Villa holiday rentals in San Jose

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Top-rated villa rentals in San Jose

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Superhost

Villa in Boulder Creek

4.79 out of 5 average rating, 61 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!

Guest favourite

Villa in Los Gatos

4.94 out of 5 average rating, 47 reviews

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 2.7 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!

Guest favourite

Villa in San Mateo

5 out of 5 average rating, 46 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.

Guest favourite

Villa in Pacifica

4.97 out of 5 average rating, 182 reviews

Incredible Ocean Views from Tuscan Villa Suite

Enjoy this clean, quiet, & comfortable suite in a Tuscan Villa with incredible Pacific Ocean views. Surrounded by nature, you'll wake up to birds singing and watch the sunset in the company of bunnies, red tail hawks, and the occasional deer. Beautiful hikes are right outside the door here in the Golden Gate National Recreation Area. Just 15 minutes from SFO or downtown San Francisco, you are close to everything, but far from the hustle and bustle. You can even walk to the beach if you like!

Superhost

Villa in Woodside

4.95 out of 5 average rating, 62 reviews

Ocho Acres~Tuscan style Home with Amazing views

Get away from it all and still be close to everything the area has to offer. Unique Stone Home with sweeping view of Bay Area. Luxurious and well appointed! Close to the ocean and the city, surrounded by nature preserves and numerous hiking trails. 30 miles from San Francisco or Santa Cruz, 16 miles to Half Moon Bay, 30 miles from SFO Airport. Hang out at the pond for a BBQ, visit the local Wineries, hike the many gorgeous trails. Unwind and relax in this magical, unique and stylish retreat.

Superhost

Villa in Ben Lomond

4.6 out of 5 average rating, 5 reviews

Santa Cruz Mountains Creek Villa

Embrace the Enchantment: A Fairytale Escape by the Creek. Step into a world of enchantment at our 1923 storybook house nestled beside a babbling creek. Surrounded by redwoods and mountain vistas, our sanctuary invites you to reconnect with nature. Let the soothing sounds of the creek and the tranquil embrace of the forest envelop you as you unwind in this magical setting. Come, experience the serenity and charm of our enchanted retreat, where every moment feels like a page from a storybook.

Superhost

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

Villa in Oakland

4.33 out of 5 average rating, 9 reviews

Work teams! Nice2house9br5b Parking/WD SF OAK

Great place for big group /work team. 2 entire houses (w/WD, parking, full kitchens&living room) side by side. Excellent for team/group, near freeway. Excellent weather. No AC is needed. 9 bedrooms 5 full bathrooms: 1) 1 nice modern house with 2br1ba upstairs, and downstairs master bedroom has a queen size bed, 2)1 two-story 6ba3bath house with total 13 beds, Walk to various restaurants /grocery store. 2kitchen, living&dining rooms, Oakland Downtown in 10 min, Berkeley in minutes.

Guest favourite

Villa in Monte Sereno

5 out of 5 average rating, 36 reviews

Los Gatos Villa: hot tub, sauna, pool, 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).

Guest favourite

Villa in Santa Cruz

4.93 out of 5 average rating, 105 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.

Guest favourite

Villa in Westlake

4.92 out of 5 average rating, 36 reviews

Independent master room with own entrance

This room is right connected the golf yard, you may hear the golf rings when you weak up.You may hear wild coyote cry in the nights. It has own entrance, you dont need to share the room with others, and you have quite secret backyard. No laundry no kitchen,public laundry available nearby. And indecent restroom.Safest area in the town. My neighbors just park their motorcycle on the street and won’t afraid of be stole in the night. 有独立的出入口，后花园就是高尔夫球场，不包含厨房和洗衣房，附近有公共洗衣房

Superhost

Villa in East San Jose

4.82 out of 5 average rating, 231 reviews

Entire Villa - Retreat - Refresh - Relax

A seasonal Swimming Pool is not available, but Hottub is available at this time Villa on top of San Jose. Enter via a private road to a peaceful retreat. 5 flat-screen TV with high-speed internet . Each bathroom has a bidet. Pets allowed. Plenty of parking. Commercial ice maker Facility professionally managed call if you have any problems. Seasonal pool. No parties or events. Vending machine onsite. Masseuse on call