Waterfront holiday rentals in Little Italy

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Top-rated waterfront rentals in Little Italy

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

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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

Be one of the first to stay in this gorgeous Point Loma brand new house with all new 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.

Superhost
An outdoor patio area features a built-in barbecue and a modern fire pit, surrounded by bright orange chairs and lush greenery. The space is designed for relaxation and socializing, with an inviting hot tub visible in the background.
Bungalow in Bankers Hill
4.82 out of 5 average rating, 99 reviews

Tranquil 2bedroom, Central, Hot Tub, Firepit, BBQ

This special place is close to everything, making it easy to get around. With a beautiful view, you truly feel you are on vacation with the property's unique location in the middle of trees at the top of a canyon, facing the downtown San Diego Bay. You have access to private trail for hiking, all while still being in Downtown San Diego Area. Property has hot tub, built in fire pit and built in BBQ that are both easy to use. The perfect set up to have an amazing trip. The space is also not shared

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, 175 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, 369 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.
Apartment in Pacific Beach
4.98 out of 5 average rating, 181 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 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, 178 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.

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, 223 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, 136 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

Guest favourite
An aerial view captures the proximity of the property to the coastline, highlighted by a red arrow pointing to the listing. The ocean waves are visible in the background, with residential neighborhoods and palm trees framing the path toward the beach.
Home in Pacific Beach
4.92 out of 5 average rating, 102 reviews

Beachside Retreat: Central PB Studio w AC/Parking

Welcome to our Pacific Beach oasis, where our large studio offers you the perfect blend of comfort and convenience. Feel like you're staying in a high-end hotel with a plush king-size bed that ensures a restful night's sleep, and a cozy sofa bed for extra guests. Our fully equipped kitchen and the full bathroom provides all the amenities you need. We pride ourselves on providing hotel-quality linens and bathroom essentials. We're just 2-blocks away from the beach. Your PB retreat awaits!

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
4.92 out of 5 average rating, 288 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, 194 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, 150 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

Quick stats about waterfront rentals in Little Italy

  • Total rentals

    30 properties

  • Nightly prices starting at

    € 43 before taxes and fees

  • Total number of reviews

    990 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    10 properties have a pool