Waterfront holiday rentals in Little Italy

Contemporary, Fully Renovated Loft in Little Italy

Book this spectacular contemporary loft with 25 foot ceilings & views! The loft is in an area with a 9.8/10 walk score & known for having the best restaurants, bars &shops. The unit is newly renovated & meticulously designed with bright windows, contemporary high-end furnishings & an everyday spa inspired bathroom. Only steps from the waterfront, you decide if you want to enjoy cocktails & cuisine in the night scene or relax all day walking along the harbor. Free parking spot with access to all.

Bayview Paradise

Known as the Huguette House, this luxury private single-family two bedrooms two bathrooms home in La Playa the heart of Point Loma, San Diego offers 180-degree panoramic views of the world-famous San Diego Bay and Downtown Skyline. views of the San Diego bay, marina, and Coronado Island during the day and spectacular views of the Downtown San Diego skyline at night, fully equipped kitchen, and laundry room, 2 bedroom suites with queen beds .2 luxury bathrooms, HDTV, computer desk and WFI

Bay View Suite • Rooftop Deck + Indoor Jacuzzi

Wake up to breathtaking views of the San Diego skyline and bay from your private rooftop deck. Relax in a stylish suite with a king-size adjustable bed, spa-style indoor Jacuzzi for two, and exclusive access to a rooftop fire pit and garden corner—perfect for a romantic night under the stars. Nestled in Point Loma, one of San Diego’s most exclusive and quiet neighborhoods, just minutes from Little Italy, the airport, and the beach. Ideal for romantic getaways or peaceful stays with a view.

Beachfront-Ocean views!-Luxury AC Home on Sand!

Once in lifetime Opportunity to stay in a remodeled luxurious former Home of NFL Hall of Fame Quarterback. One of very few newly Air Conditioned 3 bed/2 Bath private gated beach condo with breathtaking views of Mission Beach/Mission Channel and Ocean Beach that is located at the southern tip of mission beach. This upgraded home has the largest patio deck in all of Mission Beach that has walkout access to San Diego’s famous Mission Boardwalk and all of the activities of Beach.

La Jolla Oceanfront Serenity Suite

Beside a pocket park on the edge of the Pacific ocean, this La Jolla Airbnb with 595 sq. ft patio offers salty air from the ocean about 100' away with fascinating tide pools. Too dangerous for kids here, sorry, but room for surfboards and bicycles, and your spa awaits. No beach access. Must scramble down park path to the stony shore, but a sandy beach one quarter mile away. En suite/king bed, dog fee $55 per night; 20% discount on that day if you hear potential construction noise

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!

Beach Jungalow 2BD1BA Updated AC Private Parking

Amazing location next to the beach. Recently updated property has lots of comforts and luxury amenities. The private 2 bedroom, 1 bath beach bungalow features one off-street parking space, has heat and air conditioning, and has a beautifully updated kitchen. Centrally located, a short walk from restaurants, shopping, nightlife, and the rest of downtown Ocean Beach (OB). You are far enough away from the heart of the action to have a relaxing time. Truly the best of both worlds!

Detached Guest Suite · Private · Walk to Beach

Quiet, private detached guest suite just 1.5 blocks from Sunset Cliffs. Enjoy easy walks to epic sunsets and secluded, flat sandy beach access away from the crowds. This self-contained guest suite features a comfortable king bed, private entrance, easy street parking (driveway option for persons with mobility issues), with beach chairs and towels for your stay. Walk to Ocean Beach dining and the shoreline, with quick access to the airport, SeaWorld, and the San Diego Zoo!

3 BR Oceanfront w/ Deck for Sunsets + fire pit

Come and enjoy ocean views in our cozy midcentury modern beach house. Located steps from the ocean, with some of the most beautiful sunsets in the country. Top floor unit with 3 bedrooms, 1 bath and an open floor concept create the perfect beach getaway! Ocean views can be enjoyed from almost every spot of the house as well as from the amazing deck, perfect for entertaining, enjoying a cup of coffee in the morning, and relaxing in the afternoon for our epic sunsets.

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.

Sunset Cliffs Oceanfront House: Beach & Views!

Incredible Oceanfront home located directly on the absolutely astounding Sunset Cliffs. You will never want to leave! You'll have private use of the entire, well appointed furnished home, large, private backyard, front yard space with deck overlooking the ocean, large balcony with breathtaking ocean, cliffs, and sunset views, and also off street driveway parking. Nestled in the most convenient location of San Diego while still boasting quiet, serenity.