corporations and government agencies. This private 3BR/3BA Spanish Mission estate is now available. Designed for discerning guests, your stay is all-inclusive. Enjoy a fully equipped designer kitchen, perfect for extended stays, and relax in serene, private gardens. Your tranquil, turnkey Bay Area base is ready. Available for weekly, monthly, or yearly rentals.

❤️ Large Modern Luxurious Villa Near SFO

Modern, newly renovated one-story home with an open-concept layout, perfect for families or business travelers. This spacious property features 3 bedrooms, 2.5 bathrooms, and a versatile walk-in closet that can be used as a private office or to accommodate a floor mattress. Enjoy high-speed Wi-Fi and relax in the jetted bathtub. Step outside to a lush garden that feels like your own private botanical park. peaceful, refreshing, and full of charm. Walking to downtown San Mateo and the Shoreside.

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. Come and enjoy a relaxing time at Villa Miro!

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.

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!

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.

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.

Warm 2BR/1BA house Silicon W/D parkin near SJ town

Gorgeous remodeled and furnished 2BR/1BA house which located in the heart of Silicon Valley and just minutes from downtown San Jose. *Equipped kitchen. *HIGH SPEED WIFI 6 MESH SYSSTEM, WFH friendly. *New & comfortable 2 queen beds which can sleep up to 4people. *65" smart TV. *Safe and friendly neighborhood. *Easy access to expressways, 680,880, 280 & 101. *Many shops and excellent restaurants are within minutes. *Lots of parking spot.

Mid Century Modern Living w/Pool

Ever dreamed of living in an Eichler? Now's your chance to experience indoor/outdoor living. Cook a beautiful meal, go for a swim or enjoy a martini on the back patio at this gorgeous mid century property. This is our primary residence which means we are opening up our private space and making room for guests to enjoy our home while we are away. Please inquire if you're a responsible guest who will treat it like your own.

Luxury Cupertino Hills 5BR Retreat near Apple-Park

Luxury 5BR, 4.5BA on five private acres in the peaceful Cupertino Hills with stunning views or Ridge Winery. Minutes from Apple Park, this spacious retreat includes a dedicated large office, bright living areas, and a quiet, weekend-style atmosphere. Ideal for families, professionals, and longer stays with easy access to Los Altos, Cupertino, and highways 280/85—perfect for extended visits or seasonal travel.