Vacation rentals in San Leandro

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Top-rated vacation rentals in San Leandro

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

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Top guest favourite
The kitchen is equipped with modern appliances, including a microwave and coffee maker. Light-colored cabinetry complements the marble countertop. Shelves display decorative items and there is a cozy coffee bar. Natural light enters through a window, enhancing the inviting atmosphere in the space.
Guest suite in San Leandro
4.98 out of 5 average rating, 127 reviews

Modern & Cozy Cottage

Welcome to The Modern Comfort Cottage ! It is located in a safe and friendly neighborhood in San Leandro, just a 5-minute drive to Downtown and the BART station, 15minutes to the Oakland International Airport, 30 minutes to San Francisco. Enjoy modern conveniences including an in-unit washer and dryer for your convenience. Parking is easy with provided parking spaces, and street parking is also available. Stay in this newly renovated cottage for a comfortable living experience. Enjoy and unwind!

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, 242 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 sleek black bathtub is positioned against a textured, neutral wall. A modern floor-mounted faucet stands beside it. Lush green plants are placed nearby, enhancing the natural feel of the space. A single rose hangs above, adding a subtle touch of color.
Guesthouse in Oakland
4.99 out of 5 average rating, 182 reviews

Heauxtel (hōˈtel) Serenity

This Airbnb is a cultural experience, and it might not be for you. That’s ok. A meaningful specific can’t possibly please everyone. Racism, sexism, homophobia, etc have no place here. We are a predominantly Spanish-speaking community. You can purchase fresh Tamales, Pupusas, etc from our street vendors. We are next to an elementary school on a semi-busy street. You may hear roosters in the morning. You will see litter on the ground. You may hear loud trucks driving past. Password: #oaklandvibes

Top guest favourite
A sunlit wooden deck features two Adirondack chairs positioned around a small table, offering a view of the ocean below. A surfboard leans against a tree, with waves visible along the coastline, surrounded by greenery and coastal scenery.
Camper/RV in Half Moon Bay
4.97 out of 5 average rating, 266 reviews

Coastal Airstream (Sunrise) - new listing

On 9 private acres overlooking the stunning Beach and Ocean from a breathtaking cliff top view. Stunning sunsets. Famous surf views with large windows. Fully loaded with all the amenities to make your glamping experience perfect. Fire pit, outside BBQ, outside griddle, Heat, A/C and fully stocked kitchen. Full bathroom with shower. Within 10 mins of Half Moon Bay shopping. Beach access short walk or drive. If this one is booked, there are three other equally similar Airstreams on the property.

Top guest favourite
A modern kitchen features high-end stainless steel appliances and a spacious island with slick bar stool seating. The well-lit area is complemented by contemporary pendant lights. Double french doors open to a backyard, enhancing the connection between indoor and outdoor living.
Home in Castro Valley
4.95 out of 5 average rating, 126 reviews

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!

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 Oakmore
4.97 out of 5 average rating, 562 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 private garden area is framed by wooden fencing, featuring various plants and greenery. A door with a purple frame leads into the guesthouse. The wooden deck enhances the natural setting, contributing to a sense of tranquility and seclusion.
Guesthouse in Eastmont Hills
4.8 out of 5 average rating, 1,013 reviews

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.

Guest favourite
Guest suite in Cherryland
4.94 out of 5 average rating, 222 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.

Top 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 Sheffield
4.94 out of 5 average rating, 372 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
An open living space features dark tiled flooring and natural wood cabinets in the kitchen area. A round dining table with four chairs is positioned near a flat-screen TV. Two bedrooms can be seen through two doors, providing a layout that emphasizes accessibility.
Guesthouse in San Lorenzo
4.88 out of 5 average rating, 165 reviews

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.

Top guest favourite
A bright living area features a comfortable gray sectional sofa and a stylish armchair, surrounded by natural light from large windows. A decorative electric fireplace is positioned below a wall-mounted TV, with two patterned chairs and a small end table completing the space.
Home in Castro Valley
4.98 out of 5 average rating, 201 reviews

Cheerful 2-bedroom near San Francisco &FW580/238AC

Welcome to Tom & Melissa's a cheerful 2-bedroom 1-bath in a single family house, It is a spacious 1016 sq feet house. Centrally located in the East Bay, and very close to freeway 580 and 238! You're within 30 minutes of San Francisco or 40 minutes of San Jose. Enjoy this spacious residential home with a large private patio, two separate bedrooms, a bright and comfortable living space, and a kitchen, making it a great place for family or couples.

Superhost
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 homes in Downtown San Leandro
4.89 out of 5 average rating, 103 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.

Popular amenities for San Leandro vacation 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 600 vacation rentals in Downtown San Leandro.

  • 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.

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

    Yes! Work meets play with ease at over 10 guesthouse rentals in San Leandro featuring dedicated workspaces. Stay connected and productive in your home away from home.

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

    San Leandro has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Four-legged friends are welcome in San Leandro. Choose from more than 20 house 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 130 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 bbq area, over 10 homes with a gym, over 30 homes with air conditioning, over 130 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in San Leandro

  • Total vacation rentals

    Explore 210 vacation rentals in San Leandro

  • Nightly prices starting at

    San Leandro vacation rentals start at $27 CAD per night before taxes and fees

  • Verified guest reviews

    Over 6,510 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    200 of San Leandro vacation 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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