
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.

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.

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.

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.

Full Bed Room4: 2 Miles to SJDT & 7 Miles to SJC
Welcome to this single one story house, this is a great place where you will enjoy a wonderful, comfortable stay. 7 miles to San Jose airport and 3 miles to San Jose Convention Center, 2 miles to San Jose downtown and SJSU. 0.7 mile to 777 Story Rd Walmart Super Center, 2 miles to 2201 Senter Rd Costco and 0.4 mile to Vietnamese Shopping Mall. There are lots of restaurants only 10 minutes by walking.

A Gem! Executive 4B2.5B 2019 SQFT House J-Town
Bring the whole family or workmates or friends, gather for leisurely dinners in the elegant dinning room and living room together with gorgeous Backyard. Walk to Japan town for supermarket, restaurants and Japanese style stores. This property is managed by Camada Living, a professional flexible and furnished living provider in Bay area.

Large luxe space, epic views and easy parking
Recently Remodeled. The house has walls of windows with panoramic views of the city, Bay Bridge, Mount Diabolo and East Bay across the water. The queen beds have organic cotton sheets. High ceilings, and broad open spaces give this house a light and open spacious feel rare in a town where space tends to run sparse.

Sweet and soft room B
Our welcoming &Sunny home is located in the heart of the SF peninsula in the midtown Palo Alto. Great location to suit any need. Within walking distance of the top-rates schools, 21- acre Mitchell park and 410,000 sq.ft. new library which offers a wealth of active recreational opportunities.
Popular amenities for villa rentals in San Jose
Private villa rentals

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

Large luxe space, epic views and easy parking

By The Bay Retreat

Abbys Home tranquil Japa garden Studio private ent

Family Retreat near South Bay and Santa Cruz Beach

Camellia Cottage with Pool View

❤️ Large Modern Luxurious Villa Near SFO

Clean and Classy Private Villa II Retreat 3BR/3BA
Luxury villa rentals

Estately Plausibility of Simplicity

Family Retreat near South Bay and Santa Cruz Beach

Camellia Cottage with Pool View

❤️ Large Modern Luxurious Villa Near SFO

Exquisite Crescent Suite

Mid Century Modern Living w/Pool

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

Tesla EV Charger Basketball Pool Table Hot Tub Spa
Villa rentals with a pool

Camellia Cottage with Pool View

Estately Plausibility of Simplicity

By The Bay Retreat

Mid Century Modern Living w/Pool

Exquisite Crescent Suite

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

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 | $66 SGD | $64 SGD | $65 SGD | $65 SGD | $73 SGD | $73 SGD | $69 SGD | $78 SGD | $65 SGD | $71 SGD | $64 SGD | $64 SGD |
| 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
- Golden Gate Park
- Stanford University
- Monterey Bay Aquarium
- Rio Del Mar Beach
- Oracle Park
- Seacliff State Beach
- Golden Gate Bridge
- Twin Peaks
- Alcatraz Island
- California’S Great America
- SAP Center
- Mission Dolores Park
- Montara State Beach
- Henry Cowell Redwoods State Park
- Pier 39
- Davenport Beach
- Twin Lakes State Beach
- Pescadero State Beach
- Palace of Fine Arts'`
- Winchester Mystery House
- Painted Ladies
- Rodeo Beach
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