Vacation rentals with outdoor seating in Downtown San Diego

Vintage Spanish Revival Home - Balboa Park - Alcazar Court

• 1924 Spanish Revival Bungalows - Alcazar Court - Nestled in the heart of the city in historic Hillcrest - with cafes, bars, and shops • Fully equipped 1 bd 1 ba bungalows complement shady olive tree-lined patios - guests can enjoy coffee in the morning - a glass of wine in the afternoon. Enjoy the charm and tranquility of a bygone era and convenience of modern amenities, • Explore nearby Balboa Park, home to 16 museums and performing arts venues, as well as the world-famous San Diego Zoo.

NEW Luxury 3BR HOUSE❤️of DT Walk Petco w/Garage AC

Located in the heart of Downtown San Diego, this unique house has been completely remodeled and re-imagined to make your stay unforgettable. Designed with the eye toward comfort and entertainment. 7 min walk Petco Park/14 min walk to Convention Center/6 min to Zoo/9 min Airport/12 min to SeaWorld/9 min to Coronado *Stunning bathrooms w/ dual showers, tub, smart glass *Full Kitchen, AC Central *SONOS Sound System, 4K TVs every room *Walk to coffee, yoga & gyms, dining, entertainment, shopping!

Modern Inner City Pad w/ Patio | Walk Everywhere!

Enjoy everything Little Italy has to offer right on your doorstep from this bright, light and inviting apt. Open the floor-to-ceiling glass doors and let the sounds of the city in as you relax on the lounge and shaded patio. Cook in the modern kitchen, feel pampered in the luxe bathroom, then retire to the chic, king bedroom. Explore quaint streets, cafes, gelato shops, and charming trattorias just steps away then discover downtown, Balboa Park, & the Gaslamp Qtr, an easy 5/10 min drive away!

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!

#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!

Condé Nast Villa | Speakeasy · Hot Tub · Sleeps 10

🏡 1,131 sq ft of curated interior space 🍳 Fully stocked kitchen 🛏️ 3 Queen Beds, 2 Twin Beds & 2 Twin Rollaway Beds 📺 Outdoor Lounge Area w/TV 🛁 Insta-worthy cast iron clawfoot hot tub — outdoors 🧺 Complimentary Washer & Dryer 🔒 Fully gated backyard 🚗 Private Parking (2 spots) 🏙️ 7 min to downtown 🦁 8 min to Zoo & Balboa Park ✈️ 12 min to airport & beach —>Want to enjoy the speakeasy? Just a heads-up—it’s not included in the base rate, but can be added for an additional fee!

Kettner Row | Staycation-Featured Icon

Welcome to Kettner Row, a rare architectural masterpiece featured on Staycation Sports, an Emmy-winning show on the Destination Channel! Located in the heart of Little Italy—one of San Diego’s most desirable neighborhoods—and designed by renowned architect Jonathan Segal, FAIA. This detached row home is situated in the award-winning Little Italy Neighborhood Developers block (LIND). This modern home features dual master suites, a high-end designer kitchen, and luxurious spa bathrooms.

Spacious Loft In Gaslamp: Parking Spot/Patio/Q Bed

This modern, beautiful loft is located in the middle of the Gaslamp District. Located on popular Sixth Ave., we are next to some of the best bars/restaurants/nightclubs that San Diego has to offer. Come back after a night out to a comfortable queen bed, and an apartment with plenty of modern amenities. Inside the building there's an outdoor courtyard with outside seating and a grill. There's also an on-site gym with treadmills, ellipticals, and weight lifting machines.

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.

Walk 2 Gaslamp & Petco; King bed, Parking/Patio!

Enjoy San Diego's vibrant Gaslamp Quarter! Set in the IDEAL location, this unique loft home is just STEPS to Convention Center & Petco Park, all the hot restaurants, shops & bars! Comfy King Bed upstairs opens to GARDEN PATIO with city view to relax! All necessities included, full kitchen w/ built in WINE fridge! FREE PARKING AVAILABLE Perfect for couples, solo adventurers, & business travelers. No parties or loud music allowed!

Amazing Zen Villa! HotTub LittleItaly Convention C

Stunning property with a European vibe and a dream patio, a private sanctuary exclusively for your use featuring an incredible Hot Tub, dining and working area, putting green, chefs grill and moreC Conveniently located near Little Italy, the Convention Center, Balboa Park, the Gas Lamp, Petco, and all the other wonderful attractions that San Diego has to offer. Your vacation is going to be truly magical!

Contemporary Loft - Panoramic Harbor & City Views

Little Italy's best! Book this spectacular, top-floor loft with 25-foot ceilings and views from every window. Located in the heart of the action with a 9.8/10 walk score, you're steps from great restaurants, bars, and shops. Sip cocktails on your private balcony before enjoying the night scene, or relax by walking to the waterfront just two blocks away. Includes gated parking.