
Holiday rentals in Downtown San Diego
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Top-rated holiday rentals in Downtown San Diego
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

Bay View Banker's Hill
A beautifully renovated 2-bedroom 2-bathroom craftsman-style duplex is perfectly situated in the heart of Bankers Hill. The perfect blend of classic craftsmanship and modern amenities in this beautifully restored home. Minutes away from San Diego's top attractions, including Balboa Park, Little Italy, and the vibrant Gaslamp Quarter. Two comfortable bedrooms provide a peaceful retreat. Fully equipped kitchen with new appliances. A perfect place to enjoy all that San Diego has to offer.

#1 LOCATION - Rare Luxury Home in Downtown
***THE BEST RATED RENTAL IN DOWNTOWN SAN DIEGO*** Location doesn't get better than this! Right in the heart of the lively Little Italy area in downtown San Diego. San Diego's best restaurants and nightlife in your backyard. Just blocks from the waterfront and a short Uber or walk to the Gaslamp, Convention Center & Zoo! All the frills: + Prime location! 98/100 Walker Score rating + Private parking + Private Sundeck & Backyard Stay at this modern luxury home for your next trip!

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.

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.

The Cozy Craftsman
Bright • Walkable • Charming 2BR Craftsman retreat in San Diego's University Heights neighborhood, perfectly located between Hillcrest and North Park. Skylights and large windows fill the home with natural light, while the thoughtfully updated interior offers comfort and style. Enjoy a private fenced yard with outdoor seating, and walk to restaurants, cafes, and a grocery store just two blocks away. Perfect for couples, small groups, or business travelers exploring San Diego.

Stylish Loft 1 Block to Petco Park
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.

Dream Penthouse! The Most Amazing Bath & Views
Stunning Zen Penthouse with The Most Amazing Bathroom you have ever seen. Located right by Little Italy, Balboa Park, the Bay, the Convention Center, within walking distance to amazing restaurants, coffee shops, bars and within minutes of all San Diego Beaches and attractions. The Zen Penthouse has a total European feel to it, it's like being in London with amazing weather and the best part, the breathtaking views of the Skyline and unreal Sunsets!

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.

Stylish/Modern/Gaslamp/Spacious 1BR/1BA
Historic (800 sqft) building with 15ft ceilings. In the heart of downtown San Diego, located within the Gaslamp District. Perfect place to stay with your colleagues or friends. Minutes away from Petco Park, Little Italy, & Convention Center. Walking distance to a variety of restaurants, bars, nightlife, & coffee shops. Central location, close to the airport, SD Zoo, and Coronado beach.

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

Peaceful Jungle Retreat In The Heart of San Diego

Sunny Studio | Downtown S.D.

Skyline Flat Facing Downtown San Diego

Gaslamp Loft Getaway | Sleeps 7 in Style

Zen Oasis Close to downtown, 3 miles from Airport

Beautiful 2-Story Loft in Heart of Little Italy

Modern Downtown San Diego Studio

Kasa Little Italy | Studio, Rooftop Pool & Lux Gym
When is the best time to visit Downtown San Diego?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $166 SGD | $168 SGD | $171 SGD | $168 SGD | $179 SGD | $177 SGD | $213 SGD | $181 SGD | $171 SGD | $176 SGD | $175 SGD | $177 SGD |
| 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
- Hostel rentals Downtown San Diego
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- Pet-friendly rentals Downtown San Diego
- Rentals with a washing machine and dryer Downtown San Diego
- Rentals with a patio Downtown San Diego
- Rentals with a fireplace Downtown San Diego
- Rentals with a firepit Downtown San Diego
- Smoking-friendly rentals Downtown San Diego
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- Loft rentals Downtown San Diego
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- Serviced apartment rentals Downtown San Diego
- Family-friendly rentals Downtown San Diego
- Rentals with an EV charger Downtown San Diego
- Rentals with pools Downtown San Diego
- Hotel rooms Downtown San Diego
- Rentals with a hot tub Downtown San Diego
- Boutique hotels Downtown San Diego
- Rentals with beach access Downtown San Diego
- Fitness-friendly rentals Downtown San Diego
- Townhouse rentals Downtown San Diego
- Waterfront rentals Downtown San Diego
- Resort rentals Downtown San Diego
- Rentals with a cinema Downtown San Diego
- House rentals Downtown San Diego
- Rentals with outdoor seating Downtown San Diego
- Rentals with a sauna Downtown San Diego
- Rosarito Beach
- SeaWorld San Diego
- San Diego Convention Center E Ent
- University of California-San Diego
- Petco Park
- Oceanside City Beach
- San Diego Zoo Safari Park
- Ocean Front Walk
- Pacific Beach
- Tijuana Beach
- Torrey Pines State Beach
- Balboa Park
- Coronado Beach
- San Diego Zoo
- San Diego State University
- Liberty Station
- La Misión Beach
- Moonlight State Beach
- Belmont Park
- Oceanside Harbor
- Sesame Place San Diego
- Black's Beach
- Mission Beach
- Coronado Shores Beach




