Villa holiday rentals in Santa Clara County

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Top-rated villa rentals in Santa Clara County

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Guest favourite

Villa in Los Gatos

4.92 out of 5 average rating, 37 reviews

Private 4 bedroom gated Villa with free parking

Welcome to our beautiful luxury Villa. A Secluded 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!

14–21 Jan

€ 994 per night

Superhost

Villa in Los Altos Hills

4.77 out of 5 average rating, 39 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.

7–14 Jun

€ 285 per night

Superhost

Villa in Los Gatos

4.87 out of 5 average rating, 15 reviews

Corporate Spanish Villa Los Gatos, Silicon Valley

SPECIAL DISCOUNTS NOW! April - $350 / Night Minimum rent 7 nights 2 weeks - 12% OFF 4 weeks or more - 20% OFF Welcome home! 8 minutes 4.5 miles to Los Gatos downtown 20 minutes to San Jose Airport 25 minutes to Santa Cruz beach. You will agree that this Corporate Home rental is possible the best value for the money! You will not be disappointed. IMPORTANT: No Tax for monthly rentals All shorter than a month rentals are subject to the TOT Santa Clara 8% tax collected after booking.

31 Oct – 7 Nov

€ 529 per night

Superhost

Villa in San Jose

4.81 out of 5 average rating, 203 reviews

Entire Villa - Retreat - Refresh - Relax

Swimming Pool and Hottub is not available at this time Villa on top of San Jose. Please enjoy over two acres of hillside with Unobstructed views, with city lights at night. 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

27 Jan – 3 Feb

€ 639 per night

Villa in Boulder Creek

4.75 out of 5 average rating, 40 reviews

Family Retreat near South Bay and Santa Cruz Beach

Bring the entire family to this wonderful location with ample space for recreation. Only 40 mins from South Bay to this location. In addition, Santa Cruz beach is only 30 minutes away. Super-sized home with five bedrooms and approximately 3,200 square feet of space. This elegant ridgetop home overlooks the Summit, Ben Lomond Mountain, and San Lorenzo Valley and is located just above the BC Golf Club. Enormous patios and decks on both levels with glass sliders cater to your mountain lifestyle.

8–15 Dec

€ 570 per night

Guest favourite

Villa in Aptos

4.86 out of 5 average rating, 69 reviews

Breathtaking White Water Views at Seascape Resort

Enjoy the breathtaking beach and ocean views this stylish 1 bedroom 1 bath retreat has to offer. Relax on the patio while enjoying your morning coffee or a delicious meal prepared by you in the cozy, well equipped kitchenette. The space also offers a sofa bed for additional sleeping. Enjoy the convenience of multiple swimming pools, hot tubs, a gas fire pit with outdoor seating, and a short stroll to the beach all within your reach. Sanderlings restaurant is just steps away from our unit.

27 Mar – 3 Apr

€ 404 per night

Superhost

Villa in Ben Lomond

5.0 out of 5 average rating, 3 reviews

Santa Cruz Mountains Creek Retreat, Free Parking

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.

2–9 May

€ 745 per night

Villa in San Jose

4.69 out of 5 average rating, 170 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.

1–8 Apr

€ 131 per night

Guest favourite

Villa in Santa Cruz

4.96 out of 5 average rating, 81 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.

9–16 Jan

€ 730 per night

Superhost

Villa in Morgan Hill

4.69 out of 5 average rating, 32 reviews

Sleeping Villa

Step into Tuscany & transport yourself into the Italian lifestyle. Villa Riposo located on the ‘Wine Trail’ offers all the amenities of a first-class resort. Delight in the stunning views of the mountains overlooking the vineyard. Host a romantic candlelight dinner in the rustic room & soak in the spa before enjoying the outdoor fireplace with S'mores. Swim, play lawn games, dine under the grapevines or relax in the rose garden. Pets welcome. The Tasting Room opens 2025

23–30 Sep

€ 1,114 per night

Guest favourite

Villa in Monte Sereno

5.0 out of 5 average rating, 25 reviews

Los Gatos Villa: hot tub, sauna, pool, huge yard

Why stay in a hotel when you can stay in this spacious, newly renovated 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).

27 Jul – 3 Aug

€ 668 per night

Villa in San Jose

5.0 out of 5 average rating, 4 reviews

100 Executive 4B2.5B 2100 SQFT House J-Town

Bring the whole family or workmates or friends, gather for leisurely dinners in the elegant dinning room and living room together with gorgeous Backyard. High Sped WIFI (we have both AT&T Fiber 1000 and Xfinity 600 at this property to guarantee your seamless connecting to internet at any time. This property is managed by Crane Living, a professional flexible and furnished living provider in Bay area.

24 Feb – 3 Mar

€ 770 per night