Villa vacation rentals in San Jose

Find and book unique villas on Airbnb

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!

The spacious suite features two queen beds, each adorned with floral patterned bedding. A comfortable couch is positioned nearby, complemented by framed floral art on the walls. Soft lighting enhances the cozy atmosphere, and a warm wood-tone floor adds to the inviting ambiance.

Villa in Castro Valley

4.93 out of 5 average rating, 90 reviews

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

Our #1 on Airbnb listing! This is a private, tranquil retreat within our larger 5 bedroom home. The suite is locked off from the rest of the house and has its own private entrance. Guests who love this suite include couples, solo adventurers and business travelers. You reach the Terraced Garden Suite by a side access (you must be able to walk up a fairly steep incline) to the rear yard and then down a flight of stairs. We are close to groceries, freeway access and BART. Enjoy West Coast Villa!

Guest favorite

A grand entrance features dual sweeping staircases leading to a spacious living area with large windows and a modern fireplace. Elegant chandeliers hang from a high ceiling, and intricate tile work forms a compass design on the floor, enhancing the luxurious ambiance.

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 favorite

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, 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.

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

A spacious outdoor deck is adorned with string lights, creating a cozy ambiance. View of the interior reveals an inviting dining area with a chandelier. A decorative vase filled with white flowers is positioned on a table in the foreground, complementing the natural elements of the setting.

Villa in Ben Lomond

5 out of 5 average rating, 4 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

A dining area is presented with a polished wooden table set for six, featuring white plates and cups. A potted plant adds natural greenery to the table. Soft light illuminates the room, where a comfortable couch can be seen in the background.

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 favorite

A serene outdoor space features a sparkling pool bordered by lush greenery and flowering plants. Comfortable lounge chairs and an umbrella provide shade, while distant seating invites relaxation in the expansive lawn area. The backdrop includes mature trees adding to the peaceful atmosphere.

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 favorite

An outdoor dining area is set on a stone patio, featuring a large table surrounded by comfortable chairs. Lush greenery and colorful flowers frame the space, while trees and distant hills create a serene backdrop beneath a golden sunset sky.

Villa in Soquel

5 out of 5 average rating, 10 reviews

Serene Hacienda with 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.

Guest favorite

An expansive outdoor patio is showcased, featuring a large dining table shaded by umbrellas and outdoor seating areas with sofas. Lush gardens surround the space, and a solar-heated pool is visible in the background, complemented by tree-lined natural scenery.

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 favorite

A lush garden pathway is surrounded by vibrant greenery and mature trees. Natural stone stepping stones lead to a seated area with a bench, offering a quiet spot to relax amidst the foliage. Spaces for growth and tranquility are evident throughout the garden.

Villa in San Mateo

4.91 out of 5 average rating, 180 reviews

❤️ Large Modern Luxurious Villa Near SFO

This newly renovated, modern, relaxing vacation home has an open layout with a large entertainment and family room that can provide a place to stay for a big family or business. Three proper bedrooms and a big walk-in closet that works as a 4th office room. Near the airport, It is perfectly located for your arrival and departure. high-speed internet and Streaming TV. Relax at night in a luxurious hot bathtub with jets. Walk to San Mateo downtown. This is a one-story house.