Waterfront holiday rentals in Little Italy

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Top-rated waterfront accommodation in Little Italy

Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

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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, 178 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, 378 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
A bright living room features large glass doors opening to breathtaking ocean views. A comfortable white sectional sofa is surrounded by two plush armchairs. Wall art and a round coffee table enhance the inviting atmosphere, while a potted plant adds a touch of greenery.
Condo in Pacific Beach
4.98 out of 5 average rating, 186 reviews

Luxury Oceanfront Condo with Unbelievable Views

Welcome to your oasis! Prepare to be awestruck by the breathtaking views at Sunset Pacifica. This fully renovated condo features two ensuite bedrooms with the beachy SoCal vibe you desire. Ideally located on the boardwalk, you're minutes from La Jolla, Downtown, the San Diego Zoo, Embarcadero, and top restaurants, bars, and entertainment spots. Whether you're in the mood for exploration or relaxation, you'll find it here- lounging poolside or on the sandy shores of the stunning Pacific Ocean.

Top Guest favourite
A stunning sunset view is captured over the harbor, with the skyline reflecting warm hues. In the foreground, the airport's runway and surrounding landscape are visible, while the ocean stretches out towards the horizon, creating a tranquil setting.
Bungalow in Mission Hills
4.9 out of 5 average rating, 224 reviews

☀️26’ SunDeck w/Ocean VIEWS SUNSETS! - Fast Wifi

• Perfect location • Keyless entry • Private 26’ SunDeck w/Harbor + Endless views • 902Mbps Wifi • 65” HDTV Netflix fuboTV • 2 KING Beds • Fully equipped kitchen + Kemflo h2o filtration • Easy access to nearby beaches • Private yard + BBQ • Fireplace • AC + Central Heating • Onsite washer-dryer → Minutes to scenic beaches, Little Italy, Zoo, Balboa Park NOTE: Nightclub style events and/or unauthorized large gatherings are strictly prohibited and may result in immediate cancellation.

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, 138 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
The exterior of a contemporary two-story house is displayed, featuring a large garage door with modern glass panels. Lush greenery and tropical plants line the pathway, while large windows allow for natural light. The overall structure is well-maintained and inviting.
Guest suite in San Diego
4.98 out of 5 average rating, 147 reviews

Point Loma Retreat - Steps to the Bay

You are welcome to stay in this gorgeous Point Loma house with all considerate finishes, AC, floor, walls, windows, lights, paintings, kitchen cabinets, counters, appliance, Full bath, walk in closet and new furniture! The space features 1 bedroom, 1 bathroom, 1 walk in storage. Living dinning and kitchen are layed out in a welcoming open space. You'll enjoy incredible access to the scenic harbor front and marina in a calm and peaceful dead end street with no traffic, high end neighbor.

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
4.92 out of 5 average rating, 219 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.

Guest favourite
The studio features a spacious sleeping area with a striped blue and white bedspread. A flat-screen TV is mounted on the wall, and a comfortable chair is positioned nearby. Natural light enters through large glass doors, with a small outdoor space visible beyond. A stylish vanity is situated next to the bed.
Guest suite in La Jolla
4.82 out of 5 average rating, 400 reviews

Bird Rock Warrior Studio 3 feet to Ocean Park

True, there is no direct view of the ocean from your Studio. BUT if you walk about 40 feet by the house, there is an ocean park right next door. It is perfect for drinking a morning coffee and listening the waves. It is the spot where locals hanging out. It is next to one of the most popular surfing spots in San Diego. Great for sun bathing and picnic. Close to a few sandy beaches. Lot of restaurants and coffee shops are nearby. The Pacific Beach night life is 5 mins drive away.

Guest favourite
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
4.91 out of 5 average rating, 302 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
4.85 out of 5 average rating, 196 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 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, 158 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.

Top Guest favourite
The living room features a comfortable sofa and inviting chairs arranged around a low coffee table. A large TV is positioned against a white wall, complementing the artistic decor. Natural light enters through the windows, creating a welcoming ambiance in the cozy space.
Cottage in Ocean Beach
4.94 out of 5 average rating, 403 reviews

Fabulous Cottage at the Beach

Newly remodeled 1940's cottage just 50 steps to the sand with fabulous beach and ocean views. Enjoy the ocean breeze from your front porch and watch people walk by. Go sunbathing and swimming, take a bike ride or a stroll on the beach, have a glass of wine and witness the most beautiful sunsets. We are located in a quiet residential neighborhood of Ocean Beach. This bright and cozy cottage has everything you'll need to feel at home.

Popular amenities for Little Italy waterfront rentals

When is the best time to visit Little Italy?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$333 NZD$356 NZD$356 NZD$292 NZD$367 NZD$343 NZD$447 NZD$424 NZD$386 NZD$374 NZD$383 NZD$334 NZD
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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 $89 NZD per night before taxes and fees

  • Verified guest reviews

    Over 990 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    30 of Little Italy holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Little Italy rentals

  • 4.9 Average rating

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