
Family-friendly vacation 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

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.

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.

Perfect Downtown Studio | Steps to Little Italy!
Conveniently located Downtown is this beautiful, light & airy studio apartment with everything you could need for a relaxing and comfortable stay. The studio features a free flowing design with a fully equipped kitchen, a beautiful queen bed, a workspace, a sparkling, modern bathroom and café style dining for two by the sunny window. Stay just steps to Little Italy with its mouth-watering restaurants, bakeries, piazzas & cafes or drive to San Diego’s best attractions just 10-15 mins away.

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!

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.

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.

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

Santorini-Inspired Cottage w/ Hot Tub + Views

Mountain View Retreat in Gated Estate (Hot Tub)

Hidden Gem with Hot Tub and Parking - 4 Guests

Tranquil 2bedroom, Central, Hot Tub, Firepit, BBQ

6BR in Mission Hills-Little Italy Area

Luxury Oceanfront Condo with Unbelievable Views

Barrio Logan Loft/ Detached Guest House

Cozy Hideaway w/ Private Jacuzzi & Pool Table
Family- and pet-friendly home rentals

Little Italy 2BR Loft Near Waterfront & Convention

Modern bungalow w/beautiful kitchen

Walk to Bars, Restaurants 1 BD Hillcrest, Parking

Ventana Vista | Ocean View | EV Charger | Designer

Romantic Private Garden Studio Near Downtown

Luxury Bay/Ocean view suite-San Diego/Mission Bay

San Diego at your doorstep

Dog-friendly • Kitchen &Garden • Steps to OB Surf
Family-friendly home rentals with a pool

Hillcrest canyon home casita with pool access

Mountain Retreat Ocean View-Great for Staycation

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

The BEST NEST Clean, peaceful, private, affordable

Private 1 BR Paradise retreat

Lionhead - Private Boutique Home

Custom Guesthouse, Balboa Park/Zoo/Hillcrest& pool

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 | G$44,763 GYD | G$45,390 GYD | G$45,809 GYD | G$47,273 GYD | G$48,737 GYD | G$49,783 GYD | G$57,731 GYD | G$51,247 GYD | G$46,436 GYD | G$45,599 GYD | G$48,319 GYD | G$46,436 GYD |
| 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 that are family-friendly in Little Italy

Total vacation rentals
Explore 240 vacation rentals in Little Italy

Nightly prices starting at
Little Italy vacation rentals start at G$14,642 GYD per night before taxes and fees

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

Pet-friendly vacation rentals
Find 110 rentals that welcome pets

Vacation rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wi-Fi availability
240 of Little Italy vacation rentals include wi-fi 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
- Loft rentals Little Italy
- Rentals with pools Little Italy
- Rentals with a washer and dryer Little Italy
- Pet-friendly rentals Little Italy
- Rentals with an EV charger Little Italy
- Hotel rentals Little Italy
- Condo rentals Little Italy
- Waterfront rentals Little Italy
- Rentals with a sauna Little Italy
- Rentals with beach access Little Italy
- Rentals with a beach view Little Italy
- Rentals with a fire pit Little Italy
- Rentals with outdoor seating Little Italy
- House rentals Little Italy
- Rentals with a hot tub Little Italy
- Apartment rentals Little Italy
- Rentals with a patio Little Italy
- Fitness-friendly rentals Little Italy
- Rentals with a fireplace Little Italy
- Rentals with breakfast Little Italy
- Family-friendly rentals San Diego
- Family-friendly rentals San Diego County
- Family-friendly rentals California
- Family-friendly rentals United States
- Rosarito Beach
- Oceanside City Beach
- Torrey Pines State Beach
- Tijuana Beach
- Pacific Beach
- SeaWorld San Diego
- LEGOLAND California
- University of California San Diego
- Coronado Beach
- San Diego Zoo Safari Park
- Balboa Park
- La Misión Beach
- Oceanside Harbor
- Coronado Shores Beach
- Liberty Station
- Moonlight Beach
- Sesame Place San Diego
- Belmont Park
- Black's Beach
- Law Street Beach
- Strand Beach
- Torrey Pines Golf Course
- Santa Monica Beach
- USS Midway Museum