Villa vacation rentals in San Carlos

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Top-rated villa rentals in San Carlos

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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, 183 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.

Guest favorite

A bright living area is filled with natural light from an arched window. It features a plush green sofa, a stylish armchair, and a round coffee table atop a patterned area rug. Potted plants add a touch of greenery, and light curtains frame the window.

Villa in Grand Lake

4.98 out of 5 average rating, 90 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

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

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 Downtown 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 Westlake

4.93 out of 5 average rating, 46 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 North 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 East 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