House holiday rentals in Little Italy, San Diego

Golden Hill Tree House

The Golden Hill Tree House is an urban oasis hiding in the branches of two mature trees in the heart of San Diego. While you enjoy elevated privacy you can also treat yourself to a soaker tub with double shower heads or settle down in a cozy reading nook to enjoy a good book! You'll also be walking distance to some amazing restaurants and super close to the best of San Diego, including downtown, the beach and the zoo! It's a perfect place to recharge after a long day of business or pleasure!

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.

Ventana Vista | Ocean View | EV Charger | Designer

@ventanacollection This cliff-side Mission Hills home is a light filled and custom designed to elevate your future vacation rental expectations. Highlights: - Ocean views from every room - Outdoor patio w/propane firepit and Grill - Modern fully stocked open kitchen with high-end Thermador appliances - Theatre Quality 75" TV and speakers in the plush living room - Premium work from home sit/stand desk, monitor, computer, webcam, speaker set up - Helix and Sleep Night memory foam mattresses

*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.

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!

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!

Beautiful Quiet 1 Bedroom Flat w/ A/C in Hillcrest

- A beautiful & quiet/peaceful street - Early Luggage drop off - Walking distance to Balboa Park, trendy restaurants, gym, hiking trails, San Diego Zoo, Grocery store - Central A/C - Bright unit, large private patio deck + 6000 sq. ft. garden like backyard with outdoor furniture, BBQ, hammocks, foosball table - Brand new high end appliances -Easy freeway access: 10 min to SeaWorld, Downtown, Airport, MCAS, MCRD -Free dedicated parking -Streaming services subscription

Walk to Bars, Restaurants 1 BD Hillcrest, Parking

This unique and luxurious house is located in Hillcrest, 1 block from University Avenue, within walking distance to some of San Diego’s finest restaurants, bars, and shopping. This location truly cannot be beat if you want to be close to it all in San Diego. You'll love the private outdoor space, and open concept home with designer finishes! Easy parking for one car. The perfect relaxing retreat in the city center of San Diego!