Pet-friendly holiday rentals in Shelter Island

Stylish Little Italy Stay | Free Parking Near Bay

Our Spacious 2 Story, Beautifully Decorated Apt is the Perfect Home Away From Home for Families, Couples, Digital Nomad, or Solo Traveler Looking for a Comfortable & Convenient Place to Stay. Located in One of the Most Vibrant Neighborhoods in SD Little Italy is Known For its Restaurants, Cafes, & Local Shops. So Many Attractions! the Waterfront Park, CRSSD Festival, USS Midway Museum., Balboa Park, Petco Park, The Convention Center, Running/Bike Paths, The County Building. 1 Free Parking Spot

1920's Spanish cottage - central to everything!

Great couples or family getaway! 2 BR/1BA 1920's Spanish cottage with wood floors, built-in cabinets, crown molding, curved ceilings, and a period authentic stove. Modern, high-speed Wi-Fi (up to 900Mbps), Roku & TV, Nintendo Switch, full kitchen, washer/dryer, dining room, dog friendly yard with a deck and off-street parking. Walk to restaurants in Hillcrest, Little Italy, and Old Town. Balboa Park (Zoo!) and Downtown's food and nightlife are minutes away. Bring the dog!....up to 35 lbs :)

Coastal Guest House with Gorgeous Sundeck

✨ Welcome to Our Charming Guest House on Voltaire Street ✨ Just want to make sure you know that the whole unit is private for your use only. Our listing is exclusive for you. You will not share any space with anyone else. Enjoy a cozy and freshly renovated space designed for comfort and relaxation. create a cheerful atmosphere that feels just like home. Step on our beautiful wooden floors, enjoy the spacious open layout, and unwind on the large private deck — perfect for soaking up the sun.

Bayview Paradise

Known as the Huguette House, this luxury private single-family two bedrooms two bathrooms home in La Playa the heart of Point Loma, San Diego offers 180-degree panoramic views of the world-famous San Diego Bay and Downtown Skyline. views of the San Diego bay, marina, and Coronado Island during the day and spectacular views of the Downtown San Diego skyline at night, fully equipped kitchen, and laundry room, 2 bedroom suites with queen beds .2 luxury bathrooms, HDTV, computer desk and WFI

Ocean Beach Casita w/private yard!

Unwind in style at this beautifully remodeled, downstairs casita—where tranquility meets coastal living with no upstairs neighbors. This cozy retreat offers the perfect escape for you and your pets. Enjoy the privacy of your own fenced yard, outdoor dining area and a convenient gas-line BBQ. Just minutes from Dog Beach, where your pups can splash and play, and Dusty Rhodes Dog Park. Discover the Ocean Beach community filled with eclectic shops, tasty eateries, and breathtaking sunsets!

Dog-friendly • Kitchen &Garden • Steps to OB Surf

Local host! no investors/no management companies! Half a block and you’re standing at the ocean - enjoy your morning coffee or take pup for a walk along the beach & tidepools! Our Spanish casita is one block from the shops and restaurants of Newport Avenue. The front porch is perfect for reading and people-watching, with a full dining area in the backyard. Beach-goers and parents will appreciate the large outdoor space after the beach , keeping sand outside and tranquility inside.

Dune’s Desert Oasis

Enjoy access to everything in San Diego from this centrally located home. Located in the midway district only four blocks from Sports Arena. This brand new unit is equipped with everything you need and more. It has a fully equipped kitchen with tons of storage, large living area, large bedroom, super fast Wi-Fi, filtered shower, backlit vanity mirror, full-size washer and dryer in closet, dimmable lighting throughout, cozy bedding, thick towels, parking, and tons of natural light.

Private Home, Pet Friendly ~Sasha's Bungalow in OB

Welcome to Sasha’s Bungalow, your perfect Ocean Beach escape! Just one block from the ocean, this 2-bedroom, 1-bath retreat is steps from Newport Ave., Voltaire St., and OB’s lively shops and restaurants. Relax in your private yard with a fire pit, BBQ, and cozy seating, or sip coffee on the front patio. Inside, enjoy a fully stocked kitchen, fast WiFi, streaming, and beach gear. Best of all, we’re pet-friendly—bring up to 2 pets ($45/pet fee) to join your beach adventure!

Hideaway Beach Studio

The space is a cozy studio located just 6 blocks from the sand. Straight down Voltaire St. you will find restaurants, shopping, a brewery, and bars, ending at world-famous Dog Beach, one of just a handful of off-leash dog parks in San Diego. A few blocks farther south is Newport Ave. which is the main strip of Ocean Beach, home to even more bars, restaurants, and funky shops to explore. It's a very walkable town with a lot going on.

The Cozy Craftsman

Escape to this serene, stylish retreat. Built in 1935, this Craftsman-style home exudes timeless San Diego charm. Perfectly situated in University Heights, bordering Hillcrest and North Park, you’ll be close to restaurants, cafés, grocery stores, public transportation, the San Diego Zoo, and Balboa Park. This 650 sq ft home has been renovated inside and out, and equipped with everything you need for a comfortable stay!

Beachy Bungalow, Adult Retreat, Outdoor Oasis!

Adults only retreat. Pups welcome :) Rooftop level deck with Beautiful Sunset View. Sparkling clean for your health. Oasis Bungalow, Eco-friendly green, equipped with everything you will need for a comfortable stay. Our home, your vacation. Chill vibe & unique - like the rest of OB :) Lots of outdoor living; dining area w/ grill, lounge area with fire-pit. Beach gear! Walk to Beach, in OB!

Modern Luxury w/ EPIC Backyard and Jacuzzi

Welcome to our newly remodeled "modern coastal" house with an incredible backyard! No detail was overlooked in this home, with designer finishes, high end furniture, and an outdoor oasis to soak in the beautiful San Diego days. Highlights include an open floor plan, jacuzzi, outdoor games, pool table, grill, string lights, and so much more. We cannot wait to host you!