Kid-friendly holiday rentals in Little Italy, San Diego

4.92 out of 5 average rating, 321 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!

4.91 out of 5 average rating, 143 reviews

Modern Inner City Pad w/ Patio | Walk Everywhere!

Enjoy everything Little Italy has to offer right on your doorstep from this bright, light and inviting apt. Open the floor-to-ceiling glass doors and let the sounds of the city in as you relax on the lounge and shaded patio. Cook in the modern kitchen, feel pampered in the luxe bathroom, then retire to the chic, king bedroom. Explore quaint streets, cafes, gelato shops, and charming trattorias just steps away then discover downtown, Balboa Park, & the Gaslamp Qtr, an easy 5/10 min drive away!

4.92 out of 5 average rating, 166 reviews

State & Fir (Little Italy Loft, Free Parking)

Minimal Downtown Bi Level Loft In The Heart Little Italy. Experience What It's Like to Live In One Of The Most Popular Neighborhoods In San Diego For A Few Days. Exposed Brick, High Ceilings, Beautiful Art & Open Floor Plan. Walking Distance To Everything That The Neighborhood Has To Offer. Close To The Convention Center! Loads Of Amazing Restaurants, Cafes, Bars, Farmers Markets, 5 Min Walk To Trolley, Waterfront Park, Concerts. 1 Free On Site Parking Spot, Free Laundry. Live Like a Local!

Top Guest favourite

Apartment in Downtown

4.96 out of 5 average rating, 324 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.

Townhouse in Little Italy

4.82 out of 5 average rating, 763 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

Townhouse in Little Italy

4.91 out of 5 average rating, 203 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.

4.86 out of 5 average rating, 1,474 reviews

Apartment in San Diego

At Mine | Central Suite in the Gaslamp Quarter

This unit is a meticulously renovated historical hotel suite, designed by the renowned Italian firm Pininfarina, located in Downtown San Diego. Nestled in the vibrant Gaslamp Quarter, you'll find yourself in the midst of nightlife with an array of restaurants and bars in close proximity. The suite provides private and spacious accommodations catering to both vacationers and business travelers. Its features include a comfortable king-sized bed, a smart TV, central AC, and a mini-fridge

4.76 out of 5 average rating, 186 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.

4.92 out of 5 average rating, 110 reviews

Home in Little Italy

*New* Renovated Historic Home in Little Italy

Step into the newly renovated Crowell Home, a historic 1888 gem in Little Italy. This luxury retreat blends timeless elegance with modern upgrades, offering an exclusive stay in San Diego’s trendiest neighborhood. ✨ Highlights: ✔ Landmark 1888 Crowell Home – Fully renovated. ✔ Prime Location – Steps from top dining & attractions. ✔ Modern Upgrades – Smart tech, WiFi, keyless entry. ✔ Outdoor Living – Private patio for relaxation. 🌟 Book now & experience the best of Little Italy!

4.88 out of 5 average rating, 109 reviews

Condo in Little Italy

NEW Stylish❤️ of Downtown Little Italy w Parking/AC

Located in the heart of Little Italy San Diego, this street level condo has been completely remodeled and re-imagined to make your stay unforgettable. Designed with the eye toward comfort and entertainment. *AC w/ independent temp control in each room *Voice Controlled Sound System, 4K TVs in every room *Beautiful bathroom w/ dual showers *Walk to coffee, yoga & gyms, dining, entertainment, shopping! 6 min to Zoo 5 min Airport 9 min to SeaWorld 6 min Petco Park 8 min to Coronado

4.86 out of 5 average rating, 390 reviews

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.