Holiday houses in Little Italy

An open-concept living area showcases high ceilings and large windows offering abundant natural light. A plush sectional sofa and a woven chair are arranged around a round coffee table. A dining area with modern chairs is visible in the background, complemented by tasteful wall art.

4.85 out of 5 average rating, 182 reviews

Modern Penthouse Apt w/ Rooftop Deck & Views

Located right in the heart of San Diego's vibrant Little Italy is this modern penthouse apt, giving you a stylish, central base with everything right on your doorstep. Enjoy two levels of contemporary living with a gourmet kitchen, elegant dining, 2 king bedrooms, and a glamorous, open sky deck with sweeping city views. Wine and dine with countless cafes, restaurants and bars a short walk away or drive just 10-15 mins to downtown, the lively Gaslamp Quarter, beautiful Mission Beach and beyond.

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Home in Bankers Hill - Park West

A charming Spanish bungalow is framed by vibrant greenery and colorful flowers. A small staircase leads to the main entrance, which features a decorative security screen door. The exterior showcases white stucco walls, accentuated by terracotta details and surrounded by lush tropical plants.

4.96 out of 5 average rating, 511 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.

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Superhost

A modern two-story bungalow with a clean white exterior is captured at dusk. Large windows allow for ample natural light, while a set of stairs leads to the entrance. The surrounding area features minimal greenery, enhancing the structure's architectural lines.

Bungalow in Little Italy

4.88 out of 5 average rating, 341 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.

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Townhouse in Little Italy

The living room features a spacious sectional sofa with orange and gray accent pillows. A modern coffee table sits in the center, complemented by a sleek television on a wooden stand. Natural light filters through large windows draped with sheer curtains, enhancing the airy atmosphere.

4.82 out of 5 average rating, 827 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

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An expansive outdoor patio is showcased, featuring a comfortable sectional sofa with soft cushions and a stylish coffee table. Bi-folding doors connect to a modern kitchen area adorned with sleek cabinetry. The distant view reveals the San Diego coastline under a clear blue sky.

4.94 out of 5 average rating, 254 reviews

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!

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Townhouse in Bankers Hill - Park West

An outdoor seating area features four white Adirondack chairs arranged around a circular concrete fire pit. Lush greenery surrounds the space, and the home's exterior showcases a blend of gray and blue siding under the evening sky.

4.92 out of 5 average rating, 112 reviews

City View Banker's Hill

A beautifully renovated 2-bedroom, 1.5-bathroom craftsman-style duplex is perfectly situated in the heart of Bankers Hill. The perfect blend of classic craftsmanship and modern amenities in this beautifully restored home. Minutes away from San Diego's top attractions, including Balboa Park, Little Italy, and the vibrant Gaslamp Quarter. Two comfortable bedrooms provide a peaceful retreat. Fully equipped kitchen with new appliances. A perfect place to enjoy all that San Diego has to offer.

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4.83 out of 5 average rating, 153 reviews

A modern living area features a comfortable gray sofa adorned with a light throw. A round coffee table sits in front, flanked by green plants. The open kitchen displays stainless appliances and white cabinetry. Soft lighting is provided by pendant lights overhead, creating a welcoming ambiance.

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

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Superhost

A spacious living area is showcased with large, bright windows offering views of greenery. Comfortable leather couches are arranged around a wooden coffee table, while a wall-mounted television is visible. Modern art and a large mirror are featured, enhancing the open and airy ambiance.

Condo in Little Italy

4.85 out of 5 average rating, 88 reviews

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.

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A modern living space showcases a comfortable gray sofa paired with a light-colored throw blanket. A wooden dining table is set for two with black bowls, while a large window offers natural light and city views. Artwork adorns the walls, enhancing the interior.

4.9 out of 5 average rating, 41 reviews

Piccola Italia with free parking & NEW A/C

Experience the very heart of San Diego like a local from this stylish retreat in vibrant Little Italy! Step out your door and into the heart of it all—this location puts you within walking distance or a short drive to the San Diego Bay & Waterfront Park, USS Midway Museum, Gaslamp Quarter, Seaport Village and the best of San Diego’s culinary scene. Conveniently located near San Diego International Airport, Trolley lines and the Amtrak station at Santa Fe Depot.

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Superhost

A stylish outdoor patio features a bar table set with two glasses of wine and a bottle of champagne. The backdrop showcases a scenic sunset over the harbor, with palm trees and boats visible in the calm waters.

Loft in Little Italy

4.89 out of 5 average rating, 102 reviews

Waterfront Little Italy Loft

Welcome to this modern one-bedroom loft in the heart of Little Italy, San Diego's most iconic neighborhood. With its central location, you'll be just steps away from all the best restaurants in the area - making it the perfect choice for couples & friends looking to experience the vibrant energy of the city. Here are a few things you will find; 80-inch OLED TV, full kitchen, California king bed, panoramic ocean views, an outdoor patio, & high speed internet.

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4.94 out of 5 average rating, 536 reviews

A spacious lounge area features a modern green sofa and two stylish chairs arranged around a low coffee table. Large windows allow natural light to fill the space, complemented by an earthy area rug. The industrial-style decor highlights the room's character.

Loft in Little Italy

Room D at The Dutra Inn - Little Italy

“This is the room that all the locals book. I couldn’t figure out why, so one day I decided to ask a guest. ‘I’ve walked past here a million times, and I just had to see what was behind these doors,’ he replied, as if it were obvious.” Our 20 ft., 100-year-old naval train station doors do seem like have a story to tell. Salvaged and repurposed here in our only street-level loft, they bring in the light and life of downtown San Diego. IG: @the.dutra

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