Pet-friendly holiday rentals in Shelter Island

Stunning Grand Villa Dream Yard Amenities Location

Stunning Grand Villa in the perfect Location with Amazing Amenities!! Relax and recharge in this beautifully designed home featuring a hot tub, soaking tub, peaceful Zen garden, fully fenced yard, gated parking, luxury Posturepedic mattresses, grill, central A/C, fast WiFi, parking, and a fully stocked kitchen. Located In Marston Hill next to Balboa Park and the Zoo, minutes from San Diego’s top beaches and attractions, and walking distance to an incredible selection of restaurants and shops.

Sauna, Ice Bath, Jacuzzi & Firepit, Rest & Relax

*Quiet Neighborhood *Wellness Trio: Sauna, Cold Plunge, and Hot Tub *Expansive Secluded Backyard *Spacious 1,600 sqft Living Space *Generously Sized In and Outdoor Space *Individual TVs in Every Bedroom *Netflix, Hulu, Disney +, HBOmax, Espn + included *Cozy Firepit Area *Efficient Central Air Conditioning *A quick 10-minute drive to downtown *Kitchen Ready with All You Need *Washer and Dryer in Unit *A short stroll to cafes, yoga studios, fitness centers, eateries, entertainment, and shops!

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 2BR/2BA • Hot Tub • Pet-Friendly

Stay in the heart of Ocean Beach, San Diego in this bright 2BR/2BA with a NEW shared hot tub, off-street parking, and a pet-friendly home. Walk to Dog Beach, OB Pier, local shops, and dining, and drive minutes to Sunset Cliffs for dramatic coastal views. After a day of surf and sand, relax in the hot tub or unwind by the firepit and BBQ. Inside you'll find memory foam queen beds, two full bathrooms, in-unit laundry, and bright coastal interiors designed for laid-back Ocean Beach living.

OB Spanish beach cottage w/ AC- 2 blks to beach

New! Fully renovated historic 1920’s Spanish cottage. This 2 bedroom cottage has a spacious very private back patio perfect for drinks or dinner outside. Set in on a quiet street 2.5 blocks to the beach. It sits on a huge private lot with large private fenced front and back yard with a 2 car garage. Bring your dog and head 3 blocks away to the famous dog beach or cruise Newport ave. to enjoy the laidback town of OB. 8 min drive to Seaworld and mission bay makes it the perfect location.

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

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.

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.

Hidden Beach Oasis, 2 Blks to Sand, A/C, Pets Ok!

Peaceful Sunset Cliffs Retreat – Walk to Beach, Cafes & Views. Enjoy the laid-back charm of Sunset Cliffs in this private, tranquil home—tucked behind a wall of bamboo with ocean views from several rooms and the deck. Located just 2 blocks from Bermuda Beach, and a short 15-minute walk or 5-minute drive to Ocean Beach, this home puts you steps from pocket beaches, local cafés, and neighborhood shops. Central A/C throughout the home for year-round comfort.

Luxe OB Home, Walk to Beach, Sauna, and Backyard

Welcome to OB Surfer’s Paradise by Salt & Sky Lodging Co—your stylish coastal getaway just steps from Ocean Beach and Dog Beach. Enjoy a private sauna, fenced in backyard, balcony sunset views, and a dreamy master suite. With a chef’s kitchen, beach gear, 5 bikes, fast Wi-Fi, and walkable access to OB’s best spots, this home is designed for surf, relaxation, and effortless San Diego living. Designed and curated by Salt and Sky Lodging Co.

OB Casita

Stay in a sweet Casita surrounded by a private garden. This in-law unit features a cozy kitchenette, a private bathroom, a BBQ, and a large 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.

Green Door Cottage | Charming Coastal Getaway

Just 3 blocks from the beach, Green Door Cottage is a cozy, colorful, dog-friendly escape in the heart of Ocean Beach. Enjoy a private yard, full kitchen, A/C, stylish vintage touches, and free parking for one car. Walk to top restaurants, local shops, tasting rooms, yoga studios, and Dog Beach just a few blocks away. Warm, welcoming, and full of coastal charm, it’s the perfect San Diego getaway.