
Holiday rentals in San Leandro
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Top-rated holiday rentals in San Leandro
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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!

★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.

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!

Curated Studio w/ Hot Tub & Outdoor Bath
Stay in a modern space curated by Oakland artists! This spacious studio features reclaimed barn wood throughout with eclectic modern furnishings. Snuggle up in the queen sized Casper mattress with luxurious spa quality sheets. Working while traveling? We've got gigabit wi-fi. Couples will enjoy the garden hot tub & outdoor bath with dual shower heads. Just looking to relax? Take a dip in our private outdoor bathing tub. Gated off-street parking & anytime contactless checkin are included too!

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.

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.

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.

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.

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.

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.

Peaceful Retreat w/ Views + Gated Parking
This romantic getaway is perched on a sunny ridge with sweeping views of the bay, surrounding hills, and spectacular sunsets. Farm vibes with California natives, fruit trees and redwoods. No shared walls, behind our family home inside a secure gate with door-side parking. Super quiet in a safe, residential neighborhood. Convenient to everything in the Bay. Perfect home base for visiting family, work trips and extended stays.

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 holiday rentals
Stay near San Leandro's top sights
Other great holiday rentals in San Leandro

Cottage under Redwoods

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

STAR WARS: Cozy, Kid & Pet Friendly, Private Entry

853A - 3B1B Unit near Oakland Airport, BART, Shops

Modern Coastal Themed Oasis Near Lake Chabot

Urban Sanctuary: A California Dream

Parc Fermé- quiet, spacious, private, & tranquil

The Red Edit | Scarlet Heaven Retreat |Deck & View
When is the best time to visit San Leandro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $112 SGD | $115 SGD | $121 SGD | $110 SGD | $121 SGD | $117 SGD | $115 SGD | $117 SGD | $115 SGD | $110 SGD | $117 SGD | $114 SGD |
| Avg. temp | 10°C | 11°C | 13°C | 14°C | 16°C | 17°C | 18°C | 18°C | 18°C | 16°C | 13°C | 10°C |
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 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 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.
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 130 homes with wifi, over 10 homes with a gym, over 30 homes with air conditioning, 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 6,510 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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