Pet-friendly holiday rentals in Shelter Island

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.

Spacious apartment, old world charm

Our open-space apartment is full of charm and character. From the Spanish-tiled private entry to the footed tub shower, you will experience a unique feeling. Enjoy the nearby vibrant restaurant scene as well as the rooftop deck with its harbor view! The ceilings are low in a couple spots and could be a challenge for folks who are especially tall. My boyfriend is 6'4" and has learned to adapt! It may be something to consider. House noises travel in this old home, so it can be a factor for some.

STUNNING MANSION THE BEST LOCATION & AMENITIES

Perfect House for your next family and friends vacation! Best Location: Right by the Convention Center, Gas Lamp, Little Italy, Balboa Park, SD Zoo, within minutes of all attractions and beaches in a peaceful and safe neighborhood. Amazing Amenities: Parking, AC, Foosball, Hot Tub, Ping Pong and Pool, High Speed WiFi, Dream Yard Stunning Design: Top of the line and best quality appliances, electronics, furniture, bedding. Chef's fully equipped kitchen. Posturepedic mattresses and much more.

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

Pacific Beach, Hottub, A/C, walkable, firepit

Right in the heart of Pacific Beach, a beautiful newly remodeled bright and airy home with 2 bedroom/2 bathroom, private yard and hot tub under twinkly lights. Walk to best that PB has to offer: restaurants, bars, yoga, coffee. Beach/bay less than a mile away. 1-car garage parking. After a day at the beach, come home to enjoy the fire pit, jacuzzi, play a game of corn hole, or enjoy a movie indoors on the cozy large couch. Always fully stocked coffee bar with premium coffees.

Ocean Beach Beautiful Bungalow!

You will stay in an adorable private Bungalow that is 1/2 of a duplex, boasting 3br/1bath all recently remodeled and ready to be enjoyed! The property has a wonderful private partially enclosed patio with lovely ambiance, table seating and a brand new Weber BBQ! It is located 1 mile from Ocean Beach and just minutes away from famous Sunset Cliffs, Grocery store, wonderful restaurants, and so much more! Located in Ocean Beach but away from it's craziness - you will love your stay!

Ocean Beach Casita - Upstairs

Relax in this completely remodeled, stylish, and comfortable one-bedroom upstairs unit just blocks from the beach, restaurants, and more. Enjoy modern finishes, cozy furnishings, and a bright open layout designed for unwinding. After a day by the ocean, come back to the smart TV, in-unit laundry, and air conditioning, plus a well-equipped kitchen that makes meals easy. The perfect home base for your beach getaway.

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!

Designer Cottage in the Historical San Diego Area

Charming cottage, nestled deep in the backyard behind the main property in a quiet neighborhood, centrally located in the historical area and only 10 minutes from the airport and downtown San Diego. Recently rebuilt and modernized to fit a couple or a family of 4. It features a private deck for dining, reading, or simply enjoying the perfect San Diego weather.

Pet-Friendly Home with Ocean Views

Enjoy a relaxing getaway in Ocean Beach at this cozy home. You’ll love the deck with ocean views and sunsets. Just 1 mile from OB’s surf, restaurants, bars, and shopping and a short walk to Sunset Cliffs. Designed for adults, the space isn’t child-proofed and isn’t suitable for infants or children.