
Holiday rentals in Downtown San Diego
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Top-rated holiday rentals in Downtown San Diego
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Walk to Balboa Park and Hillcrest from an Immaculate Home
Take a stroll through the park, then unwind with a leisurely dinner under the festoon lights. Classic crown molding, hardwood floors, and pared-back tones of gray and taupe create an air of calm at this elegant haven spread out over 1500 square feet. You will find the space charming & spacious with over 1500 sq. feet. This single level property is the lower level of a historic duplex. Hardwood floors, crown molding, gas fireplace and laundry room. Street parking is usually readily available. This A+ location of Banker's Hill is NOT impacted by air plane noise. Enjoy the entire lower level duplex and use of the back yard with patio set for dining. Please note the upper tenant may also want to use this space so this area could be shared. We would love to greet you but are also fine with allowing you to access with a code on the front door. We live nearby and are happy to make suggestions for dining or things to do. Located near numerous restaurants, and Balboa Park, Hillcrest, the zoo, Downtown, Little Italy, and the Convention Center are all within 10 minutes. Be at the beach in less than 15 minutes. The bus line runs up First Ave for easy access to Downtown and Uptown. Near trolley and train station. We are within 10 minutes to the San Diego International Airport and a quick Uber ride to Downtown, Little Italy. Walk to the heart of Hillcrest, Balboa Park and the Zoo. Be at the beach in less then 15 minutes. Central location near the I-5, I-163 & I-8. Because of the hardwood floors, you will hear the footsteps above. The kitchen is well stocked if your a cook and we have an area where you can set up your laptop. wireless available and 3 smart TV's for your enjoyment. Small market less than 1 block away.

Santorini-Inspired Cottage w/ Hot Tub + Views
*CHECK OUT OUR OTHER AIRBNB* Travel 16 steps up a Greek-inspired curving stairway with 2-story high walls to your tucked-away cottage built into the hillside villa of Alta Colina. With spectacular views, step onto the balcony to watch planes take off & boats sail around the harbor. End the night in front of your secluded back patio fireplace or climb the steps of your spiral staircase to the rooftop Jacuzzi. European-inspired design & details, it'll be hard to believe you’re still in San Diego!

Luxury Home in Little Italy, San Diego w/Parking
Welcome to this rare designer masterpiece in Downtown’s most desirable neighborhood! Designed and built by renowned modern architect/developer Jonathan Segal. Located in the award-winning Little Italy Neighborhood Developers block (LIND). Home features 20 ft. floor to ceiling windows, designer kitchen, dual master suites, backyard patio. All the best restaurants, coffee shops, bars, Waterfront park just steps away. Or take a quick Uber or walk to Convention Center, Gaslamp, Petco Park and more.

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.

BEST LOCATION in all of Little Italy & downtown!
Location, location, location! Can't get any closer to the bustling Little Italy area in downtown San Diego. San Diego's best restaurants and nightlife in your backyard. One of the only houses in all of downtown! This modern luxury home is just blocks from the waterfront and a short Uber or walk to the Gaslamp, Convention Center & San Diego Zoo! All the frills: ++ Prime location! 98/100 Walker Score rating ++ High-speed internet, Netflix & smart TV ++ A/C ++ Super Host 5-star service

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!

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.

Cozy Loft by Petco Park - Gaslamp
Steps to Petco Park, Convention Center, restaurants, bars and shops! The Unique Loft by Petco Park is located in the heart of downtown San Diego. Built by award winning architect Jonathan Segal, FAIA, my place is modern, simple and cozy. It is within walking distance to Petco Park, Gaslamp, and Convention Center. There are nearby restaurants, shops and nightclubs. My place is good for couples, solo adventurers, and business travelers. Note: No parking space is provided.

State & Fir (Little Italy Loft, Free Parking)
Ultra Minimal, Sunlit Bi-Level Loft In The Heart Of Little Italy—A Bright, Aesthetic Escape For Slow Mornings And Cozy Evenings. Enjoy Exposed Brick, High Ceilings, Beautiful Art, And An Airy Open Floor Plan. Step Outside To Trendy Cafés, Restaurants, Wine Bars, Farmers Markets, And Waterfront Park. Just Minutes To The Convention Center, Concerts, And The Trolley. Includes One Free On-Site Parking Spot And Free Laundry. Live Like A Local.

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% off all April and May 2026 bookings. Perfect for a weekend getaway, business trip, or special occasion in the heart of downtown.

King Size Luxury Loft Petco-Park-Downtown SD
This gorgeous loft is situated in the heart of Downtown San Diego. Adjacent to East Village-Petco Park. This ground-level unit offers easy access and central location within walking distance to restaurants, bars, cafes, and the convention center. Because the property is located in a lively downtown area at street level, guests may occasionally experience typical city Noice or activity
Popular amenities for Downtown San Diego holiday rentals
Other great holiday rentals in Downtown San Diego

Modern Gaslamp Retreat | Central 2BR | Sleeps 5!

Contemporary & Chic Downtown 2Story Condo- 1bd/2ba

Front Row Studio | Petco Park Views

Gaslamp Loft Getaway | Sleeps 7 in Style

Zen Oasis Close to downtown, 3 miles from Airport

Heart of Gaslamp Getaway/Convention/Petco studio

Modern Downtown Retreat | Balcony + Rooftop Views

In The Heart of Gaslamp Quarter + Rooftop Pool&Bar
When is the best time to visit Downtown San Diego?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £96 | £97 | £99 | £97 | £103 | £102 | £123 | £105 | £99 | £102 | £101 | £102 |
| 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 holiday rentals in Downtown San Diego

Total holiday rentals
Explore 2,500 holiday rentals in Downtown San Diego

Verified guest reviews
Over 112,220 verified reviews to help you choose

Family-friendly holiday rentals
770 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 740 rentals that welcome pets

Holiday rentals with a pool
630 properties feature pools

Rentals with dedicated workspaces
1,410 properties have a dedicated workspace

Wifi availability
2,460 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

4.8 Average rating
Downtown San Diego stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Rentals with a patio Downtown San Diego
- Rentals with a washing machine and dryer Downtown San Diego
- Rentals with a sauna Downtown San Diego
- Smoking-friendly rentals Downtown San Diego
- Rentals with beach access Downtown San Diego
- Pet-friendly rentals Downtown San Diego
- Waterfront rentals Downtown San Diego
- Resort rentals Downtown San Diego
- Rentals with a cinema Downtown San Diego
- Rentals with outdoor seating Downtown San Diego
- Rosarito Beach
- LEGOLAND California
- SeaWorld San Diego
- San Diego Convention Center E Ent
- Oceanside City Beach
- University of California-San Diego
- Petco Park
- San Diego Zoo Safari Park
- Ocean Front Walk
- Tijuana Beach
- Pacific Beach
- Torrey Pines State Beach
- Balboa Park
- Coronado Beach
- San Diego Zoo
- Liberty Station
- San Diego State University
- La Misión Beach
- Moonlight State Beach
- Belmont Park
- Sesame Place San Diego
- Oceanside Harbor
- Black's Beach
- Coronado Shores Beach




