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 favorite
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
4.97 out of 5 average rating, 106 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!

Top guest favorite
A patio area is visible near the entrance of the studio, featuring a small table and blue chairs. Potted plants line the pathway, leading to the main entrance. Sunlight filters through the surrounding trees, creating a serene outdoor space.
Guesthouse in Castro Valley
5 out of 5 average rating, 107 reviews

Private and serene studio with full kitchen

Lovely studio is light and bright with a vaulted ceiling and sky light, and the property is in a country setting. It is close to hiking trails, Redwood Canyon Golf Course, Lake Chabot, shopping and restaurants, Bart, and easy access to the freeway. The outside view is a meadow, hiking trail, and rolling hills. The studio has a full kitchen so if you decide to cook, we have all the tools you’d need for you to prepare a meal. We’d love to host you for stays of two days up to 28 days at a time.

Guest favorite
A cozy dining and resting area features a sleek glass coffee table atop light wood flooring. A gray futon is positioned near a wall-mounted flat-screen TV, while a compact stainless steel fridge and air fryer sit on a black stand. Vertical blinds allow filtered light to enter.
Guesthouse in San Lorenzo
4.94 out of 5 average rating, 99 reviews

15B - Cozy & Comfortable 1B1B Back Unit

This is a newly remodeled back unit of a single family house. It has a Queen bedroom, a nice dining/resting room with smart TV (no local channels), air fryer, fridge, coffee basic utensils, and free laundry. - 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 favorite
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 Millsmont
4.79 out of 5 average rating, 981 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.

Top guest favorite
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, 188 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 favorite
A cozy sleeping area features a plush bed adorned with a patterned quilt, flanked by two bedside tables with lamps. Decorative wall art depicts trees, enhancing the calming atmosphere, while a throw pillow adds a touch of motivation.
Guesthouse in San Leandro
4.95 out of 5 average rating, 253 reviews

East Bay Cozy Cottage

Your lovely cottage is ready and perfectly located to explore the Bay Area or catch a flight in or out. This peaceful space has a plush, comfy queen size bed and a fold down sofa-futon (best utilized for a child or teenager). There is a well-stocked kitchenette. BBQ grill too. We are conveniently located near the two main highways linking all East Bay destinations. Oakland's Oracle Arena (15 min), Jack London Sqr (25 min), San Francisco-downtown (40 min), Lake Chabot (10 min)

Guest favorite
The image depicts a serene garden pathway leading to two adjacent cabins, framed by vibrant greenery and flowering plants. A wooden trellis is visible, providing shelter, while soft lighting from the cabins enhances the calm atmosphere. A mixture of stone and mulch surfaces directs attention toward the entrance.
Guesthouse in Oakland
4.91 out of 5 average rating, 363 reviews

Guesthouse Garden Retreat

Our 'sister guesthouses' consist of two small side-by-side cabins (you get both) located behind our home, nestled in a verdant hillside garden that our friends and family lovingly call ‘Little Tuscany’. Cabin 1 - living room with a well-stocked kitchenette, pull-out couch, table and chairs Cabin 2 - bedroom with a queen-size bed, full bathroom and a private deck Accessed by a private entrance, the cabins are luminous and efficient, designed to meet all your needs.

Guest favorite
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
4.93 out of 5 average rating, 336 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 bright living space features large windows that allow natural light to fill the room. A comfortable blue sofa bed is positioned near a round wooden dining table with two chairs. A workspace with a desk and ergonomic chair is also visible.
Apartment in San Leandro
4.82 out of 5 average rating, 105 reviews

Lovely 1 Bed 1 Bath 2nd Floor Private Apt w/ View

Centrally located in San Leandro Newly remodeled 2nd floor 1 bedroom 1 bath w/ shower, full kitchen & private entrance in a safe quiet neighborhood with parking on property. Watch the sunset on the private patio w/ dining area. 15 mins. to golf and Marina Bay. Easy access to freeways 580 & 880. 15 mins. to OAK airport, 10 mins. to BART and downtown San Leandro, 5 mins. to Oakland Zoo, 30 mins. to Downtown SF. 40 mins. to San Jose.

Top guest favorite
A kitchenette with light wood cabinetry and granite countertops is shown, featuring a dishwasher and various small appliances. A dining area with a vase of fresh flowers is visible, along with a spacious sleeping area beyond, containing a comfortable bed and a wall-mounted TV.
Apartment in San Ramon
4.99 out of 5 average rating, 176 reviews

Private & clean STUDIO 580/680 Tri-Valley

For the booked guest and positive reviews only Studio apartment: This private, convenient & clean studio apartment is the perfect place to stay. Quiet, private, comfortable and right by the 680 freeway. Enjoy the anonymity of a large, safe multi-unit complex within walking distance to shopping and restaurants. Clean and sanitized for the best comfort.

Top guest favorite
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, 208 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).

Guest favorite
A wooden staircase leads upward through a landscaped yard, flanked by palm trees and vibrant vegetation. A stone pathway connects various garden elements. In the background, a koi pond is visible, while a decorative lantern stands at the base of the stairs.
Guesthouse in San Leandro
4.92 out of 5 average rating, 144 reviews

Charming Backyard Guest House with Koi Pond

Charming and cozy, this cottage has beautiful back yard with koi pond and bridge is ideal for both weekend getaways as well as longer stays. Centrally located in the bay area, clean, modern accommodation. Only 3 miles from Bart, 10 miles from OAK and 30 miles from SFO. Relax in your own room in a completely updated home.

Popular amenities for San Leandro places to stay

When is the best time to visit San Leandro?

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Avg. priceR1,524 ZARR1,559 ZARR1,645 ZARR1,490 ZARR1,645 ZARR1,594 ZARR1,663 ZARR1,628 ZARR1,490 ZARR1,645 ZARR1,559 ZARR1,715 ZAR
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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 310 vacation rentals in Broadmoor, over 310 vacation rentals in Sheffield, and over 310 vacation rentals in Las Palmas.

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

    Yes! Work meets play with ease at over 60 house rentals in San Leandro featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • 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 $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • 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.

  • Do guesthouse rentals in San Leandro have wifi?

    Absolutely! We offer over 20 guesthouse rentals with wifi in San Leandro. Enjoy a tailored experience with all the comforts you desire.

  • Are there San Leandro vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in San Leandro, available on Airbnb. Make a splash and soak up the sun in style!

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

    Four-legged friends are welcome in San Leandro. Choose from more than 30 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 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.

  • 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.

Quick stats about vacation rentals in San Leandro

  • Total vacation rentals

    Explore 220 vacation rentals in San Leandro

  • Nightly prices starting at

    San Leandro vacation rentals start at R346 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 6,210 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    200 of San Leandro vacation rentals include wi-fi 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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