Holiday rentals in Downtown San Diego

4.97 out of 5 average rating, 93 reviews

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.

4.94 out of 5 average rating, 251 reviews

An expansive outdoor patio is showcased, featuring a comfortable sectional sofa with soft cushions and a stylish coffee table. Bi-folding doors connect to a modern kitchen area adorned with sleek cabinetry. The distant view reveals the San Diego coastline under a clear blue sky.

Flat in Little Italy

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!

4.93 out of 5 average rating, 75 reviews

A modern living area features a comfortable gray sofa positioned next to a glass coffee table. The open kitchen is equipped with stainless steel appliances and white cabinetry. Two stylish bar stools sit at the kitchen counter, complemented by pendant lighting above.

Flat in Mission Hills

Chic 1Bd/1Bath Oasis| Steps away from Little Italy

Welcome to our charming 1-bedroom rental near the vibrant neighborhood of Little Italy, San Diego! This modern and cozy space is perfect for couples, or solo travelers looking for a comfortable and convenient stay in one of the best locations in the city. With a walk score of 97, this property puts you in the heart of one of San Diego’s most charming and eclectic neighborhoods. Explore the bustling cafes, restaurants, and shops on foot, and take in the vibrant atmosphere of Little Italy.

4.88 out of 5 average rating, 97 reviews

Artifact Inn - Historic Deluxe Studio in Downtown

The Artifact Inn professionally managed by NOVIQ. Unwind with ease in this chic Gaslamp studio offering a queen bed, air mattress, Smart TV, and free WiFi. Cook meals in the full kitchen, refresh with in-unit laundry, and enjoy climate control with central AC. With thoughtful touches and professional cleaning, this stylish retreat provides both comfort and security. Perfectly situated near Petco Park and top attractions, it’s ideal for those seeking a central and vibrant San Diego escape.

Townhouse in Little Italy

The living room features soaring ceilings and a wall of windows, allowing ample natural light to illuminate the space. Comfortable seating arrangements are complemented by modern art pieces on the walls. A sleek fireplace and stylish furniture create a welcoming ambiance, framed by elegant decor.

4.95 out of 5 average rating, 159 reviews

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.

4.86 out of 5 average rating, 169 reviews

A well-lit studio features a comfortable dark gray sofa adorned with neutral-toned cushions, positioned next to a round wooden table. A spacious bed is dressed in light linens, complemented by a soft throw. Large windows allow natural light to enhance the airy space.

Flat in Little Italy

Sunny Stylish & Central - Luxe Little Italy Studio

Located right in the heart of vibrant Little Italy is this sparkling Downtown studio filled with light, airy boho vibes and all the amenities you could need for a cozy stay. Whip up meals in the fully-equipped kitchen, snooze in the luxe king bed, soak up the sun on the lounge or sip your coffee at the chic café-style dining table. Ready to explore? Little Italy's buzzing restaurants, bakeries, and cafes are just steps away or take a quick 10-15 min drive to San Diego's top sights.

A bright living room features a green accent wall adorned with foliage, enhancing the natural feel. A large smart TV is mounted on the wall, with a comfortable white sofa and coffee table arranged around a woven area rug. Expansive windows allow natural light to fill the space.

4.93 out of 5 average rating, 14 reviews

Modern Sky Oasis in Downtown SD

Experience boho-inspired luxury in Downtown San Diego. Discover our breathtaking 3BR, 2BA apartment boasting panoramic views of San Diego's skyline, stadium, and bay. Unwind in style with floor-to-ceiling windows, an ergonomic work station, and high-speed internet. Enjoy resort-like amenities like a pool, sundeck, gym, lounge, BBQ area, and theater. With Petco Park, the Convention Center, trendy eateries, and the vibrant Gaslamp just minutes away. No parties, no smoking, no pets.

An open concept living area features industrial-style exposed brick walls and large windows with blue curtains. Two bright yellow chairs are situated next to a dark sofa adorned with colorful cushions. A wooden coffee table and a rug with a unique pattern complement the warm hardwood flooring.

4.92 out of 5 average rating, 106 reviews

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.

Apartment in Downtown San Diego

An inviting living area is characterized by ultra-high ceilings and industrial concrete walls. A plush sofa is arranged around a black circular coffee table, while a large Smart TV is mounted on the wall. Elegant pendant lights hang from above, and a wall clock is prominently displayed.

4.89 out of 5 average rating, 45 reviews

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.

4.99 out of 5 average rating, 203 reviews

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.

Loft in Downtown San Diego

4.94 out of 5 average rating, 513 reviews

Downtown San Diego Loft | Best Walkable Location

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.

Superhost

A spacious living area features large windows that fill the room with natural light. A plush white sofa and bright red chairs provide seating, while a round coffee table sits centrally on a red carpet. A wall-mounted TV is visible for entertainment.