Pet-friendly holiday rentals in Shelter Island

Townhouse - Private Yard, La Mesa Village

Enjoy a stylish experience at this centrally-located studio. Walking distance to La Mesa Village, where you can enjoy restaurants, coffee shops, boutiques, & more. With all the things you need in a kitchen to whip up any meal, and a patio to enjoy the San Diego sun. Hop on the trolley to get to anywhere. Bringing more friends or family along with you? We also have another listing, Casa de Pueblo at the same property. 20 min drive to the Beach or Downtown 15 min drive to Balboa Park or Old Town

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

Bay View Suite • Rooftop Deck + Indoor Jacuzzi

Wake up to breathtaking views of the San Diego skyline and bay from your private rooftop deck. Relax in a stylish suite with a king-size adjustable bed, spa-style indoor Jacuzzi for two, and exclusive access to a rooftop fire pit and garden corner—perfect for a romantic night under the stars. Nestled in Point Loma, one of San Diego’s most exclusive and quiet neighborhoods, just minutes from Little Italy, the airport, and the beach. Ideal for romantic getaways or peaceful stays with a view.

Private space close to the heart of Ocean Beach

Enjoy two private bedrooms and a modern bath on the lower level of an Ocean Beach home. Your private side entrance opens to a relaxing gated outdoor space. Each bedroom features a queen bed, hardwood furniture, décor, TV, and Roku. One TV is 55'' and the other is 32''. Includes heating, cooling, and a kitchenette (no full kitchen). The owner lives on the upper floor—no shared spaces, locked door separation. Just blocks from historic Ocean Beach, Newport Avenue, and the famous Dog Beach!

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.

Resort style unique & tranquil vacation escape

This rental is exceptionally charming. It comes with off-street parking and coin-op on-site laundry. The furnished patio has just been renovated and is now fully fenced. New photos soon! Enjoy access to a 6-person hot tub, outdoor shower, firepit, grill, and shed FULL of beach equip (boogie boards to umbrellas and everything in between). For guests who may wish to vacation with others, there exists the option to concurrently book the downstairs unit which sleeps up to 10!

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!

𖤓 OB Bungalow - Studio Close to all the Action!

This rustic Studio Bungalow is nestled among tropical plants behind a high fence with 2 other cottages. The feeling of privacy is so special right here in the heart of Ocean Beach. Ocean Beach Bungalow is situated just minutes from Newport Avenue with all the eclectic shops, antique stores and incredible restaurants. The neighborhood is quiet, family residential and you can walk just half a block to the end of the street for amazing ocean views from the Cliffs.

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!

State & Fir (Little Italy Loft, Free Parking)

Ultra Minimal, Sunlit Bi-Level Loft In The Heart Of Little Italy—A Bright, Aesthetic Escape For Slow Mornings And Cozy Evenings. Enjoy Exposed Brick, High Ceilings, Beautiful Art, And An Airy Open Floor Plan. Step Outside To Trendy Cafés, Restaurants, Wine Bars, Farmers Markets, And Waterfront Park. Just Minutes To The Convention Center, Concerts, And The Trolley. Includes One Free On-Site Parking Spot And Free Laundry. Live Like A Local.

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!