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.

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Top guest favourite
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.
Home in Bankers Hill - Park West
4.96 out of 5 average rating, 482 reviews

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.

Superhost
A bright living area features a leather sofa and a rattan chair positioned beside a light-colored coffee table. Large windows allow natural light to fill the space, showcasing a minimalist decor style. A framed art piece and potted plants add a touch of greenery.
Townhouse in Little Italy
4.81 out of 5 average rating, 191 reviews

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.

Top guest favourite
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.
Flat in Downtown San Diego
4.95 out of 5 average rating, 351 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.

Guest favourite
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
4.88 out of 5 average rating, 313 reviews

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.

Guest favourite
The living room features a spacious sectional sofa with orange and gray accent pillows. A modern coffee table sits in the center, complemented by a sleek television on a wooden stand. Natural light filters through large windows draped with sheer curtains, enhancing the airy atmosphere.
Townhouse in Little Italy
4.83 out of 5 average rating, 795 reviews

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

Top guest favourite
A spacious living area features a large sectional sofa adorned with decorative pillows, complemented by a wooden coffee table. A vibrant wall art piece with colorful surfboards is displayed above the couch, while natural light fills the room through expansive windows.
Guest house in Mission Hills
4.97 out of 5 average rating, 274 reviews

Beautiful Historic Home and Gardens Near Downtown!

Location, Location, Location...Welcome to Union Street Gardens. We are dedicated to providing a peaceful, serene atmosphere in which our guests can relax after a long day of exploring beautiful, sunny San Diego. This unique historic craftsman bungalow is just minutes from downtown, Balboa Park, the Zoo, beaches, and includes a Chef's kitchen, outdoor deck, gardens, fire pit and spa! Perfect for a family of 4 or two couples. Sorry no parties or large groups and no external guests please.

Superhost
A modern living area features a comfortable dark sofa with light throw pillows, complemented by a coffee table and a small dining setup. Large windows allow natural light to fill the space, and a stylish area rug adds warmth to the hardwood floor.
Flat in Little Italy
4.76 out of 5 average rating, 203 reviews

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.

Guest favourite
The living area features a light-filled space with high ceilings and a cozy grey sofa adorned with soft pillows. A round wooden coffee table sits at the center, while potted plants add a touch of greenery. Wall-mounted artwork enhances the decor, complemented by a dining area visible in the background.
Flat in Little Italy
4.9 out of 5 average rating, 131 reviews

Elegant Little Italy Hideaway w/ Sky Deck & Views

Discover an inviting oasis in the heart of vibrant Little Italy! This luxurious penthouse apartment exudes modern boho charm and boasts a stunning balcony overlooking all of Little Italy. Ideal for both entertaining and basking in the sun on lazy days, this penthouse offers a perfect inner-city retreat filled with abundant natural light. You'll be just minutes away from downtown, beaches, and steps away from Little Italy's delightful offerings. Welcome to your short-term sanctuary!

Guest favourite
A comfortable living area is presented, featuring a plush brown leather couch and matching chairs. Natural light enters through a window, illuminating a wooden coffee table adorned with a vibrant green plant. A flat-screen TV is positioned beside the seating, with soft lamps providing additional lighting.
Flat in Little Italy
4.86 out of 5 average rating, 388 reviews

Entire 2Bd in Most Convenient San Diego Location

Amazing, private apartment home is located in the most convenient location in San Diego. Beautiful Bankers Hill is blocks from Little Italy and just down the road from breathtaking museums and outdoor activities at Balboa Park. Spacious 2br/1ba with professional cleaning and management. Your entire, private apartment comes equipped with high-end appliances, renovated finishes and furnishings, and breath taking views of the city skyline and San Diego Harbor surrounding the property.

Top guest favourite
A bright and airy room features a lofted bed accessed by steps, with large windows providing natural light. A circular dining table sits beside a red sofa, complemented by a patterned area rug. Shelving units and a climbing ladder enhance the space's functionality.
Loft in Little Italy
4.97 out of 5 average rating, 576 reviews

Room T at The Dutra Inn - Little Italy

“I thought about changing this whole thing to just read: Napoleon slept here. Room T is kind of like the little spoon of The Dutra. Or maybe like a precious package tucked under the building’s right arm? But no, despite popular opinion, the T doesn’t stand for tiny. Room T is big enough for your wildest ambitions and your coffee in the morning. There’s approximately 1,000 cupboards here—all presumably concealing tiny French dictators or perhaps, hidden treasures." IG: @the.dutra

Superhost
A modern living area features a comfortable gray sofa adorned with a light throw. A round coffee table sits in front, flanked by green plants. The open kitchen displays stainless appliances and white cabinetry. Soft lighting is provided by pendant lights overhead, creating a welcoming ambiance.
Apartment in Little Italy
4.83 out of 5 average rating, 127 reviews

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

Superhost
A bright sleeping area features a spacious bed with soft linens and decorative pillows. Natural light floods the room through two windows adorned with white shutters, while a small seating area is visible through an open door, offering a cozy view of the private deck.
Guest house in Bankers Hill - Park West
4.83 out of 5 average rating, 102 reviews

Upper Suite on Ivy St - Walk to Little Italy!

Welcome to the Ivy Street Suites! Your gateway to the best San Diego has to offer -- conveniently located within the buzzing restaurant district of both Little Italy + Bankers Hill. Drop your bags + explore the San Diego Zoo, Balboa Park, USS Midway Museum + the infamous Little Italy Mercato! All within a nice stroll from the space. The Upper Suite is a short term rental and the Lower Suite is a mid-term rental that share a courtyard but have a private patio or deck each.

Popular amenities for Little Italy holiday rentals

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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!

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