Waterfront holiday rentals in Little Italy

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Little Italy

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Superhost
A bright living area features a leather sofa and a rattan chair positioned beside a light-colored coffee table. Large windows allow natural light to fill the space, showcasing a minimalist decor style. A framed art piece and potted plants add a touch of greenery.
Townhouse in Little Italy
4.8 out of 5 average rating, 195 reviews

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.

Top guest favourite
A spacious bedroom features a king-sized bed with crisp white linens, complemented by a modern gray headboard. Large windows offer a panoramic view of Mission Bay and the ocean, while two chairs are positioned near the window for relaxing. A stylish chandelier adds elegance to the space.
Guest suite in Bay Park
5 out of 5 average rating, 405 reviews

Luxury Bay/Ocean view suite-San Diego/Mission Bay

Welcome to San Diego! The Bayview Roost awaits you - a newly built 465 sq. ft luxury studio with a breathtaking view overlooking Mission Bay and Sea World fireworks! Modern amenities include a full kitchen and bath with a rain shower, quartz counter tops, washer/dryer, central AC/heat, high speed Wifi, Smart TV and your own private entrance! Situated less than 10 minutes to Sea World, Little Italy, Old Town, Gaslamp, San Diego Zoo, Petco Park, La Jolla, beaches, local universities & SD trolley.

Top guest favourite
The outdoor area features a cozy seating arrangement with two adirondack chairs around a gas camping-style fire pit. Tropical palm trees create a lush backdrop, while sliding glass doors provide access to the interior. The ambient lighting adds warmth to the space.
Home in Mission Beach
5 out of 5 average rating, 202 reviews

Steps To Beach! Family Friendly-Remote Office-Fire

House with Full-Size Car Garage, AC, private gas camping-style Fire in the Yard, 2 Patios, 2 Indoor Gas Fireplaces, Grill, & Laundry. 3 Bedrooms, 2 are primary with bathrooms, one with fireplace & kitchenette. Fully equipped Kitchen with outdoor Grill, just off the Dining area. Office Space plus fast 3 hub WiFi-6 coverage everywhere. 50 steps from the Beach or the Bay. Short ocean walk to PB with tons of restaurants & boutiques. Yelp lists 86 restaurants with 4-star+ reviews within easy walk.

Top guest favourite
The exterior of the Huguette House displays a modern design with multiple levels, featuring large windows that offer views of the surrounding area. A sleek driveway leads to a spacious garage, while a landscaped pathway guides to the entrance, framed by elegant railings.
Home in La Playa
4.99 out of 5 average rating, 142 reviews

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

Top guest favourite
A scenic rooftop deck is featured with two stylish lounge chairs, where two guests are seen enjoying drinks. In the background, the expansive San Diego skyline and bay create a breathtaking view, enhancing the calming atmosphere of the space.
Guest suite in Fleetridge
4.93 out of 5 average rating, 236 reviews

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.

Superhost
A modern living area showcases a sectional sofa and a glass coffee table. Floor-to-ceiling windows offer views of palm trees and nearby beach activities. A flat-screen TV is mounted on the wall, and decorative plants are positioned in the space, enhancing the coastal atmosphere.
Apartment in Mission Beach
4.91 out of 5 average rating, 224 reviews

Modern Mission Beach w/ Sweeping Ocean & Bay Views

Experience Mission Beach like only the birds can in this coastal two-bedroom modern condo with sweeping views of the beach, park and Belmont Park's famous "Big Dipper" roller coaster. This highly upgraded space allows the unique opportunity to witness the action of San Diego's most popular beach from the peace of your home. One block to the beach, bay, and park and walking distance to coffee shops, restaurants and bars. You will love how close you are to everything San Diego has to offer!

Guest favourite
Guest suite in Bird Rock
4.96 out of 5 average rating, 113 reviews

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

Superhost
The living room showcases a spacious sectional couch with a chaise, paired with a sleek armchair. Natural light is welcomed through large windows, highlighting the warm hardwood flooring. Decorative elements include a coffee table and a soft rug, enhancing the inviting ambiance.
Home in Mission Hills
4.88 out of 5 average rating, 333 reviews

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.

Guest favourite
A bright living area features large floor-to-ceiling windows allowing ample natural light. A light wood coffee table is situated in front of a comfortable sofa adorned with decorative pillows. A large television stands on a modern console, with a potted plant adding a touch of greenery.
Home in Little Italy
4.84 out of 5 average rating, 211 reviews

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!

Top guest favourite
A spacious studio bed is centered in the room, featuring a neutral-toned bedspread and decorative pillows. Natural light enters through a small window. A light-colored wooden nightstand holds a lamp. The open door reveals a lush outdoor area with blooming plants.
Guest house in Ocean Beach
4.92 out of 5 average rating, 171 reviews

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!

Guest favourite
A spacious living area features a bright blue sofa paired with a purple chair, set upon a soft area rug. Large windows offer views of palm trees outside, and sheer curtains allow natural light to fill the room.
Apartment in Ocean Beach
4.89 out of 5 average rating, 194 reviews

Ocean Front Beach Townhouse with Balcony

Ocean front. Walk to beach. Enjoy sunsets from the balcony. 10 minutes to downtown, convention center, airport, sea world. This apartment is identical and next door to our other beachfront listing. Located in the neighborhood of Ocean Beach, you'll love the laid back vibe of this place. The decor is beach-modern and the kitchen has everything you need to cook a proper meal. If it's booked, check out our identical listing located next door. Search for Beachfront 1BR Condo

Top guest favourite
A modern kitchen area features sleek cabinetry and stainless-steel appliances. A spacious island with bar seating provides ample space for dining. Large windows allow natural light to fill the room, with greenery visible beyond the sliding glass doors.
Loft in Little Italy
4.98 out of 5 average rating, 182 reviews

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.

Popular amenities for waterfront rentals in Little Italy

When is the best time to visit Little Italy?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$238 SGD$255 SGD$255 SGD$209 SGD$263 SGD$246 SGD$321 SGD$304 SGD$277 SGD$276 SGD$271 SGD$256 SGD
Avg. temp15°C15°C16°C17°C18°C20°C21°C22°C22°C20°C17°C14°C

Quick stats about waterfront rentals in Little Italy

  • Total holiday rentals

    Explore 30 holiday rentals in Little Italy

  • Nightly prices starting at

    Little Italy holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,110 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Little Italy holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Little Italy rentals

  • 4.9 Average rating

    Little Italy stays are highly rated by guests – averaging 4.9 out of 5!