Holiday rentals in Little Italy, San Diego

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Top-rated holiday rentals in Little Italy, San Diego

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Guest favourite

Loft in Little Italy

4.95 out of 5 average rating, 80 reviews

Contemporary Loft with Harbor & City Views

Book this spectacular contemporary loft with 25-foot ceilings and views from every window! Located in the heart of Little Italy, an area with a walking score of 9.8/10, and near great restaurants, bars, and shops. The unit is meticulously designed with huge bright windows, electric shades & contemporary high-end furnishings, and artwork. Only steps from the waterfront, you can decide if you want to sip cocktails and sample cuisine in the night scene or relax all day walking along the waterfront.

Guest favourite

Flat in Little Italy

4.92 out of 5 average rating, 323 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!

Guest favourite

Guest house in Bankers Hill

4.92 out of 5 average rating, 76 reviews

Lower Suite on Ivy St - Walk to Little Italy!

Welcome to the Ivy Street Suites! Your gateway to the best San Diego has to offer -- conveniently located within the buzzing restaurant district of both Little Italy + Bankers Hill. Drop your bags + explore the San Diego Zoo, Balboa Park, USS Midway Museum + the infamous Little Italy Farmer's Market! All within a nice stroll from the space. Upper + Lower Suites which can be rented together or separately, with a shared courtyard + private deck/patio each. This listing is for the lower suite.

Top guest favourite

Flat in Downtown

4.96 out of 5 average rating, 325 reviews

Trendy Studio, Natural Light - Heart of Downtown

Large studio with comfortable queen sized Murphy Bed, a love seat, private entrance and private bath. Located in Cortez Hill - walk to the nicest neighborhoods in downtown like Little Italy, Gaslamp, East Village, and the Embarcadero. There is no full kitchen, but there is a small refrigerator, small microwave, and a pot for heating water. This is an ideal space for solo travelers, couples, events at the Convention Center, Padres Games, great eateries, and the best of Downtown San Diego.

Superhost

Townhouse in Little Italy

4.82 out of 5 average rating, 764 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

Bungalow in Little Italy

4.94 out of 5 average rating, 359 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

Loft in Little Italy

4.83 out of 5 average rating, 330 reviews

Stylish Downtown Loft w/ Parking in Little Italy

Stylish Modern Loft In The Heart Of Little Italy. Immerse Yourself In San Diego's Trendiest Neighborhood With A Stay In This Elegant Loft. Featuring Exposed Brick, Tall Ceilings, A Cozy Loft Bed Accessed By A Ladder, And An Open Layout Adorned With Stunning Artwork, This Space Blends Charm And Sophistication. Enjoy Vibrant Culture, Renowned Dining, And Little Italy’s Lively Atmosphere—All Steps From Your Front Door. Includes 1 Free Onsite Parking Spot. 1 Dog Accepted With A $50 Pet Fee.

Guest favourite

Flat in Little Italy

4.92 out of 5 average rating, 124 reviews

Sunny Stylish & Central - Luxe Little Italy Studio

Located right in the heart of vibrant Little Italy is this sparkling Downtown studio filled with light, airy boho vibes and all the amenities you could need for a cozy stay. Whip up meals in the fully-equipped kitchen, snooze in the luxe king bed, soak up the sun on the lounge or sip your coffee at the chic café-style dining table. Ready to explore? Little Italy's buzzing restaurants, bakeries, and cafes are just steps away or take a quick 10-15 min drive to San Diego's top sights.

Superhost

Flat in Little Italy

4.76 out of 5 average rating, 186 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

Flat in Little Italy

4.94 out of 5 average rating, 16 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.

Guest favourite

Apartment in Little Italy

4.88 out of 5 average rating, 109 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

Loft in Little Italy

5 out of 5 average rating, 12 reviews

Ocean View Loft Steps to Dining & Nightlife

Enjoy a newly remodeled, stylish stay at this modern loft in Little Italy! Nestled in one of the city’s most vibrant neighborhoods, this bright and spacious retreat is just steps from top restaurants, cafés, and the waterfront. With easy access to downtown, the Embarcadero & San Diego’s best beaches. Whether you're here to explore, relax, or experience the local culture, this beautifully appointed space is the ideal home base! Please note this is NOT a Party house!! Thank You!!