
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.

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.

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.

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.

☀️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.

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

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.

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.

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.

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!

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.

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.

Between Mission Bay & Beach Patio, Firepit Parking
Nestled between Mission Bay and Mission Beach, this newly furnished second-story beach condo (with parking) is perfect for couples or solo travelers! You're just steps from the bay, beach, boardwalk, and Belmont Park. After a day in the sun, relax on the patio, fire up the grill, or enjoy the fire pit. Note: Only vehicles SUV-sized or smaller can park on-site to avoid blocking others. Registration number STR-04523L
Popular amenities for waterfront rentals in Little Italy
Waterfront apartment rentals

Lovely Oceanfront 1 Bdrm. Large Balcony (pacifica)

Beach In Beach Out

Mission Beach Paradise with Sweeping Ocean Views

Bay Bliss: Luxurious Comfort with Stunning Views

Breathtaking Ocean, Bay, City & Petco Park Views

San Diego1 Bedroom 1 Bath Amazing CityViews 3 beds

Ocean Front Beach Condo

Beachfront-Ocean views!-Luxury AC Home on Sand!
Waterfront house rentals

Charming Beach House | Ocean Views | w/ Parking

1 Bedroom Water View Home - South Mission Beach

Rooftop Patio-Steps from Bay Windsurfers Paradise

Designer Beach House | AC | Attached Garage

Beachside Retreat: Central PB Studio w AC/Parking

North Ocean Beach Home

Cozy 2BR Mission Beach Cottage w/ parking & AC

3 Levels Of Bay Views! With NEW Updated Baths!
Waterfront apartment rentals

Ocean front condo heart of pacific beach

Panoramic Views of Ocean & Bay Last Min Discount

Mission Beach Escape! Sleeps up to 4 Guests!

One Bedroom Ocean Front Condo!

Enchanted Ocean Sunsets

Modern gated Condo steps from beach & attractions

Bay Front, On the Sand, with garage

Don't Worry, Beach Happy!
When is the best time to visit Little Italy?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $243 SGD | $260 SGD | $260 SGD | $213 SGD | $268 SGD | $251 SGD | $327 SGD | $310 SGD | $282 SGD | $273 SGD | $280 SGD | $244 SGD |
| Avg. temp | 15°C | 15°C | 16°C | 17°C | 18°C | 20°C | 21°C | 22°C | 22°C | 20°C | 17°C | 14°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 $65 SGD 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 & 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!
Destinations to explore
- Fitness-friendly rentals Little Italy
- Rentals with an EV charger Little Italy
- Loft rentals Little Italy
- Rentals with a washing machine and dryer Little Italy
- Rentals with outdoor seating Little Italy
- Apartment rentals Little Italy
- Rentals with beach access Little Italy
- Rentals with a sauna Little Italy
- Pet-friendly rentals Little Italy
- Rentals with a firepit Little Italy
- House rentals Little Italy
- Rentals with a hot tub Little Italy
- Hotel rooms Little Italy
- Rentals with a fireplace Little Italy
- Rentals with breakfast Little Italy
- Family-friendly rentals Little Italy
- Flat rentals Little Italy
- Rentals with a patio Little Italy
- Rentals with a beach view Little Italy
- Rentals with pools Little Italy
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