House vacation rentals in Little Italy

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Top-rated house rentals in Little Italy

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Top guest favorite
A modern kitchen features sleek wooden cabinets and white countertops, with a central island that provides additional seating. Stainless steel appliances are present, and a wall of glass allows natural light to fill the space. Cookware hangs elegantly above the island.
Home in Hillcrest
4.95 out of 5 average rating, 338 reviews

Walk to Balboa Park and Hillcrest from an Immaculate Home

Take a stroll through the park, then unwind with a leisurely dinner under the festoon lights. Classic crown molding, hardwood floors, and pared-back tones of gray and taupe create an air of calm at this elegant haven spread out over 1500 square feet. You will find the space charming & spacious with over 1500 sq. feet. This single level property is the lower level of a historic duplex. Hardwood floors, crown molding, gas fireplace and laundry room. Street parking is usually readily available. This A+ location of Banker's Hill is NOT impacted by air plane noise. Enjoy the entire lower level duplex and use of the back yard with patio set for dining. Please note the upper tenant may also want to use this space so this area could be shared. We would love to greet you but are also fine with allowing you to access with a code on the front door. We live nearby and are happy to make suggestions for dining or things to do. Located near numerous restaurants, and Balboa Park, Hillcrest, the zoo, Downtown, Little Italy, and the Convention Center are all within 10 minutes. Be at the beach in less than 15 minutes. The bus line runs up First Ave for easy access to Downtown and Uptown. Near trolley and train station. We are within 10 minutes to the San Diego International Airport and a quick Uber ride to Downtown, Little Italy. Walk to the heart of Hillcrest, Balboa Park and the Zoo. Be at the beach in less then 15 minutes. Central location near the I-5, I-163 & I-8. Because of the hardwood floors, you will hear the footsteps above. The kitchen is well stocked if your a cook and we have an area where you can set up your laptop. wireless available and 3 smart TV's for your enjoyment. Small market less than 1 block away.

Top guest favorite
A bright living space features a warm wooden ceiling and large windows. A comfortable orange sofa is paired with a wooden coffee table on a patterned area rug. The kitchen, visible in the background, includes modern appliances and white cabinetry, enhancing the cozy atmosphere.
Home in Hillcrest
4.99 out of 5 average rating, 171 reviews

Custom Guesthouse, Balboa Park/Zoo/Hillcrest& pool

2021 CUSTOM guesthouse with pool in Hillcrest/San Diego Zoo/Balboa Park /Marston Hill area.Full kitchen , a queen bed, a queen sleeper sofa & crib. Full bath, indoor/outdoor dining, WiFi, smart TV, pool, AC/heating, BBQ& free parking. Walking to restaurants/bars/shops/stores (Trader Joe's, Ralph's & Whole Foods). Under a mile to Farmers Market. Minutes' drive to all San Diego beaches. No rent for children under 3, only $95/stay. High chair, Pack & Play Crib, crib mattress & cover are provided

Top guest favorite
A charming Spanish bungalow is framed by vibrant greenery and colorful flowers. A small staircase leads to the main entrance, which features a decorative security screen door. The exterior showcases white stucco walls, accentuated by terracotta details and surrounded by lush tropical plants.
Home in Bankers Hill - Park West
4.96 out of 5 average rating, 479 reviews

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.

Superhost
The Victorian home, adorned with palm trees, is showcased in a soft evening glow. A white picket fence surrounds the front yard, enhancing the charming exterior. The inviting porch, along with the well-lit windows, highlights the architectural elegance of the house.
Home in Bankers Hill - Park West
4.86 out of 5 average rating, 388 reviews

Beautiful, Large Home - Bay Views and Parking!

Experience the best of San Diego living in our conveniently located Victorian home in the prestigious Banker's Hill neighborhood. The home boasts breathtaking views of the San Diego Bay and downtown skyline from its private balconies, classic charm, like original moldings, high ceilings, and hardwood floors, as well as modern amenities such as a fully equipped kitchen and dining area. The location couldn't be more perfect, with the best of San Diego's amenities and attractions just steps away.

Top guest favorite
The interior space features a cozy living area with a soft gray sofa, warm wood accents, and natural light flowing in through large windows. A staircase leads to the upper level, where the tree-themed wall art adds character. A dining table is positioned near the double French doors.
Home in Golden Hill
4.99 out of 5 average rating, 397 reviews

Golden Hill Tree House

The Golden Hill Tree House is an urban oasis hiding in the branches of two mature trees in the heart of San Diego. While you enjoy elevated privacy you can also treat yourself to a soaker tub with double shower heads or settle down in a cozy reading nook to enjoy a good book! You'll also be walking distance to some amazing restaurants and super close to the best of San Diego, including downtown, the beach and the zoo! It's a perfect place to recharge after a long day of business or pleasure!

Guest favorite
A welcoming living area features large windows that provide ample natural light and views of the surroundings. A round dining table is paired with several chairs, while a cozy seating area includes a sofa and a plant. The space is complemented by a textured area rug.
Home in Little Italy
4.9 out of 5 average rating, 131 reviews

Central Little Italy Bayview House

There’s no better place to experience San Diego’s iconic Little Italy neighborhood than this remodeled bayview home. Located in the heart of Little Italy, a stone’s throw away from renowned restaurants, bars, boutiques, and antiques. A 5 minute drive from SAN, a 10 minute walk to the San Diego Harbor, and a 2 minute drive to the I-5 make all of San Diego immediately accessible. Close to Balboa Park, SD Zoo, & Downtown SD. The property has a parking spot, in-unit laundry, & a private patio.

