Holiday rentals in San Leandro
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Quick stats about holiday rentals in San Leandro
Total holiday rentals
Explore 210 holiday rentals in San Leandro
Nightly prices starting at
San Leandro holiday rentals start at $26 SGD per night before taxes and fees
Verified guest reviews
Over 6,490 verified reviews to help you choose
Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 40 rentals that welcome pets
Rentals with dedicated workspaces
100 properties have a dedicated workspace
Wifi availability
200 of San Leandro holiday rentals include wifi access
Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across San Leandro rentals
4.7 Average rating
San Leandro stays receive an average rating of 4.7 out of 5 from guests
Top-rated holiday rentals in San Leandro
Guests agree: these stays are highly rated for location, cleanliness and more.
★UNIQUE STAY in the middle of the BAY★ Wifi+MORE!
Comfortable in-law suite located in the “Heart of the Bay.” Just a 5-minute drive to downtown Hayward and BART, 25 min. from OAK Airport, and 35 min. from SFO Airport. In-N-Out, Sprouts, Raising Cane’s, Starbucks and much more are conveniently located just 4 minutes away. Our space is ideal for couples, travelers, and guests looking for a well-located home base. Enjoy easy access to nearby cities, dining, transportation, and experience the Bay Area’s energy and diversity from a central location.
The Blue Door Retreat
This hotel-like home has been professionally renovated and designed to maximize the comfort, convenience and enjoyment of your stay. The kitchen has a huge WOW factor w/ stainless high-end appliances, fully stocked, ideal for cooking, entertaining, or baking. Indoor/outdoor living w/ double french doors that both open up to the beautiful backyard space complete with patio furniture, BBQ and firetable, ideal for enjoying our amazing CA weather. Smart TV's in every room for those Netflix nights!
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.
The Purple Door, Private Sanctuary, Epic View
Private guesthouse located in the Oakland Hills with stunning views of the bay. We recognize the importance of privacy, this guesthouse will allow you to have everything you need all while never having to be bothered. The sunset views can be taken in from your bed or the deck. There is a bus stop about 150 yards away if you need, the airport is about a 7 minute ride away, rail (BART) is about 5 minutes and the house is near a freeway for quick access to everywhere in the Bay Area.
570 - Cozy & Comfortable 1B1B guesthouse w/parking
This is a newly remodeled adjacent unit of a single family house. It has a Queen bedroom, a nice living room with portable AC, a futon, smart TV, fridge, airfryer, microwave, coffee, basic utensils - 3 mins drive to Bayfair BART station - 15 mins drive to Oakland Airport - 25-min drive to San Francisco - Min away to Hwy 880, 238 & 580 -Mins walk to Walmart, Starbucks, Grocery outlet, restaurants and many more. Our place is perfect for 1-2 guests who want a private relaxing stay.
Private Guest Suites | Fast Wifi & Parking
Enjoy a comfortable and private guest suite perfect for business travelers, couples, or anyone visiting the Bay Area. The space is clean, quiet, and thoughtfully set up so you can relax, work, or explore with ease. The suite features a private entrance, cozy sleeping area, comfortable living space, and convenient amenities to make your stay feel like home. Whether you’re here for work or a quick getaway, you’ll have everything you need for a smooth and restful stay.
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.
16017-Private 2BR Guest Unit near HWY, BART & Mall
This is a detached 2-bedroom 1-bath guest unit with full kitchen and laundry at the back of my house. It has a private entrance which is accessed from our driveway and backyard. It is conveniently located near freeway 580, 880 and 238, and Bay Fair Bart Station. It's also close to Costco, Walmart, Target and many restaurants and shops, as well as everything you need. It is 13-min drive to Oakland Airport, 16 mins to Coliseum, 30 mins to Downtown SF
15A-Modern & Cheerful Comfy 3B2B Front Unit
This is a modern and stylist, newly remodeled 3-bedroom 2-bath front unit of a single family house, with full kitchen and shared free laundry. - 2 mins drive to stores & restaurants (Walmart, Target, Grocery Outlet) - 3 mins drive to Bayfair BART station - 15 mins drive to Oakland Airport - 25-min drive to San Francisco Our place is perfect for a big group of up to 6 guests who want a private relaxing stay and want to explore the Bay Area.
Silk Meets Sakura · Private Suite + Shoji Bath
Newly remodeled (2026): now a fully private suite with independent entrance and ryokan-style spa bath. A Silk Road journey from Marrakech to Kyoto in the Oakland Hills — Moroccan lanterns, Turkish textiles, and Afghan Majilis-style floor seating meet a Japanese-minimalist king bedroom. — 10 min to BART & Coliseum — 15 min to OAK & downtown Oakland — 25 min to downtown SF — 35 min to SFO Weekly stays welcome with discounts.
Cozy Bungalow near Bart to SF, SJ, & Hwy 238 & 580
Welcome to this charming Bungalow 2-bedroom 1-bath single family home that offers you a fully equipped nice stay with comfort in the neighborhood of Castro Valley, conveniently commute to many central locations, and minutes to Bart station to S.F., S.J., Oakland, and other destinations. (Station map and location details available inside the house).
