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

Beach Front at La Jolla Shores

This beach front home is situated in the much sought after beach community of La Jolla Shores. With its incredible beach front location, staggering views of the surf, wide sandy beach, and breathtaking sunsets, this La Jolla Shores beach house is a vacation home you will want to visit and never leave. Boasting 2,800 sq. feet of living space with 3 bedrooms and 2.5 baths chefs kitchen with spacious great room,, fireplace, BBQ and an expansive roof-top deck for dining or watching the sunset.

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.

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!

*Steps to Beach w/ Parking, Washer, Dryer, 2 beds*

Modern retreat, steps to the beach with a peek a boo view of the ocean off the patio! Take your shoes off and relax in this newly renovated property complete with all of today's modern conveniences. Equipped with a/c, full kitchen, rain shower, business wifi, off street parking and access to washer/dryer. Private, gated entrance with outdoor shower to rinse off after an ocean swim. Beach chairs, boogie boards, beach towels, igloo and sand toys are ready for you to enjoy.

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!

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.

Charming Beach House | Ocean Views | w/ Parking

30 SECONDS FROM THE BEACH! This dreamy first-floor apartment gives off sunny beach vibes and has all you need for a comfortable, convenient stay in San Diego. With a full kitchen, a shady patio, beautiful decor, and tranquil lounge, it’s the perfect place for couples, business travelers, and solo tourists. 2 Min Drive to Belmont Park 14 Min Drive to San Diego Zoo 14 Min Drive to Petco Park Experience San Diego With Us & Learn More Below!