Villa holiday rentals in San Jose

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Top-rated villa rentals in San Jose

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Villa in Boulder Creek

4.71 out of 5 average rating, 82 reviews

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!

Villa in Castro Valley

4.97 out of 5 average rating, 33 reviews

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

Our highly sought-after Villa II is available once again! Escape to your private Bay Area sanctuary, perfectly centered between the innovation of Silicon Valley and the vineyards of Napa. This 3BR/3BA Spanish Mission estate is in high demand among business clients and families seeking a tranquil gateway to the entire Bay Area. Enjoy the sun-drenched tropical gardens or the smart, functional layout while cooking up your favorite meals in the designer kitchen. Book this resort today! Then relax!

Guest favourite

Villa in San Mateo

5 out of 5 average rating, 55 reviews

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.

Villa in Foster City

4.75 out of 5 average rating, 4 reviews

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.

Superhost

Villa in Downtown San Jose

4.69 out of 5 average rating, 208 reviews

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.

Superhost

Villa in West Oakland

5 out of 5 average rating, 7 reviews

4 BR Designer Home w/ 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

Guest favourite

Villa in Soquel

5 out of 5 average rating, 16 reviews

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.

Villa in Hayward

4.95 out of 5 average rating, 40 reviews

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.

Villa in East San Jose

4.5 out of 5 average rating, 22 reviews

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.

Villa in Menlo Park

4.82 out of 5 average rating, 28 reviews

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.

Guest favourite

Villa in San Mateo

4.91 out of 5 average rating, 182 reviews

❤️ Large Modern Luxurious Villa Near SFO

Modern, newly renovated one-story home with open layout, perfect for families or business group. Features 3 bedrooms plus a walk-in closet that can serve as a 4th room or office. Enjoy high-speed Wi-Fi, streaming TV, and a jetted hot tub. Step into our lush garden—like a private botanical park—peaceful, fresh, and full of charm. Walk to downtown San Mateo, minutes to the airport.

Villa in Downtown San Jose

4.86 out of 5 average rating, 29 reviews

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.