Holiday houses in Little Italy, San Diego

4.95 out of 5 average rating, 80 reviews

Loft in Little Italy

Contemporary Loft with Harbor & City Views

Book this spectacular contemporary loft with 25-foot ceilings and views from every window! Located in the heart of Little Italy, an area with a walking score of 9.8/10, and near great restaurants, bars, and shops. The unit is meticulously designed with huge bright windows, electric shades & contemporary high-end furnishings, and artwork. Only steps from the waterfront, you can decide if you want to sip cocktails and sample cuisine in the night scene or relax all day walking along the waterfront.

4.92 out of 5 average rating, 322 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!

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

4.93 out of 5 average rating, 122 reviews

Condo in Bankers Hill

Gated Parking | Panoramic Views | Walkable

Welcome to our comfortable and conveniently located condo offers sweeping views of the city and ocean, centrally located for all your travel needs with less than a 5 min drive to Little Italy, Downtown, Gaslamp District and the airport. This getaway is perfect for a weekend trip or extended stay offering 2bd/2ba in a top corner unit, complete with 2 patios to enjoy the pink and orange soaked sunsets and city skyline. We can’t wait to host you, please feel free to ask us any question.

4.94 out of 5 average rating, 359 reviews

Bungalow in Little Italy

Gorgeous 2Bd Corner Bungalow in Little Italy

Little Italy Bungalows are located in the heart of San Diego’s most popular restaurant and entertainment district, Little Italy. 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.

4.83 out of 5 average rating, 329 reviews

Loft in Little Italy

Stylish Downtown Loft w/ Parking in Little Italy

Stylish Modern Loft In The Heart Of Little Italy. Immerse Yourself In San Diego's Trendiest Neighborhood With A Stay In This Elegant Loft. Featuring Exposed Brick, Tall Ceilings, A Cozy Loft Bed Accessed By A Ladder, And An Open Layout Adorned With Stunning Artwork, This Space Blends Charm And Sophistication. Enjoy Vibrant Culture, Renowned Dining, And Little Italy’s Lively Atmosphere—All Steps From Your Front Door. Includes 1 Free Onsite Parking Spot. 1 Dog Accepted With A $50 Pet Fee.

4.89 out of 5 average rating, 1,491 reviews

Apartment in San Diego

At Mine | Spacious 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

4.92 out of 5 average rating, 124 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.

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.

4.94 out of 5 average rating, 16 reviews

Little Italy Bungalows | Unit 1531

Step into San Diego's history with this beautifully restored 1920s bungalow in the vibrant Little Italy neighborhood. The studio apartment-style space combines loads of vintage charm with modern amenities including a comfortable queen-sized Murphy bed, fully equipped kitchen, living area with flat-screen TV, and fast free WiFi. You’ll be steps from Little Italy’s best dining and boutique shopping, with iconic San Diego attractions like Balboa Park and Mission Bay a short drive away.