Vacation rentals in Shelter Island

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Top-rated vacation rentals in Shelter Island

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Guest favorite

Home in San Diego

4.91 out of 5 average rating, 277 reviews

Savor Panoramic Harbor and Skyline Views near Shelter Island

The views in our house are absolutely spectacular! The location is central to great restaurants, downtown SD, SeaWorld, and bay beaches where you can kayak or paddle board. It is a ideal choice for vacations and for business travelers looking for a comfortable place to call home while traveling. Entire House, 3 Patios, and parking for car in garage and driveway We like to stay out of our guests way during their stay, but we will always be accessible either via phone call or text; but if you are so relaxed and you don't want to expend energy to text or call, merely ring the wifi doorbell and it will connect to our cell phone and we can address any questions you may have. The mid-century modern house sits on the side of a hill in the La Playa neighborhood of Point Loma, overlooking the harbor. It is a quiet neighborhood, within walking distance of the harbor, beach, nice restaurants, and amenities. Please note 24 hours before arrival, we will provide you a door code you can use to enter the home, the same code locks the home when you come and go during your stay.

Top guest favorite

A modern multi-level building showcases white stucco exteriors and various balconies. Lush greenery and palm trees surround the property, providing a vibrant contrast against the bright architecture. Neighboring homes offer glimpses of a charming residential area, with the distant ocean visible beyond the rooftops.

Guesthouse in San Diego

5 out of 5 average rating, 190 reviews

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!

Guest favorite

A modern two-story house with a minimalist facade features large windows and a balcony above the main entrance. Tropical palm trees are visible in the foreground, and a stone wall outlines the driveway, adding texture to the landscape. The property is illuminated by daylight.

Guest suite in San Diego

4.98 out of 5 average rating, 143 reviews

Point Loma Retreat - Steps to the Bay

Be one of the first to stay in this gorgeous Point Loma brand new house with all new finishes, AC, floor, walls, windows, lights, paintings, kitchen cabinets, counters, appliance, Full bath, walk in closet and new furniture! The space features 1 bedroom, 1 bathroom, 1 walk in storage. Living dinning and kitchen are layed out in a welcoming open space. You'll enjoy incredible access to the scenic harbor front and marina in a calm and peaceful dead end street with no traffic, high end neighbor.

Top guest favorite

A wooden deck is illuminated by soft outdoor lighting, creating a tranquil space. Comfortable seating arrangements are provided with dark furniture, facing a garden with lush greenery. A small table, featuring a lit candle, adds to the inviting ambiance of the area.

Home in San Diego

4.98 out of 5 average rating, 178 reviews

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

Top guest favorite

A well-organized kitchen drawer features various utensils such as spatulas, measuring cups, and a whisk. Spice jars are neatly arranged beside cutlery, including forks and knives. The drawer showcases a combination of wooden compartments and stainless-steel items, promoting a functional cooking experience.

Guest suite in San Diego

4.91 out of 5 average rating, 402 reviews

New cozy studio,2 queen beds,kitchen,walk to water

Beautiful cottage-studio, just remodeled, in a fantastic location! All is brand new! Just 5 minutes to the beach and bay in a relaxing and safe area. Walkable any hour of the day and night. Enjoy 2 really comfy queen size beds, a kitchenette with all you may need, wonderful 2 rainfall showers, large smart TV and working space. Walk to La Playa Beach, Shelter Island or Sunset Cliff to experience the most amazing sunsets in San Diego! 5 min drive to Liberty Station and just 10 min to the airport

Guest favorite

A panoramic view of Downtown San Diego and the bay is presented. Sailboats dot the water, framed by palm trees in the foreground. The skyline features a mix of modern buildings against a backdrop of distant mountains and blue skies.

Guest suite in San Diego

4.94 out of 5 average rating, 658 reviews

Private Hideaway, Shelter Island, Beach & Bay

Spotless studio apartment with all amenities. Relax on the private patio enjoying a panoramic view of Downtown and San Diego Bay, or get cozy in a love-seat by the outdoor Chiminea. The unit has a full kitchen and an outdoor BBQ. Private parking right out front. Quiet neighborhood, but close to Downtown, Beaches, SeaWorld and the World Famous San Diego Zoo. Walk to local restaurants, bars, Eppig brewery, bay side trails, grocery store, & sports fishing. No dogs due to host health issues.

