Little Italy holiday lettings

We found 949 holiday rentals — enter your dates for availability

Select from 16 houses, 11 flats and other holiday rentals to find the perfect place for your stay in Little Italy. Holiday rentals offer the best amenities for your stay with friends, family or just your pet, such as parking and a fireplace. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Little Italy

Showing deals for:14 Aug - 21 Aug

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Why visit Little Italy

  • Charming Atmosphere: Little Italy boasts vibrant streets filled with a friendly vibe and historic architecture.
  • Authentic Italian Cuisine: Indulge in delicious meals at a variety of delightful eateries offering traditional Italian dishes.
  • Little Italy Mercato: Experience the bustling farmers' market, showcasing fresh produce, artisanal goods, and local crafts.
  • Outdoor Spaces: Enjoy urban parks and private gardens ideal for family outings and relaxation.
  • Diverse Accommodation: Choose from stylish condos, cosy apartments, and private vacation homes for a comfortable stay.

Popular types of accommodation around Little Italy

You've chosen to explore the charming Little Italy, and now it's time to find the perfect place to stay. Discover a variety of accommodation options, including houses, stylish condos, and cosy apartments. Whether you're seeking spacious bedroom apartments or intimate flats, our selection of Little Italy rentals offers something for every traveller. Enjoy your stay with the assurance of quality and transparency on our platform.

  • Houses: The most sought-after choice for visitors to Little Italy, offering spacious and comfortable stays ideal for families or groups.
  • Condos: A popular option for those seeking modern amenities and a central location, perfect for a vibrant city experience.
  • Apartments: A convenient and versatile accommodation type, ideal for couples and solo travellers looking for a home away from home.
  • Cottages: Charming and quaint, these options provide a cosy retreat with a touch of character.
  • Villas: Luxurious and spacious, perfect for those wanting a touch of elegance during their stay.**

Top attractions near Little Italy

Little Italy in San Diego is perfect for family and outdoor-themed holidays, offering a delightful mix of urban parks, private gardens, and event venues. Visitors can immerse themselves in the local culture by exploring the Little Italy Mercato and joining guided tours. This vibrant area caters to those seeking a blend of family-friendly activities and outdoor experiences, making it an ideal destination for tourists.

  • San Diego Convention Center: This prominent event venue, located 621m from Little Italy, boasts a modern design and hosts various conferences and exhibitions, offering a bustling atmosphere filled with business vibes.
  • Balboa Park: Situated 1.2km away, this stunning private garden is a cultural oasis featuring lush landscapes, gardens, and museums, perfect for a leisurely stroll or a picnic amidst nature.
  • Port of San Diego: Just 311m from Little Italy, this modern civic building serves as a hub for maritime activities and waterfront events, showcasing vibrant views and a lively atmosphere.

Things to do recommended for couples

For a romantic getaway in Little Italy, enjoy an evening of live music at AMSD Concerts, or challenge each other at Golf Gardens Miniature Golf. For a more intimate experience, visit Carruth Cellars Winery for a delightful wine tasting that sets the perfect mood.

Things to do recommended for families

During your family vacation in Little Italy, enjoy the thrilling atmosphere at Petco Park, 1.6km away, or unwind at De Anza Cove Park, six miles away, for some wellness and relaxation. Don't miss the excitement of Snapdragon Stadium, located five miles from Little Italy.

Things to do recommended for groups

Explore the vibrant Fashion Valley Mall, just 1.9km from Little Italy, for shopping and entertainment. Enjoy a cultural evening at the nearby San Diego Civic Theatre, 373m away, or indulge in a round of golf at Riverwalk Golf Club, also 1.9km from your base.

What do I need to keep in mind when booking a vacation around Little Italy

If you’re travelling with a group, family, or pets, or if you’re considering longer stays, be sure to apply the appropriate filters to meet your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Little Italy with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor space for group activities. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Little Italy with young kids: Traveling with young children can be quite demanding. It’s essential to prioritise their comfort and safety, alongside having suitable amenities for their age, like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are suitable for families.
  • Taking your pets with you to Little Italy: For many, a family holiday isn’t truly finished without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. The majority of pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Little Italy: If you’re in search of holiday rentals with special offers for stays of a month or more, you’ve come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include amenities such as a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Little Italy

Little Italy, San Diego, is a charming neighbourhood perfect for families and outdoor enthusiasts alike. With its vibrant streets, delightful eateries, and friendly atmosphere, visitors can truly immerse themselves in the urban experience. Explore the historic architecture, indulge in authentic Italian cuisine, and enjoy the bustling markets. Nearby attractions offer stunning scenery and a welcoming vibe, making Little Italy an ideal base for discovering the best of San Diego's cultural and culinary delights.

