Holiday rentals in South Shore

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Top-rated holiday rentals in South Shore

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

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Top guest favourite
A private garden space features a white wicker seating arrangement, providing a comfortable area for relaxation. Colorful flags from various countries are strung overhead, adding a festive touch. Surrounding greenery enhances the tranquil ambiance, inviting guests to enjoy the outdoors.
Cottage in Alameda
4.9 out of 5 average rating, 419 reviews

Large Cottage Near SF, Beach, Airport w/ Backyard

Beautiful, spacious, and quiet cottage 1-bedroom 1-bath, 860sqft, with a private garden, located in the prestigious Alameda Gold Coast neighborhood, safe, 7miles to OAK Airport, 5miles to Oakland Coliseum, 9miles to UC Berkeley, walk to the beach, easy transportation to San Francisco by ferry, bart, or bus. It is walking to coffee shops, restaurants, grocery stores. Next to Crown beach with spectacular view of San Francisco. Parties are not allowed. Top speed Internet. Pet allowed, $50 per stay.

Top guest favourite
The sleeping area is adorned with warm wood finishes, featuring a spacious bed with soft linens. Natural light filters in through circular porthole windows, enhancing the classic nautical ambiance. A wooden dresser is positioned nearby, and a doorway leads to the bathroom, which is tastefully designed.
Boat in Alameda
4.87 out of 5 average rating, 1,051 reviews

Step back in time on this beautiful classic yacht

Good Luck is a hundred-year-old classic yacht, lovingly restored and ready to transport you to another time while luxuriously spoiling you on your bay area adventure. This dockside charter gives you complete privacy and an amazing nautical experience. Alameda is a beautiful island community in the heart of the Bay, filled with beautiful homes, adorable shops, and many great restaurants. The San Francisco ferry is close by to whisk you to the big city, so why would you want to stay anywhere else?

Top guest favourite
Home in Alameda
5 out of 5 average rating, 6 reviews

Alameda Island Beach House

Welcome to your home by the beach on Alameda Island where you can relax, play, and work. Tucked away on a quiet street, yet not a 5-minute walk to shops and the beach with skyline views of SF, this peaceful setting is perfect for multi-generational groups, digital nomads pursuing inspiration, couples, families, and grandparents seeking stays of 30 days or longer. A delightful ferry ride will get you to San Francisco in 15-30 minutes (or you can drive) and you can be in wine country in an hour.

Guest favourite
Flat in Alameda
4.95 out of 5 average rating, 153 reviews

The Pacific - KING bed, 1.5 blocks to downtown

Welcome to The Pacific - a 1,000 sq ft loft-style apartment, steps from downtown! - Lounge on the private patio while your dog enjoys the backyard - Charming local shops and restaurants 1.5 blocks away - Stroll the beaches to see the San Francisco skyline at sunset - Close to San Francisco (30 mins drive) and Oakland/Berkeley (15 min) - Stay in, work remote, and make meals in the well-appointed kitchen. Whatever your adventure, this tranquil retreat awaits you! 14 mins from Oakland Airport.

Guest favourite
The exterior of a single-story home is shown, featuring a driveway leading to a two-car garage. Lush landscaping includes colorful foliage and green shrubs, while a well-maintained lawn is visible in the front yard under a clear blue sky.
Home in Alameda
4.93 out of 5 average rating, 42 reviews

Chic 3BR Home Near Beach & SF - The Alameda Snail

Welcome to your perfect Alameda retreat! This stylish and spacious 3-bedroom home invites you to slow down and unwind. Start your day with coffee in the sunny backyard, stroll to the beach, or cozy up in the inviting living room. Whether you're here to relax, explore, or both—you’ll find all you need for a comfortable stay. Just a 5-minute walk to the beach and local shops, and only 20 minutes to San Francisco via ferry. You’ll also enjoy our nearby parks, walking trails, and tennis courts.

Top guest favourite
A spacious studio is showcased with a large bed and a serene wall mural of trees. Natural light fills the room through sliding glass doors, which lead to the outside garden. A comfortable chair and side table create a cozy seating area.
Guest house in Alameda
4.92 out of 5 average rating, 142 reviews

Detached Cozy Studio w/ private patio garden & BBQ

Renovated 100 yr old backyard studio in the heart of the Alameda island. Private fenced garden with bbq. 7 mins from Oakland Int. Airport. 20 mins to SF city by ferry. Convenient location to UC Berkeley. Close to BART, beach, parks, local markets and restaurants in walking distance. • Fully-equipped, self contained studio, with cooking basics, microwave, airfrier/oven, induction cooktop, coffee machine, electric water boiler, BBQ, patio. Private entrance. No share ventilation.

