Holiday rentals in Little Italy

Little Italy Historical

This AirBNB residence is a recently fully renovated historical property in San Diego’s Little Italy community. Many say it’s one of the finest. It is only 3 short blocks from Little Italy’s vibrant India Street and its many restaurants, bars, cafes, and shops, and four from the Trolley. It’s also a short drive to San Diego’s beaches and attractions. The AirBNB unit is a ground floor private one bed/one bath suite with a living room and its own entrances. Pics and descriptions are enclosed.

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.

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!

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.

#1 LOCATION - Rare Luxury Home in Downtown

***THE BEST RATED RENTAL IN DOWNTOWN SAN DIEGO*** Location doesn't get better than this! Right in the heart of the lively Little Italy area in downtown San Diego. San Diego's best restaurants and nightlife in your backyard. Just blocks from the waterfront and a short Uber or walk to the Gaslamp, Convention Center & Zoo! All the frills: + Prime location! 98/100 Walker Score rating + Private parking + Private Sundeck & Backyard Stay at this modern luxury home for your next trip!

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.

Penthouse Little Italy/2 Bay-View Balconies/Garage

Penthouse 2BR/2BA in Little Italy - 4th floor quiet retreat. 2 private west-facing balconies with bay sunset views, reserved garage that fits SUV, rooftop sun deck with BBQ & gym, central AC, in-unit washer/dryer, fast WiFi + dedicated workspace. 2 blocks to Mercato, 3 min to Waterfront Park, walkable to Gaslamp & Bay. Self check-in 4pm checkout 12pm. Perfect for two couples, families, remote workers, weekend escapes seeking sunset views, secure parking and prime Little Italy location

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.

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.

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.

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.