Holiday houses in Little Italy, San Diego

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Top-rated holiday rentals in Little Italy, San Diego

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Superhost

Apartment in Downtown San Diego

4.83 out of 5 average rating, 398 reviews

Relaxing Studio Apt in Little Italy

Welcome to our Sunny & Relaxing Studio Apartment in the Heart of Little Italy, San Diego! This Beautifully Appointed Apartment is Perfect For Those Seeking a Tranquil Retreat in a Vibrant Neighborhood. The Studio is Open and Bright, With Large Windows That Let in Plenty of Natural Light. The Decor is Minimal & Tasteful, With Comfortable Furnishings & High-Quality Linens. The Living Area Features a Plush Sofa and Hammock Chair As Well As a Smart TV With Streaming Services For Your Entertainment.

12 – 19 Dec

$1,920 AUD total

Guest favourite

Apartment in Mission Hills

4.98 out of 5 average rating, 141 reviews

Clean, Private, Quiet, Centrally Located Apartment

This spacious 1BR/1BA is nestled in Mission Hills, one of San Diego's most historic neighborhoods. We provide comfortable accommodations within walking distance to many restaurants and pubs. We're only minutes away from Old Town, Little Italy, Gas Lamp, the airport and more. We have all the amenities to make you feel at home while you away from home. The neighborhood is quiet and safe. This property is detached with a private entrance. Includes parking. The laundry is shared with our neighbor.

18 – 25 Oct

$1,719 AUD total

Guest favourite

Apartment in Downtown San Diego

4.9 out of 5 average rating, 256 reviews

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!

1 – 8 Aug

$5,346 AUD total

Guest favourite

Guesthouse in Mission Hills

5.0 out of 5 average rating, 108 reviews

Santorini-Inspired Cottage #1 w/ Hot Tub + Views

Travel 16 steps up a Greek-inspired curving stairway with two-story high walls to your tucked-away cottage built into the hillside villa of Alta Colina. With spectacular views, step onto the front private balcony to watch planes take off & boats sail around the harbor. End the night in front of your secluded back patio fireplace or climb the steps of your spiral staircase to the rooftop Jacuzzi. Design & details inspired by European travel, it'll be hard to believe you’re still in San Diego.

24 – 31 Oct

$3,924 AUD total

Guest favourite

Apartment in Downtown San Diego

4.95 out of 5 average rating, 260 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.

18 – 25 Oct

$1,721 AUD total

Guest favourite

Guest suite in San Diego

4.98 out of 5 average rating, 734 reviews

MIKE'S PLACE - A PRIVATE COTTAGE

The cottage features full amenities that include: Tempurpedic™ queen-size bed. Wi-Fi . Cable HDTV, air conditioning, refrigerator, microwave, wet bar, coffee maker, toaster, and iron. Window seat for sitting, reading or lounging. Private entrance and patio connecting to a courtyard and Japanese garden. Spacious bathroom with 12 foot high tiled shower. French doors open to a private sitting area. If the days are booked in the cottage we might have an opening at, Mikes House and Garden.

21 – 28 Jan

$1,858 AUD total

Guest favourite

Home in Bunker Hill - Park West

4.95 out of 5 average rating, 396 reviews

Admire Harbor Views from the Porch at a City Gem

Unwind in a cozy colorful casita in this light-filled 1920s Spanish bungalow with Mexican accents and a casual feel.Take a walk into Little Italy for dinner. 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 or less persons.

16 – 23 Oct

$2,728 AUD total

Superhost

Home in San Diego

4.89 out of 5 average rating, 608 reviews

#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!

20 – 27 July

$8,780 AUD total

Superhost

Apartment in Downtown San Diego

4.91 out of 5 average rating, 496 reviews

At Mine | Cozy Suite San Diego's 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

1 – 8 Sept

$1,830 AUD total

Guest favourite

Apartment in San Diego

4.97 out of 5 average rating, 271 reviews

The Urban Hut Retreat (Heart of Downtown SD!)

A cozy urban retreat truly in the heart of Downtown San Diego awaits you! The excitement of East Village and the sophistication of downtown San Diego Gaslamp right out the door! Walk to Petco Park Stadium, the convention center, & the best SD attractions & restaurants in minutes! When you're not out exploring, relax with some classic records on the vintage record player or relax on the large spacious balcony! Create memories that will last forever, here, in the heart of it all!

13 – 18 Oct

$1,434 AUD total

Guest favourite

Loft in Downtown San Diego

4.96 out of 5 average rating, 621 reviews

Room A at The Dutra Inn - Little Italy

“There’s a strange and wonderful energy on top of The Dutra. I imagine the ghosts of pirates past making their way up from San Diego Bay, and cosmic cowboys riding in from the Tijuana night. Room A is a meeting place. It’s actually where we first met. When you look up from the street below, you can see the rows of whiskey bottles.* You might even spot Pappy Van Winkle himself winking down at you. But from Room A, you can see so much more—rooftops, skyrises, and ships.

11 – 18 Aug

$3,718 AUD total

Superhost

Loft in Downtown San Diego

4.84 out of 5 average rating, 134 reviews

Amazing 1bd In Heart of Little Italy!

An Urban retreat in San Diego's most walkable neighborhood. This elegant one bedroom loft has high ceilings on the lower floor. Panoramic views from either balcony. Located in the heart of Little Italy surrounded by the city's best bars, breweries, restaurants, and coffee shops. Stroll through the Farmer's Market on a Saturday morning, jump in an uber to Petco Park/Convention Center, or walk down to the waterfront park, Harbor and Downtown.

15 – 22 Aug

$2,862 AUD total