Waterfront vacation rentals in Little Italy

Find and book unique waterfront rentals on Airbnb

Quick stats about waterfront rentals in Little Italy

  • Total vacation rentals

    Explore 20 vacation rentals in Little Italy

  • Nightly prices starting at

    Little Italy vacation rentals start at G$10,462 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,320 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Little Italy vacation rentals include wi-fi 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!

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

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.

4.79 out of 5 average rating, 218 reviews
Top guest favorite
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

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.

5.0 out of 5 average rating, 456 reviews
Top guest favorite
Home in San Diego

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

4.99 out of 5 average rating, 155 reviews
Guest favorite
A cozy studio space is highlighted by a spacious bed adorned with soft pillows. A minimalist round dining table sits beside the bed, accompanied by two chairs. Modern decor is complemented by a ceiling fan and a wall-mounted TV. Natural light fills the area through a nearby window.
Guesthouse in Ocean Beach

Detached Guest Suite · Private · Walk to Beach

Quiet, private detached guest suite just 1.5 blocks from Sunset Cliffs. Walk to epic sunsets, ocean trails, and secluded flat sandy beach access away from the crowds. This cozy self-contained retreat offers air conditioning, a plush king bed, private entrance, easy street parking, and driveway access for guests with mobility needs. Beach chairs and towels included. Stroll to Ocean Beach shops, dining, and nightlife. Quick drive to airport, SeaWorld, and San Diego Zoo. Peaceful coastal stay.

4.88 out of 5 average rating, 217 reviews
Guest favorite
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

Point Loma Retreat - 4 Streets 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, dining, and kitchen are laid 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.

4.97 out of 5 average rating, 153 reviews
Guest favorite
A spacious sleeping area is highlighted by a large wooden bed adorned with crisp white linens and vibrant blue accent pillows. Soft lighting from a bedside lamp casts a gentle glow, while artwork is displayed on the walls, adding character to the inviting space.
Home in Pacific Beach

Beach Bungalow: Lrg Studio w/AC Central in PB

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 to ensure 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!

4.89 out of 5 average rating, 123 reviews
Superhost
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

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!

4.83 out of 5 average rating, 228 reviews
Guest favorite
A bright living area is highlighted by large sliding glass doors offering a view of the ocean. Comfortable seating, including two armchairs and a sofa, surrounds a coffee table. Decorative plants and various artworks contribute to a welcoming atmosphere, complemented by warm lighting.
Condo in Ocean Beach

New Luxury Condo on Ocean Cliff, 2 Bedroom Suites

Spectacular ocean condo top third floor midcentury completely renovated building with views of the waves and coastline from the master bedroom and living room. Open floor plan kitchen and living room plus 2 bedroom suites perfect for 1 or 2 couples. Comparable to a luxury hotel at a much lower cost in the trendy Ocean Beach showcasing its pier and downtown beach. Hear and feel the ocean from sunrise to sunset on Sunset Cliffs. 10 minute walk to downtown OB and a big beach.

4.93 out of 5 average rating, 107 reviews
Guest favorite
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

Romantic Bay View Suite • Rooftop deck & jacuzzi

Luxury Romantic Gateway Experience. 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.

4.93 out of 5 average rating, 263 reviews
Superhost
A stylish outdoor patio features a bar table set with two glasses of wine and a bottle of champagne. The backdrop showcases a scenic sunset over the harbor, with palm trees and boats visible in the calm waters.
Loft in Little Italy

Waterfront Little Italy Loft

Welcome to this modern one-bedroom loft in the heart of Little Italy, San Diego's most iconic neighborhood. With its central location, you'll be just steps away from all the best restaurants in the area - making it the perfect choice for couples & friends looking to experience the vibrant energy of the city. Here are a few things you will find; 80-inch OLED TV, full kitchen, California king bed, panoramic ocean views, an outdoor patio, & high speed internet.

4.89 out of 5 average rating, 104 reviews
Top guest favorite
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

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.

4.99 out of 5 average rating, 214 reviews
Top guest favorite
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

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.

4.94 out of 5 average rating, 462 reviews

Popular amenities for Little Italy waterfront rentals