Pet-friendly holiday rentals in Little Italy

NEW in North Park! A Short walk or drive to all SD

Welcome to Kansas Modern, a place where luxury and adventure go hand in hand. Designed by local Architect & Developer Beri Varol, this brand new mixed-use community is located in the heart of North Park. This ground floor (walk-up) apartment features a private bedroom and semi-private sleeping loft, each with a queen bed. The apartment is in the heart of some of San Diego's most exciting new and established restaurants. The kitchen is also fully stocked if you'd rather prepare a meal at home

Central Little Italy Bayview House

There’s no better place to experience San Diego’s iconic Little Italy neighborhood than this remodeled bayview home. Located in the heart of Little Italy, a stone’s throw away from renowned restaurants, bars, boutiques, and antiques. A 5 minute drive from SAN, a 10 minute walk to the San Diego Harbor, and a 2 minute drive to the I-5 make all of San Diego immediately accessible. Close to Balboa Park, SD Zoo, & Downtown SD. The property has a parking spot, in-unit laundry, & a private patio.

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.

#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!

Canyon Views w/ Outdoor Seating & Parking

Prime location! Within walking distance to Trader Joe’s, Whole Foods, Ralph’s, cafes, gyms, amazing restaurants, great nightlife, and Sunday's Farmer's Market! This newly restored historic cottage is in the heart of Hillcrest, San Diego. Originally located in Balboa Park, it housed workers for the 1915 Panama–California Exposition. Perched on a canyon, the cottage blends modern amenities with farmhouse charm. Book now for a San Diego stay that fuses the past with modern comforts!

Little Italy 2BR Loft Near Waterfront & Convention

Discover the heart of San Diego from our spacious loft in Little Italy, the culinary gem of downtown. Perfectly situated for both business and leisure travelers, you're steps away from the waterfront, convention center, and vibrant city life. Embrace the urban experience with convenience at your doorstep, including eclectic bars and restaurants. We provide a white noise machine and earplugs, though the lower floor offers a quieter retreat. Experience the best of city living!

Walkable North Park Casita

This brand new second story guest suite features craftsman charm with an open layout and beautiful views of North Park and San Diego. Our Casita is a separate guesthouse located in the back of our property with its own entrance and private patio area. It is located on a quiet street in one of the trendiest neighborhoods in San Diego making it quiet and comfortable but walkable to all that North Park and South Park have to offer. COVID-conscious. Family-friendly space.

Dream Penthouse! The Most Amazing Bath & Views

Stunning Zen Penthouse with The Most Amazing Bathroom you have ever seen. Located right by Little Italy, Balboa Park, the Bay, the Convention Center, within walking distance to amazing restaurants, coffee shops, bars and within minutes of all San Diego Beaches and attractions. The Zen Penthouse has a total European feel to it, it's like being in London with amazing weather and the best part, the breathtaking views of the Skyline and unreal Sunsets!

Cozy Canyon Prvt Studio in North Park

After many stays and wonderful encounters with all our guests we just updated our cozy studio. Tucked away on a quiet Canyon in North Park within walking distance to the best coffee shops, restaurants, and breweries. A few minutes drive to Downtown, Balboa Park, and the Zoo. Contemporary open floor plan with a double bed, twin bed, kitchen, and limited outdoor space with a great view of Mission Valley. Perfect for your San Diego get away!