Holiday 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!

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

Beautiful New 2BR/2.5BA Coastal Home In Point Loma

*** Point Loma***Each Bedroom Has Its Own Bathroom**First Floor Patio & Second Story Balcony**10 ' Vaulted Ceilings***Washer/Dryer ***BBQ***Fountain***Kohler Black Matte Finished Hardware***Italian Marble Counter Tops***High End Luxury Finishes***European Porcelain Floors**8' Mahogany Solid Core Doors***Assigned Tandem Parking For Two Cars***Walk to Humphries By The Bay Concerts*** The Home Is In A Quiet Neighborhood With A Respectful 10:00 PM Quiet Hours In Place Policy. Not A Party Home.

Ocean Beach 2BR/2BA • Pet-Friendly + Parking!

Discover your bright and airy 2-bed, 2-bath sanctuary in Ocean Beach! Walk to Dog Beach, watch surfers at OB Pier, or catch a classic SoCal sunset at Sunset Cliffs. Bring your pup – we’re pet friendly! At home, you’ll find laundry, off-street parking (plus free street parking), and a shared outdoor area with BBQ, firepit and 6-person dining table — ideal after a day exploring. Sink into comfy memory foam queen mattresses and drift into a good night's sleep. Wake up and do it all again!

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.

3 BR Oceanfront w/ Deck for Sunsets + fire pit

Come and enjoy ocean views in our cozy midcentury modern beach house. Located steps from the ocean, with some of the most beautiful sunsets in the country. Top floor unit with 3 bedrooms, 1 bath and an open floor concept create the perfect beach getaway! Ocean views can be enjoyed from almost every spot of the house as well as from the amazing deck, perfect for entertaining, enjoying a cup of coffee in the morning, and relaxing in the afternoon for our epic sunsets.

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.

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!