Holiday houses in Downtown San Diego

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Top-rated holiday rentals in Downtown San Diego

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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, 139 reviews

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.

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!

Guest favourite
A modern two-story bungalow with a clean white exterior is captured at dusk. Large windows allow for ample natural light, while a set of stairs leads to the entrance. The surrounding area features minimal greenery, enhancing the structure's architectural lines.
Bungalow in Little Italy
4.89 out of 5 average rating, 319 reviews

Explore Little Italy from this Gorgeous Mini Villa

La Scala rises from the center of Villa Little Italy in the heart of San Diego’s most popular restaurant and entertainment district. Just one block from India Street, Farmer’s Market, and minutes from downtown, Balboa Park, airport, and harbor & beaches. This is a delightful neighborhood, steeped in local history and culture, and popular for dining and exploring. Little Italy Bungalows is perfect for couples, families, business travelers, convention-goers, single travelers and adventurers.

Guest favourite
The spacious studio features a queen bed with neutral bedding, positioned across from a floor-to-ceiling mirror. Natural light fills the room through large windows, complementing the light grey walls. A wooden side table holds a lamp next to the bed, and a cozy rug adds texture to the floor.
Apartment in Little Italy
4.8 out of 5 average rating, 120 reviews

Sunny Studio in Little Italy | Walk Everywhere

Located within a great walkable neighborhood is this stylish boho studio with everything you could need for a relaxing, central stay. The studio features bright, open plan living with a fully equipped kitchen, an inviting bedroom area, a Smart TV with access to streaming apps, a sparkling bathroom and a handy laundry. Stay just 10-20 mins from San Diego’s top attractions or walk to the many mouth-watering restaurants, bakeries, piazzas & cafes in vibrant Little Italy right on your doorstep.

Top Guest favourite
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.
Apartment in Little Italy
4.94 out of 5 average rating, 229 reviews

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!

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, 104 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, 733 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
Loft in Downtown San Diego
4.93 out of 5 average rating, 491 reviews

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.

Superhost
Loft in Little Italy
4.82 out of 5 average rating, 368 reviews

Stylish Downtown Loft | Free Parking Near Bay

Tucked into the heart of Little Italy, this sun-drenched architectural loft is a calm, beautiful place to land in the middle of everything. Exposed brick, tall ceilings, and a chic open layout create a warm, inspiring retreat. Walk to top restaurants, cafes, bars, and Waterfront Park. Includes a cozy raised bed with ladder access, a full kitchen, one free onsite parking spot, and optional dog stay with $50 fee.

Guest favourite
An open living area showcases a comfortable gray couch paired with a wooden tray set with refreshments. A patterned rug lies beneath, leading toward a cozy sleeping area. Light wood flooring adds warmth, and a ceiling fan circulates air above.
Apartment in Downtown San Diego
4.88 out of 5 average rating, 101 reviews

Street View Loft in Heart of Gaslamp

Come stay in the heart of Downtown San Diego. This loft is perfect for a couples vacation, friends night out, or traveling business people.. The loft is surrounded by various restaurants, bars, nightclubs, coffee shops, and stores. Within walking distance to the Convention Center, Petco Park, and Seaport Village. Short drive from San Diego International Airport, SeaWorld, Zoo, Little Italy and Balboa Park.

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, 1,746 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, 158 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

Popular amenities for Downtown San Diego holiday rentals

When is the best time to visit Downtown San Diego?

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Avg. price$184 AUD$187 AUD$189 AUD$187 AUD$198 AUD$196 AUD$236 AUD$201 AUD$189 AUD$195 AUD$194 AUD$196 AUD
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Quick stats about holiday rentals in Downtown San Diego

  • Total holiday rentals

    Explore 2,370 holiday rentals in Downtown San Diego

  • Verified guest reviews

    Over 108,520 verified reviews to help you choose

  • Family-friendly holiday rentals

    750 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 770 rentals that welcome pets

  • Holiday rentals with a pool

    600 properties feature pools

  • Rentals with dedicated workspaces

    1,370 properties have a dedicated workspace

  • Wi-Fi availability

    2,270 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

  • 4.7 Average rating

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

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