  • San Diego: San Diego is a vibrant city located a mere 497m from Little Italy. Known for its family-friendly atmosphere, outdoor adventures, and beautiful beaches, San Diego offers an abundance of activities for all ages. Visitors can explore famous attractions such as theme parks, sandy beaches, and family-friendly resorts. The city boasts a variety of shopping centres where you can find everything from luxury goods to unique souvenirs, making it a delightful destination for exploration and relaxation.
  • Downtown San Diego: Just 559m from Little Italy, Downtown San Diego is a bustling neighbourhood that caters to families, outdoor enthusiasts, and business travellers alike. This vibrant area is filled with shopping centres and theatres, making it ideal for a day out. Key landmarks include event venues, a convention centre, and a stadium, all contributing to the dynamic atmosphere. Enjoy the local dining scene and various cultural experiences that make Downtown a must-visit for any traveller.
  • Gaslamp Quarter: Located 621m away from Little Italy, the Gaslamp Quarter is a historic neighbourhood that combines charm with modern excitement. Known for its family-oriented activities and vibrant outdoor spaces, this area is perfect for leisurely strolls. It features an array of shopping centres, theatres, and resorts that cater to diverse interests. Visitors can also explore prominent landmarks such as event venues and convention centres, making the Gaslamp Quarter an ideal spot for both leisure and business.

Best time to go to Little Italy

If you're planning a trip to Little Italy, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January57.4°F (14.1°C)Light RainSunnyAverageSlightly Low
February56.8°F (13.8°C)Light RainSunnyAverageSlightly Low
March58.1°F (14.5°C)No Rain (Dry)Mostly SunnyAverageAverage
April60.6°F (15.9°C)No Rain (Dry)SunnySlightly HighAverage
May62.6°F (17.0°C)No Rain (Dry)SunnyAverageAverage
June66.4°F (19.1°C)No Rain (Dry)SunnySlightly HighSlightly High
July70.5°F (21.4°C)No Rain (Dry)SunnySlightly HighSlightly High
August72.3°F (22.4°C)No Rain (Dry)SunnyAverageSlightly High
September72.0°F (22.2°C)No Rain (Dry)SunnyAverageAverage
October68.2°F (20.1°C)No Rain (Dry)SunnySlightly LowSlightly Low
November62.6°F (17.0°C)No Rain (Dry)SunnySlightly LowAverage
December57.4°F (14.1°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you aiming to save on your upcoming getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy notable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly area where you can plan new journeys, continue from where you paused, or manage your existing arrangements. You'll discover your saved or booked properties organised into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental in Little Italy?
In Little Italy, holiday houses are the most popular type of holiday rental, with about 72 available throughout the neighbourhood. These properties often feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or larger groups. Many also include outdoor spaces for relaxation and dining al fresco, allowing guests to enjoy the pleasant Californian weather.

Apartments are another common choice, with around 36 options available. These typically provide a more compact living space but still come with essential amenities such as kitchens and comfortable living areas. Condos, numbering about 24, offer a similar experience to apartments but often feature additional facilities like pools or fitness centres.
Are there any beach house rentals in Little Italy?
In Little Italy, California, there are approximately 13 beach house holiday rentals available. These charming properties are typically situated close to the waterfront and the vibrant dining scene that the neighbourhood is known for. Travellers can expect amenities such as fully equipped kitchens, spacious living areas, and outdoor patios or balconies great for enjoying the sunny California weather. Many rentals are designed with a contemporary flair, featuring modern furnishings and decor.
How much does it cost to rent a holiday home in Little Italy?
Prices for holiday rentals in Little Italy vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Little Italy to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Little Italy holiday house rentals?
You can find great discounts on house rentals in Little Italy on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Little Italy?
In Little Italy, popular holiday rental amenities include well-equipped kitchens, which allow travellers to prepare their own meals and enjoy the local produce. Many rentals also feature coffee and tea makers for that morning caffeine fix. Outdoor spaces such as balconies, decks, or patios are common, providing guests with a lovely area to relax and soak up the vibrant setting of the neighbourhood.
Can I find family house rentals in Little Italy?
In Little Italy, California, there are family-friendly house rentals available, with around 25 options to choose from. This vibrant neighbourhood is renowned for its Italian heritage and charming atmosphere, making it an excellent choice for families looking to explore. Many of these homes provide spacious living areas, fully equipped kitchens for preparing family meals, and often outdoor spaces ideal for children to enjoy.

