Holiday rentals in Little Italy

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Top-rated holiday rentals in Little Italy

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Loft in Little Italy
4.93 out of 5 average rating, 299 reviews

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

Top guest favourite
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.
Home in Bankers Hill - Park West
4.96 out of 5 average rating, 485 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.

Superhost
A modern living area features two tufted grey sofas arranged around a glass-top coffee table on a vibrant orange area rug. Large windows provide natural light and views, while a flat-screen television is mounted on the wall. A dining area with bar stools is visible in the background.
Flat in Little Italy
4.91 out of 5 average rating, 365 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!

Top guest favourite
The living room features soaring ceilings and a wall of windows, allowing ample natural light to illuminate the space. Comfortable seating arrangements are complemented by modern art pieces on the walls. A sleek fireplace and stylish furniture create a welcoming ambiance, framed by elegant decor.
Townhouse in Little Italy
4.95 out of 5 average rating, 137 reviews

Luxury Home in Little Italy, San Diego 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.

Guest favourite
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
4.89 out of 5 average rating, 317 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.

Guest favourite
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.
Townhouse in Little Italy
4.83 out of 5 average rating, 796 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

Guest favourite
A contemporary living area features a soft leather sofa adorned with various patterned cushions, complemented by a wooden coffee table displaying a plant and decorative items. A light-toned armchair adds to the comfortable layout, alongside a stylish lamp and art piece on the wall.
Flat in Little Italy
4.93 out of 5 average rating, 143 reviews

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.

Superhost
A spacious living area features large windows that fill the room with natural light. A plush white sofa and bright red chairs provide seating, while a round coffee table sits centrally on a red carpet. A wall-mounted TV is visible for entertainment.
Flat in Downtown San Diego
4.88 out of 5 average rating, 1,717 reviews

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

Superhost
A modern living area features a comfortable dark sofa with light throw pillows, complemented by a coffee table and a small dining setup. Large windows allow natural light to fill the space, and a stylish area rug adds warmth to the hardwood floor.
Flat in Little Italy
4.77 out of 5 average rating, 206 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.

Top guest favourite
A light-filled living area features a cozy gray sectional sofa and a wooden coffee table. A large Smart TV is positioned on a low console. The space is separated from the kitchen by a green accent wall, enhancing the modern aesthetic of the loft.
Loft in Little Italy
5 out of 5 average rating, 41 reviews

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.

Top guest favourite
Loft in Downtown San Diego
4.93 out of 5 average rating, 483 reviews

Cozy Loft by Petco Park - Gaslamp

Steps to Petco Park, Convention Center, restaurants, bars and shops! The Unique Loft by Petco Park is located in the heart of downtown San Diego. Built by award winning architect Jonathan Segal, FAIA, my place is modern, simple and cozy. It is within walking distance to Petco Park, Gaslamp, and Convention Center. There are nearby restaurants, shops and nightclubs. My place is good for couples, solo adventurers, and business travelers. Note: No parking space is provided.

Top guest favourite
A bright and airy living area features large windows offering city views. A sectional sofa is positioned next to a modern entertainment unit with a TV. A textured area rug covers the floor, complementing the wood-like flooring. Potted plants add a touch of greenery.
Apartment in Little Italy
5 out of 5 average rating, 32 reviews

The Casa Amore!

Your home base in the heart of Little Italy, San Diego awaits you! Walk out the door to culinary heaven or take a quick Uber ride to the Gaslamp, SD beaches or the Zoo! The location truly doesn't get better than this! When you're not out exploring, put on a Vinyl record while making your favorite air fryer recipe, or relax on the large spacious balcony while taking in views of the city! The Casa Amore has everything you need, you won't want to leave!

Popular amenities for Little Italy holiday rentals

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Quick stats about holiday rentals in Little Italy

  • Total holiday rentals

    Explore 570 holiday rentals in Little Italy

  • Nightly prices starting at

    Little Italy holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 34,400 verified reviews to help you choose

  • Family-friendly holiday rentals

    220 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 220 rentals that welcome pets

  • Holiday rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    330 properties have a dedicated workspace

  • Wifi availability

    560 of Little Italy holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Little Italy rentals

  • 4.8 Average rating

    Little Italy stays are highly rated by guests – averaging 4.8 out of 5!

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