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

State & Fir (Little Italy Loft, Free Parking)
Minimal Downtown Bi Level Loft In The Heart Little Italy. Experience What It's Like to Live In One Of The Most Popular Neighborhoods In San Diego For A Few Days. Exposed Brick, High Ceilings, Beautiful Art & Open Floor Plan. Walking Distance To Everything That The Neighborhood Has To Offer. Close To The Convention Center! Loads Of Amazing Restaurants, Cafes, Bars, Farmers Markets, 5 Min Walk To Trolley, Waterfront Park, Concerts. 1 Free On Site Parking Spot, Free Laundry. Live Like a Local!

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.

Luxe Little Italy 2BR Penthouse w/ Rooftop Balcony
Located right in the heart of Little Italy is this luxe penthouse apartment offering a modern boho-style retreat with a stunning balcony overlooking pizzerias, wine bars, and coffee shops. Ideal for entertaining and lazy days soaking up the sun, the penthouse gives you the perfect inner city oasis filled with natural light where you can relax, unwind, and live like a local. You’ll be only mins from downtown, the Gaslamp Qtr, beaches and only steps from everything Little Italy has to offer.

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.

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!

Gorgeous 2Bd Corner Bungalow in Little Italy
Little Italy Bungalows are located in the heart of San Diego’s most popular restaurant and entertainment district, Little Italy. 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.

#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!

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.

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

Waterfront Loft | 1BR | Little Italy | Downtown
The local neighborhood is highly walk-able and perched along the San Diego Bay in Little Italy. Little Italy is the most vibrant neighborhood in downtown San Diego with a main street that abounds with restaurants, boutiques, craft beer, and wine bars all at your doorstep. This is a very urban location which brings a lot of urban noise. The unit sits adjacent the train and trolley line in the urban core. No parking provided, Ideal for guests without a car.

Little Italy by the sea-roomy 2bd 2bath
Welcome to Little Italy by the sea. This stylish inviting condo is located in the heart of Little Italy and features gorgeous city views. Enjoy the luxury of 2 bedrooms and 2 separate full bathrooms - no waiting on others! 2 assigned parking spots! Easy access for all ages! This unit is located in a foodie’s paradise! Walk to Crack Shack, Barbusa, Herb And Wood, Kettner exchange, Juniper and Ivy, Born and Raised, Cafe Gratitude, Ironside Fish and Oysters.
Popular amenities for Little Italy, San Diego vacation rentals
Other great vacation rentals in Little Italy

Chic Little Italy Loft w/ Parking Walk to Cafes

Peaceful Jungle Retreat In The Heart of San Diego

LUX DT San Diego: Pool+Gym+Theater+Yacht+Car+Sauna

Perfect Downtown Studio | Steps to Little Italy!

Stylish Little Italy Stay | Free Parking Near Bay

Renovated Little Italy Home | Hot Tub & Pool Table

BEST LOCATION in all of Little Italy & downtown!

Little Italy King Suite
When is the best time to visit Little Italy?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ588 | ﺩ.ﺇ621 | ﺩ.ﺇ624 | ﺩ.ﺇ606 | ﺩ.ﺇ632 | ﺩ.ﺇ654 | ﺩ.ﺇ775 | ﺩ.ﺇ676 | ﺩ.ﺇ672 | ﺩ.ﺇ599 | ﺩ.ﺇ591 | ﺩ.ﺇ580 |
| 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 vacation rentals in Little Italy

Total vacation rentals
Explore 580 vacation rentals in Little Italy

Nightly prices starting at
Little Italy vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

Verified guest reviews
Over 33,330 verified reviews to help you choose

Family-friendly vacation rentals
240 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 230 rentals that welcome pets

Vacation rentals with a pool
140 properties feature pools

Rentals with dedicated workspaces
360 properties have a dedicated workspace

Wi-Fi availability
580 of Little Italy vacation rentals include wi-fi 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
- Loft rentals Little Italy
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- Rentals with a patio Little Italy
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- Rentals with breakfast Little Italy
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