
Holiday houses in Little Italy
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Quick stats about holiday rentals in Little Italy

Total holiday rentals
Explore 560 holiday rentals in Little Italy

Nightly prices starting at
Little Italy holiday rentals start at $84 NZD per night before taxes and fees

Verified guest reviews
Over 38,490 verified reviews to help you choose

Family-friendly holiday rentals
180 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 210 rentals that welcome pets

Holiday rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
320 properties have a dedicated workspace

Wi-Fi availability
560 of Little Italy holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Little Italy rentals

4.7 Average rating
Little Italy stays receive an average rating of 4.7 out of 5 from guests
Top-rated holiday rentals in Little Italy
Guests agree: these stays are highly rated for location, cleanliness and more.

Sunny Good Vibes with downtown views
Location Location Location! 1100 sqft unit w/ private deck, downtown skyline views from patio & bedrooms, walking distance or a short commute to San Diego's best attractions. NOTE PRIOR TO BOOKING: there is currently construction taking place in a separate detached rear building on the property weekdays only (7am-330pm). No construction on weekends; utilities, amenities, and services remain fully operational. Limited to no impact expected. Property listed at discounted rate as accommodation.
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Contemporary, Fully Renovated Loft in Little Italy
Book this spectacular contemporary loft with 25 foot ceilings & views! The loft is in an area with a 9.8/10 walk score & known for having the best restaurants, bars &shops. The unit is newly renovated & meticulously designed with bright windows, contemporary high-end furnishings & an everyday spa inspired bathroom. Only steps from the waterfront, you decide if you want to enjoy cocktails & cuisine in the night scene or relax all day walking along the harbor. Free parking spot with access to all.
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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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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.
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BEST LOCATION in all of Little Italy & downtown!
Location, location, location! Can't get any closer to the bustling Little Italy area in downtown San Diego. San Diego's best restaurants and nightlife in your backyard. One of the only houses in all of downtown! This modern luxury home is just blocks from the waterfront and a short Uber or walk to the Gaslamp, Convention Center & San Diego Zoo! All the frills: ++ Prime location! 98/100 Walker Score rating ++ High-speed internet, Netflix & smart TV ++ A/C ++ Super Host 5-star service
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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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Chic Inner City Pad w/ Balcony | Walk Everywhere!
Stay right in the heart of vibrant Little Italy in this contemporary, inner-city apt with quaint piazzas and upscale boutiques all right on your doorstep. Split over two levels the apt features a thoughtfully curated design with living/dining on the lower level and an open double bedroom upstairs which steps out onto a balcony. Leave the car behind and walk to cocktail bars, brewpubs and restaurants or drive with downtown, the Gaslamp Quarter and Mission Beach only a short Uber ride away.
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NEW Stylish❤️ of Downtown Little Italy w Parking/AC
Located in the heart of Little Italy San Diego, this street level condo has been completely remodeled and re-imagined to make your stay unforgettable. Designed with the eye toward comfort and entertainment. *AC w/ independent temp control in each room *Voice Controlled Sound System, 4K TVs in every room *Beautiful bathroom w/ dual showers *Walk to coffee, yoga & gyms, dining, entertainment, shopping! 6 min to Zoo 5 min Airport 9 min to SeaWorld 6 min Petco Park 8 min to Coronado
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Oceanview Loft – Walk to Food & Nightlife
Stylish, modern loft in the heart of Little Italy! This bright, newly remodeled space is steps from top restaurants, cafés, the waterfront, and close to downtown, the Embarcadero, and beaches. Perfect for relaxing or exploring San Diego’s vibrant culture. Please note this is NOT a Party house!! Thank You!! PLEASE NOTE: Access to the Condo requires climbing 3-flights of stairs, as there is no elevator. However, a cart is available to assist guests with carrying items upstairs.
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Little Italy 3BD Home with Huge Patio + Backyard!
Come and enjoy our recently restored three bedroom, two bath charmer, located right in the heart of San Diego's famed Little Italy district. Inside you are going to feel right at home with the natural light pouring through this spacious house. There is plenty of space to hangout in the kitchen, living room, and our large deck/backyard. Spend days and nights relaxing on the outdoor patio and lawn areas that offer plenty of space for entertaining or hanging out with the family.
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Luxury-award winning loft Townhouse, top location
Unpack your bags and enter the vibrant, artsy scene in Little Italy. Towering ceilings-windows flood this home with light and accentuate the quintessential urban space. Wood floors all around. The wide open floor plan on the main level, master suites on top and first floor, private balcony and patio, attached private garage and unmistakable architecture are among the many highlights. Located steps away from some of the best dining, night life and shopping in Little Italy.
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Waterfront Little Italy Loft
Welcome to this modern one-bedroom loft in the heart of Little Italy, San Diego's most iconic neighborhood. With its central location, you'll be just steps away from all the best restaurants in the area - making it the perfect choice for couples & friends looking to experience the vibrant energy of the city. Here are a few things you will find; 80-inch OLED TV, full kitchen, California king bed, panoramic ocean views, an outdoor patio, & high speed internet.
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Popular amenities for Little Italy holiday rentals
Other great holiday rentals in Little Italy

Beautiful 2-Story Loft in Heart of Little Italy
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Relaxing Little Italy Studio Apt | Near The Bay
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Kasa Little Italy | Family 2BD with Amenity Access
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Designer Stay + Pool • Near Waterfront + Dining
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Neon Elm Hotel - Small Queen Room
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Rooftop Pool + Bay Views • Little Italy Locale
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Little Italy Luxury Loft
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Beautiful San Diego Privacy Near Downtown
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Destinations to explore
- Pet-friendly rentals Little Italy
- Rentals with a sauna Little Italy
- Rentals with a hot tub Little Italy
- Apartment rentals Little Italy
- Rentals with beach access Little Italy
- Family-friendly rentals Little Italy
- Waterfront rentals Little Italy
- Condo rentals Little Italy
- House rentals Little Italy
- Hotel rooms Little Italy
- Loft rentals Little Italy
- Rentals with pools Little Italy
- Rentals with breakfast Little Italy
- SeaWorld San Diego
- Coronado Beach
- LEGOLAND California
- Rosarito Beach
- University of California-San Diego
- San Diego Zoo
- Petco Park
- San Diego Convention Center E Ent
- San Diego Zoo Safari Park
- Pacific Beach
- Tijuana Beach
- Balboa Park
- San Diego State University
- Torrey Pines State Beach
- Mission Beach
- Ocean Front Walk
- Oceanside City Beach
- Las Olas Resort & Spa
- La Misión Beach
- Moonlight State Beach
- Belmont Park
- Sesame Place San Diego
- South Mission Beach, San Diego
- Liberty Station





