Holiday houses 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.

ValueFamilyView

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.

LocationValueCheckout

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.

FamilyValuePool

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!

ValueFamilyAccuracy

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.

ValueLocationComfort

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!

LocationParksCheck-in

4.9 out of 5 average rating, 768 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!

LocationFamilyGetting around

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.

FamilyLocationBarbecue

4.95 out of 5 average rating, 168 reviews

A bright living room features a green accent wall adorned with foliage, enhancing the natural feel. A large smart TV is mounted on the wall, with a comfortable white sofa and coffee table arranged around a woven area rug. Expansive windows allow natural light to fill the space.

4.94 out of 5 average rating, 17 reviews

Modern Sky Oasis in Downtown SD

Experience boho-inspired luxury in Downtown San Diego. Discover our breathtaking 3BR, 2BA apartment boasting panoramic views of San Diego's skyline, stadium, and bay. Unwind in style with floor-to-ceiling windows, an ergonomic work station, and high-speed internet. Enjoy resort-like amenities like a pool, sundeck, gym, lounge, BBQ area, and theater. With Petco Park, the Convention Center, trendy eateries, and the vibrant Gaslamp just minutes away. No parties, no smoking, no pets.

LocationFamilyPool

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.

ValueLocationLaundry

4.94 out of 5 average rating, 520 reviews

Condo in Downtown San Diego

A cozy living area features a blue couch adorned with decorative pillows against a stylish brick wall. Natural light streams through a large window, highlighting a round coffee table in front of a comfortable seating arrangement. A small plant adds a touch of greenery.

Walk 2 Gaslamp & Petco; King bed, Parking/Patio!

Enjoy San Diego's vibrant Gaslamp Quarter! Set in the IDEAL location, this unique loft home is just STEPS to Convention Center & Petco Park, all the hot restaurants, shops & bars! Comfy King Bed upstairs opens to GARDEN PATIO with city view to relax! All necessities included, full kitchen w/ built in WINE fridge! FREE PARKING AVAILABLE Perfect for couples, solo adventurers, & business travelers. No parties or loud music allowed!

FamilyLocationSleep quality

4.93 out of 5 average rating, 454 reviews

4.97 out of 5 average rating, 101 reviews

A green sofa is positioned against a wall adorned with an eclectic gallery of framed artworks, including abstract designs, floral patterns, and clock. Textures vary with a plush, white throw pillow placed at the center, providing a cozy accent against the diverse art pieces.

Condo in Little Italy

Little Italy King Suite

A luxurious 1b/1b condo . The spacious living area includes a flat screen TV and large courtyard viewing window laced with marble tile. The peaceful bedroom features a king sized bed, SMART flat screen TV, and ample storage space. Experience San Diego in this prime Little Italy location . Walking distance to Water Front Park, Seaport Village, Embarcadero, and all of Little Italy. *No Parking Available After September 1, 2026.

LocationFamilyTV

Popular amenities for Downtown San Diego holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Downtown San Diego

Condo 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

ValueLocationParking

4.89 out of 5 average rating, 47 reviews

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

FamilyLocationNearby

4.9 out of 5 average rating, 229 reviews

Kasa Little Italy | Family 2BD with Amenity Access

ValueFamilyBarbecue

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

FamilyValueWi-Fi

4.83 out of 5 average rating, 547 reviews

Relaxing Little Italy Studio Apt | Near The Bay

FamilyLocationCleanliness

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

FamilyLocationLayout

4.79 out of 5 average rating, 369 reviews