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.

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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, 252 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 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
4.96 out of 5 average rating, 144 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!

Superhost
Cottage in San Leandro
4.86 out of 5 average rating, 7 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 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, 599 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.

Superhost
A private balcony showcases a serene view of a hillside landscape, featuring a variety of trees and greenery. The sturdy railing frames the view, allowing for a peaceful outdoor space to enjoy the natural surroundings.
Guest house in Oakland
4.84 out of 5 average rating, 354 reviews

Beautiful Modern ADU Apt With Private Entrance

Beautiful modern space, peaceful & has beautiful views of the trees and hillside. You’ll love my place because of the large king size bed, large open spaces & private balcony. My place is perfect for everyone whether on vacation or business. You will have your own private entrance to the first fl. of the apartment, full bathroom, private balcony, large open kitchen & large living room, w/ NO shared spaces. Oakland Airport (10 min) & BART are few miles away w/ freeway access close by.

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, 208 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
Guest suite in Hayward
4.94 out of 5 average rating, 253 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, 393 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, 207 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, 109 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.

Top guest favourite
A spacious living room is presented, featuring a black sofa, two ancient chairs, and a round coffee table. A decorative lamp stands beside the seating area, with light oak flooring and a soft area rug enhancing the inviting environment. Natural light filters through the windows.
Bungalow in Castro Valley
4.96 out of 5 average rating, 252 reviews

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).

Superhost
Home in San Leandro
5 out of 5 average rating, 3 reviews

Relaxing Modern 2BR Home | AC, Parking, W/D

Step inside and settle into a relaxing 2BR home designed for easy East Bay stays. You’ll have AC, driveway parking, in-unit washer/dryer, and a cozy pet-friendly yard to make your trip feel simple and comfortable. Whether you’re here for work, family, the airport, or a longer stay, this home gives you a clean, calm place to unwind.

Popular amenities for San Leandro holiday rentals

When is the best time to visit San Leandro?

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Frequently Asked Questions

  • 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 private suite rentals in San Leandro have wifi?

    Absolutely! We offer over 10 private suite 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.

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