Family-friendly vacation rentals in Little Italy

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!

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.

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.

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

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.

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.

Room T at The Dutra Inn - Little Italy

“I thought about changing this whole thing to just read: Napoleon slept here. Room T is kind of like the little spoon of The Dutra. Or maybe like a precious package tucked under the building’s right arm? But no, despite popular opinion, the T doesn’t stand for tiny. Room T is big enough for your wildest ambitions and your coffee in the morning. There’s approximately 1,000 cupboards here—all presumably concealing tiny French dictators or perhaps, hidden treasures." IG: @the.dutra

Entire 2bd - Most Convenient Location of San Diego

Professionally cleaned apartment located in Beautiful Bankers Hill - prestigious neighborhood up the hill from Little Italy, perfectly situated in the epicenter of San Diego! Our spacious 2br/1ba is within such short reach of Little Italy, Balboa Park, Downtown, Waterfront Park, Harbor, Airport, etc! Your private apartment comes equipped with high end appliances, finishes, and breath taking views of the city skyline and San Diego Harbor surrounding the property.

Little Italy/Downtown Boho Studio w/ Private Patio

This remodeled studio is a couple blocks away from shops, restaurants + bars in Little Italy/Downtown SD and is close to Convention Center. Centrally located & minutes from the airport w/ plenty of free street parking. Walking distance to: - Waterfront Park - USS Midway - Balboa Park (half a mile) - Little Italy - Seaport Village - Embarcadero Short drive to: - Petco Park - Beaches (PB, Coronado, Ocean Beach, La Jolla) - Liberty Station/Point Loma - North Par