Holiday rentals in Downtown San Diego

4.96 out of 5 average rating, 28 reviews

Top Floor Views of Ocean, Bay, City & Petco Park

Experience San Diego from a stunning 32-story penthouse directly across the street from Petco Park, with the Convention Center just steps away. Enjoy floor-to-ceiling views of the ballpark, bay, ocean, and downtown skyline, plus easy walking access to the Gaslamp Quarter, Seaport Village, and the waterfront. With rooftop lounges, resort-style pools, a fitness center, and exceptional amenities, this is the perfect home base for a weekend getaway, business trip, Padres game, or special occasion.

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A spacious living area is furnished with a floral-patterned love seat and two armchairs. Custom-built shelves house a collection of books, while a coffee table sits on a patterned rug. Bright yellow walls enhance the natural light streaming through the shuttered windows.

4.96 out of 5 average rating, 384 reviews

Trendy Studio, Natural Light - Heart of Downtown

Large studio with comfortable queen sized Murphy Bed, a love seat, private entrance and private bath. Located in Cortez Hill - walk to the nicest neighborhoods in downtown like Little Italy, Gaslamp, East Village, and the Embarcadero. There is no full kitchen, but there is a small refrigerator, small microwave, and a pot for heating water. This is an ideal space for solo travelers, couples, events at the Convention Center, Padres Games, great eateries, and the best of Downtown San Diego.

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4.97 out of 5 average rating, 100 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.

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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.

4.94 out of 5 average rating, 260 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!

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4.9 out of 5 average rating, 117 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.

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5.0 out of 5 average rating, 27 reviews

Downtown Studio, Luxury High-Rise, View, Parking

Stay in the heart of downtown San Diego! This cozy, modern studio offers stunning city views and is within easy walking distance to Petco Park, the Convention Center, the vibrant Gaslamp Quarter, top restaurants, bars, and the Coronado ferry landing. Enjoy a comfortable bed, floor to ceiling windows, a full kitchen, and fast Wi-Fi—the sofa also pulls out into another bed. Perfect for business or leisure, you’ll be steps from all the action. Book now for the ultimate downtown experience!

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4.9 out of 5 average rating, 767 reviews

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

#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!

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Townhouse in Little Italy

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.

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.

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4.95 out of 5 average rating, 168 reviews

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.

4.91 out of 5 average rating, 109 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.

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Apartment in Downtown San Diego

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.

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.

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4.89 out of 5 average rating, 47 reviews

Home in Downtown San Diego

Walk to Gaslamp & Petco • Rooftop Spa & Game Room

A three-story townhouse in the heart of East Village, where the best of San Diego is at your doorstep. Petco Park and the Gaslamp Quarter are a 10-minute walk away, with great restaurants and coffee right around the corner. Three king bedrooms. A rooftop hot tub for when the day winds down. An infrared sauna might be the most relaxing part of the trip. And a game room that keeps the energy going between outings. Walkable, effortless, and unmistakably San Diego.

LocationFamilyHot tub

4.98 out of 5 average rating, 51 reviews

Loft in Downtown San Diego

Downtown San Diego Loft | Best Walkable Location

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.

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4.94 out of 5 average rating, 520 reviews

Popular amenities for Downtown San Diego holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Downtown San Diego

Superhost

A modern living room is presented, featuring a large sectional sofa adorned with soft cushions. Two wooden coffee tables are centered in the space, which is illuminated by natural light from floor-to-ceiling windows. Neutral tones and minimalist decor create a welcoming environment.

4.93 out of 5 average rating, 58 reviews

Luxury High-Rise | Downtown SD

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4.9 out of 5 average rating, 229 reviews

Kasa Little Italy | Family 2BD with Amenity Access

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A cozy corner of the room features a television mounted on the wall, accompanied by a minimalist black stand. An archway leads to a compact kitchenette containing a sink, microwave, and essential kitchen items. A pendant light hangs overhead, adding warmth to the space.

4.76 out of 5 average rating, 205 reviews

Urban Getaway in Proximity to Gaslamp

LocationFamilyIndoor spaces

4.83 out of 5 average rating, 547 reviews

Relaxing Little Italy Studio Apt | Near The Bay

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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

Beautiful 2-Story Loft in Heart of Little Italy

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4.79 out of 5 average rating, 369 reviews

5.0 out of 5 average rating, 8 reviews

Rooftop Pool + Bay Views • Little Italy Locale

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Two elegantly upholstered chairs are positioned beside a small wooden table, reflecting a chic design. A large mirror enhances the space, capturing the ornate staircase in the background. Intricate carpet patterns complement the overall sophisticated aesthetic.