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Villa holiday rentals in San Jose

Find and book unique villas on Airbnb

Top-rated villa rentals in San Jose

Guests agree: These villas are highly rated for location, cleanliness and more.

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Superhost
A spacious room is furnished with two large beds and a desk area. Natural light filters through the window, highlighting the warm wooden flooring. A wardrobe is visible in the background, providing ample storage for guests.
Villa in Millbrae
3.57 out of 5 average rating, 7 reviews

Warm and cozy 10-bed 5-suite villa in Millbrae upscale residential area near San Francisco Airport

The city of Millbrae near San Francisco Airport has a beautiful environment, a comfortable climate, and a safe and convenient life.The room is prepared with thoughtful daily necessities, and the kitchen and laundry room are free for guests to use, which is the best choice for tourists and business guests. 8 minutes drive to the airport 5 minutes drive to Millbrae Bart Station 5 minutes drive to Highways 280 and 101 · 10 minutes drive to Costco, a large supermarket 20-30 minutes drive to downtown San Francisco, Golden Gate Bridge, Fisherman's Wharf, Stanford University, Silicon Valley · 3 minutes drive to Millbrae city center: Sun's Market Newborn Chinese Supermarket Safeway, Lucky Large American Living Supermarket Trader Joe's Fresh Supermarket Walgreens 24-hour pharmacy, convenience store Starbucks Coffee Shop Paris Baguette Bakery USPS, UPS Express Company [Nearby shopping and food centers] · Tanforan Center 10 minutes by car Serramonte Shopping Center is a 12-minute drive away. Hillsdale Shopping Center is a 15-minute drive away.

A spacious living area features two comfortable sofas arranged around a glass coffee table. A vibrant area rug adds color to the hardwood floor, while a large window offers natural light. A fireplace is positioned in the corner, enhancing the room's cozy atmosphere.
Villa in Boulder Creek
4.71 out of 5 average rating, 84 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!

The exterior view features a Spanish Mission-style home with a tiled roof and white stucco finish. Lush greenery and colorful flower planters frame the entrance. A paved driveway leads to a garage door, while a balcony above offers an additional outdoor space.
Villa in Castro Valley
4.97 out of 5 average rating, 33 reviews

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.

Guest favourite
A spacious living area features modern furnishings, with large windows offering natural light. A full-size pool table and foosball table are visible in separate areas. An outdoor basketball hoop and Tesla charging station are also present, enhancing the recreational offerings of the home.
Villa in San Mateo
5 out of 5 average rating, 56 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.

Superhost
A sunlit villa displays a charming white exterior with terracotta roof tiles. Two distinct chimneys rise above, while a balcony adds character. Surrounding oak trees provide a natural backdrop, contributing to a serene atmosphere, with gentle hills visible in the distance.
Villa in Woodside
5 out of 5 average rating, 3 reviews

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.

Superhost
A well-lit bedroom is presented with a spacious bed adorned with layered bedding. A decorative area rug complements the wooden floor. Large windows with soft curtains allow natural light to fill the room. Framed artwork hangs above the bed, adding a touch of charm.
Villa in Japantown
4.69 out of 5 average rating, 212 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.

Guest favourite
An outdoor terrace showcases a stunning view of the surrounding hills, adorned with vibrant potted plants and decorative pottery. The tiled floor is complemented by decorative candle holders, enhancing the tranquil atmosphere of this serene outdoor space.
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.

Superhost
A spacious outdoor pool lined with a brick border shimmers under the clear sky. Comfortable lounge chairs are positioned beside the pool. Lush green trees and a fenced area provide a serene backdrop to this inviting space.
Villa in Santa Cruz
4.94 out of 5 average rating, 125 reviews

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.

The indoor pool is enclosed within a dome structure, featuring clear water reflecting soft light. Textured walls and a spacious pool deck provide ample room for movement. A wooden bench is positioned along one side, enhancing the tranquil environment.
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.

The exterior of a remodeled single-story house is presented, featuring a front yard with various shrubs. A driveway and a gated entrance are visible. Tall trees border the property, with abundant natural light illuminating the front. The overall design portrays a welcoming presence.
Villa in 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.

Guest favourite
A modern kitchen is presented with light wood cabinetry and a large central island. Stainless steel appliances, including a refrigerator and stove, are visible. Three pendant lights hang above the island, complementing the open layout that connects to the living area.
Villa in Menlo Oaks
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
A well-lit bedroom features a spacious bed adorned with a patterned comforter. A large window allows natural light to fill the room, while a closet provides ample storage. The walls are painted in a warm yellow, creating a cheerful ambiance.
Private room in San Jose
4.9 out of 5 average rating, 172 reviews

Queen Bed Room3: 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.

Popular amenities for San Jose villa rentals

When is the best time to visit San Jose?

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Avg. price$78 AUD$75 AUD$77 AUD$77 AUD$86 AUD$86 AUD$106 AUD$96 AUD$80 AUD$72 AUD$75 AUD$75 AUD
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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 and kid-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of San Jose holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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