Holiday rentals with outdoor seating in Little Italy, San Diego

Find and book unique rentals with outdoor seating on Airbnb

Top-rated rentals with outdoor seating in Little Italy, San Diego

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Guest favourite

Flat in Hillcrest

4.96 out of 5 average rating, 426 reviews

Hillcrest #2 Cozy Private Balcony ZenGarden Garage

Heat up the cherry-red kettle or a cappuccino and indulge in a morning snack while overlooking the serene Zen garden of a Hillcrest haven with beach equipment for coastal road trips. Take a stroll in Balboa Park and greet Buddha at the foot of the steps as you return to this fresh abode and relax with a favorite beverage on your private balcony, or grilling area while listening to the twinkling garden fountain creating a chilled ambience before sampling the eclectic Hillcrest nightlife. Each apartment has it's own private balcony, nestled in the beautiful palm tree-populated resort-like courtyard. The courtyard, gazebo and grill for all guests to enjoy. Free high-speed internet provided. Bedroom TV features AT&T U-verse and a "Smart TV" is located in the living room. Full kitchen with espresso machine, coffee press, (Starbuck's coffee provided) gas stove, new appliances, and most needed cooking utensils. Cleaning supplies, dish drainer, and garbage can are located under the kitchen sink. Each bathroom is complete with shampoo, antibacterial body wash, and bar soap. Air conditioning and heating provided. Garage space for a small to mid-size car. In-room safe box, luggage rack, wooden hangers, iron and board. Dual-pane windows with Blackout shades in the bedroom. All beds are brand new, (Simmons World Class Cresthill, Plush Pillowtop Mattress) using only high-quality hotel bedding standards. White sheets and Egyptian cotton towels, blankets, and comforters are provided and washed with each new guest. Mattresses are covered with a moister barrier protector, as well as a "Sure Guard Mattress Protector", providing an allergen barrier, and dust mite protection. Dark towels are provided for dirtier jobs, and are located in the bathroom closet. Here you will find the hair dryer bar soap, extra toilet paper, and a few cleaning supplies. Laundry facility is located at the back of the house, and is complete with all laundry needs, and a vacuum cleaner should you need it. Here you will also find beach chairs, towels, umbrellas and coolers. After arriving at the main address, 1255 Essex St. San Diego, CA 92103, proceed to the gated entrance on right, and enter into the garden courtyard. Go to back of property and take the stairs to left to Retreat #1 For safety, all outdoor spaces are under video surveillance at all times. All doors and gates are keyless, and must remain closed at all times. All door codes for accessible spaces to the front gate, front door, laundry room and garage, will be provided one day prior to your arrival. Guests will also have access to the BBQ/garden area, and Laundry Room. Although I do not personally greet all of our guests, I am often at the property, and live only a few blocks away. Please know that I am always available through phone call or text messaging, and you should feel free to contact me anytime should you need anything. Hillcrest is centrally located immediately north of downtown San Diego and accessible to 3 major freeways. Many beaches are 10-15 minutes from the property and restaurants, shopping, and nightlife are all within walking distance. Walking Hillcrest and Balboa park is a common activity for both locals and visitors. Bus stations and public bicycle rental program "Decobike" are at a walking distance; Uber and Lyft are very popular in San Diego. If you are driving your own vehicle, we offer free garage for small to mid-size cars. The apartment is small (cozy) and was designed for two people only. One couple or possibly two single friends, with one person sleeping on the sofa sleeper. The bathroom is located off the bedroom, which might make a stay difficult for two friends. - Laundry Room hours are from 8am to 8pm, so we don't disturb other guests. - All beach equipment, vacuum cleaner, and plunger, can be found in the laundry room area. - Garbage receptacles are located by the entrance of the garage, under the steps of the apartments on either side. Please tie all bags before disposing.

25 Sep – 2 Oct

$231 SGD per night

Guest favourite

Flat in Mission Hills

4.98 out of 5 average rating, 142 reviews

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.

