Family-friendly holiday rentals in Little Italy

4.83 out of 5 average rating, 484 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.

4.92 out of 5 average rating, 329 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!

4.88 out of 5 average rating, 306 reviews

Bungalow in Little Italy

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.

Townhouse in Little Italy

4.82 out of 5 average rating, 776 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

Guest suite in University Heights

4.98 out of 5 average rating, 795 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.

4.98 out of 5 average rating, 456 reviews

Home in Balboa Park

Award-Winning North Park 2BR on Balboa Park nr Zoo

★ Condé Nast rated top in SD ★ Luxury 2BR/1BA home w/ AC ★ Across the street from Balboa Park ★ 4 min to SD Zoo ★ 7 min walk to restaurants, cafes, breweries, shops, North Park entertainment corridor ★ 15 min to Beach ★ Washer/Dryer ★ Family-friendly space, pack n' play ★ Easy free street parking ★ Fully remodeled in 2022, professionally designed ★ Fresh artisan coffee, Nespresso ★ 4K TV, Netflix, HBO ★ We welcome people from all backgrounds ★ Security camera at exterior entry (none inside)

Townhouse in Little Italy

4.9 out of 5 average rating, 211 reviews

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.

4.91 out of 5 average rating, 129 reviews

Sunny Stylish & Central - Luxe Little Italy Studio

Located right in the heart of vibrant Little Italy is this sparkling Downtown studio filled with light, airy boho vibes and all the amenities you could need for a cozy stay. Whip up meals in the fully-equipped kitchen, snooze in the luxe king bed, soak up the sun on the lounge or sip your coffee at the chic café-style dining table. Ready to explore? Little Italy's buzzing restaurants, bakeries, and cafes are just steps away or take a quick 10-15 min drive to San Diego's top sights.

4.77 out of 5 average rating, 193 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.

4.97 out of 5 average rating, 551 reviews

Loft in Little Italy

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

4.85 out of 5 average rating, 394 reviews

Entire 2bd - Most Convenient Location of San Diego

Professionally cleaned apartment located in Beautiful Bankers Hill - prestigious neighborhood up the hill from Little Italy, perfectly situated in the epicenter of San Diego! Our spacious 2br/1ba is within such short reach of Little Italy, Balboa Park, Downtown, Waterfront Park, Harbor, Airport, etc! Your private apartment comes equipped with high end appliances, finishes, and breath taking views of the city skyline and San Diego Harbor surrounding the property.