
Holiday rentals in Little Italy
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Top-rated holiday rentals in Little Italy
Guests agree: these stays are highly rated for location, cleanliness and more.

Room R at The Dutra Inn - Little Italy
“This room always makes me nostalgic. It’s not like I’ve stayed here before—I mean, maybe in a past life. But every time I turn at the top of the steps, just like that, the nostalgia hits me hard, deep in the cerebellum. Room R will do that to you. It doesn’t matter if you’ve been to San Diego a billion times before, or never. I like to think it’s the pull of my grandpa (we called him Popo) from the photograph in the far corner. Head of the room he’s never been in. Leo on a white horse. Both o

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.

PENTHOUSE + VIEW DECK Urban Design in Little Italy
Cozy memory foam King-size bed with two additional sleeper sofas! This penthouse suite is located in the heart of San Diego's highest rated neighborhood, Little Italy! Quick and secure access. Boasting over 36 retail establishments within a two block radius! 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!

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.

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.

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

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.

At Mine | Spacious Suite in the Gaslamp Quarter
This unit is a meticulously renovated historical hotel suite, designed by the renowned Italian firm Pininfarina, located in Downtown San Diego. Nestled in the vibrant Gaslamp Quarter, you'll find yourself in the midst of nightlife with an array of restaurants and bars in close proximity. The suite provides private and spacious accommodations catering to both vacationers and business travelers. Its features include a comfortable king-sized bed, a smart TV, central AC, and a mini-fridge

Spacious Studio in Little Italy with Parking
Ground level unit. Comes with parking in a gated/covered parking garage within the complex. Centrally located in Little Italy. Close to great restaurants and coffee shops and a private balcony for an awesome view for plane watching. Bird Rock Coffee Roasters is located in the apartment complex on the first floor (Kettner Blvd). The Crack Shack and Ballast Point Brewery are right across the street. The Main Street of Little Italy is 2 blocks away and Waterfront Park is about 3 blocks.

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.

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.

The Casa Amore!
Your home base in the heart of Little Italy, San Diego awaits you! Walk out the door to culinary heaven or take a quick Uber ride to the Gaslamp, SD beaches or the Zoo! The location truly doesn't get better than this! When you're not out exploring, put on a Vinyl record while making your favorite air fryer recipe, or relax on the large spacious balcony while taking in views of the city! The Casa Amore has everything you need, you won't want to leave!
Popular amenities for Little Italy holiday rentals
Other great holiday rentals in Little Italy

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Party in Gaslamp! Chic 2br, Sleeps 6, Best Area!

Modern 2BR Near Zoo, Balboa Park & Little Italy

Neon Elm Hotel - Experience Cozy Historic Suite

Sentral Gaslamp Quarter | 5-min Walk to Petco Park

Bali inspired 2nd floor studio with kitchen/ bath!

Queen Studio in the Heart of Hillcrest! (West)
When is the best time to visit Little Italy?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £120 | £127 | £127 | £124 | £129 | £133 | £162 | £136 | £127 | £123 | £121 | £118 |
| Avg. temp | 15°C | 15°C | 16°C | 17°C | 18°C | 20°C | 21°C | 22°C | 22°C | 20°C | 17°C | 14°C |
Quick stats about holiday rentals in Little Italy

Total holiday rentals
Explore 570 holiday rentals in Little Italy

Nightly prices starting at
Little Italy holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 34,400 verified reviews to help you choose

Family-friendly holiday rentals
220 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 220 rentals that welcome pets

Holiday rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
330 properties have a dedicated workspace

Wifi availability
560 of Little Italy holiday rentals include wifi access

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

4.8 Average rating
Little Italy stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Rentals with a patio Little Italy
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- Rentals with breakfast Little Italy
- Rentals with a washing machine and dryer Little Italy
- Family-friendly rentals Little Italy
- Rosarito Beach
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- San Diego Convention Center E Ent
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- University of California-San Diego
- San Diego Zoo Safari Park
- Petco Park
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- Balboa Park
- San Diego Zoo
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