Holiday houses in Little Italy

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Top-rated holiday rentals in Little Italy

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Guest favourite
A spacious living area is presented with a light grey sofa adorned with decorative cushions. A wood coffee table sits in front, accompanied by a cozy area rug. An open kitchen area is visible in the background, featuring a mix of cabinetry and colorful backsplash tiles.
Loft in Little Italy
4.86 out of 5 average rating, 783 reviews

Stylish Little Italy Stay | Free Parking Near Bay

Our Spacious 2 Story, Beautifully Decorated Apt is the Perfect Home Away From Home for Families, Couples, Digital Nomad, or Solo Traveler Looking for a Comfortable & Convenient Place to Stay. Located in One of the Most Vibrant Neighborhoods in SD Little Italy is Known For its Restaurants, Cafes, & Local Shops. So Many Attractions! the Waterfront Park, CRSSD Festival, USS Midway Museum., Balboa Park, Petco Park, The Convention Center, Running/Bike Paths, The County Building. 1 Free Parking Spot

Superhost
A bright living area features a leather sofa and a rattan chair positioned beside a light-colored coffee table. Large windows allow natural light to fill the space, showcasing a minimalist decor style. A framed art piece and potted plants add a touch of greenery.
Townhouse in Little Italy
4.8 out of 5 average rating, 178 reviews

Contemporary, Fully Renovated Loft in Little Italy

Book this spectacular contemporary loft with 25 foot ceilings & views! The loft is in an area with a 9.8/10 walk score & known for having the best restaurants, bars &shops. The unit is newly renovated & meticulously designed with bright windows, contemporary high-end furnishings & an everyday spa inspired bathroom. Only steps from the waterfront, you decide if you want to enjoy cocktails & cuisine in the night scene or relax all day walking along the harbor. Free parking spot with access to all.

Guest favourite
A spacious living area is presented, featuring a light grey sofa and a round wooden coffee table. Vertical blinds filter natural light, while a large flat-screen television is mounted on the wall. Decorative plants and a cozy armchair enhance the room's inviting nature.
Apartment in Little Italy
4.91 out of 5 average rating, 107 reviews

Glamorous Central Gem w/ Patio | Walk Everywhere

Enjoy everything Little Italy has to offer right on your doorstep from this bright, light and inviting apt. Open the floor-to-ceiling glass doors and let the sounds of the city in as you relax on the lounge and shaded patio. Cook in the modern kitchen, feel pampered in the luxe bathroom, then retire to the chic, king bedroom. Explore quaint streets, cafes, gelato shops, and charming trattorias just steps away then discover downtown, Balboa Park, & the Gaslamp Qtr, an easy 5/10 min drive away!

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, 787 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 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, 199 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
A spacious living area features a large gray sectional sofa positioned around a glass coffee table. Natural light filters through multiple windows, highlighting the hardwood floors and a wall-mounted TV opposite the seating. An open archway leads to the dining area in the background.
Townhouse in Little Italy
4.9 out of 5 average rating, 217 reviews

Sunny Good Vibes with Sunset Views

Welcome to Sunny Good Vibes in the historic Midtown Banker’s Hill neighborhood. This spacious 1100 sqft unit includes breathtaking views of the San Diego Bay and downtown, a private outdoor deck and is walking distance or a short commute to San Diego's best attractions. Originally constructed in 1928 and has undergone a full restoration which provides modern comfort while maintaining the original style and charm. A chef's kitchen includes all fixings and dine-in peninsula with bay views.

Guest favourite
An exterior view of a bungalow showcases a unique architectural style with smooth, rounded walls. Soft lighting highlights the inviting entrance, surrounded by potted plants. The paved pathway leads to a wooden fence, adding to the property's privacy, all under a clear evening sky.
Bungalow in Little Italy
4.94 out of 5 average rating, 377 reviews

Gorgeous 2Bd Corner Bungalow in Little Italy

Little Italy Bungalows are located in the heart of San Diego’s most popular restaurant and entertainment district, Little Italy. 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.

Superhost
A spacious sleeping area is presented with a king-sized bed topped with white linens and fluffy pillows. A wooden headboard adds a warm contrast, while a nightstand with a lamp is positioned nearby. Large windows allow natural light to fill the room, enhancing the minimalist decor.
Apartment in Gaslamp Quarter
4.84 out of 5 average rating, 1,661 reviews

At Mine | Central 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.
Apartment in Little Italy
4.77 out of 5 average rating, 198 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.

Guest favourite
A bright studio space features a comfortable seating area with a dark blue sofa and a round wicker accent chair. A flat-screen television is mounted on the wall across from a spacious bed. Natural light filters through multiple windows, enhancing the inviting ambiance.
Apartment in Little Italy
4.94 out of 5 average rating, 34 reviews

Little Italy Bungalows | Unit 1531

Step into San Diego's history with this beautifully restored 1920s bungalow in the vibrant Little Italy neighborhood. The studio apartment-style space combines loads of vintage charm with modern amenities including a comfortable queen-sized Murphy bed, fully equipped kitchen, living area with flat-screen TV, and fast free WiFi. You’ll be steps from Little Italy’s best dining and boutique shopping, with iconic San Diego attractions like Balboa Park and Mission Bay a short drive away.

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
4.84 out of 5 average rating, 118 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

Superhost
A modern living area features a cozy sofa in neutral tones, accompanied by an accent chair. A large flat-screen TV is mounted on the wall, and natural light streams in through floor-to-ceiling glass doors leading to a balcony. A small coffee table completes the space.
Apartment in Downtown
5 out of 5 average rating, 4 reviews

NEW DT San Diego Stay Queen Bed, Pool & Sauna

Unwind in this modern and sophisticated one-bedroom located in the heart of downtown San Diego. Featuring a plush queen bed, a fully equipped kitchen, and stylish furnishings, this space is perfect for both business travelers and vacationers. Enjoy exclusive access to on-site amenities, including a pool and a relaxing sauna. Step outside and find yourself just moments from the Gaslamp Quarter, top restaurants, nightlife, shopping, and the city’s best attractions.

Popular amenities for Little Italy holiday rentals

When is the best time to visit Little Italy?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$245 AUD$259 AUD$261 AUD$253 AUD$264 AUD$273 AUD$331 AUD$279 AUD$259 AUD$247 AUD$247 AUD$242 AUD
Avg. temp15°C15°C16°C17°C18°C20°C21°C22°C22°C20°C17°C14°C

Quick stats about holiday rentals in Little Italy

  • Total holiday rentals

    Explore 580 holiday rentals in Little Italy

  • Nightly prices starting at

    Little Italy holiday rentals start at $15 AUD per night before taxes and fees

  • Verified guest reviews

    Over 33,330 verified reviews to help you choose

  • Family-friendly holiday rentals

    240 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 230 rentals that welcome pets

  • Holiday rentals with a pool

    140 properties feature pools

  • Rentals with dedicated workspaces

    360 properties have a dedicated workspace

  • Wi-Fi availability

    580 of Little Italy holiday rentals include Wi-Fi 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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