Villa vacation rentals in San Jose

Find and book unique villas on Airbnb

Top-rated villa rentals in San Jose

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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!

Superhost

Villa in Boulder Creek

4.79 out of 5 average rating, 56 reviews

Family Retreat near South Bay and Santa Cruz Beach

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 Boulder Creek. Experience the serene beauty of nature without sacrificing comfort or connectivity. Enjoy a perfect blend of relaxation and modern amenities during your stay!

Superhost

Villa in Los Altos Hills

4.8 out of 5 average rating, 55 reviews

Exclusive Estate, Paradise in Nature 25567G

Set in the heart of Silicon Valley, this tranquil guest cottage is in an exclusive private estate with an amazing tropical garden view, luxurious gourmet kitchen, and secluded Provence-style living. This cottage has a private entrance with a two-car private parking garage. It also has a pathway leading to a vegetable garden with outside seatings. Bosch EV charger is included. Come to enjoy this one-of-a-kind living experience. The kitchen is equipped with Wolf Stove and a Subzero refrigerator.

Guest favorite

Villa in San Mateo

5 out of 5 average rating, 40 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 favorite

Villa in Los Gatos

4.93 out of 5 average rating, 44 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 3 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

Villa in Pacifica

4.97 out of 5 average rating, 180 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!

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Villa in Woodside

4.95 out of 5 average rating, 58 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.

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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.

Guest favorite

Villa in Grand Lake

4.99 out of 5 average rating, 79 reviews

Gather w/ Friends&Family in 5BR Getaway Villa!

Welcome to this spacious and dreamy Victorian villa filled with charming traditional and modern elements. Located around the corner from Piedmont & Grand and close to San Francisco, it strikes the perfect balance between city and relaxation. Perfect for up to 16 guests, it spans across three floors and has two full kitchens, three living areas, two offices nooks and a tiki barn perfect for entertaining! ✔ Minutes to Attractions ✔ Three Floors ✔ 5BR/4BA ✔ Tiki Barn ✔ Backyard Dining/Patio

Guest favorite

Villa in Soquel

5 out of 5 average rating, 9 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

Villa in Santa Cruz

4.95 out of 5 average rating, 101 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

Villa in San Mateo

4.9 out of 5 average rating, 176 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.