Holiday houses in Downtown San Diego

Home in Bankers Hill - Park West

A charming Spanish bungalow is framed by vibrant greenery and colorful flowers. A small staircase leads to the main entrance, which features a decorative security screen door. The exterior showcases white stucco walls, accentuated by terracotta details and surrounded by lush tropical plants.

Admire Harbor Views from the Porch at a City Gem

Unwind in a cozy colorful casita in this light-filled 1920s Spanish bungalow decorated with Mexican folklorico. Take a walk into Little Italy for dinner. Or to a show at the Old Globe.What’s best, is how close you are to so much, all without needing a car. A very small single car garage is provided, think compact car. Street parking is free but challenging at times. The house is located directly below the incoming flight path. You are encouraged to read the reviews regarding this.Ideal for four.

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4.96 out of 5 average rating, 511 reviews

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.

4.98 out of 5 average rating, 55 reviews

Luxury High-Rise | Downtown SD

Experience luxury living in this modern 2BR/2BA apartment located in the heart of downtown San Diego. Enjoy city views, a fully equipped kitchen, & fast Wi-Fi for the ultimate comfort. Take advantage of resort-style amenities: a sparkling pool, jacuzzi, modern fitness center, & rooftop lounge with breathtaking views. Walk to Gaslamp Quarter, shops, and dining. Whether you're here for business or leisure, this apartment offers the best of downtown SD living. Book now for an unforgettable stay!

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4.96 out of 5 average rating, 27 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, 381 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.

LocationValueLong stay

Superhost

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

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.

FamilyLocationIndoor spaces

4.88 out of 5 average rating, 340 reviews

4.97 out of 5 average rating, 97 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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4.89 out of 5 average rating, 108 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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4.9 out of 5 average rating, 761 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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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.

LocationValueLaundry

4.98 out of 5 average rating, 45 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, 515 reviews

Home in Bankers Hill - Park West

The exterior of the craftsman-style home is surrounded by neatly maintained landscaping, featuring a mix of tropical plants and decorative stones. A welcoming entrance is highlighted by a front porch with a single chair and soft outdoor lighting, creating an inviting atmosphere in the evening.

🌟BEST LOCATION🌟 4BR/2BA - WALK to Little Italy 🇮🇹

Updated craftsman style home in THE BEST location! This beautiful house is close to almost everything San Diego has to offer. Only about a mile or two away from Balboa Park, the Zoo, Old Town, The Gaslamp Quarter, The Embarcadero, Hillcrest and just minutes from the airport. WALK to Little Italy in 10 minutes! Beautiful huge backyard with plenty of room to entertain. GREAT for families, or larger groups!! Sleeps 8 comfortably!

ValueFamilyBackyard

4.91 out of 5 average rating, 390 reviews

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.

4.88 out of 5 average rating, 1897 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.

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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

4.97 out of 5 average rating, 99 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

LocationValueHospitality

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.

4.93 out of 5 average rating, 14 reviews

Modern Sky Oasis in Downtown SD

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Apartment in Little Italy

Kasa Little Italy | Family 2BD with Amenity Access

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4.9 out of 5 average rating, 222 reviews

Loft in Little Italy

Stylish Downtown Loft | Free Parking Near Bay

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4.81 out of 5 average rating, 395 reviews

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

FamilyLocationLaundry

4.79 out of 5 average rating, 364 reviews

Apartment in Little Italy

Rooftop Pool + Spa + Gym • Little Italy Retreat

5.0 out of 5 average rating, 4 reviews