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.

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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
4.81 out of 5 average rating, 192 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, 403 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.

Guest favourite
Guest suite in La Jolla
4.96 out of 5 average rating, 112 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; Up to 3/15, our rental rate per night decreases by 50% due to potential noise

Top guest favourite
A bright living area features a large window with ocean views and light blue skies. A wooden coffee table rests on a patterned rug, surrounded by comfortable seating. A flat-screen TV is located on a white media console, enhancing the room's modern look.
Apartment in Pacific Beach
4.97 out of 5 average rating, 186 reviews

Beautifully remodeled 10th floor oceanfront condo

Located on the 10th floor of the beautiful Capri by the Sea in Pacific Beach, this beautifully remodeled one bedroom condo has unbelievable views through its floor to ceiling windows. All kitchen amenities, beach toys, big screen TV, Cable, WiFi, one parking spot in gated lot with option for more. Steps to beach, short walk to lots of restaurants and bars. Resort style complex offering 360 degree view roof deck, gas BBQ, secure private pool and spa, hot water beach shower, and 24-hr security.

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, 141 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 San Diego
4.93 out of 5 average rating, 234 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
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, 325 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, 204 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 serene master bedroom features a spacious bed with crisp white bedding. Soft curtains frame a large window, offering unobstructed views of the sandy beach and the Pacific Ocean, where waves gently roll in. A bedside lamp adds a touch of functionality to the relaxed atmosphere.
Apartment in Mission Beach
5 out of 5 average rating, 320 reviews

Ocean Front Mission Beach Penthouse!

OCEAN FRONT BLISS IN THE HEART OF MISSION BEACH! Relax and Unwind in this 3rd Floor Penthouse End-Unit Ocean Front condo with panoramic views of the Pacific ocean overlooking the Mission Beach Boardwalk! Located equidistant between Belmont Park and Crystal Pier in the HEART of Mission Beach walk to everything including restaurants, bars, nightlife, coffee shops and so much more! Enjoy meals on your private balcony and people-watching with the Pacific Ocean as your front yard.

Guest favourite
A bright living area features large windows that invite natural light. Comfortable seating includes a golden-brown sofa and two green chairs with rattan frames. A coffee table sits on a soft area rug, surrounded by indoor plants and decorative pendant lighting, creating a serene atmosphere.
Home in Ocean Beach
4.94 out of 5 average rating, 146 reviews

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!

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, 167 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!

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, 179 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$262 SGD$246 SGD$320 SGD$303 SGD$277 SGD$275 SGD$270 SGD$256 SGD
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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!