Superhost

The exterior of the dwelling is showcased at night, with soft lighting adorning the entrance and surrounding greenery. Pathways lead to the private entrance, framed by lush plants, creating an inviting approach amidst a peaceful residential setting.

Guest suite in San Diego

4.9 out of 5 average rating, 155 reviews

Adorable place in Point Loma - no cleaning fee!

You will be close to everything when you stay at this centrally-located place. The place is recently renovated with brand new appliances, countertops, and kitchen cabinets. The space is light and airy with private entrance and small fenced in side yard perfect for pets. Bedroom has a queen sized bed and futon. Living room couch has a queen sleeper sofa. There is a queen air mattress and pack n play as well. **Must be comfortable with stairs, there are two sets of stairs when accessing unit

Guest favorite

A bright yellow wall serves as a backdrop for a compact wooden table and two grey stools. A mirror is positioned above the table, enhancing the space's light. The image features a glimpse of a doorway, subtly leading to another area of the studio.

Vacation home in San Diego

4.92 out of 5 average rating, 167 reviews

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.

Guest favorite

A gravel pathway lined with irregular stone slabs leads through a garden space. Lush greenery and flowering plants create a serene environment, with wooden logs forming a natural border along the edge. Soft sunlight is evident, enhancing the calming atmosphere.

Tiny home in San Diego

4.97 out of 5 average rating, 103 reviews

Cozy studio in OB

Stay in the cozy studio, tucked behind my main house. The studio has queen bed with memory foam on the mezzanine level. The ground floor is a living room with fold up desk, a garden view, small fridge and microwave, two single chairs. Next to studio is private bathroom, open air shower and sink area. Outside relax in the shaded garden area just for guests. Please respect the no smoking on the grounds. You can borrow a push bike with lock and helmet.

Superhost

A scenic view of Kellogg Beach features sandy shores along a calm body of water. Gentle waves lap at the edges, while palm trees line the background under a clear blue sky. People are seen strolling along the beach, enjoying the serene atmosphere.

Guest suite in San Diego

4.83 out of 5 average rating, 356 reviews

Boho Flat 1 block from exclusive beach!

Clean, stylish and beautiful private studio apartment located steps from Kellogg Beach in Point Loma. This cute and perfectly set up studio is a stone's throw from the water, and gets a great sea-breeze during the day. All the best restaurants and entertainment are nearby in one of San Diego's premier destinations. This serene apartment is just minutes to everything San Diego has to offer. We are only 5 minutes to the San Diego airport as well!

Superhost

A sandy beach is depicted with gentle waves lapping at the shore. Sunbathers and beachgoers are scattered across the sand, with rugged cliffs rising in the background. Palm trees sway along the coastline, while the setting sun casts a warm glow over the tranquil scene.

Guest suite in San Diego

4.86 out of 5 average rating, 291 reviews

Cozy Cove Steps from the Sea!

Welcome to the sun-loving neighborhood of Ocean Beach! This suite with fresh sea breezes offers everything you need in one of the most desirable coastal neighborhoods in San Diego. You are just a single block away from the Pacific Ocean and all the majestic, rugged beauty of the California coastline! Best of all, you're within walking distance of local beaches, restaurants, yoga studios, coffee shops, and more!

Guest favorite

A quiet residential street is depicted, lined with palm trees and sidewalks. In the distance, the Pacific Ocean is visible beyond charming houses. Bright blue skies provide a clear view, enhancing the serene environment of the neighborhood.

Guest suite in San Diego

4.89 out of 5 average rating, 171 reviews

Sweet Private Suite near the Beach

Beautiful private guest suite less than a mile from San Diego’s beautiful Ocean Beach. Perfect for business, travel or a new remote work location! Minutes away from great surf, restaurants and bars or a quick hop to the freeway for easy access to downtown, La Jolla or other parts of San Diego. Close proximity to the airport - minutes away by car via highway or side street.