Vacation rentals in Downtown San Diego

Breathtaking Ocean, Bay, City & Petco Park Views

It’s all about the VIEWS in this Luxury Downtown residence featuring top Italian grain leather futuristic smart furniture with BREATHTAKING VIEWS of the Bay, Ocean, Petco Park from every room & the sunny balcony, Coronado Bridge, Point Loma and the City. Steps to Convention Center, Rady Shell, Seaport Village, Embarcadero, and Gaslamp Quarter with restaurants, music venues, coffee shops, rooftops, and sprawling nightlife. Little Italy, Balboa Park, San Diego Zoo, Beaches and Shopping nearby.

Calm Luxury Penthouse Getaway With Panoramic Views

Welcome to the most relaxing and luxurious penthouse condo in Little Italy! Featuring 2 expansive balconies with sweeping views, my condo sleeps 4-6 comfortably and is situated right in the heart of San Diego's most desirable neighborhood, Little Italy. Enjoy an area that is rich in exquisite cuisine, boutiques, patio cafés, exciting bars and local breweries. Area amenities nearby feature the famous San Diego Zoo, beautiful Balboa Park, Waterfront Park, the Convention Center and much more!

Gorgeous 2Bd Corner Bungalow in Little Italy

Little Italy Bungalows are located in the heart of San Diego’s most popular restaurant and entertainment district, Little Italy. Just one block from India Street, Farmer’s Market, and minutes from downtown, Balboa Park, airport, and harbor & beaches. This is a delightful neighborhood, steeped in local history and culture, and popular for dining and exploring. Little Italy Bungalows is perfect for couples, families, business travelers, convention-goers, single travelers and adventurers.

Kettner Row | Staycation-Featured Icon

Welcome to Kettner Row, a rare architectural masterpiece featured on Staycation Sports, an Emmy-winning show on the Destination Channel! Located in the heart of Little Italy—one of San Diego’s most desirable neighborhoods—and designed by renowned architect Jonathan Segal, FAIA. This detached row home is situated in the award-winning Little Italy Neighborhood Developers block (LIND). This modern home features dual master suites, a high-end designer kitchen, and luxurious spa bathrooms.

Spacious Apartment in Gaslamp, Sleeps 5 w/ Parking

Please Read Entire Listing Before Booking Noise Warning Come stay at our mid century modern apartment inside of a stylish Historic building. Located in the heart of Gaslamp Quarter. This 800 sqft apartment is perfect for a couples vacation, friends night out, or traveling business people. The Gaslamp action is right downstairs. The loft is surrounded by restaurants, bars, nightclubs, and coffee shops. Within walking distance to the Convention Center, Petco Park. Sleeps up to 5.

Hip Industrial Loft in San Diego

This hip one bedroom, one-and-a-half-bathroom loft has space and urban appeal to spare with ultra-high ceilings, industrial concrete walls and metallic accents. With seating for six and plush sofa in front of the huge Smart TV, and thoughtful touches like a custom shelving unit around the king size bed and designated workstation in the upstairs suite. With street level access directly into the condo, enjoy a rare ability to more easily leave your home and explore the city.

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.

Modern Private Loft • Walk to Petco

Stay steps from Petco Park in a thoughtfully designed two-story loft in the heart of downtown San Diego. Designed by award-winning architect Jonathan Segal, this modern space features high ceilings, a calm open layout, and a private balcony with city views. Enjoy a queen bed upstairs and a sofa bed in the living room, plus a full kitchen, washer/dryer, and easy self check-in. A more spacious, private, and relaxed alternative to typical downtown hotel stays.

Stylish Downtown Loft | Free Parking Near Bay

Tucked into the heart of Little Italy, this sun-drenched architectural loft is a calm, beautiful place to land in the middle of everything. Exposed brick, tall ceilings, and a chic open layout create a warm, inspiring retreat. Walk to top restaurants, cafes, bars, and Waterfront Park. Includes a cozy raised bed with ladder access, a full kitchen, one free onsite parking spot, and optional dog stay with $50 fee.

At Mine | Spacious Suite in the Gaslamp Quarter

This meticulously renovated historical hotel suite, designed by Pininfarina, is located in Downtown San Diego’s vibrant Gaslamp Quarter, surrounded by restaurants and nightlife. It offers private, spacious accommodations for both business and leisure travelers, featuring a king bed, smart TV, central AC, and mini-fridge. Please note: an adjoining bar operates until midnight, and some noise is expected.

Top Floor Views of Ocean, Bay, City & Petco Park

Experience San Diego from a 32-story penthouse with floor-to-ceiling views of Petco Park, the bay, ocean, and skyline. Walk to Gaslamp, the Convention Center, and Seaport Village. Enjoy rooftop lounges, pools, gym, and resort-style amenities. Limited time: 20-40% off many dates available for booking now. Perfect for a weekend getaway, business trip, or special occasion in the heart of downtown.

Stunning Views & 1 min to Petco Park 1BD Apartment

Located 1-minute walk from Petco Park, Convention Center, Gaslamp. Only minutes to Little Italy, Seaport Village, the Airport, Coronado Island, Balboa Park, and the Zoo. This location is super walkable and convenient for public transportation. Has stunning views of the bay and Petco Park events right from the balcony and from the bedroom. The place is fully equipped with everything you need!