
Vacation rentals in Shelter Island
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Top-rated vacation rentals in Shelter Island
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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.

Kellogg’s Beach Cozy Home
Have fun with the whole family at this stylish place just a block away from Kellogg's Beach of San Diego Bay. Relax in our cozy home with a spacious kitchen and peaceful deck and backyard with wonderful trees and lots of space to play or relax. Kellogg's beach is a hidden gem. Enjoy your vacation just a block away from the beach while enjoying our stylish home with a peaceful backyard with beautiful trees just below our deck. The property lot splits between this home and a detached small home

Cottage at Cabrillo Cozy garden studio
Relax at this peaceful and centrally located quaint studio Cottage. Close to all the excitement San Diego has to offer. Located in the Wooded area of Point Loma, close to beaches, San Diego bay and Cabrillo National Monument is minutes away. Step inside and enjoy the convenience of a sun filled and open layout. The exterior has a private bricked patio and a private evergreen filled yard. An ideal space to unwind & relax. 10 minute Uber ride to/from the airport. Weekday lower rate. No pets.

La Jolla Oceanfront Serenity Suite
Perfectly positioned 50' from waves, in one of La Jolla's most coveted coastal enclaves, this Suite offers tide pools just feet away from 500' patio & spa, with small 234 sq. ft interior with en suite king bed inside, private & joyful. Dining table & some cooking outside but absolutely NO FOOD SCRAPS down the drains nor coffee grounds. Stony beach access from next door park, sandy beach close by, egrets & pelicans fly overhead. Espresso and microwave, frig/freezer, electric fry pan, Netflix.

Sunset Cliffs Oceanfront Beach House - remodeled
NEWLY REMODELED KITCHEN AND FLOORS Front row seats of Sunset Cliffs OCEANFRONT 180deg unobstructed view (2BR/2.5BA) Beach-themed open floor plan, over sized kitchen and gorgeous floors. Fast internet (AT&T 1G). Equipped with a whole house fan for the few warm nights in San Diego. Absolutely NO PARTIES and be respectful. Please don’t try to sneak past the number of guests. Sorry no pets. We’ve had one bad experience that cost us a lot of wasted time and money. No access to the garage

Gorgeous Bay Views, Private Comfy Deck & Much More
Relax on your large, private deck with beautiful views of San Diego Bay, downtown skyline, Coronado, nearby mountains, and the Pacific ocean. Watch the fighter jets take off from North Island and the Navy & cruise ships. You have lovely sunrises and can watch the sunset reflected off the skyline from the same deck chair! Our home is located less than 10 minutes from the airport, Shelter Island, and VERY EASY walking distance to restaurants, shops, yoga, the bay, and FREE pickleball/tennis.

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

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.

Upgraded Pt Loma Panoramic Views - 1 Bedroom Suite
Brand new full kitchen installed November 2025. Enjoy your home away from home and beautiful Pt Loma. With an expansive view of the gorgeous San Diego Bay & Shelter Island you can enjoy a comfortable space with luxury amenities. A spacious oasis to escape the hustle and bustle of the city, but close enough for a night out on the town. If you’d rather stay in and enjoy the views, relax on the patio, soak in the hot tub, or have a drink by the fire pit with your fur baby.

Sunset Cliffs Hideaway
Kick back and relax in this peaceful, stylish space. Spacious Bedroom in private residence with private entrance, easy parking, located 1.5 blocks from beautiful Sunset Cliffs. Less than 15 min drive to all of the best San Diego has to offer. Walking distance to Ocean Beach (~1 mi), a funky beach town with its own casual style. Room is "hotel style" with private entrance, small patio, bed, bath, fridge and microwave; no access to main house.

Cozy remodeled 2 bed apt in Point Loma
Stay in this cute and cozy remodeled 2 bed 1 bath apartment stocked with everything you need for your San Diego visit! Located in a quiet neigborhood of Point Loma, you are just a quick drive from the airport and lots of San Diego attractions. The apartment is newly remodeled and ready to be enjoyed with lots of space in the back patio to enjoy food and games at the picnic table or relax around the fire pit.

Boho Flat 1 block from exclusive beach!
Escape to this bright and charming coastal flat, just minutes from the beach. Perfect for couples or solo travelers, this thoughtfully designed space features a plush king bed, cozy dining nook, relaxing living area with pull-out sofa, and a fresh, inviting bathroom. Enjoy peaceful mornings, stylish comfort, and an easy location close to everything Point Loma offers.
Popular amenities for Shelter Island vacation rentals
Other great vacation rentals in Shelter Island

San Diego 2BD with Downtown Views, Deck & BBQ!

Amazing WaterView Penthouse w/AC

Villa Point Loma

Point Loma Retreat w/ Decks, Views & Fire Pits

Cozy Retro Home with Bay & City Views

Point Loma Hideaway - brand new!

Renovated 1BR in Point Loma Near Harbor & Airport

On The Beach Casa- with private bay access.
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