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Room A at The Dutra Inn - Little Italy

“There’s a strange and wonderful energy on top of The Dutra. I imagine the ghosts of pirates past making their way up from San Diego Bay, and cosmic cowboys riding in from the Tijuana night. Room A is a meeting place. It’s actually where we first met. When you look up from the street below, you can see the rows of whiskey bottles.* You might even spot Pappy Van Winkle himself winking down at you. But from Room A, you can see so much more—rooftops, skyrises, and ships. Sunsets are non-negotiabl

Sunny Good Vibes with downtown views

Location Location Location! 1100 sqft unit w/ private deck, downtown skyline views from patio & bedrooms, walking distance or a short commute to San Diego's best attractions. NOTE PRIOR TO BOOKING: there is currently construction taking place in a separate detached rear building on the property weekdays only (7am-330pm). No construction on weekends; utilities, amenities, and services remain fully operational. Limited to no impact expected. Property listed at discounted rate as accommodation.

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.

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!

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.

Perfect Downtown Studio | Steps to Little Italy!

Conveniently located Downtown is this beautiful, light & airy studio apartment with everything you could need for a relaxing and comfortable stay. The studio features a free flowing design with a fully equipped kitchen, a beautiful queen bed, a workspace, a sparkling, modern bathroom and café style dining for two by the sunny window. Stay just steps to Little Italy with its mouth-watering restaurants, bakeries, piazzas & cafes or drive to San Diego’s best attractions just 10-15 mins away.

#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.

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

Atardecer en bahía desde balcón privado panorámico

Penthouse 2 hab/2 baños, 74m² en Little Italy. 2 balcones privados con atardecer y vista a la bahía, cochera reservada (SUV), aire acond, lav/sec, WiFi rápido + escritorio. Camas que encantan: Hab1 Queen ajustable Posturepedic Elite Hybrid (eléctrica) con blackout. Hab2 Queen memory foam plush, la más elogiada, súper cómoda. A 3 min de Waterfront Park, a 2 cuadras del Mercato. Terraza/BBQ + gym. Check-in 15h / out 12h flexible. Anfitrión local, ¡pide mi lista de happy hours!

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.

Downtown San Diego Loft | Best Walkable Location

Stay steps from Petco Park in a thoughtfully designed two-story loft in the heart of downtown San Diego. Designed by award-winning architect Jonathan Segal, this modern space features high ceilings, a calm open layout, and a private balcony with city views. Enjoy a queen bed upstairs and a sofa bed in the living room, plus a full kitchen, washer/dryer, and easy self check-in. A more spacious, private, and relaxed alternative to typical downtown hotel stays.