18–25 Aug

$185 SGD per night

Guest favourite

Flat in Downtown San Diego

4.9 out of 5 average rating, 256 reviews

PENTHOUSE + VIEW DECK Urban Design in Little Italy

Cozy memory foam King-size bed with two additional sleeper sofas! This penthouse suite is located in the heart of San Diego's highest rated neighborhood, Little Italy! Quick and secure access. Boasting over 36 retail establishments within a two block radius! 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!

14–21 Dec

$481 SGD per night

Guest favourite

Guest house in San Diego

5.0 out of 5 average rating, 109 reviews

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

Travel 16 steps up a Greek-inspired curving stairway with two-story high walls to your tucked-away cottage built into the hillside villa of Alta Colina. With spectacular views, step onto the front private balcony to watch planes take off & boats sail around the harbor. End the night in front of your secluded back patio fireplace or climb the steps of your spiral staircase to the rooftop Jacuzzi. Design & details inspired by European travel, it'll be hard to believe you’re still in San Diego.

6–13 Jan

$443 SGD per night

Guest favourite

Guest suite in Talmadge

4.98 out of 5 average rating, 520 reviews

Serene, Updated Cottage in Quiet Neighborhood

Celebrating over 500 Five Star Reviews. We love to provide our guests with the best AirBnB experience possible. Detached cottage with private entrance recently built for relaxation and exploring all San Diego has to offer. Tucked away in a quiet neighborhood you will find the perfect place to get away and relax. All the modern amenities of a newly built house with 1940s charm. Come relax in your secluded vacation home away from the crowds. Celebrating a special occasion? Please let us know.

16–23 Oct

$199 SGD per night

Guest favourite

Guest suite in Hillcrest

4.98 out of 5 average rating, 735 reviews

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.

10–17 Nov

$210 SGD per night

Guest favourite

Home in Bunker Hill - Park West

4.95 out of 5 average rating, 396 reviews

Admire Harbor Views from the Porch at a City Gem

Unwind in a cozy colorful casita in this light-filled 1920s Spanish bungalow with Mexican accents and a casual feel.Take a walk into Little Italy for dinner. 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 or less persons.

3–10 Sep

$290 SGD per night

Superhost

Home in Downtown San Diego

4.89 out of 5 average rating, 607 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!

28 Dec – 4 Jan

$613 SGD per night

Guest favourite

Guest house in North Park

4.98 out of 5 average rating, 185 reviews

North Park Garden Retreat Casita

Nestled between the urban neighborhoods of North and South Park, our sanctuary within the heart of the city is surrounded by a secret garden that gives the impression of a tropical oasis. The private casita is tucked in the backyard of the Host’s home and has french doors which open to the lush greenery of the garden. Whether vacationing, traveling for work, or looking for an ideal space for relaxation and renewal, this is the perfect place to enjoy your San Diego stay.

15–22 Oct

$150 SGD per night

Guest favourite

Guest house in Mission Hills

4.91 out of 5 average rating, 415 reviews

Mission Hills Charming suite, walkable to all.

Heart of Mission Hills, upscale area, this private guest suite, separate from the house, is perched above the pool (separate building from main house), own entrance; sure to provide privacy. We are minutes from airport, walking distance to coffee & restaurants and central to all of SD. Please note this property is wiped down after each visit with Clorox as well as all linens washed. We also don’t rent back to back giving time for thorough cleaning.

26 Oct – 2 Nov

$137 SGD per night

Guest favourite

Guest house in North Park

4.97 out of 5 average rating, 183 reviews

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.

16–23 Feb

$175 SGD per night

Guest favourite

Guest house in North Park

4.9 out of 5 average rating, 948 reviews

Safe Hip Quiet GARDEN STUDIO / Northpark

Come to a quiet and stylish studio for social distancing. Check in contactless and enjoy! Cozy, hip and private garden studio with private entrance, private full bathroom and private deck. Studio house is in a large garden adjoining a craftsman-style house in the historic Northpark/ Morley Field District. Minutes away from coffee shops, breweries, Zoo, Balboa Park.

1–8 Jan

$159 SGD per night