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Little Italy, San Diego vacation rentals

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Top-rated vacation rentals in Little Italy, San Diego

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Rental unit in Downtown San Diego

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.

Rental unit in Mission Hills

Clean, Private, Quiet, Centrally Located Apartment

This spacious 1BR/1BA is nestled in Mission Hills, one of San Diego's most historic neighborhoods. We provide comfortable accommodations within walking distance to many restaurants and pubs. We're only minutes away from Old Town, Little Italy, Gas Lamp, the airport and more. We have all the amenities to make you feel at home while you away from home. The neighborhood is quiet and safe. This property is detached with a private entrance. Includes parking. The laundry is shared with our neighbor.

Guest suite in North Park

Private Garden Suite with Patio Access on Canyon

Canyon garden patio guest suite built in 1932 with tons of charm, modern furniture, and easy access to everything San Diego has to offer! The suite has a private entrance from the main Spanish Colonial Revival home via the patio garden and looks out onto a lush canyon. Open your door & enjoy the plant-filled patio for dining, lounging, & relaxing. Fast WiFi & A/C. Professionally cleaned & sanitized for every guest. Close to the zoo, Balboa Park, & the restaurants & bars North Park has to offer!

Guesthouse in Adams North

Stunning Patio! King Bed, Walkable, Games, Parking

We're Sandie Properties in San Diego! Follow us on IG (sandierentals) to learn about our promos! Enjoy a stylish experience at this tucked away, yet centrally-located oasis. This guesthouse offers a private patio in a fenced in lot ensuring you get plenty of space to relax. It is located in a quiet residential area in walking distance of historic Adams Avenue in Normal Heights where you can enjoy local restaurants and cafes! The property is professionally cleaned and sanitized for each guest.

Home in Golden Hill

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!

Rental unit in Downtown San Diego

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.

Guest suite in Hillcrest

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.

Rental unit in Downtown San Diego

At Mine | Central 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

Rental unit in Downtown San Diego

The Urban Hut Retreat (Heart of Downtown SD!)

A cozy urban retreat truly in the heart of Downtown San Diego awaits you! The excitement of East Village and the sophistication of downtown San Diego Gaslamp right out the door! Walk to Petco Park Stadium, the convention center, & the best SD attractions & restaurants in minutes! When you're not out exploring, relax with some classic records on the vintage record player or relax on the large spacious balcony! Create memories that will last forever, here, in the heart of it all!

Rental unit in Downtown San Diego

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.

Guesthouse in North Park

Fresh, hip and cozy private North Park guest house

Enjoy peaceful sunny San Diego days listening to the palm trees sway in this private backyard garden retreat set behind a 1925 California craftsman. The guest house is tucked away in a quiet quintessential Southern California neighborhood while only being a short and easy walk to amazing restaurants, world class breweries and cozy coffee shops. Balboa Park, the San Diego Zoo, beaches and downtown are all a few minutes drive away.

Cottage in Downtown San Diego

Stylish, cozy studio in the heart of Little Italy

La Cantuccio - "the nook" - is Villa Little Italy's cozy studio. Set in an original 1930's bungalow, this two room studio, this has a main room with a Murphy bed and stylish living area as well charming kitchen. Every effort has been made to make this small space both functional and exquisitely comfortable ... the perfect hideaway to launch your exploration of Little Italy, San Diego, and parts beyond!

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Popular amenities for Little Italy, San Diego vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Little Italy, San Diego's top sights

USS Midway Museum775 locals recommend

Waterfront Park114 locals recommend

San Diego Civic Theatre32 locals recommend

San Diego Air & Space Museum76 locals recommend

Balboa Theatre24 locals recommend

San Diego Zoo2,510 locals recommend

Other great vacation rentals in Little Italy, San Diego

Home in Downtown San Diego

#1 LOCATION - Rare Luxury Home in Downtown

Rental unit in Downtown San Diego

PENTHOUSE + VIEW DECK Urban Design in Little Italy

Loft in South Park

A 'Suite' Garage Loft in the Heart of South Park

Rental unit in Hillcrest

Hillcrest #2 Cozy Private Balcony ZenGarden Garage

Guesthouse in Mission Hills

Santorini-Inspired Cottage #1 w/ Hot Tub + Views

Home in North Park

Quiet & Walkable North Park Getaway | Hot Tub + AC

Condo in North Park

Bright & Airy Craftsman, Free Parking, WasherDryer

Guesthouse in Mission Hills

La Casita - Fully Updated Casita in Mission Hills

Other great vacation rentals in Little Italy, San Diego

Guesthouse in North Park

California Cottage in North Park

Rental unit in Downtown San Diego

Metropolitan Suite Close to Convention Center

Guesthouse in North Park

Private Cottage in Walkable North Park w/AC

Condo in Downtown San Diego

Modern Studio in Little Italy

Rental unit in Downtown San Diego

Sunny Stylish & Central - Luxe Little Italy Studio

Loft in Downtown San Diego

Waterfront Loft | 1BR | Little Italy | Downtown

Rental unit in Downtown San Diego

Bankers Hill Hideaway with AC, Views, and Parking

Loft in Downtown San Diego

Waterfront Little Italy Loft

Quick stats about vacation rentals in Little Italy, San Diego

Total rentals
390 properties
Rentals with dedicated workspaces
210 properties have a dedicated workspace
Rentals with a pool
70 properties have a pool
Pet-friendly rentals
130 properties allow pets
Family-friendly rentals
150 properties are a good fit for families
Total number of reviews
26K reviews

Destinations to explore