
Villa holiday rentals in San Jose
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Top-rated villa rentals in San Jose
Guests agree: these villas are highly rated for location, cleanliness and more.

Warm and cozy 10-bed 5-suite villa in Millbrae, a high-end residential area near San Francisco Airport
Millbrae City, near San Francisco Airport, has a beautiful environment, a comfortable climate and a safe and convenient life.Thoughtful amenities are prepared in the room, kitchen, laundry are free for guests, making it the best choice for tourist and business guests. · 8 mins drive to airport · 5 mins drive to Millbrae Bart Station · 5 mins drive to highways 280 and 101 · 10 minutes drive to COSTCO, a large mass market opening · 20 to 30 minutes drive to downtown San Francisco, Golden Gate Bridge, Fisherman's Wharf, Stanford University, Silicon Valley · 3 minutes drive to downtown Millbrae: Sun's Market New Natural Chinese Supermarket Safeway 、Lucky 美国大型生活超市 Trader Joe's 美国新鲜超市 Walgreens 24小时药店、便利店 Starbucks coffee 咖啡店 Paris Baguette 面包店 USPS, UPS Express 【 Nearby shopping and food center 】 · Tanforan Center 10 min drive · Serramonte Shopping Center 12分钟车程 · Hillsdale Shopping Center 15分钟车程

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!

❤️ 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
Reminiscent of a 1920's Hollywood villa, enjoy the aesthetics of that romantic age, yet experience 5 star luxury pampering & 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. Close to Woodside downtown, Highway 280, Silicon Valley, Sand Hill VC firms, Stanford University and Hospital. A short drive to San Francisco. SFO and SJC are only 25 minutes away.

SJ Downtown Hensley House Private 3rd Floor
Welcome to the Hensley House of San Jose. It gained historical landmark distinction in 1990. It was the former home of San Jose Mayor Samuel Hensley who was responsible for developing San Jose from a small settlement to a large city in the Mid 1860’s. This house was originally built in 1894 and still retains it’s old world charms, but updated with modern amenities for your comfort. All seven units enjoy their own bathrooms, and large common living area, dinning area, and outdoor garden.

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.

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.

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.
Popular amenities for villa rentals in San Jose
Private villa rentals

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

By The Bay Retreat

Abbys Home tranquil Japa garden Studio private ent

4 bedroom, 3 full bathroom beautiful house

Lovely 4 bedroom gated Villa with free parking

Los Gatos Villa: hot tub, sauna, pool, and huge yard

Camellia Cottage with Pool View

❤️ Large Modern Luxurious Villa Near SFO
Luxury villa rentals

Large luxe space, epic views and easy parking

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

Lovely 4 bedroom gated Villa with free parking

Los Gatos Villa: hot tub, sauna, pool, and huge yard

Estately Plausibility of Simplicity

Family Retreat near South Bay and Santa Cruz Beach

Camellia Cottage with Pool View

❤️ Large Modern Luxurious Villa Near SFO
Villa rentals with a pool

By The Bay Retreat

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

Los Gatos Villa: hot tub, sauna, pool, and huge yard

Camellia Cottage with Pool View

Estately Plausibility of Simplicity

Mid Century Modern Living w/Pool

Exquisite Crescent Suite

Strikingly elegant, exquisite & estately Villa!
When is the best time to visit San Jose?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 44 | € 42 | € 43 | € 43 | € 48 | € 48 | € 46 | € 52 | € 43 | € 47 | € 42 | € 42 |
| Avg. temp | 10°C | 12°C | 13°C | 15°C | 17°C | 19°C | 20°C | 20°C | 20°C | 18°C | 13°C | 10°C |
Quick stats about villa rentals in San Jose

Total holiday rentals
Explore 60 holiday rentals in San Jose

Verified guest reviews
Over 2,930 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of San Jose holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across San Jose rentals

4.8 Average rating
San Jose stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
San Jose’s top spots include SAP Center, Winchester Mystery House and Rosicrucian Egyptian Museum
Destinations to explore
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- Santa Cruz Beach
- Capitola Beach
- Stanford University
- Golden Gate Park
- Monterey Bay Aquarium
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- Oracle Park
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- Golden Gate Bridge
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- Twin Peaks
- SAP Center
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- Montara State Beach
- Pier 39
- Davenport Beach
- Palace of Fine Arts'`
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- Winchester Mystery House
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