Villa vacation rentals in Silicon Valley

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Top-rated villa rentals in Silicon Valley

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Superhost

Villa in Boulder Creek

4.78 out of 5 average rating, 63 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 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, 48 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!

Top 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, 48 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.

Top guest favorite

Villa in Pacifica

4.97 out of 5 average rating, 184 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!

Top guest favorite

A wooden deck is adorned with vibrant potted plants and flowers, creating a lush garden atmosphere. Brightly patterned cushions lie against the wooden seating, inviting relaxation. Tall trees and greenery surround the space, enhancing the tranquil outdoor setting.

Villa in Oakland

5 out of 5 average rating, 19 reviews

Luxury 3BR Rockridge Retreat-Walk to everything!

Live in luxury in this gorgeously remodeled Rockridge oasis, steps from the center of everything! A sense of relaxation fills the space, whether you are lounging on the front porch or enjoying Al fresco dining on the heated redwood deck! This 3BR, 2 full bath home is perfect for working professionals, couples or families looking to get away from it all. The fully enclosed Japanese style back garden is great for kids to run around freely, or for adults to unwind after a day of sightseeing.

Superhost

Villa in Woodside

4.95 out of 5 average rating, 65 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

An elegant staircase is highlighted by a sparkling chandelier and bordered by a striking black and white striped carpet. Colorful stained glass windows and classic oil paintings add visual interest to the light gray walls, creating a welcoming ambiance.

Villa in San Jose

4.67 out of 5 average rating, 196 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 favorite

A spacious room features a comfortable bed dressed in neutral linens. A soft blanket is draped casually at the foot. A wall painting of a tree-lined path adds a touch of nature. A door leads to the hallway, providing easy access.

Villa in Daly City

4.94 out of 5 average rating, 47 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. Of course I laundry and sanitize every time for everyone.

Guest favorite

A sunlight-filled living room features a modern sectional sofa with colorful accent pillows. A round coffee table is centered on a vibrant green area rug. The walls are adorned with windows, inviting natural light, and a decorative fireplace adds warmth to the space.

Villa in Oakland

4.95 out of 5 average rating, 19 reviews

FirePit|BBQ|Outdoor Dining|Near UC|Spacious & Lux

Perfect for groups & families – 4BR, 2 living rooms, 2 full kitchens, and an epic backyard BBQ setup. Features 2 spa-like bathrooms with serene showers, plus in-unit laundry. Centrally located in the city, walking distance from the East Bay's best bars & restaurants. Enjoy spacious indoor-outdoor living near neighborhood parks. Easy access to highways & public transit gets you to San Francisco in minutes. Close to UC Berkeley and Ideal for reunions, getaways or work stays.

Superhost

An aerial view of a rectangular swimming pool surrounded by a concrete patio. Sun loungers are arranged near a gazebo offering shaded seating. Fencing encloses the area, and a scenic landscape of rolling hills can be seen in the background under a clear sky.

Villa in San Jose

4.82 out of 5 average rating, 236 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

Superhost

Villa in Los Gatos

4.91 out of 5 average rating, 23 reviews

Corporate Spanish Villa Los Gatos, Silicon Valley

20% SPECIAL DISCOUNTS NOW! Minimum Rental: 28 nights or more - 20% OFF 8 minutes to Los Gatos downtown 20 minutes to San Jose Airport 25 minutes to Santa Cruz beach. Ultra fast up to 2Gig mbps Optic Fiber Wifi / Ethernet connection This exclusive Corporate Home rental no doubt; it’s the best value for your money. You will be not disappointed. No Tax needed for monthly rentals