Villa holiday rentals in Oakland

Find and book unique villas on Airbnb

Top-rated villa rentals in Oakland

Guests agree: these villas are highly rated for location, cleanliness and more.

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Superhost

Villa in Vallejo

5.0 out of 5 average rating, 20 reviews

House with POOL & SPA between NAPA /San Francisco

Spectacular bay views! SAFE area! This resort-style home is located in one of the best areas between Napa Valley & San Francisco Bayarea with epic VIEWS of stunning sunsets, bay & mountains. Retreat living with a chef's kitchen at its best. Secluded on hilltop, yet just 5-10 minutes from Starbucks, grocery stores, fine dining, entertainment and close by golf courses. If you are coming for a wedding, family gathering, business trip, tourism, concerts, wine tasting, this place is the best choice!

19–26 Sep

$804 SGD per night

Guest favourite

Villa in San Francisco

4.94 out of 5 average rating, 18 reviews

Outstanding 3BD 3BR Amazing Views San Francisco

San Francisco Gem! Nestled atop Castro's heights, sunlit, family-friendly home with amazing views of SF.The ideal San Francisco experience. Centrally located, stroll to Castro, Noe Valley for diverse dining and fun. It's your perfect home for family gathering, leisure, business and conferences. 3 bedrooms with private baths, well-equipped kitchen, spacious living, dining, and deck. Enjoy SF in style! Available in 4 bdr unfurnished for annual rental with monthly rate 11.680$. Furnished 13.180$.

18–25 May

$809 SGD per night

Superhost

Villa in Novato

4.91 out of 5 average rating, 232 reviews

The Blue Heron

Amazing creekside listing in vacation-ready Bel Marin Keys! Completely remodeled villa featuring stunning open space views! Come experience our beautiful sunrises and sunsets in a private and comfortable location for your family/group! Spacious Mediterranean interior with beautiful bamboo floors and stainless steel appliances! Kayak off your own private dock and explore the Novato Creek to the San Pablo Bay! Bird watch and spot a blue heron! Enjoy your hot tub on the deck! Coffee pods included!

24–31 Dec

$459 SGD per night

Guest favourite

Villa in San Mateo

5.0 out of 5 average rating, 22 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.

21–28 Aug

$1,094 SGD per night

Guest favourite

Villa in Pacifica

4.96 out of 5 average rating, 160 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!

3–10 Feb

$427 SGD per night

Guest favourite

Villa in Oakland

4.98 out of 5 average rating, 59 reviews

Gather w/ Friends and Family in Luxurious 5BR Home

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

3–10 Sep

$1,521 SGD per night

Guest favourite

Villa in Oakland

5.0 out of 5 average rating, 7 reviews

Rockridge Villa-Quiet, Safe, Tree-lined street!

Fabulous Rockridge Villa! Come escape to the delightful Rockridge district known for it's vibrancy. Just a 10 min stroll down lovely tree lined streets past Craftsman homes takes you to Market Hall. This European style open food market has everything you need to prepare a feast in the chef's kitchen. There's also Trader Joe's or enjoy any of the numerous charming restaurants, cafes and shops lining College Ave. The Elmwood, Temescal, Montclair and Piedmont neighborhoods are also close by.

19–26 Sep

$829 SGD per night

Guest favourite

Villa in Lagunitas

4.95 out of 5 average rating, 199 reviews

Idyllic NatureEstate:Pool,Jacuzi,PuttGreen,Gardens

Mountaintop gated 1 acre nature estate, serene, private, 2300 sq' home; 2500 sq' expansive decks & patios. Solar heated swimming pool. Sun! Enormous forest views. 4BD,3 BA; (4th BD is large family room w/ exc American Leather queen sofabed, twin bed, pool table). Living room fireplace; high speed wi-fi; 65"tv; prem cable pkg. Jacuzzi ($150 min. charge), WeberBBQ & outdoor sink. Putting green. Huge garden, patios, carpeted child's play area. Parties or events not allowed during Covid.

27 Nov – 4 Dec

$795 SGD per night

Guest favourite

Villa in Concord

4.92 out of 5 average rating, 63 reviews

Vista Point Villa & SPA

A true luxury mansion that has it all! Amazing unobstructed mountain views. Located in a very safe and friendly community, 31 miles from Downtown San Francisco, 42 miles from Napa Valley and 8 miles from Walnut Creek. Swimming Pool (not heated but can use on warm days) & Spa, Barrel Sauna, Children private play area, BBQ area & pool house, Movie theatre, Bar, Kitchen, Laundry room, Piano, Pool table, Air Hockey, Foosball, 5 bedrooms, 2 full baths, 2 half baths, 6 car driveway.

12–19 Dec

$979 SGD per night

Superhost

Villa in Fairfax

New Listing - Mountain View Luxury Villa

Luxurious Northern California home, private and serene. Central location for easy access to San Francisco, Sonoma/Napa wine country, Pacific Coast beaches, spectacular Redwood forests, and endless miles of hiking & biking trails. Beautiful views from every room, with a home office, multiple decks and patios for year-round indoor/outdoor living, and attention to detail throughout the home. The infinity edge pool and hot tub add to the private resort-like experience.

8–15 Jan

$681 SGD per night

Guest favourite

Villa in Woodside

4.78 out of 5 average rating, 40 reviews

Exquisite Estately Villa

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. Close to Woodside, 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

23–30 Mar

$1,378 SGD per night

Superhost

Villa in Rodeo

4.55 out of 5 average rating, 22 reviews

Luxury Modern Home near UC Berkeley with Swim Spa

Create cherished memories at this distinctive and family-friendly retreat, offering ample space for fun and relaxation. The property boasts a spacious backyard oasis with a luxurious spa pool and sauna. Enjoy a large smoker/BBQ grill and a cozy seating area with a fire pit. Centrally situated, you'll have easy access to the Bay Area's top attractions, including Napa, Sonoma, and the vibrant city.

27 Sep – 4 Oct

$473 SGD per night