Pet-friendly holiday rentals in Little Italy

Contemporary, Fully Renovated Loft in Little Italy

Book this spectacular contemporary loft with 25 foot ceilings & views! The loft is in an area with a 9.8/10 walk score & known for having the best restaurants, bars &shops. The unit is newly renovated & meticulously designed with bright windows, contemporary high-end furnishings & an everyday spa inspired bathroom. Only steps from the waterfront, you decide if you want to enjoy cocktails & cuisine in the night scene or relax all day walking along the harbor. Free parking spot with access to all.

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.

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

#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!

NEW Stylish of Downtown Little Italy w Parking/AC

Located in the heart of Little Italy San Diego, this street level condo has been completely remodeled and re-imagined to make your stay unforgettable. Designed with the eye toward comfort and entertainment. *AC w/ independent temp control in each room *Voice Controlled Sound System, 4K TVs in every room *Beautiful bathroom w/ dual showers *Walk to coffee, yoga & gyms, dining, entertainment, shopping! 6 min to Zoo 5 min Airport 9 min to SeaWorld 6 min Petco Park 8 min to Coronado

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!

The Cozy Craftsman

Bright • Walkable • Charming 2BR Craftsman retreat in San Diego's University Heights neighborhood, perfectly located between Hillcrest and North Park.  Skylights and large windows fill the home with natural light, while the thoughtfully updated interior offers comfort and style.  Enjoy a private fenced yard with outdoor seating, and walk to restaurants, cafes, and a grocery store just two blocks away.  Perfect for couples, small groups, or business travelers exploring San Diego.

Dream Penthouse! The Most Amazing Bath & Views

Stunning Zen Penthouse with The Most Amazing Bathroom you have ever seen. Located right by Little Italy, Balboa Park, the Bay, the Convention Center, within walking distance to amazing restaurants, coffee shops, bars and within minutes of all San Diego Beaches and attractions. The Zen Penthouse has a total European feel to it, it's like being in London with amazing weather and the best part, the breathtaking views of the Skyline and unreal Sunsets!

Luxury 7 BR Mission Hills Home with a View

Incredible 7 BR and 4.5 bath home with amazing views of downtown San Diego. Two story wrap around deck complete with two full kitchens. Complete remodel with stylish upgrades. Great open spaces and indoor / outdoor living with wrap around two story deck. On a quiet culdesac with 3 dedicated parking spaces whether you wish to enjoy a family getaway or executive retreat you will love the central location with the peaceful and tranquil views

Little Italy Penthouse -2 Sunset Balconies +Garage

Penthouse 2BR/2BA, 800 sq ft, Little Italy. 2 private sunset balconies w/ bay views, reserved garage (fits SUV), AC, W/D, fast WiFi + workspace. Beds guests love: BR1 Queen Adjustable Posturepedic Elite Hybrid (electric) w/ blackout. BR2 Queen Plush Memory Foam - most complimented, super comfy. 3 min to Waterfront Park, 2 blocks to Mercato. Rooftop deck/BBQ + gym. Self check-in 3pm/out 12pm flexible. Local host - ask for happy hour list!

Modern Bankers Hill Studio on Maple Canyon

Clean and modern, stylish, cozy and airy ground-floor construction apartment in Bankers Hill. Gorgeous small apartment building an easy walk to local restaurants and cafes, Balboa Park. Unit includes private patio, high end appliances including washer and dryer, king bed, and great style. Centrally located in Bankers Hill with close proximity to Downtown, Little Italy, Airport, Hillcrest, and more. Dog Friendly! Welcome to San Diego!

Beautiful Canyon Cottage located on a huge lot

Our Canyon Cottage is a beautiful remodeled cottage sitting up off the street in a serene, private location on a large lot. We enjoy an awesome location, 2 minutes from the freeway, 10 minutes to Mission Beach, Coronado, Little Italy, Downtown, Old Town and Mission Hills. The cottage is on a non-through street, providing our guests a quiet and beautiful spot to enjoy. The cottage is gorgeous, with a beautiful private yard and patio.