Visitors will find themselves close to local attractions such as the bustling Little Italy Mercato Farmers' Market, where fresh produce and artisan goods are offered. The area is also within walking distance of San Diego's waterfront, allowing families to take leisurely strolls by the harbour or visit nearby parks.
Can I rent a holiday home with a pool or hot tub in Little Italy?
In Little Italy, California, there are several holiday homes available for rent that feature pools and hot tubs, making it an attractive destination for travellers seeking relaxation. This vibrant neighbourhood, known for its rich Italian heritage and lively option, offers a variety of rental options. Many properties come equipped with modern amenities such as private pools, hot tubs, outdoor dining areas, and fully equipped kitchens, ideal for both entertaining and unwinding after a day exploring the area.

Guests will also appreciate the proximity to local attractions, including delightful restaurants, art galleries, and the beautiful waterfront.
Are there any Little Italy holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Little Italy with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I book pet-friendly holiday rentals in Little Italy?
In Little Italy, California, there are numerous pet-friendly holiday rentals available, offering a range of amenities that cater to both you and your furry companions. Many of these accommodations feature modern conveniences such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can enjoy the fresh air.

The neighbourhood is known for its vibrant setting, with various pet-friendly cafes and parks in the vicinity. Just a short walk away, you'll find Waterfront Park, which provides ample green space for walks and playtime with your pets. Additionally, the area boasts charming local shops and restaurants, enhancing the overall experience for travellers.
Can I find long-stay holiday rentals in Little Italy?
A long-stay holiday rental in Little Italy is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Little Italy for a holiday rental?
The best time to visit Little Italy for a holiday rental is during the peak season from May to July, with July being particularly popular among travellers. This vibrant neighbourhood comes alive with outdoor dining, lively street festivals, and an array of cultural events that celebrate its rich Italian heritage. The warm weather, typically ranging from 18 to 30 degrees Celsius, creates an inclusive setting for leisurely strolls along the waterfront and exploring the local shops and art galleries.

As you wander through the charming streets, you'll find plenty of opportunities to indulge in authentic cuisine, relax in beautiful parks, and enjoy the lively ambiance of this coastal gem. The summer months are ideal for outdoor activities, allowing you to soak up the sun and immerse yourself in the energetic vibe of the community.

For those seeking a more budget-friendly experience, consider visiting in November. This month offers a quieter atmosphere, with fewer tourists yet still pleasant temperatures, making it a lovely time for exploring the local scene without the hustle and bustle. You can enjoy a more intimate experience with the area's culinary delights and unique shops.
Are there any remote work holiday rentals in Little Italy?
In Little Italy, California, there are numerous remote work holiday rentals available, with around 132 options to choose from. This vibrant neighbourhood is known for its lively option, rich Italian heritage, and proximity to San Diego's waterfront and downtown attractions. Many of the rentals in this area come equipped with essential remote work amenities, including dedicated workspaces with desks and ergonomic chairs, as well as complimentary Wi-Fi to ensure a seamless working experience.

Travellers can expect a variety of accommodations, ranging from modern apartments to stylish lofts, often featuring open-plan living spaces, fully equipped kitchens, and access to communal amenities such as rooftop terraces or fitness centres. Little Italy's charming streets are lined with delightful cafes, restaurants, and boutique shops, providing plenty of options for breaks and leisure activities after work hours. The nearby waterfront also offers beautiful walking paths and parks, enhancing the overall experience for those combining work and travel. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Little Italy holiday rental?
Book your Little Italy holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Little Italy, California, United States of America?
In Little Italy, California, visitors can take part in a vibrant setting filled with culture and cuisine. One of the top attractions is the Little Italy Mercato, a lively farmers' market held every Saturday, where local vendors offer fresh produce, artisan goods, and delicious street food. The area's charming streets are lined with Italian restaurants, gelato shops, and cafés, providing ample options for dining and enjoying the local flavours.

Additionally, the Maritime Museum of San Diego, located just a short stroll away, showcases the rich maritime history of the region with its impressive collection of historic ships and engaging exhibits. Nearby, the beautiful waterfront and Seaport Village offer scenic views and shopping opportunities, making it a delightful area to explore.
Can I change or cancel my Little Italy home rental booking on Vrbo?
To find Little Italy holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Little Italy holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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