Holiday houses 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.

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Superhost
A spacious living area features large windows allowing ample natural light. A 85-inch 4K TV is mounted on the wall above a sleek entertainment unit. Comfortable seating includes a plush gray sofa and decorative pillows, with a coffee table at the center of the room.
Home in Downtown San Diego
4.92 out of 5 average rating, 194 reviews

NEW Luxury 3BR HOUSE❤️of DT Walk Petco w/Garage AC

Located in the heart of Downtown San Diego, this unique house has been completely remodeled and re-imagined to make your stay unforgettable. Designed with the eye toward comfort and entertainment. 7 min walk Petco Park/14 min walk to Convention Center/6 min to Zoo/9 min Airport/12 min to SeaWorld/9 min to Coronado *Stunning bathrooms w/ dual showers, tub, smart glass *Full Kitchen, AC Central *SONOS Sound System, 4K TVs every room *Walk to coffee, yoga & gyms, dining, entertainment, shopping!

Top Guest favourite
A living area features a comfortable sofa in muted tones, paired with a natural wood coffee table. A large flat-screen TV is mounted on the wall. Warm light filters through wooden blinds, illuminating a small dining area with two stools and a view of the entry door.
Townhouse in Bankers Hill - Park West
4.97 out of 5 average rating, 108 reviews

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.

Guest favourite
A spacious living area is characterized by high ceilings with exposed beams and large windows allowing natural light. A comfortable gray sofa, adorned with colorful cushions, is paired with a bright yellow accent chair. A modern coffee table and entertainment unit complete the inviting space.
Home in Little Italy
4.9 out of 5 average rating, 740 reviews

#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!

Top Guest favourite
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.
Townhouse in Little Italy
4.95 out of 5 average rating, 142 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.

Guest favourite
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.
Apartment in Little Italy
4.89 out of 5 average rating, 155 reviews

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.

Top Guest favourite
Loft in Downtown San Diego
4.94 out of 5 average rating, 494 reviews

Petco Park Steps • Stylish Private Loft Retreat

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.

Top Guest favourite
A spacious penthouse room displays a high, triangular ceiling with modern fixtures. A comfortable bed is positioned prominently, complemented by large windows offering natural light. A sleek kitchen area features dark cabinetry and appliances, while a cozy seating area invites relaxation.
Condo in Bankers Hill - Park West
4.98 out of 5 average rating, 209 reviews

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!

Superhost
An open living space is highlighted by a large sectional sofa and a round coffee table. The neutral-toned decor includes a colorful area rug. A dining table with two chairs is visible, while the kitchen area features a minimalist design with essential appliances.
Apartment in Little Italy
4.89 out of 5 average rating, 229 reviews

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.

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.
Apartment in Downtown San Diego
4.88 out of 5 average rating, 1,777 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.

Guest favourite
A modern living space is highlighted by a high ceiling with large windows allowing natural light. A sectional sofa sits across from a wooden media console with a flat-screen television. A sleek kitchen island with bar stools separates the living area from the kitchen, which features stainless steel appliances.
Condo in Downtown San Diego
4.98 out of 5 average rating, 161 reviews

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

Top Guest favourite
A spacious living area features large windows with bright blue skies visible outside. A contemporary sectional couch in orange and white is arranged around a coffee table. A mid-century floor lamp and decorative plants add character to the space, along with vibrant artwork on the walls.
Loft in Little Italy
4.96 out of 5 average rating, 110 reviews

Contemporary Loft - Panoramic Harbor & City Views

Little Italy's best! Book this spectacular, top-floor loft with 25-foot ceilings and views from every window. Located in the heart of the action with a 9.8/10 walk score, you're steps from great restaurants, bars, and shops. Sip cocktails on your private balcony before enjoying the night scene, or relax by walking to the waterfront just two blocks away. Includes gated parking.

Top Guest favourite
A modern kitchen features sleek white cabinetry paired with a crisp, dark countertop. A vibrant teal mosaic tile backsplash adds a pop of color. Stainless steel appliances, including a microwave and refrigerator, are neatly integrated, along with a coffee maker and other countertop essentials.
Condo in Downtown San Diego
4.98 out of 5 average rating, 107 reviews

Fabulous 2 bed/2 bath, split-level downtown condo

Welcome to the heart of East Village in San Diego. In this bright, split level, 2 bedroom, 2 bathroom condo you are set up to work remotely and enjoy all San Diego as to offer. The unit is easy walking distance to the Gaslamp district, Petco Park and the Convention Center. Fully equipped kitchen and seating for 6. Free gated, private parking space included.

Popular amenities for Downtown San Diego holiday rentals

When is the best time to visit Downtown San Diego?

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Avg. price$224 NZD$237 NZD$254 NZD$224 NZD$237 NZD$236 NZD$283 NZD$241 NZD$227 NZD$234 NZD$232 NZD$236 NZD
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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 112,220 verified reviews to help you choose

  • Family-friendly holiday rentals

    770 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    2,460 of Downtown San Diego holiday rentals include Wi-Fi 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!

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