
Family-friendly holiday rentals in Little Italy
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Little Italy
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Stylish Little Italy Stay | Free Parking Near Bay
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.

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.

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

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!

Chic Inner City Pad w/ Balcony | Walk Everywhere!
Stay right in the heart of vibrant Little Italy in this contemporary, inner-city apt with quaint piazzas and upscale boutiques all right on your doorstep. Split over two levels the apt features a thoughtfully curated design with living/dining on the lower level and an open double bedroom upstairs which steps out onto a balcony. Leave the car behind and walk to cocktail bars, brewpubs and restaurants or drive with downtown, the Gaslamp Quarter and Mission Beach only a short Uber ride away.

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.

At Mine | Spacious Suite in the Gaslamp Quarter
This unit is a meticulously renovated historical hotel suite, designed by the renowned Italian firm Pininfarina, located in Downtown San Diego. Nestled in the vibrant Gaslamp Quarter, you'll find yourself in the midst of nightlife with an array of restaurants and bars in close proximity. The suite provides private and spacious accommodations catering to both vacationers and business travelers. Its features include a comfortable king-sized bed, a smart TV, central AC, and a mini-fridge

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.

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
Popular amenities for Little Italy family-friendly rentals
Family-friendly home rentals with a hot tub

Colorful North Park Home | AC, BBQ, Private Office

Mountain View Retreat in Gated Estate (Hot Tub)

2 Bed Hidden Gem | Hot Tub, Parking | Midtown SD

SDCannaBnB #1 *420 *parking *dog-friendly *hot tub

Dragonfly Cottage - In the Heart of San Diego

Barrio Logan Loft/ Detached Guest House

Luxe Home w. Serene Backyard Spa

Beautiful Historic Home and Gardens Near Downtown!
Family- and pet-friendly home rentals

Stylish, Elegant, Modern, King Bed

LOFT: Detached Cottage with Patio

Walk to Bars, Restaurants 1 BD Hillcrest, Parking

Romantic Private Garden Studio Near Downtown

Good Vibes Only

San Diego at your doorstep

Dog-friendly • Kitchen &Garden • Steps to OB Surf

Townhouse - Private Yard, La Mesa Village
Family-friendly home rentals with a pool

La Jolla Beach House-Family Focused-3min to Beach

Your Modern Lux Pool Resort in the Heart of SD

The BEST NEST Clean, peaceful, private, affordable

Private 1 BR Paradise retreat

Spacious North Park Home - Walk to Dining & Shops

Custom Guesthouse, Balboa Park/Zoo/Hillcrest& pool

Luxury Oceanfront Condo with Unbelievable Views

Mission Hills Charming suite, walkable to all.
When is the best time to visit Little Italy?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $278 SGD | $282 SGD | $284 SGD | $293 SGD | $302 SGD | $309 SGD | $358 SGD | $318 SGD | $288 SGD | $283 SGD | $300 SGD | $288 SGD |
| 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 that are family-friendly in Little Italy

Total holiday rentals
Explore 240 holiday rentals in Little Italy

Nightly prices starting at
Little Italy holiday rentals start at $91 SGD per night before taxes and fees

Verified guest reviews
Over 12,770 verified reviews to help you choose

Pet-friendly holiday rentals
Find 110 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wifi availability
240 of Little Italy holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool 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
- Rentals with beach access Little Italy
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- Rentals with a patio Little Italy
- Loft rentals Little Italy
- House rentals Little Italy
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- Pet-friendly rentals Little Italy
- Rentals with a hot tub Little Italy
- Rentals with a firepit Little Italy
- Rentals with a beach view Little Italy
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- Hotel rooms Little Italy
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- Apartment rentals Little Italy
- Waterfront rentals Little Italy
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