
Vacation rentals in Little Italy
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Top-rated vacation rentals in Little Italy
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

Heart of the City | 6 Guest | Walk to Little Italy
This stylish 1-bedroom retreat is just a short stroll from Little Italy. Hosting up to 6 guests, it features a luxurious queen-size bed and two sleeper sofas for a cozy stay. Enjoy multiple HDTVs with FREE streaming, A/C, sound machines, and a fully stocked kitchen with complimentary coffee and tea. Relax on your private patio or enjoy your private laundry. Family-friendly extras, and FREE street parking, this retreat, managed by Ethos Vacation Homes, blends comfort and convenience effortlessly.

Little Italy Bungalows | Unit 1527
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, fast WiFi, and private patio. 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.

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

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!

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!

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.

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

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.

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.

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.

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.
Popular amenities for Little Italy, San Diego vacation rentals
Other great vacation rentals in Little Italy

Renovated Little Italy Home | Hot Tub & Pool Table

Explore Little Italy from this Gorgeous Mini Villa

Luxe Little Italy 2BR Penthouse w/ Rooftop Balcony

Beautiful 2-Story Loft in Heart of Little Italy

Rooftop Pool + Bay Views • Little Italy Locale

Upper Suite on Ivy St - Walk to Little Italy!

Kasa Little Italy | Studio, Rooftop Pool & Lux Gym

Full Bed Studio in the Heart of Little Italy
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
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- Rentals with an EV charger Little Italy
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