Pet-friendly holiday rentals in Shelter Island

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

Walkability · Outdoor spaces · Amenities

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.

Walkability · Pets · Quiet

Upgraded Pt Loma Panoramic Views - 1 Bedroom Suite

Brand new full kitchen installed November 2025. Enjoy your home away from home and beautiful Pt Loma. With an expansive view of the gorgeous San Diego Bay & Shelter Island you can enjoy a comfortable space with luxury amenities. A spacious oasis to escape the hustle and bustle of the city, but close enough for a night out on the town. If you’d rather stay in and enjoy the views, relax on the patio, soak in the hot tub, or have a drink by the fire pit with your fur baby.

Pets · Outdoor spaces · Hot tub

Coastal Guest House with Gorgeous Sundeck

✨ Welcome to Our Charming Guest House on Voltaire Street ✨ 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. The listing has CO(Carbone Monóxid detector)

Walkability · Pets · Decor

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!

Outdoor spaces · Walkability · Wi-Fi

Sunset Cliffs Hideaway

Kick back and relax in this peaceful, stylish space. Spacious Bedroom in private residence with private entrance, easy parking, located 1.5 blocks from beautiful Sunset Cliffs. Less than 15 min drive to all of the best San Diego has to offer. Walking distance to Ocean Beach (~1 mi), a funky beach town with its own casual style. Room is "hotel style" with private entrance, small patio, bed, bath, fridge and microwave; no access to main house.

Walkability · Pets · Quiet

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

Outdoor spaces · Walkability · Barbecue

OB Casita

Stay in a cozy Casita surrounded by a garden. The inside space is petite, the yard is large. This in-law unit features a kitchenette, a private bathroom, a BBQ, and a fenced outdoor area perfect for pups! Sit under the avocado tree on the back deck and watch for the OB parrots. Or, take a short walk in this lively neighborhood to, beaches, dog beach, tennis courts, restaurants, bars, shopping, a playground, or a dog park.

Pets · Outdoor spaces · Barbecue

Oceanview Luxury Home| 5 Bedrooms| Walk to Beach

Nestled atop a hill in Point Loma Heights, 4 blocks from historic Ocean Beach, SunsetDecks offers panoramic views of the Pacific from every room & jaw dropping views from each of the 3 decks which provide another 1900 sq. ft. of outside dining & entertaining space. You get the best of both worlds-the relaxing feel of coastal neighborhood living, while the beach, restaurants, breweries, and shopping are 3 blocks away.

Outdoor spaces · Pets · Hot tub

Completely Remodeled OB Casita

This condo has been completely remodeled, it's stylish, comfortable, an upstairs unit with no one underneath you, that is just blocks from the beach, restaurants and so much more! It has air-conditioning for those warm summer nights and a heater for the chilly winter nights, although it's never too cold here in San Diego. King size bed in bedroom and a queen size sofa sleeper in the living room.

Pets · Walkability · Location

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!

Pets · Outdoor spaces · Pool

Coastal, Elegant, Modern, King Bed

-Stylish custom-built coastal apartment in the heart of San Diego -Modern kitchen, living space, reading area, dining area, washer dryer, bathtub, skylights -Bright, Spacious, Family Friendly, Pet Friendly -King Bed - Best location - 5 minutes to everything!! Close to Beach, Liberty Station, Airport, Downtown, Zoo, Sea World, Cabrillo National Monument

Pets · Walkability · View