House holiday rentals in Little Italy, San Diego

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.

Beautiful, Large Home - Bay Views and Parking!

Experience the best of San Diego living in our conveniently located Victorian home in the prestigious Banker's Hill neighborhood. The home boasts breathtaking views of the San Diego Bay and downtown skyline from its private balconies, classic charm, like original moldings, high ceilings, and hardwood floors, as well as modern amenities such as a fully equipped kitchen and dining area. The location couldn't be more perfect, with the best of San Diego's amenities and attractions just steps away.

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.

#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!

*New* Renovated Historic Home in Little Italy

Step into the newly renovated Crowell Home, a historic 1888 gem in Little Italy. This luxury retreat blends timeless elegance with modern upgrades, offering an exclusive stay in San Diego’s trendiest neighborhood. ✨ Highlights: ✔ Landmark 1888 Crowell Home – Fully renovated. ✔ Prime Location – Steps from top dining & attractions. ✔ Modern Upgrades – Smart tech, WiFi, keyless entry. ✔ Outdoor Living – Private patio for relaxation. 🌟 Book now & experience the best of Little Italy!

Modern House In The Hills | Killer Location!

Enjoy a stylish experience at this centrally-located, spacious 2 bedroom top floor retreat in lower Mission Hills, just 2 minutes north of Little Italy. Perched in one of the most prestigious & historic neighborhoods in San Diego. Be close to downtown, only 10 minutes to Mission Beach and centrally located for all the city has to offer. This is the perfect launching point to exploring San Diego, and coming home to this beautifully appointed home in this location is second to none.

Mid-Century Retreat Hillcrest, Parking, A/C

This 2nd floor retreat sits in a prime location of Hillcrest, a highly desirable area in San Diego. It is very bright, quiet, and private and sits directly behind our house(pictured) with no common walls. You are within walking distance to "The Heart of Hillcrest" where you will discover many fabulous restaurants, coffee and boutique shops, and so much more. We are a short Uber drive to downtown and everywhere else San Diego has to offer. We hope you stay with us soon!

Downtown View - 2 Story House Next to Little Italy

Two story house with 2 living rooms; 3 blocks to Little Italy restaurants, bars, & shops. Near Balboa Park, San Diego Zoo, Gaslamp, Waterfront Park & the Harbor. Museums, restaurants, theaters & nature are all nearby. Located in historic Bankers Hill, next to Interstate 5, near the airport and city center. With 2 living rooms, my house is perfect for travelers needing separate space. One parking spot is available. Extra large vehicles will have to park on the street.

The Pink Casita of Barrio Logan

This quaint home is central to everything San Diego. A stylish experience just minutes from Petco Park & Gaslamp! Barrio Logan, known for its art and culture, has tons of shops and restaurants just blocks away. Little Italy, Banker’s Hill, & Hillcrest are a quick Uber away! A quick 15 min drive from SAN. On site amenities include a private parking space, spacious balcony, dedicated workspace, TV & pool table! This carefully curated home will be yours away from home!