Holiday houses 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

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

4.99 out of 5 average rating, 89 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 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

4.98 out of 5 average rating, 100 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

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

4.84 out of 5 average rating, 25 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.

Guest favourite

A stylish living room features a large sectional sofa adorned with cushions and a modern coffee table. Large windows allow natural light to fill the space, offering sweeping views. Decorative plants and unique lighting complement the vibrant decor, enhancing the overall welcoming ambiance.

Home in Castro Valley

4.95 out of 5 average rating, 19 reviews

The Red Edit | Scarlet Heaven Retreat |Deck & View

Welcome to The Red Edit — a bold and stylish 2BR, 1BA retreat in Castro Valley. Designed with vibrant scarlet tones and modern touches, this cozy home is perfect for families, couples, or creatives. Enjoy a spacious living room, a fully equipped kitchen, and a private deck with outdoor seating and sweeping city views. Whether you're exploring nearby parks and cafes or simply relaxing in our unique space, this unforgettable stay invites you to recharge and make lasting memories.

Top 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.

Guesthouse in San Leandro

4.91 out of 5 average rating, 34 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

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, 331 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, 104 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.

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 home in San Leandro

4.9 out of 5 average rating, 97 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 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, 181 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.

Superhost

A cozy studio is presented with a bed featuring a navy and white patterned cover. A small dining table with four chairs is positioned nearby, complemented by a coffee maker and snacks. Natural light illuminates the room, enhancing the bright and clean atmosphere.

Guesthouse in San Leandro

4.9 out of 5 average rating, 29 reviews

SL Charming Studio w/ Free laundry

This charming private studio offers the perfect blend of comfort and flexibility. Featuring a Twins sized bed, it’s ideal for solo travelers. Enjoy your favorite shows on the in-room TV. Plus, there's a beautiful backyard shared with the owner for your relaxation. Book now for a restful and convenient getaway!

Top Guest favourite

The exterior of the recently renovated garden unit displays a soft green facade with a welcoming white entrance door. Decorative windows are positioned above the door, enhancing natural light. A wooden deck leads to the entrance, framed by lush vegetation and a bicycle is parked nearby.

Guesthouse in San Leandro

4.96 out of 5 average rating, 288 reviews

Garden getaway near SF

Recently renovated in-law unit in the back garden of main home, with a private entrance and access to outside laundry room. Spacious garden so guests have privacy. I have chickens that are out in the daytime, 2 cats and one small dog. They do not go into the studio often and it is kept clean.

Guest favourite

The exterior of a well-maintained stand-alone residence is visible, featuring a two-story structure with a stucco facade and tile roof. A landscaped driveway leads up to the entrance, framed by diverse greenery including palm trees and ornamental shrubs.

Guesthouse in Castro Valley

4.95 out of 5 average rating, 662 reviews

Upscale Contemporary Mediterranean Studio

This East Bay location offers a delightfully restful and well appointed living space and excellent access to BART and freeways. The Boulevard with its many amenities and Lake Chabot recreation area are both close by. We can often accommodate earlier check-in. Please inquire.