Pet-friendly holiday rentals in Shelter Island

4.99 out of 5 average rating, 155 reviews

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

Outdoor spacesPetsLong stay

The kitchen features modern appliances, including a stainless steel refrigerator and gas stove. White cabinetry and a marble countertop enhance the sleek design. Ample storage options are visible, complemented by natural light entering through a window. A coffee maker and utensils are neatly arranged.

4.98 out of 5 average rating, 133 reviews

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.

PetsWalkabilityParking

Superhost

The living space is filled with natural light, featuring a comfortable sofa with decorative pillows. A round coffee table is centered on a plush area rug. A desk with a lamp and an ornamental plant add functionality, while large windows offer a view of greenery.

Apartment in San Diego

4.92 out of 5 average rating, 109 reviews

Lux Beach Retreat: King Bed, AC, Parking, Wi-Fi

Welcome to our luxurious 1-bedroom retreat, just minutes away from the pristine Ocean Beach and heart of Voltaire St where you can walk to many restaurants and shops. This unit offers a king bed, free secured parking, fast Wi-Fi, outdoor BBQ, and fire pit. Relax in the tastefully decorated living space, unwind in the cozy bedroom, or indulge in the well-equipped kitchen. With a prime location, you'll have easy access to breathtaking sunsets, sandy shores, and vibrant city life!

WalkabilityPetsBarbecue

4.9 out of 5 average rating, 110 reviews

Guest suite in San Diego

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.

WalkabilityOutdoor spacesFamily

Guest suite in Ocean Beach

A light-filled sitting area features a plush sofa adorned with colorful cushions. Large windows frame the space, allowing natural light to illuminate the warm wooden flooring. A decorative mirror and a TV provide added detail, while a soft rug enhances the cozy ambiance.

4.85 out of 5 average rating, 453 reviews

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)

Outdoor spacesPetsValue

Guest suite in Sunset Cliffs

A spacious bedroom features a light blue bedding set on a large bed, complemented by decorative pillows. Natural light filters through the window with bamboo shades, while a mirror reflects the room's bright, neutral tones. A bedside table and lamp add functionality.

4.96 out of 5 average rating, 229 reviews

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.

PetsOutdoor spacesCheck-in

Superhost

A welcoming front porch features two chairs facing a lush green lawn. The vibrant sunset sky adds a warm glow, while surrounding greenery provides a touch of privacy. The entrance is enhanced by a bright green door and decorative elements above.

Guesthouse in Ocean Beach

4.89 out of 5 average rating, 141 reviews

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.

Outdoor spacesPetsLong stay

5.0 out of 5 average rating, 102 reviews

A modern home entrance is framed by vibrant landscaping, featuring colorful flowers and lush greenery. The clean lines of the architecture are highlighted by a contemporary front door design and a driveway leading up to the house.

Home in Ocean Beach

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 spacesWalkabilityCheckout

4.97 out of 5 average rating, 155 reviews

Home in Ocean Beach

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.

PetsWalkabilityComfort

A game room features a pool table surrounded by a sleek design and ample seating. Along one wall, vintage arcade games add a playful touch to the leisure space.

4.93 out of 5 average rating, 283 reviews

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!

Outdoor spacesPetsPool

4.85 out of 5 average rating, 158 reviews

Family Stay Point Loma Style (Beach and Bay)

Enjoy the idyllic La Playa/ Wooded area of Point Loma in our bungalow style house. The house is a 15 min drive or less from Sea World, the Zoo, Balboa Park, Cabrillo National Monument, Tide Pools, Liberty Station, Historic Old Town, Downtown, Airport, Shelter Island, Harbor Island, Surfing, Sailing, Sportfishing, Kayaking, and the Best Beaches in San Diego!

PetsOutdoor spacesParking