Holiday houses in Little Italy

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

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

Calm Luxury Penthouse Getaway With Panoramic Views

Welcome to the most relaxing and luxurious penthouse condo in Little Italy! Featuring 2 expansive balconies with sweeping views, my condo sleeps 4-6 comfortably and is situated right in the heart of San Diego's most desirable neighborhood, Little Italy. 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!

Chic Inner City Pad w/ Balcony | Walk Everywhere!

Stay right in the heart of vibrant Little Italy in this contemporary, inner-city apt with quaint piazzas and upscale boutiques all right on your doorstep. Split over two levels the apt features a thoughtfully curated design with living/dining on the lower level and an open double bedroom upstairs which steps out onto a balcony. Leave the car behind and walk to cocktail bars, brewpubs and restaurants or drive with downtown, the Gaslamp Quarter and Mission Beach only a short Uber ride away.

Kettner Row | Staycation-Featured Icon

Welcome to Kettner Row, a rare architectural masterpiece featured on Staycation Sports, an Emmy-winning show on the Destination Channel! Located in the heart of Little Italy—one of San Diego’s most desirable neighborhoods—and designed by renowned architect Jonathan Segal, FAIA. This detached row home is situated in the award-winning Little Italy Neighborhood Developers block (LIND). This modern home features dual master suites, a high-end designer kitchen, and luxurious spa bathrooms.

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

Oceanview Loft – Walk to Food & Nightlife

Stylish, modern loft in the heart of Little Italy! This bright, newly remodeled space is steps from top restaurants, cafés, the waterfront, and close to downtown, the Embarcadero, and beaches. Perfect for relaxing or exploring San Diego’s vibrant culture. Please note this is NOT a Party house!! Thank You!! PLEASE NOTE: Access to the Condo requires climbing 3-flights of stairs, as there is no elevator. However, a cart is available to assist guests with carrying items upstairs.

Spacious Studio In Little Italy with Parking!

Comes with a parking spots 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.

Luxury-award winning loft Townhouse, top location

Unpack your bags and enter the vibrant, artsy scene in Little Italy. Towering ceilings-windows flood this home with light and accentuate the quintessential urban space. Wood floors all around. The wide open floor plan on the main level, master suites on top and first floor, private balcony and patio, attached private garage and unmistakable architecture are among the many highlights. Located steps away from some of the best dining, night life and shopping in Little Italy.

Waterfront Loft | 1BR | Little Italy | Downtown

The local neighborhood is highly walk-able and perched along the San Diego Bay in Little Italy. Little Italy is the most vibrant neighborhood in downtown San Diego with a main street that abounds with restaurants, boutiques, craft beer, and wine bars all at your doorstep. This is a very urban location which brings a lot of urban noise. The unit sits adjacent the train and trolley line in the urban core. No parking provided, Ideal for guests without a car.

State & Fir (Little Italy Loft, Free Parking)

Ultra Minimal, Sunlit Bi-Level Loft In The Heart Of Little Italy—A Bright, Aesthetic Escape For Slow Mornings And Cozy Evenings. Enjoy Exposed Brick, High Ceilings, Beautiful Art, And An Airy Open Floor Plan. Step Outside To Trendy Cafés, Restaurants, Wine Bars, Farmers Markets, And Waterfront Park. Just Minutes To The Convention Center, Concerts, And The Trolley. Includes One Free On-Site Parking Spot And Free Laundry. Live Like A Local.

Contemporary Loft - Panoramic Harbor & City Views

Little Italy's best! Book this spectacular, top-floor loft with 25-foot ceilings and views from every window. Located in the heart of the action with a 9.8/10 walk score, you're steps from great restaurants, bars, and shops. Sip cocktails on your private balcony before enjoying the night scene, or relax by walking to the waterfront just two blocks away. Includes gated parking.