Vacation rentals with outdoor seating in Downtown

Admire Harbor Views from the Porch at a City Gem

Unwind in a cozy colorful casita in this light-filled 1920s Spanish bungalow decorated with Mexican folklorico. Take a walk into Little Italy for dinner. Or to a show at the Old Globe.What’s best, is how close you are to so much, all without needing a car. A very small single car garage is provided, think compact car. Street parking is free but challenging at times. The house is located directly below the incoming flight path. You are encouraged to read the reviews regarding this.Ideal for four.

Luxury Home in Little Italy, San Diego w/Parking

Welcome to this rare designer masterpiece in Downtown’s most desirable neighborhood! Designed and built by renowned modern architect/developer Jonathan Segal. Located in the award-winning Little Italy Neighborhood Developers block (LIND). Home features 20 ft. floor to ceiling windows, designer kitchen, dual master suites, backyard patio. All the best restaurants, coffee shops, bars, Waterfront park just steps away. Or take a quick Uber or walk to Convention Center, Gaslamp, Petco Park and more.

Luxe Little Italy 2BR Penthouse w/ Rooftop Balcony

Located right in the heart of Little Italy is this luxe penthouse apartment offering a modern boho-style retreat with a stunning balcony overlooking pizzerias, wine bars, and coffee shops. Ideal for entertaining and lazy days soaking up the sun, the penthouse gives you the perfect inner city oasis filled with natural light where you can relax, unwind, and live like a local. You’ll be only mins from downtown, the Gaslamp Qtr, beaches and only steps from everything Little Italy has to offer.

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!

Sunlit Studio Hideaway | Walk to Gaslamp & More

Make yourself at home in our cozy studio with private entrance. It’s centrally located next to 3 main interstates and near everything San Diego has to offer. Only a 20 min walk downtown or to Petco park. And an easy 10 min drive to Coronado, Old Town, Balboa Park, Sea World, San Diego Zoo. The Convention Center is also nearby if you are attending a special event or conference. Ocean beach and Mission beach is a quick 12 min drive. Single family home with large master suite at back of house.

Gated Parking | Panoramic Views | Walkable

Welcome to our comfortable and conveniently located condo offers sweeping views of the city and ocean, centrally located for all your travel needs with less than a 5 min drive to Little Italy, Downtown, Gaslamp District and the airport. This getaway is perfect for a weekend trip or extended stay offering 2bd/2ba in a top corner unit, complete with 2 patios to enjoy the pink and orange soaked sunsets and city skyline. We can’t wait to host you, please feel free to ask us any question.

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.

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

This is the perfect Guest House with a salted & heated pool & hot tub. We are located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to Downtown, La Jolla, Beaches, Zoo, Sea World & Convention Center. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes await you inside. Everything you need for memorable vacation! No smoking or vaping on the property.

Room D at The Dutra Inn - Little Italy

“This is the room that all the locals book. I couldn’t figure out why, so one day I decided to ask a guest. ‘I’ve walked past here a million times, and I just had to see what was behind these doors,’ he replied, as if it were obvious.” Our 20 ft., 100-year-old naval train station doors do seem like have a story to tell. Salvaged and repurposed here in our only street-level loft, they bring in the light and life of downtown San Diego. IG: @the.dutra