Family-friendly holiday rentals in Little Italy

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Top-rated family-friendly rentals in Little Italy

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Superhost

Loft in Downtown

4.92 out of 5 average rating, 280 reviews

Room R at The Dutra Inn - Little Italy

“This room always makes me nostalgic. It’s not like I’ve stayed here before—I mean, maybe in a past life. But every time I turn at the top of the steps, just like that, the nostalgia hits me hard, deep in the cerebellum. Room R will do that to you. It doesn’t matter if you’ve been to San Diego a billion times before, or never. I like to think it’s the pull of my grandpa (we called him Popo) from the photograph in the far corner. Head of the room he’s never been in. Leo on a white horse. Both o

Superhost

Loft in Downtown

4.86 out of 5 average rating, 758 reviews

Sunny, Open 2 Story Apt Downtown w/ Parking

Our Spacious 2 Story, Beautifully Decorated Apt is the Perfect Home Away From Home for Families, Couples, Digital Nomad, or Solo Traveler Looking for a Comfortable & Convenient Place to Stay. Located in One of the Most Vibrant Neighborhoods in SD Little Italy is Known For its Restaurants, Cafes, & Local Shops. So Many Attractions! the Waterfront Park, CRSSD Festival, USS Midway Museum., Balboa Park, Petco Park, The Convention Center, Running/Bike Paths, The County Building. 1 Free Parking Spot

Superhost

Home in Bankers Hill

4.96 out of 5 average rating, 463 reviews

Admire Harbor Views from the Porch at a City Gem

Unwind in a cozy colorful casita in this light-filled 1920s Spanish bungalow decorated with Mexican folklorico. Take a walk into Little Italy for dinner. Or to a show at the Old Globe.What’s best, is how close you are to so much, all without needing a car. A very small single car garage is provided, think compact car. Street parking is free but challenging at times. The house is located directly below the incoming flight path. You are encouraged to read the reviews regarding this.Ideal for four.

Superhost

Apartment in Downtown

4.92 out of 5 average rating, 329 reviews

PENTHOUSE + VIEW DECK Urban Design in Little Italy

Cozy memory foam King-size bed with two additional sleeper sofas! This penthouse suite is located in the heart of San Diego's highest rated neighborhood, Little Italy! Quick and secure access. Boasting over 36 retail establishments within a two block radius! Enjoy an area that is rich in exquisite cuisine, boutiques, patio cafés, exciting bars and local breweries. Area amenities nearby feature the famous San Diego Zoo, beautiful Balboa Park, Waterfront Park, the Convention Center and much more!

Superhost

Townhouse in Downtown

4.94 out of 5 average rating, 117 reviews

Luxury Home in #1 Downtown Location w/Parking

Welcome to this rare designer masterpiece in Downtown’s most desirable neighborhood! Designed and built by renowned modern architect/developer Jonathan Segal. Located in the award-winning Little Italy Neighborhood Developers block (LIND). Home features 20 ft. floor to ceiling windows, designer kitchen, dual master suites, backyard patio. All the best restaurants, coffee shops, bars, Waterfront park just steps away. Or take a quick Uber or walk to Convention Center, Gaslamp, Petco Park and more.

Superhost

Apartment in Downtown

4.95 out of 5 average rating, 332 reviews

Trendy Studio, Natural Light - Heart of Downtown

Large studio with comfortable queen sized Murphy Bed, a love seat, private entrance and private bath. Located in Cortez Hill - walk to the nicest neighborhoods in downtown like Little Italy, Gaslamp, East Village, and the Embarcadero. There is no full kitchen, but there is a small refrigerator, small microwave, and a pot for heating water. This is an ideal space for solo travelers, couples, events at the Convention Center, Padres Games, great eateries, and the best of Downtown San Diego.

Superhost

Bungalow in Downtown

4.88 out of 5 average rating, 306 reviews

Explore Little Italy from this Gorgeous Mini Villa

La Scala rises from the center of Villa Little Italy in the heart of San Diego’s most popular restaurant and entertainment district. Just one block from India Street, Farmer’s Market, and minutes from downtown, Balboa Park, airport, and harbor & beaches. This is a delightful neighborhood, steeped in local history and culture, and popular for dining and exploring. Little Italy Bungalows is perfect for couples, families, business travelers, convention-goers, single travelers and adventurers.

Superhost

Townhouse in Downtown

4.82 out of 5 average rating, 772 reviews

BEST LOCATION in all of Little Italy & downtown!

Location, location, location! Can't get any closer to the bustling Little Italy area in downtown San Diego. San Diego's best restaurants and nightlife in your backyard. One of the only houses in all of downtown! This modern luxury home is just blocks from the waterfront and a short Uber or walk to the Gaslamp, Convention Center & San Diego Zoo! All the frills: ++ Prime location! 98/100 Walker Score rating ++ High-speed internet, Netflix & smart TV ++ A/C ++ Super Host 5-star service

Superhost

Townhouse in Downtown

4.9 out of 5 average rating, 211 reviews

Sunny Good Vibes with Sunset Views

Welcome to Sunny Good Vibes in the historic Midtown Banker’s Hill neighborhood. This spacious 1100 sqft unit includes breathtaking views of the San Diego Bay and downtown, a private outdoor deck and is walking distance or a short commute to San Diego's best attractions. Originally constructed in 1928 and has undergone a full restoration which provides modern comfort while maintaining the original style and charm. A chef's kitchen includes all fixings and dine-in peninsula with bay views.

Superhost

Apartment in Downtown

4.91 out of 5 average rating, 128 reviews

Sunny Stylish & Central - Luxe Little Italy Studio

Located right in the heart of vibrant Little Italy is this sparkling Downtown studio filled with light, airy boho vibes and all the amenities you could need for a cozy stay. Whip up meals in the fully-equipped kitchen, snooze in the luxe king bed, soak up the sun on the lounge or sip your coffee at the chic café-style dining table. Ready to explore? Little Italy's buzzing restaurants, bakeries, and cafes are just steps away or take a quick 10-15 min drive to San Diego's top sights.

Superhost

Apartment in Downtown

4.77 out of 5 average rating, 193 reviews

Spacious Studio in Little Italy with Parking

Ground level unit. Comes with parking in a gated/covered parking garage within the complex. Centrally located in Little Italy. Close to great restaurants and coffee shops and a private balcony for an awesome view for plane watching. Bird Rock Coffee Roasters is located in the apartment complex on the first floor (Kettner Blvd). The Crack Shack and Ballast Point Brewery are right across the street. The Main Street of Little Italy is 2 blocks away and Waterfront Park is about 3 blocks.

Superhost

Apartment in Downtown

4.86 out of 5 average rating, 375 reviews

Entire 2Bd in Most Convenient San Diego Location

Amazing, private apartment home is located in the most convenient location in San Diego. Beautiful Bankers Hill is blocks from Little Italy and just down the road from breathtaking museums and outdoor activities at Balboa Park. Spacious 2br/1ba with professional cleaning and management. Your entire, private apartment comes equipped with high-end appliances, renovated finishes and furnishings, and breath taking views of the city skyline and San Diego Harbor surrounding the property.