
Vacation rentals in Shelter Island
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Top-rated vacation rentals in Shelter Island
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Go Fishing and Boating from an Apartment with a Marina View
See marina views from the living room and front entry deck! Just steps to the San Diego Bay. Fully furnished kitchen: Refrigerator Gas range Dishwasher Microwave Toaster Oven and much More! Bedroom: Fully furnished with all linens Sleeps up to 2 people Living Room has a queen sized sofa bed, is light and bright with flexible seating for your comfort. Host is not onsite. Host may be reached by phone/text message during your stay. The apartment is walking distance to San Diego Bay's Shelter Island and Point Loma Marinas. Sport fishing, boat charters, a concert venue, restaurants, shops, and beauty salons are just outside the door. In addition to the local amenities that are in walking distance, this apartment is also an easy bike ride to the Embarcadero, Seaport Village, Little Italy and downtown San Diego. Quarters B is just 2.3 miles from San Diego International Airport and in close proximity to many popular San Diego attractions such as: The Gaslamp Quarter - 5.25 miles Sunset Cliffs - 2.4 miles Cabrillo National Monument/Fort Rosecrans National Cemetery - 4 miles Seaport Village -5 mil Petco Park - 7 miles San Diego Convention Center - 5 miles Balboa Park & San Diego Zoo - 6.5 miles Sea World - 4.4 miles Central to all San Diego's Universities, this makes a perfect location for families in town to visit university students. Point Loma Nazarene University -1.7 miles University of San Diego - 6 miles UCSD - 12 miles SDSU - 14 miles Quarters B is up one flight of stairs. There is no elevator. Parking for maximum of 1 car on property. Please park additional cars on the street.

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

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!

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.

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.

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

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.

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.

Point Loma Retreat - 4 Streets to the Bay
You are welcome to stay in this gorgeous Point Loma house with all considerate 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, dining, and kitchen are laid 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.

Bayside Retreat
Relax and unwind on your getaway, family vacation, or retreat in a beautiful spacious Point Loma home. This 2 bed/2 bath house in the heart of Point Loma has plenty of room to decompress from the hustle and bustle of life. This is a quiet residential neighborhood that is five blocks from the water's edge of San Diego Bay. Very quiet block/neighborhood. We live on 3rd level. There are guests below this unit. Please observe our house rules of no parting/parties. Quiet hours 10pm. No pets.

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.
Popular amenities for Shelter Island vacation rentals
Other great vacation rentals in Shelter Island

La Playa | Charming Bayside Bungalow

On The Beach Casa- with private bay access.

Cozy Retro Home with Bay & City Views

Point Loma 4BR | Harbor Views | Hot Tub Balcony

Luxury Point Loma Stay | Central, Coastal & Unique

Point Loma Hideaway - brand new!

Relax & Rest in Point Loma

Point Loma Retreat w/ Decks, Views & Fire Pits
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