Villa holiday rentals in Oakland

Private Terraced Garden Suite - #1 Favorite ★★★★★

Our #1 on Airbnb listing! Fully updated in 2026, this is a private, tranquil retreat within our larger 5-bedroom home. The suite is locked off from the rest of the house and has its own private entrance. Guests who love this suite include couples, solo adventurers, and business travelers. You reach the Terraced Garden Suite via a side entrance (you must be able to walk up a fairly steep incline) to the rear yard, then down a flight of stairs. We are close to groceries, freeway access, and BART.

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.

4BD-3BA w/ AC, Parking, BBQ/Firepit Patio near Cal

Experience a modern, freshly remodeled 4BR home with epic outdoor patio/dining spaces, perfectly designed for large groups & families. Centrally located in a safe, peaceful, tree-lined North Oakland neighborhood with a 93 Walk Score - you are steps from the East Bay’s best dining, 10 minutes from UC Berkeley, & a quick BART or Ferry ride to San Francisco. Enjoy a spacious, sun-filled retreat with AC, free parking, Laundry & dual living spaces—ideal for reunions, getaways or corporate stays.

Luxury Rockridge Retreat-Walkable. Ask to add apt!

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 with grown children looking to get away from it all. Larger parties can book the downstairs apartment which sleeps an additional 2- https://airbnb.com/h/rockridge-getaway

Gather w/ Friends&Family in 5BR Getaway Villa!

Welcome to this spacious and dreamy Victorian villa filled with charming, modern elements. Located near 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 3 floors and has 2 full kitchens, 3 living areas, 2 offices nooks and a tiki barn perfect for entertaining! ✔ Minutes to Attractions ✔ Three Floors ✔ 5BR/4BA ✔ Tiki Barn ✔ Backyard Dining/Patio *Note: There is no Air-Con in this property*

Private hilltop 3-4 bd estate in Upper Rockridge

San Francisco from the heart of the East Bay's beautiful Upper Rockridge neighborhood. Full on view of San Francisco, the Golden Gate Bridge, Bay Bridge, Alcatraz surrounded my Mediterranian hillsides for you and your guests. The home is secluded but right in the middle of it all, amidst beautiful California oaks. Indoor/outdoor living, 4 bedrooms, 3 full baths, sleeps 6-8. Perfect for families, Centrally located for exploring the San Francisco Bay Area, Silicon Valley and Napa Valley.

Bay Area Oasis and Spa 30 min to Napa

30 mins away from Napa and just 35 miles North East of San Francisco. Play our grand piano, take a plunge in our heated pool and spa that gets up to 105! The most beautiful sunsets and sunrises. Easy ferry from Embarcadero or take bart directly from airport. We have local gourmet chefs and artisans. Take a hike to the yacht club and watch boats come in while having a bite of delicious seafood. Enjoy the luxe life with our chefs kitchen, outdoor shower, heated pool and our infinity hot tub!

4 BR Luxury Home with 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

5BR, 400sf Studio, Indoor Warm Pool, A/V, Gardens

A 5-bedroom urban retreat with intentional spaces for healing and recreation: - 400sf workshop/yoga/video studio - Custom indoor warm pool with unique audio-visual features. - Home theater, 100" screen, 2 pianos, video recording/broadcasting - Secluded backyard, waterfalls, gardens A wholesome artistic interior design. Fully equipped with appliances and amenities. Centrally located 30 minutes from downtown San Francisco, SF Airport, Silicon Valley, San Jose and Berkeley.

Alamo Estate Living

Alamo is conveniently located between Danville and Walnut Creek in the Rt 680 Corridor. Our home is 10 minutes from BART and 30 minutes from San Francisco. You can drive to wine country in 45 minutes. Our home is good for business travelers, families, and large groups. We are convenient to shopping, great restaurants and entertainment. Our amenities are all self contained and private. A great home to make your visit a memorable one. We welcome hearing from you.

Resort style house w/Spa & pool between 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.

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.