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!

Ocean Beach 3BR Walk to Sand + Hot Tub + Firepit

Newly remodeled Spanish Ocean Beach 3 bed, 2 bath gated home with outdoor Southern California living and dining. Includes: 4 person Hot tub, fire pit, outdoor shower, walking distance to the beach, the pier, and all local restaurants, cafes, bars, shops, and of course Sunset Cliffs. Short drive to Sea World, Zoo, Airport, Downtown, La Jolla OB embraces the essence of California's surf culture, providing an authentic experience. Sleeps up 8 with queen sleeper sofa and master pullout loveseat.

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.

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Stunning Bay View Getaway

Spacious one bedroom with large deck overlooking Mission Bay. This second-floor space is all yours, with a private entrance, hot tub, and expansive view of the bay, neighboring beach communities, and even a strip of the ocean. Perfect for a romantic and luxurious getaway, even if one or both of you need to do a little remote work. Only minutes to public transportation, Sea World, beaches, and all that Mission Bay Park offers (boat rentals, biking, jet-skiing, parasailing, kayaking, etc.)

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.

Renovated Beach Casita: AC, Lux King Bed, Patio

Escape to our newly renovated, coastal-modern beach casita on a quiet street in vibrant Ocean Beach. Just 2.5 blocks from the beach and steps to cafes, restaurants, and bars, it’s perfect for couples, families, or small groups. Relax on the private patio, enjoy a premium king bed and queen pullout, and cool off with rare AC. With a full kitchen, walk-in closet, desk, and beach gear, it’s the ideal retreat near San Diego’s top attractions for a perfect beach or city getaway.

San Diego! Sleeps 12! Walk to Restaurants! 3 decks

Welcome to our modern 6-bed 4.5-bath house in San Diego. Ideal for families or groups, this luxurious retreat offers sleek design, spacious living areas, and 2 fully equipped kitchens! Each bedroom is tastefully furnished for ultimate comfort! Relax on the 3 patios, grill your favorite meals, and enjoy the sunny California weather! With easy access to San Diego Zoo, and stunning beaches, this stylish home is the perfect base for your unforgettable stay!

Spanish Casita w/ Hot Tub, Fire Pit, Private Yard

Welcome to Casa Stella, a beautifully renovated 1920s Spanish casita, just a 10 min drive from Balboa Park, San Diego Zoo, Downtown, and the beaches. Nestled on a quiet, picturesque street, this pet-friendly private home offers a serene stay while being just a 5-min walk to Adams Avenue's top restaurants, breweries, and yoga studios. Enjoy free parking, a cozy fire pit, and mid-century modern flair! We offer flexible check-in/ check-out, ask me how!

Bright & Modern OB Getaway

This newly built, 2 bedroom/2 bath, is the bright & airy, modern & stylish beach getaway you've been looking for! You'll be located 2 blocks from the beach, and are walking distance to a variety of different restaurants, coffee shops, yoga studios, and nightlife options. The rooftop deck provides an amazing panoramic view for catching sunsets, and even the Sea World fireworks show. Bikes and beach gear ready for use!

Beautiful 2 Bedroom, 1 Bath House

Welcome to the lovely neighborhood of Ocean Beach! This newly remodeled 2-bedroom, 1 bath home offers the comforts you need. At the end of the street, you are just half a block away from amazing ocean views and sunset cliffs. Best of all, you're within walking distance of Newport Avenue where you can find local restaurants, bars, breweries, coffee shops, and more! You are only a: 10 min drive to the airport