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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Guest favourite
Guest suite in San Diego
4.98 out of 5 average rating, 146 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.

Top guest favourite
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
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
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
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
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
Home in Mission Hills
4.92 out of 5 average rating, 284 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
Home in Little Italy
4.84 out of 5 average rating, 192 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!

Guest favourite
Home in Ocean Beach
4.96 out of 5 average rating, 120 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
Loft in Little Italy
4.98 out of 5 average rating, 149 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.

Guest favourite
Home in Pacific Beach
4.97 out of 5 average rating, 131 reviews

Stunning Beach House! 2 Tubs & Outdoor Shower New!

Located steps from the sand in Pacific Beach, on a serene street with gated parking, this stunning Villa redefines the word Oasis. Amazing Amenities: Hot Tub, Soaking Tub, Outdoor shower, sun lounger, Outdoor fireplace and TV, and more. All amenities are exclusively for your private use. The interior is equally impressive, featuring a Posturepedic mattress, chef's kitchen, AC, high end washer and dryer and more. Your Vacation is going to be Magic!

Top guest favourite
Cottage in Ocean Beach
4.93 out of 5 average rating, 393 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 waterfront rentals in Little Italy

Quick stats about waterfront rentals in Little Italy

  • Total rentals

    20 properties

  • Nightly prices starting at

    $65 SGD before taxes and fees

  • Total number of reviews

    1.6K 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