Vacation rentals in Little Italy

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Quick stats about vacation rentals in Little Italy

  • Total vacation rentals

    Explore 560 vacation rentals in Little Italy

  • Nightly prices starting at

    Little Italy vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

  • Verified guest reviews

    Over 35,220 verified reviews to help you choose

  • Family-friendly vacation rentals

    220 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 210 rentals that welcome pets

  • Vacation rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    340 properties have a dedicated workspace

  • Wi-Fi availability

    560 of Little Italy vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, 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 vacation rentals in Little Italy

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

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Superhost
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, 817 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

Top guest favorite
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, 245 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 favorite
A modern living area features a leather sofa adorned with decorative pillows and a cozy throw blanket. A stylish chair is positioned nearby, accompanied by a small, round coffee table. Natural light enters through floor-to-ceiling glass doors leading to a balcony, enhancing the bright atmosphere.
Apartment in Little Italy
4.94 out of 5 average rating, 155 reviews

Modern Central Gem w/ Patio | Steps to All!

Discover the heart of Little Italy with our inviting apartment. Bright and airy, the space features floor-to-ceiling glass doors that open to a shaded patio, letting the city sound in as you unwind on the lounge. Prepare meals in the modern kitchen and then retreat to the stylish, chic king bedroom. Explore nearby streets filled with cafes, gelato shops, and trattorias. Downtown, Balboa Park, and the Gaslamp Quarter are just a short 5/10-minute drive away. Your ideal urban getaway awaits!

Top guest favorite
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, 156 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.

Superhost
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, 144 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 favorite
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, 51 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.

Guest favorite
A modern living area features a gray sectional sofa and two armchairs set around a coffee table. Large windows allow natural light to enter, while a small balcony is visible through the sliding doors. Decorative plants and subtle artwork enhance the space.
Apartment in Little Italy
4.87 out of 5 average rating, 109 reviews

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.

Guest favorite
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
4.91 out of 5 average rating, 79 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.

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
4.9 out of 5 average rating, 96 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.

Top guest favorite
A modern kitchen area features sleek cabinetry and stainless-steel appliances. A spacious island with bar seating provides ample space for dining. Large windows allow natural light to fill the room, with greenery visible beyond the sliding glass doors.
Loft in Little Italy
4.98 out of 5 average rating, 199 reviews

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.

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.
Apartment in Downtown San Diego
4.88 out of 5 average rating, 1,856 reviews

At Mine | Spacious Suite in the Gaslamp Quarter

This meticulously renovated historical hotel suite, designed by Pininfarina, is located in Downtown San Diego’s vibrant Gaslamp Quarter, surrounded by restaurants and nightlife. It offers private, spacious accommodations for both business and leisure travelers, featuring a king bed, smart TV, central AC, and mini-fridge. Please note: an adjoining bar operates until midnight, and some noise is expected.

Top guest favorite
A contemporary living area features a large sectional sofa in neutral tones, complemented by colorful throw pillows. A flat-screen television is mounted on the wall, while large windows bring in natural light. Potted plants and artwork add a lively touch to the space.
Loft in Little Italy
4.97 out of 5 average rating, 122 reviews

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.

Popular amenities for Little Italy, San Diego vacation rentals

  1. Airbnb
  2. United States
  3. California
  4. San Diego County
  5. San Diego
  6. Little Italy