
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.

Santorini-Inspired Cottage w/ Hot Tub + Views
*CHECK OUT OUR OTHER AIRBNB* Travel 16 steps up a Greek-inspired curving stairway with 2-story high walls to your tucked-away cottage built into the hillside villa of Alta Colina. With spectacular views, step onto the 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. European-inspired design & details, it'll be hard to believe you’re still in San Diego!

Sunny, Open 2 Story Apt Downtown w/ Parking
Our Spacious 2 Story, Beautifully Decorated Apt is the Perfect Home Away From Home for Families, Couples, Digital Nomad, or Solo Traveler Looking for a Comfortable & Convenient Place to Stay. Located in One of the Most Vibrant Neighborhoods in SD Little Italy is Known For its Restaurants, Cafes, & Local Shops. So Many Attractions! the Waterfront Park, CRSSD Festival, USS Midway Museum., Balboa Park, Petco Park, The Convention Center, Running/Bike Paths, The County Building. 1 Free Parking Spot

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.

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.

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!

Sunny Good Vibes with Sunset Views
Welcome to Sunny Good Vibes in the historic Midtown Banker’s Hill neighborhood. This spacious 1100 sqft unit includes breathtaking views of the San Diego Bay and downtown, a private outdoor deck and is walking distance or a short commute to San Diego's best attractions. Originally constructed in 1928 and has undergone a full restoration which provides modern comfort while maintaining the original style and charm. A chef's kitchen includes all fixings and dine-in peninsula with bay views.

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.
Popular amenities for Little Italy, San Diego vacation rentals
Other great vacation rentals in Little Italy

State & Fir (Little Italy Loft, Free Parking)

Fun and relaxation in the same location.

BEST LOCATION in all of Little Italy & downtown!

Explore Little Italy from this Gorgeous Mini Villa

Stylish, cozy studio in the heart of Little Italy

Relaxing Studio Apt in Little Italy

Modern Penthouse Apt w/ Rooftop Deck & Views

Stylish Downtown Loft w/ Parking in Little Italy
Quick stats about vacation rentals in Little Italy
Total rentals
580 properties
Nightly prices starting at
€ 9 before taxes and fees
Total number of reviews
33K reviews
Family-friendly rentals
240 properties are a good fit for families
Pet-friendly rentals
230 properties allow pets
Rentals with a pool
140 properties have a pool
Destinations to explore
- Pet-friendly rentals Little Italy
- Loft rentals Little Italy
- Rentals with pools Little Italy
- Rentals with beach access Little Italy
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- Hotel rentals Little Italy
- Rentals with a beach view Little Italy
- Rentals with a hot tub Little Italy
- Rentals with a fireplace Little Italy
- Rentals with an EV charger Little Italy
- Waterfront rentals Little Italy
- Fitness-friendly rentals Little Italy
- Rentals with a washer and dryer Little Italy
- Rentals with outdoor seating Little Italy
- Rentals with a sauna Little Italy
- Condo rentals Little Italy
- Rentals with a fire pit Little Italy
- Family-friendly rentals Little Italy
- House rentals Little Italy
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