Holiday rentals with beach access in Shelter Island

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Top-rated rentals with beach access in Shelter Island

Guests agree: these rentals with beach access are highly rated for location, cleanliness and more.

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Guest favourite
A wooden dining table is set with plates and glasses, featuring a bottle of wine at the center. A decorative bowl containing assorted textured orbs adds a vibrant touch. Natural light fills the space through glass walls, with greenery and outdoor seating visible in the background.
Home in San Diego
4.94 out of 5 average rating, 174 reviews

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

Top guest favourite
A sweeping ocean view stretches across the horizon, showcasing clear blue waters under a bright sky. The grassy area in the foreground features neatly arranged succulent plants, while a tiled patio area is visible, framed by a white column.
Home in Sunset Cliffs
4.94 out of 5 average rating, 160 reviews

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 so no AC 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 garage

Top guest favourite
The exterior of a modern cottage is displayed, showcasing a welcoming entrance with a white railing and a spacious front porch. The porch is furnished with wooden chairs and surrounded by neatly landscaped greenery and flower beds.
Home in Ocean Beach
4.98 out of 5 average rating, 135 reviews

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!

Guest favourite
An open indoor space features a comfortable sofa adorned with decorative pillows. A large glass garage door leads to a private outdoor lounge area with natural greenery, seating, and a dining table, creating a seamless transition between indoor and outdoor living.
Guest house in Ocean Beach
4.89 out of 5 average rating, 348 reviews

Indoor/Outdoor Sanctuary in Ocean Beach

Open Design Concept with indoor/outdoor living! Concrete and hardwood floors throughout, with lots of natural light, including a huge glass garage roll-up door to a private enclosed outdoor lounge & dining area! Just fully renovated with carefully selected furniture to make your stay as comfortable as possible. The master bedroom (2nd level) has an ensuite bathroom and opens to a private sunny rooftop deck where you can enjoy the San Diego weather with outdoor lounging & beautiful sunset views!

Top guest favourite
The view from the open French doors showcases a spacious outdoor deck with comfortable seating, framed by lush greenery. San Diego Bay, the downtown skyline, and distant mountains are visible against a clear blue sky, inviting relaxation and enjoyment of the scenic landscape.
Home in San Diego
4.9 out of 5 average rating, 192 reviews

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.

Top guest favourite
Home in San Diego
4.99 out of 5 average rating, 155 reviews

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

Guest favourite
The exterior of a contemporary two-story house is displayed, featuring a large garage door with modern glass panels. Lush greenery and tropical plants line the pathway, while large windows allow for natural light. The overall structure is well-maintained and inviting.
Guest suite in San Diego
4.97 out of 5 average rating, 153 reviews

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.

Guest favourite
The living space is filled with natural light, featuring a comfortable sofa with decorative pillows. A round coffee table is centered on a plush area rug. A desk with a lamp and an ornamental plant add functionality, while large windows offer a view of greenery.
Flat in San Diego
4.92 out of 5 average rating, 109 reviews

Lux Beach Retreat: King Bed, AC, Parking, Wi-Fi

Welcome to our luxurious 1-bedroom retreat, just minutes away from the pristine Ocean Beach and heart of Voltaire St where you can walk to many restaurants and shops. This unit offers a king bed, free secured parking, fast Wi-Fi, outdoor BBQ, and fire pit. Relax in the tastefully decorated living space, unwind in the cozy bedroom, or indulge in the well-equipped kitchen. With a prime location, you'll have easy access to breathtaking sunsets, sandy shores, and vibrant city life!

Superhost
A modern kitchen and living area feature light-colored cabinetry and stainless steel appliances. Natural light fills the space through windows, highlighting a comfortable sectional sofa and decorative pillows. A small area rug lies on the light wood flooring, creating a cozy atmosphere.
Home in San Diego
4.85 out of 5 average rating, 357 reviews

Coastal beauty, walk to pier.

Two master bedrooms with own bathrooms. Perfect for couples that want privacy from each other. One bedroom has a crib for your little one. Fully equipped kitchen. Enjoy the incredible view as you walk to town to savor the amazing cuisine that OB offers. Enjoy a morning or evening walk around this beautiful neighborhood and enjoy the view spots that you will find throughout. Children can enjoy the tide pools and you can enjoy the sunsets. Is a win, win for the entire family.

Top guest favourite
A spacious bedroom features a light blue bedding set on a large bed, complemented by decorative pillows. Natural light filters through the window with bamboo shades, while a mirror reflects the room's bright, neutral tones. A bedside table and lamp add functionality.
Guest suite in Sunset Cliffs
4.96 out of 5 average rating, 229 reviews

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.

Guest favourite
An outdoor patio features a hot tub, a picnic table, and two red lounge chairs. The deck is surrounded by a large tree and offers an inviting space for relaxation, with light-colored siding of the home visible in the background.
Home in Ocean Beach
4.94 out of 5 average rating, 152 reviews

Beautiful 2 Bedroom, 1 Bath House

Stay in the heart of Ocean Beach at this newly remodeled 2-bedroom, 1-bath coastal retreat. Enjoy high-speed Wi-Fi, air conditioning, and a comfortable space just 2 blocks from the beach and a half block from Sunset Cliffs. Walk to Newport Avenue’s restaurants, coffee shops, breweries, bars, and boutiques. Only 10 minutes from the airport and a short drive to Downtown San Diego, SeaWorld, Mission Beach, Balboa Park, and the San Diego Zoo.

Top guest favourite
Home in Ocean Beach
4.97 out of 5 average rating, 155 reviews

Completely Remodeled OB Casita

This condo has been completely remodeled, it's stylish, comfortable, an upstairs unit with no one underneath you, that is just blocks from the beach, restaurants and so much more! It has air-conditioning for those warm summer nights and a heater for the chilly winter nights, although it's never too cold here in San Diego. King size bed in bedroom and a queen size sofa sleeper in the living room.

Popular amenities for rentals with beach access in Shelter Island