Vacation rentals with a patio in Shelter Island

Santorini-Inspired Cottage w/ Hot Tub + Views

*CHECK OUT OUR OTHER AIRBNB* Travel 16 steps up a Greek-inspired curving stairway with 2-story high walls to your tucked-away cottage built into the hillside villa of Alta Colina.  With spectacular views, step onto the balcony to watch planes take off & boats sail around the harbor. End the night in front of your secluded back patio fireplace or climb the steps of your spiral staircase to the rooftop Jacuzzi. European-inspired design & details, it'll be hard to believe you’re still in San Diego!

Zen Retreat with Solarium & Spa Tub

A Zen-like Airbnb, combining Haute Design with Leisure and Resort amenities. Self Managed : details matter. Distant Ocean View. Close to SD landmarks; within a quiet neighborhood surrounded by canyons & parks. A blissful escape. A design that provokes a unique experience; Interior-sparkling clean. Each room unique to allow you to relax in the moment. A 2nd story solarium offers amazing views; soak in the jacuzzi tub in an exquisite bathroom; a boutique kitchen & dining open to a sensory garden.

New! Stunning Retreat Steps from Sunset Cliffs

Experience the epitome of relaxation & luxury at our splendid seaside retreat, The Carter Cottage in beautiful San Diego. Indulge in the finer things as you step into our immaculate, brand new home, meticulously crafted with a keen eye for detail. Sip coffee on our sunset deck looking towards the pacific and wind down in the evening around the natural gas fire pit. Our Cottage is equipped with luxury bedding, chefs kitchen and plenty of indoor and outdoor living spaces, you won't want to leave!

1940's Beach Cottage with Big Yard, Parking, AC

Welcome to our petite beach retreat! Purchased in '14, we've slowly renovated it to provide a bright and stylish place to stay. A small front yard and large back yard provide multiple places to relax outdoors. The kitchen is fully outfitted for cooking and there's a BBQ grill outside. The house is located in Ocean Beach, about 10 minutes' drive to the airport and 15-20 minutes' walk to the beach, including several bars, breweries and restaurants. Bike paths connect you to Mission Bay and beyond

Bayside Bungalow | Patio, Yard & Outdoor Shower

✨ Make lasting memories at our stylish and modern 2-bedroom, 2-bathroom home in the peaceful Crown Point neighborhood of Pacific Beach. Perfectly located, you’ll be just steps from the water, with Mission Bay and the beach both within easy reach! ✨ Enhance Your Stay (based on availability): •Private Yoga & Sound Healing – Relax, stretch, and restore with a personalized session in the comfort of the home. •In-Home Massage – Treat yourself to a rejuvenating massage without leaving the property

La Jolla Oasis: Ocean, City and Fire Works Views

Escape to your private 1000 sq. ft La Jolla studio with expansive ocean, bay and city views. This quiet guest retreat features private entrance, full kitchen, and a private scenic patio to watch the Sea World fireworks. Relax in a modern, open concept retreat perched on a hill in a prestigious multimillion-dollar neighborhood, minutes from Windansea Beach, the village of La Jolla, downtown San Diego and top attractions. The space comfortably sleeps up to four guests. Small pets welcome.

Bright Studio in Ocean Beach | Short Walk to Beach

Enjoy this newly remodeled stylish studio in the heart of Ocean Beach. Light and bright with a refreshing ocean breeze from its large central window. It’s just over a half a mile to Dog Beach and a quick ride to Sunset Cliffs, with some of the best surfing and beaches in San Diego. This studio has its own private entrance, full bathroom with shower, and kitchenette. In addition, the studio includes a standing desk with a large second monitor to accommodate your remote working needs.

Charming Casita with City and Bay Views

This Private Casita is ideal for those wishing to be close to everything when visiting San Diego. From the outdoor deck enjoy expansive views reaching the tip of Point Loma and bay, to the Downtown skyline. Views of the City continue as you relax inside the living area watching your favorite shows, in a serene and comfortable setting. We are located within 4 miles of many great places to visit, including beautiful beaches, restaurants, Sea World, and the famous San Diego Zoo.

Canyon-facing Studio with Private Entrance

Located in the hippest neighborhood in San Diego, nestled between North Park & South Park, this private hotel-style guest suite offers close proximity to activities, relaxation, and expansive views of the canyon. Ideal for solo travelers or couples, the space can also accommodate a third guest with the convertible sofa bed, just let us know in advance, and we’ll have it ready for you. We also offer the flexibility of bringing a furry friend with a fully fenced-in backyard.

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!

Waterfront Loft | 1BR | Little Italy | Downtown

The local neighborhood is highly walk-able and perched along the San Diego Bay in Little Italy. Little Italy is the most vibrant neighborhood in downtown San Diego with a main street that abounds with restaurants, boutiques, craft beer, and wine bars all at your doorstep. This is a very urban location which brings a lot of urban noise. The unit sits adjacent the train and trolley line in the urban core. No parking provided, Ideal for guests without a car.

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!