Top guest favourite
A spacious bedroom features a plush bed adorned with a geometric patterned blanket in blue and yellow. Two accent chairs provide seating, and natural light enters through large windows. A small side table and a piece of artwork on the wall enhance the room's inviting layout.
Guest suite in Alameda
4.95 out of 5 average rating, 366 reviews

Alameda Private Suite with Easy Access to the Bay

We are happy to welcome you to our quiet, spacious studio guest suite! Our guest suite is on the ground level of our split-level mid-century modern home with a private side entrance. The bedroom is spacious and includes a comfortable pillow-top queen bed. The luxury bathroom has a large, glass-enclosed shower with a rain shower head, two vanities, and a walk-in closet. Inside the walk-in closet, we've also curated a coffee & tea station with a mini fridge and a cold/hot water dispenser.

Top guest favourite
A vibrant sunset paints the sky in shades of orange and pink. The silhouette of the Bay and Golden Gate Bridges is visible in the distance, framed by rolling hills that contrast with the serene water below.
Guest suite in Oakland
4.97 out of 5 average rating, 605 reviews

BridgesView Spa & Couples Retreat, Easy Parking

This luxurious suite with kitchenette features a beautiful view towards the Bay and Golden Gate Bridges, designed especially for a romantic getaway or anyone needing a relaxing space. Soak and play in the two-person jetted tub, enjoy the gorgeous large bathroom. Easy street parking is always available, and garden lined exterior stairs take you to the private entry and patio. A laundry is provided for guest use only. Hikes into the canyon below or neighborhood above are a special treat.

Top guest favourite
A modern studio space features a queen-size bed with a wooden headboard, flanked by nightstands. A cozy sofa sits opposite the bed. A smart TV is mounted on the wall, and kitchen amenities including a microwave and small fridge are visible in the corner.
Flat in Alameda
4.96 out of 5 average rating, 113 reviews

Sunny Garden Studio with Parking

This is a fully-equipped, self contained studio with off-street parking in a private driveway, located in central Alameda. Walking distance to stores, less than a mile from the beach, & easy access to transportation to San Francisco by bus or ferry. The studio has everything you need for your stay - microwave, smart TV, induction cooktop, fridge, airfryer, and more. Shared access to the backyard. Perfect for weekend getaways or visiting the sights of San Francisco. LGBT+ friendly.

Top guest favourite
The Victorian-style house features a distinctive turret and ornate detailing, with large windows reflecting the evening light. The inviting front porch is framed by greenery, while the sky is painted in hues of purple and orange, enhancing the house's architectural charm.
Home in Alameda
4.98 out of 5 average rating, 104 reviews

Historic Victorian in a Great Location

Welcome to the Brehaut House. Built in 1893, the home is a local landmark in a city known for Victorians. It is not uncommon to see an artist across the street painting the house, or to be enjoying an afternoon on the front porch and having someone walking by stop to say hello and ask bout it. Enjoy the house, or get out and explore. The beach, Park St, and South Shore are a short walk. The ferry is a quick drive/bike, and can take you to San Francisco, Angel Island, etc.

Guest favourite
A private hot tub is shown in the foreground, with soft bubbles visible on the surface. In the background, a modern cabin facade features large glass doors reflecting warm sunset hues, framed by a wooden deck with seating.
Cabin in Oakland
4.94 out of 5 average rating, 394 reviews

Hike-in Bay Views Cabin w HotTub

Hike up to a well designed, small-but-mighty modern cabin with fast WiFi, your own hot tub and a panoramic view spanning across the bay from the Golden Gate to the San Mateo bridge. 108 stairs lead up to the Aerie, so if you don’t want to get your steps in, this is probably not the space for you! 15 min from OAK and city life, but a world away. Sunsets are glorious here. The Aerie is a special spot just for 1 or 2, so leave the posse behind. Registered guests only.

Top guest favourite
A charming cottage exterior features a brown wooden façade and white trim. Two sets of windows allow natural light to illuminate the interior. A flight of stairs leads to the front door, flanked by vibrant greenery and flowering shrubs, creating an inviting entrance.
Home in Alameda
4.87 out of 5 average rating, 123 reviews

Downtown Dream Cottage

Cozy cottage, close to the best restaurants in town, walking distance to beach and public transport. Private entrance, this is your own building without shared hallways or walls. Quiet neighborhood in the heart of the city. Alameda is a beautiful historic city if you're visiting San Francisco Bay Area, Ferry access to San Francisco attractions and business district and to Oakland. Conveniently located close to Oakland airport and major highways.

Popular amenities for South Shore holiday rentals

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