Villa holiday rentals in Oakland

elegant two-story home in a resort-style community

Surrounded by the serene waters of Foster City's sought-after, the coveted Plum Island community boasts expansive outdoor grounds to create an oasis of peaceful serenity. This furnished elegant two-story home opens to a beautiful yard with picturesque views and is only a few steps to the clubhouse, gated pool, tennis courts, and waterfront that affords the lifestyle you always have dreamed of. There are many good restaurants, supermarkets, and parks within walking or short driving distance.

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!

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.

4 BR Designer Home w/ Hot Tub near SF UC Berkeley

Villa Pearl is a gorgeous space for a perfect family reunion or a work retreat. It’s a haven for quality time with family or your beloved. The space has been featured in many film and ad campaigns, the gorgeous design is set to impress. ✔14 ft high ceiling ✔open entertainment space ✔Private hot tub in the private garden ✔garage parking + EV charging ✔3 mins drive to the Bay Bridge ✔10G fiber optic wifi ✔10 mins to Emeryville food & shopping ✔10 mins to Berkeley ✔25 mins to San Francisco

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.

Hilltop Luxury w/ Pool, Spa & Bay Views – Napa/SF

Spectacular views in a safe, secure location! This resort-style hilltop home lies between Napa Valley and the San Francisco Bay Area, offering stunning sunsets, bay, and mountain views. Enjoy retreat-style living with a chef’s kitchen. Just 5–10 minutes from Starbucks, grocery stores, fine dining, entertainment, and golf. Ideal for weddings, family gatherings, business trips, vacations, concerts, or wine tasting adventures—this destination has it all.

Mid Century Modern Garden Home

Bring the whole family to this beautiful and unique getaway with lots of room for fun. No other space like this just 30 minutes from San Francisco. The main home shares an an enormous backyard with another home on an acre of beautiful gardens with native plants and flowers, kids playground, hot tub, sand pit, huge walnut tree, back patio with an outdoor wood fired pizza oven and fire pit.

Marin Poolside Villa

Relax in a private, resort-like setting that includes a pool, hot tub, beautiful gardens and a majestic redwood tree. Located in the Dominican neighborhood of San Rafael, with some of Marin County’s finest weather. Twenty minutes to San Francisco and an easy drive to the Napa/Sonoma wine country. Walk or bike to China Camp State Park and downtown San Rafael.

Private hilltop 3-4 bd estate in Upper Rockridge

San Francisco from the Heart of the East Bay's Upper Rockridge. With 360-degree views of San Francisco Bay it is like living in a postcard. For you and your guests, a secluded property, indoor/outdoor living, 4 bedrooms, 3 full baths, sleeps 6-8. Perfect for families, Centrally located for exploring the San Francisco Bay Area and Napa Valley.