Pet-friendly vacation rentals in Little Italy, San Diego

Guest suite in San Diego

Canyon-facing Studio with Private Entrance

Located in the hippest neighborhood in San Diego, nestled between North Park & South Park, this private hotel-style guest suite offers close proximity to activities, relaxation, and expansive views of the canyon. This space is suited for a single person or couple and can accommodate up to 3 people with the convertible sofa bed. If you intend on using the sofa bed, let us know and we will make it up for you. We also offer the flexibility of bringing a furry friend with a fully fenced-in backyard.

Nov 22 – 29

Home in San Diego

Quiet & Walkable North Park Getaway | Hot Tub + AC

Enjoy privacy and comfort at this beautiful North Park home in one of San Diego's most charming neighborhoods! It offers an ideal blend of intimacy and convenience - a relaxing retreat, just a short stroll from numerous coffee shops, eateries, microbreweries, Balboa Park, and a swift 10 min drive to the beach! *Pet-friendly *Hot tub + private backyard *Stocked with Avalon Organics/Dr. Bronner's products *Solar-powered *Full kitchen *Coffee from a local coffee roaster *Crib + beach essentials

Nov 12 – 19

Guesthouse in San Diego

Romantic Private Garden Studio Near Downtown

A magical private garden surrounds a tiny studio (240 sq ft) with kitchenette in historic residential district, 10 blocks to East Village and Petco BallPark, near Gaslamp Quarter, and one mile to Convention Center and downtown. Easy access to freeways, very close to Balboa Park, San Diego Zoo, and Coronado Island. Airport and train station less than 15 min. We offer a safe, sweet, and contemplative getaway near the city, with WiFi but no TV. One pet OK only with prior approval. 420 friendly.

Apr 8 – 15

Home in San Diego

#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!

Dec 28 – Jan 4

Apartment in San Diego

Big Studio with Ocean View max 6 sleepers

PLEASE READ the entire description before booking. The studio is under the direct flight path. You'll hear plane noise from about 6 am to 11 pm. NOT IDEAL FOR THE TRAVELER WHO PLANS TO HANG OUT IN THE UNIT ALL DAY! Please make sure you enter the total number of people!!! If your reservation for one person but you will stay 2 guests per night, we will charge to you extra guest fee ! Guests will have the private studio to themselves. Wifi available. Street parking available.

Oct 26 – Nov 2

Guest suite in San Diego

Walkable North Park Casita

This brand new second story guest suite features craftsman charm with an open layout and beautiful views of North Park and San Diego. Our Casita is a separate guesthouse located in the back of our property with its own entrance and private patio area. It is located on a quiet street in one of the trendiest neighborhoods in San Diego making it quiet and comfortable but walkable to all that North Park and South Park have to offer. COVID-conscious. Family-friendly space.

Aug 23 – 30

Home in San Diego

Penny's Place: Modern Oasis w Gorgeous Yard

Relax and unwind in this bright, stylish home, offering indoor/outdoor San Diego living at its finest! French doors from the kitchen open to a fully fenced yard, boasting a Palm Springs feel in the heart of San Diego. This house is centrally located, just 5 minutes to SDSU, and 15-20 minutes to beaches, downtown, the Zoo and Balboa Park. You can walk to a fantastic local pub, and you're a five-minute drive to great restaurants and cafes in Kensington.

Condo in San Diego

Bay Views | Walk to Little Italy & Balboa Park

•Professionally Cleaned 1,000 sft. Space •City & Peak views of Bay •2 private balconies •4 blocks walking distance to Little Italy (San Diego’s hot spot for food, drinks, and entertainment. •5-7 min Uber ride to many of San Diego’s top beaches and favorite attractions. •Free and safe street parking available •Close to airport with fun airplanes but if sensitive to noise, might not be a fit for you. (flights are much less frequent after 11pm)

Jul 7 – 14

Guesthouse in San Diego

Urban Cottage Getaway

Our quaint & comfortable one-bedroom cottage nestled in the middle of the neighborhood for a cozy feel yet we are close to EVERYTHING! It comfortably fits 2-3 people and is centrally located on a quiet street in North Park. It is just two blocks from a number of restaurants, markets, brewpubs, and coffee shops. Peaceful. It is a back house and is tucked off the street behind our main residence.

Jul 29 – Aug 5