
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.

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.

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.

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.

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

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.

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.

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!

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.

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

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

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
Other great holiday rentals in Little Italy

Trendy Studio in a Historic SD Building

Kasa Little Italy | Bay Views & Rooftop Pool

Balboa Park between Downtown & Uptown!

Beautiful 2-Story Loft in Heart of Little Italy

La Giardino, a Stylish Mediterranean Bungalow

Upscale BizReady 1 Bedrm, 2 Bed Steps2Little Italy

Amazing 1bd In Heart of Little Italy!

Stylish Downtown Loft | Free Parking Near Bay
When is the best time to visit Little Italy?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £117 | £124 | £125 | £121 | £126 | £130 | £158 | £133 | £124 | £120 | £118 | £115 |
| 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
- Pet-friendly rentals Little Italy
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- Flat rentals Little Italy
- Rentals with a patio Little Italy
- Rentals with a firepit Little Italy
- Rosarito Beach
- Oceanside City Beach
- LEGOLAND California
- San Diego Convention Center E Ent
- SeaWorld San Diego
- University of California-San Diego
- Petco Park
- San Diego Zoo Safari Park
- Torrey Pines State Beach
- Tijuana Beach
- Pacific Beach
- Coronado Beach
- Balboa Park
- San Diego Zoo
- La Misión Beach
- Moonlight State Beach
- Liberty Station
- Belmont Park
- Oceanside Harbor
- Sesame Place San Diego
- Coronado Shores Beach
- Black's Beach
- Torrey Pines Golf Course
- USS Midway Museum




