Holiday rentals in San Leandro

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Top-rated holiday rentals in San Leandro

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

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Top guest favourite
A modern living space showcases a comfortable gray sofa with decorative pillows. A wall-mounted TV is positioned across from the seating area, with a dining table and bar stools visible in the open kitchen. Light wood flooring complements the bright, airy atmosphere.
Guest suite in Hayward
5 out of 5 average rating, 249 reviews

★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.

Top guest favourite
A dining area is shown, featuring a light wooden table set for two with plates and glasses. Two gray chairs are neatly arranged around the table. A potted plant adds a touch of greenery, positioned near a bright window with a light-filtering shade.
Guest house in Oakland
4.98 out of 5 average rating, 206 reviews

Serene foothills Garden Suite, private parking +EV

Have the entire Bay Area at your fingertips... & right outside your window! This private studio tucked into the Oakland Foothills is the perfect base for adventures. A 9min drive & you can be on the train into San Francisco. Coliseum & redwoods are minutes away, as are many other attractions*. You’ll be welcomed home to a comfy Cal King bed & a serene garden view. Enjoy coffee/tea as you settle in at the table, & our high speed wifi has you covered. Have an EV? Charge Level 2 overnight (J1772)!

Superhost
Cottage in San Leandro
4.75 out of 5 average rating, 4 reviews

Earthy Artisan Cottage w/AC, Pet Yard & 1-Car Spot

A design-forward artisan cottage with earthy textures, calming green tones, skylights, and warm natural details. Features 2 separate sleeping spaces with doors, 1 bed, 1 Sofa bed, kitchenette, washer/dryer , smart TV, AC/heating, driveway parking, and a private pet-friendly yard with outdoor dining, BBQ grill, and folding-window indoor-outdoor flow. Perfect for couples, small families, friends, pet owners, or a relaxing East Bay getaway near OAK Airport, BART, shops, and major destinations.

Guest favourite
A welcoming living room featuring a comfortable green sofa with colorful decorative pillows. A round coffee table sits in front, surrounded by indoor plants. A large wall art piece adds a pop of color, while a wall-mounted television is positioned across from the seating. Natural light floods the space.
Home in San Leandro
4.91 out of 5 average rating, 68 reviews

Bright & Modern 2BR Retreat– Stylish & Central

Looking for a stay that’s as fun and vibrant as your trip? This stylish 2-bedroom, 2-bath home features bold blue and sunny yellow design that brings instant good vibes. Perfect for couples, friends, or remote workers, with cozy beds, a full kitchen, fast Wi-Fi, and a bright, welcoming living space. With two full bathrooms, getting ready is easy—no waiting! Set in a quiet yet central neighborhood, this cheerful and photogenic retreat is ideal for relaxing, exploring, and making memories.

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, 593 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.

Guest favourite
A modern living area features a dark sectional sofa and a glass-topped coffee table. A small dining table with two chairs is located beside a window. Decorative wall art is displayed above the furniture, and a portable air conditioner is positioned in a corner.
Guest suite in San Lorenzo
4.96 out of 5 average rating, 205 reviews

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.

Guest favourite
A modern studio features a stylish futon nestled near a small wooden table, suitable for work or dining. A compact fridge and amenities are included in the space. Light streams in through glass doors, leading to a shared outdoor area, enhancing the room's bright and open feel.
Guest house in San Leandro
4.92 out of 5 average rating, 63 reviews

Cozy & Comfy studio w/Free Laundry

Welcome to your relaxing retreat! This inviting private studio offers a blend of comfort and convenience, perfect for solo travelers or couples seeking a peaceful getaway. Enjoy a restful sleep on the plush Queen bed, while the Full-size futon provides extra seating or an additional sleeping space. Relax with your favorite shows on the in-room TV, or step outside to unwind in the beautiful, shared backyard—a serene spot to start your morning or wind down in the evening.

Guest favourite
Guest suite in Hayward
4.94 out of 5 average rating, 247 reviews

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.

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, 389 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.

Superhost
A modern living area features a gray sofa positioned across from a large wall-mounted smart TV. A glass coffee table sits in the center, while light wood flooring complements the neutral color scheme. A dining area is visible in the background.
Home in San Lorenzo
4.78 out of 5 average rating, 206 reviews

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.

Guest favourite
A modern studio interior showcases a cozy layout, featuring a queen bed with a light patterned comforter and a futon sofa bed. A round coffee table sits on a geometric area rug, with a bright yellow flower pillow adding a pop of color. A vintage red refrigerator is visible in the kitchenette.
Tiny home in San Leandro
4.9 out of 5 average rating, 108 reviews

10% off for Weekly Stay Studio in Downtown

Welcome to our cozy and newly remodeled studio in Downtown San Leandro. It offers 1 queen bed & 1 futon sofa bed, modern kitchenette and washer & dryer in unit. Located in downtown San Leandro, offers easy access to bart, I-880 & I-580. Secured gated lot. Our team is dedicated to making your experience memorable, and we are available to assist you with any inquiries.

Guest favourite
A cozy sleeping area features a spacious bed with neutral-toned linens and decorative pillows. Two woven bedside lamps provide soft illumination, while a simple wall art piece adds a subtle touch of character. A closet door is positioned to the right.
Tiny home in San Lorenzo
4.92 out of 5 average rating, 228 reviews

A Home Away From Home

You can just grab your bag and come to stay in my place just feel like home. A cozy, relax and private place in a blind alley with well-stocked amenities. It’s located near 3 busy HWY 880,238 & 580. And also close to the Bayfair BART station, SF International airport, SF Downtown, Oakland airport, & Coliseum.

Popular amenities for San Leandro holiday rentals

When is the best time to visit San Leandro?

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Frequently Asked Questions

  • Where should I stay in San Leandro?

    Make yourself at home in San Leandro by choosing from our most frequently booked neighborhoods. We have over 290 vacation rentals in San Lorenzo, over 400 vacation rentals in Heron Bay, and over 590 vacation rentals in Downtown San Leandro.

  • How much does it cost to stay in guesthouse rentals in San Leandro?

    Experience the best of San Leandro with our guesthouse rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in San Leandro?

    Yes! Work meets play with ease at over 100 vacation rentals in San Leandro featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly vacation rentals in San Leandro?

    San Leandro has more than 70 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly vacation rentals in San Leandro?

    Four-legged friends are welcome in San Leandro. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Do house rentals in San Leandro have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in San Leandro. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in San Leandro have wifi?

    Absolutely! We offer over 120 house rentals with wifi in San Leandro. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in San Leandro have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in San Leandro. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in San Leandro have a gym?

    Absolutely! We offer over 10 house rentals with a gym in San Leandro. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in San Leandro?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a gym, over 10 homes with a bbq area, over 30 homes with air conditioning, over 120 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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

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