Holiday rentals in Downtown San Diego

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Quick stats about holiday rentals in Downtown San Diego

  • Total holiday rentals

    Explore 2,500 holiday rentals in Downtown San Diego

  • Verified guest reviews

    Over 116,800 verified reviews to help you choose

  • Family-friendly holiday rentals

    760 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 770 rentals that welcome pets

  • Holiday rentals with a pool

    660 properties feature pools

  • Rentals with dedicated workspaces

    1,370 properties have a dedicated workspace

  • Wifi availability

    2,490 of Downtown San Diego holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Downtown San Diego rentals

  • 4.7 Average rating

    Downtown San Diego stays receive an average rating of 4.7 out of 5 from guests

Top-rated holiday rentals in Downtown San Diego

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Flat in Downtown San Diego
4.97 out of 5 average rating, 92 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.

Guest favourite
A comfortable queen-size bed is adorned with crisp white linens and a textured throw blanket. A decorative green pillow rests at the center, while modern bedside lamps flank the bed. A vibrant floral artwork hangs above the headboard, adding a touch of color to the space.
Flat in Little Italy
4.86 out of 5 average rating, 369 reviews

Kasa Little Italy | Studio, Rooftop Pool & Lux Gym

Discover a resort-inspired retreat at Kasa Little Italy, located in San Diego's most desirable neighborhood. Indulge in stylish comforts with our newly built and elegantly designed spaces, which offer stunning views and an array of modern amenities—all you need for an unforgettable stay. Our tech-enabled apartments offer self-check-in at 4 pm. You can access 24/7 support through our Virtual Front Desk via text, phone, or chat. On-site Front Desk services are available during specific hours.

Guest favourite
Flat in Downtown San Diego
4.88 out of 5 average rating, 91 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.

Guest favourite
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.
Flat in Downtown San Diego
4.91 out of 5 average rating, 104 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.

Guest favourite
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.
Apartment in Downtown San Diego
4.98 out of 5 average rating, 42 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.

Top guest favourite
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
4.98 out of 5 average rating, 199 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.

Top guest favourite
Loft in Downtown San Diego
4.94 out of 5 average rating, 507 reviews

Loft walking distance to Convention Center

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.

Guest favourite
Flat in Downtown San Diego
5 out of 5 average rating, 9 reviews

High-Rise Luxury Retreat • Pickleball • Parking

Enjoy a modern 2BR/2BA high-rise stay in downtown San Diego, minutes from Gaslamp Quarter and Petco Park. Take in skyline views and walk to top dining, nightlife and attractions Includes FREE parking, fast WiFi, smart TVs, full kitchen, and workspace. Enjoy pool, spa, gym, pickleball & basketball courts, lounge spaces and secure access Perfect for vacations, business trips or extended stays in the heart of the city

A modern living area features a sectional sofa with accent pillows, a glass coffee table, and a soft area rug. Large windows allow natural light to fill the space, while a vibrant piece of wall art adds interest to the room.
Townhouse in Little Italy
4.79 out of 5 average rating, 357 reviews

Beautiful 2-Story Loft in Heart of Little Italy

Experience the vibrant lifestyle of Little Italy from this stylish loft! This spacious and modern retreat features an open floor plan with high ceilings, a cozy loft bedroom, and a private balcony where you can enjoy the sights and sounds of the city. Perfect for couples or solo travelers! Located just steps from the best restaurants, cafes, and bars, you'll be in the heart of Little Italy’s cultural scene.

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.
Flat in Downtown San Diego
4.88 out of 5 average rating, 1,859 reviews

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.

Flat in Downtown San Diego
4.82 out of 5 average rating, 255 reviews

Explore Gaslamp from Luxury 2br sleeps 5

Stay central in a vibrant Gaslamp District condo near Petco Park, Balboa Park, and top attractions. This chic 2/1 suite boasts 2 Queen beds, a Twin air mattress, Smart TV with Netflix, fully-equipped kitchen, AC, and WiFi. Professionally cleaned with a newly renovated interior. Explore on foot or use Lyft, Uber, and public transport. Book now for a comfortable, memorable stay in downtown San Diego!

Guest favourite
Flat in Downtown San Diego
5 out of 5 average rating, 19 reviews

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.

Popular amenities for Downtown San Diego holiday rentals

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