STAR WARS: Cozy, Kid & Pet Friendly, Private Entry
Welcome to San Francisco! Star Wars fans, enjoy our newly remodeled, galaxy-themed space. Located in San Leandro, perfectly between SF and Silicon Valley, with easy access to BART and a shopping mall. Kids love the ball pit! Well-behaved dogs are welcome for a $100 pet fee, so enjoy a cozy stay with your furry friend.
Popular amenities for San Leandro holiday rentals
Stay near San Leandro's top sights
Other great holiday rentals in San Leandro
Modern Guest Suite with Views
Beautiful Home Near Silicon Valley
2BR ｜King Bed ｜Exclusive Parking｜Walk to Grocery
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Modern hideaway w/ full kitchen, bath & laundry
San Francisco TOP Vacation Home 旧金山最舒适民宿
When is the best time to visit San Leandro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $116 SGD | $119 SGD | $123 SGD | $111 SGD | $123 SGD | $119 SGD | $116 SGD | $119 SGD | $116 SGD | $111 SGD | $119 SGD | $115 SGD |
| Avg. temp | 10°C | 11°C | 13°C | 14°C | 16°C | 17°C | 18°C | 18°C | 18°C | 16°C | 13°C | 10°C |
Frequently Asked Questions
What are the best places to stay in San Leandro?
Look for stays around the Marina area, near downtown, or in neighborhoods close to parks for convenience and local character. These areas give easy access to restaurants, recreation, and community spaces.
What are some of the best things to do in San Leandro?
Explore Marina Park’s walking paths, visit the San Leandro History Museum, or browse local shops and restaurants downtown. Community gardens and public murals are also frequently suggested for a relaxed outing.
How is the weather in San Leandro?
San Leandro has mild winters around 42–58°F (6–14°C) with more rain, and dry, comfortable summers near 56–72°F (14–22°C). Light layers are useful year-round, especially with cooler evenings even in warmer months.
When is the best time to visit San Leandro?
Late spring through early fall is often recommended for clearer skies and comfortable temperatures, typically between 66–74°F (19–23°C). These months also coincide with outdoor events and longer daylight hours, making it a pleasant time to explore.
What are the best places to visit in San Leandro?
Marina Park, the San Leandro History Museum, and Root Park are frequently suggested for their blend of outdoor spaces, cultural exhibits, and local art. Downtown’s shops and restaurants also provide a sense of the city’s character.
What are some hiking trails in San Leandro?
Bay Area Ridge Trail and Chabot Park have nature paths popular for walking, running, or birdwatching. Trails here often wind through oak groves and open green spaces, with views of the surrounding hills.
What are some family activities we can do in San Leandro?
Families can enjoy playgrounds and picnic areas at local parks, discover interactive exhibits at the San Leandro History Museum, or take part in seasonal community events. Outdoor recreation is often a highlight for visitors of all ages.
What are some of the best day trip ideas from San Leandro?
Explore nature preserves around the Bay Area, discover modern art at nearby museums, or visit regional parks for hiking and picnics. Wine country and waterfront towns are also popular options for a day of exploring.
Are there any pet friendly accommodations available in San Leandro?
Many vacation rentals in San Leandro welcome pets, especially in neighborhoods near parks and outdoor spaces. It is a good idea to check specific house rules or listings for pet policies before booking.
What are some local tips for visiting San Leandro?
Check out weekend farmers’ markets for local treats, and consider using public transport for nearby destinations. Many community events are free and welcome visitors of all ages, so keep an eye on seasonal schedules.
What is San Leandro known for?
San Leandro is known for its historic cherry-growing heritage, diverse neighborhoods, and a vibrant mix of community parks and public art. The city has a locally rooted food scene and nearby waterfront recreation.
What are the best hidden gems to explore in San Leandro?
Explore Root Park for local art installations, browse independent shops downtown, or take part in workshops at community centers. Neighborhood markets and small bakeries are also often appreciated by those seeking a quieter experience.
What are the best foods to try in San Leandro?
San Leandro’s food scene features a mix of traditional Mexican fare, Asian cuisines, and homestyle bakeries. Fresh produce, locally made sausages, and multicultural flavors are frequently suggested by visitors and locals alike.
What should I bring for a trip to San Leandro?
Pack comfortable layers, a light jacket for cool evenings, and comfortable walking shoes. An umbrella or raincoat can be helpful during the rainy season, from late fall through early spring.
What is the nightlife in San Leandro like?
Nightlife in San Leandro centers around laid-back bars, community events, and casual eateries with live music or trivia nights. The city has a relaxed evening vibe, often rooted in local hangouts and welcoming venues.
What are the most popular events or festivals in San Leandro?
The Cherry Festival in late spring and the annual Sausage and Suds Music Festival are some of the most popular community events. Seasonal farmers’ markets and cultural celebrations round out the local festival calendar.
Are there family friendly vacation rentals in San Leandro?
San Leandro has many family-friendly vacation rentals, especially in neighborhoods close to parks and community spaces. Look for accommodations with extra amenities, such as kitchens or outdoor yards, to make family stays more comfortable.
How much does it cost to stay in apartment rentals in San Leandro?
Experience the best of San Leandro with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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