Holiday houses in Little Italy

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Quick stats about holiday rentals in Little Italy

  • Total holiday rentals

    Explore 560 holiday rentals in Little Italy

  • Nightly prices starting at

    Little Italy holiday rentals start at $85 NZD per night before taxes and fees

  • Verified guest reviews

    Over 38,490 verified reviews to help you choose

  • Family-friendly holiday rentals

    180 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 210 rentals that welcome pets

  • Holiday rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    320 properties have a dedicated workspace

  • Wi-Fi availability

    560 of Little Italy holiday rentals include Wi-Fi access

  • Popular amenities for guests

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

  • 4.7 Average rating

    Little Italy stays receive an average rating of 4.7 out of 5 from guests

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
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, 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.

Guest favourite
An open living area features a comfortable gray couch and a matching recliner. A flat-screen TV is positioned on a stand, facing a dark coffee table. The modern kitchen is visible in the background, complemented by light wood cabinetry and bar stools.
Apartment in Little Italy
4.88 out of 5 average rating, 232 reviews

Spacious + Sunny 3bd in the Heart of Little Italy!

Comes with two parking spots in a gated/covered parking garage within the complex. Two full bathrooms. 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.

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.

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
4.82 out of 5 average rating, 828 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 modern living space features a soft leather sofa adorned with cushions, accompanied by a round coffee table. Large windows allow natural light to fill the area, which includes a dining table in the background. A stylish entertainment unit holds a television and minimal decor.
Apartment in Little Italy
4.87 out of 5 average rating, 166 reviews

Luxe Little Italy 2BR Penthouse w/ Rooftop Balcony

Located right in the heart of Little Italy is this luxe penthouse apartment offering a modern boho-style retreat with a stunning balcony overlooking pizzerias, wine bars, and coffee shops. Ideal for entertaining and lazy days soaking up the sun, the penthouse gives you the perfect inner city oasis filled with natural light where you can relax, unwind, and live like a local. You’ll be only mins from downtown, the Gaslamp Qtr, beaches and only steps from everything Little Italy has to offer.

Top Guest favourite
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.
Apartment in Little Italy
4.94 out of 5 average rating, 255 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!

Guest favourite
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.
Townhouse in Bankers Hill - Park West
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.

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, 164 reviews

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.

Guest favourite
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
4.83 out of 5 average rating, 154 reviews

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

Top Guest favourite
A bright living area features a gray sofa with decorative pillows, accompanied by a round coffee table and a textured area rug. Natural light enters through the windows, illuminating the open layout that connects to a dining area with modern chairs and a stylish pendant light.
Home in Little Italy
4.96 out of 5 average rating, 73 reviews

Little Italy 3BD Home with Huge Patio + Backyard!

Come and enjoy our recently restored three bedroom, two bath charmer, located right in the heart of San Diego's famed Little Italy district. Inside you are going to feel right at home with the natural light pouring through this spacious house. There is plenty of space to hangout in the kitchen, living room, and our large deck/backyard. Spend days and nights relaxing on the outdoor patio and lawn areas that offer plenty of space for entertaining or hanging out with the family.

Guest favourite
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.
Apartment in Little Italy
4.9 out of 5 average rating, 42 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.

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.

Popular amenities for Little Italy holiday rentals