Top guest favorite
An outdoor patio area showcases a modern gas fire pit with flames reflecting off the smooth surface. A spacious bed is visible through large glass doors, framed by stylish curtains. The warm tones of the interior including a wooden accent wall create a cozy atmosphere.
Home in Mission Hills
4.97 out of 5 average rating, 246 reviews

Ventana Vista | Ocean View | EV Charger | Designer

@ventanacollection This cliff-side Mission Hills home is a light filled and custom designed to elevate your future vacation rental expectations. Highlights: - Ocean views from every room - Outdoor patio w/propane firepit and Grill - Modern fully stocked open kitchen with high-end Thermador appliances - Theatre Quality 75" TV and speakers in the plush living room - Premium work from home sit/stand desk, monitor, computer, webcam, speaker set up - Helix and Sleep Night memory foam mattresses

Top guest favorite
The exterior of the three-story home is showcased, featuring a warm-colored facade with red doors and decorative balconies. A spacious rooftop deck offers seating and striking views of the surrounding San Diego skyline. The interior layout reveals an open floor plan with comfortable furnishings and natural light.
Home in Downtown San Diego
4.99 out of 5 average rating, 111 reviews

EpicViews | 3-Stories with Rooftop | Cortez Hill

📍 Unbeatable Central Location! Welcome to Casa Cortez Hill! This charming 3-story home features 3 bedrooms, 2 baths, and a private 4th-story rooftop deck with firepit. At 1,510 sq ft, it comfortably sleeps up to 8 guests. Centrally located—walk to Little Italy, Gaslamp, and Petco Park. Just few miles from the airport and minutes to the beach. Enjoy San Diego’s best dining, nightlife, and coastal vibes. Casa Cortez Hill is your home base for all things San Diego. We can't wait to host you!

Guest favorite
A spacious living area is characterized by high ceilings with exposed beams and large windows allowing natural light. A comfortable gray sofa, adorned with colorful cushions, is paired with a bright yellow accent chair. A modern coffee table and entertainment unit complete the inviting space.
Home in Little Italy
4.9 out of 5 average rating, 714 reviews

#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!

Guest favorite
A bright living area features large floor-to-ceiling windows allowing ample natural light. A light wood coffee table is situated in front of a comfortable sofa adorned with decorative pillows. A large television stands on a modern console, with a potted plant adding a touch of greenery.
Home in Little Italy
4.85 out of 5 average rating, 198 reviews

Little Italy 2BR Loft Near Waterfront & Convention

Discover the heart of San Diego from our spacious loft in Little Italy, the culinary gem of downtown. Perfectly situated for both business and leisure travelers, you're steps away from the waterfront, convention center, and vibrant city life. Embrace the urban experience with convenience at your doorstep, including eclectic bars and restaurants. We provide a white noise machine and earplugs, though the lower floor offers a quieter retreat. Experience the best of city living!

Top guest favorite
A cozy living area features a navy blue sofa adorned with yellow and white cushions. Natural light floods in through two windows, illuminating the warm wooden floors. Decorative elements include a gold-framed mirror and a stylish floor lamp, enhancing the space's modern appeal.
Home in San Diego
4.95 out of 5 average rating, 434 reviews

Mid-Century Retreat Hillcrest, Parking, A/C

This 2nd floor retreat sits in a prime location of Hillcrest, a highly desirable area in San Diego. It is very bright, quiet, and private and sits directly behind our house(pictured) with no common walls. You are within walking distance to "The Heart of Hillcrest" where you will discover many fabulous restaurants, coffee and boutique shops, and so much more. We are a short Uber drive to downtown and everywhere else San Diego has to offer. We hope you stay with us soon!

Top guest favorite
A spacious living area is presented with a soft sofa adorned with decorative pillows. The room features large windows that offer views of the city skyline and Interstate 5. Warm lighting from a ceiling fixture complements the wooden beams overhead, enhancing the inviting atmosphere.
Home in Little Italy
4.98 out of 5 average rating, 293 reviews

Downtown View - 2 Story House Next to Little Italy

Two story house with 2 living rooms; 3 blocks to Little Italy restaurants, bars, & shops. Near Balboa Park, San Diego Zoo, Gaslamp, Waterfront Park & the Harbor. Museums, restaurants, theaters & nature are all nearby. Located in historic Bankers Hill, next to Interstate 5, near the airport and city center. With 2 living rooms, my house is perfect for travelers needing separate space. One parking spot is available. Extra large vehicles will have to park on the street.

Popular amenities for Little Italy house rentals

When is the best time to visit Little Italy?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$42,887 GYDG$45,816 GYDG$54,393 GYDG$47,699 GYDG$51,464 GYDG$54,812 GYDG$62,762 GYDG$52,510 GYDG$49,163 GYDG$46,025 GYDG$48,326 GYDG$45,816 GYD
Avg. temp15°C15°C16°C17°C18°C20°C21°C22°C22°C20°C17°C14°C

Quick stats about house rentals in Little Italy

  • Total vacation rentals

    Explore 70 vacation rentals in Little Italy

  • Nightly prices starting at

    Little Italy vacation rentals start at G$12,552 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,750 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    70 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!

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