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
4.95 out of 5 average rating, 156 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

Guest favourite
A light blue cottage features a welcoming facade with large windows and lush green plants framing the exterior. A fenced yard provides a spacious feel, while a stone pathway leads to the entrance. Bright sunlight highlights the charming structure under a partly cloudy sky.
Home in San Diego
4.89 out of 5 average rating, 151 reviews

Comfy Cottage Near the Beach

Bring the whole family to our stylish, comfy beach cottage! Walk to Ocean Beach and Dog Beach, then wander Newport Ave for great eats and drinks. Enjoy morning coffee in fenced front yard or fire up a sunset BBQ out back. End the day with a trip to Sunset Cliffs to watch a breathtaking sunset! Pets welcome (+$100 pet fee). Simple, clean, and close to everything—perfect for carefree beach days together. A/C and fast Wi-Fi keep everyone comfy, and roomy living room is great for movie night fun!!

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 San Diego
4.94 out of 5 average rating, 151 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. 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

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
4.89 out of 5 average rating, 181 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
The exterior of the Huguette House displays a modern design with multiple levels, featuring large windows that offer views of the surrounding area. A sleek driveway leads to a spacious garage, while a landscaped pathway guides to the entrance, framed by elegant railings.
Home in San Diego
4.99 out of 5 average rating, 142 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

Top 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, 151 reviews

Point Loma Retreat - Steps 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.

Top guest favourite
Home in San Diego
4.98 out of 5 average rating, 116 reviews

Private Home, Pet Friendly ~Sasha's Bungalow in OB

Welcome to Sasha’s Bungalow, your perfect Ocean Beach escape! Just one block from the ocean, this 2-bedroom, 1-bath retreat is steps from Newport Ave., Voltaire St., and OB’s lively shops and restaurants. Relax in your private yard with a fire pit, BBQ, and cozy seating, or sip coffee on the front patio. Inside, enjoy a fully stocked kitchen, fast WiFi, streaming, and beach gear. Best of all, we’re pet-friendly—bring up to 2 pets ($45/pet fee) to join your beach adventure!

Top guest favourite
A spacious living area is highlighted by a large sectional sofa, complemented by a wooden coffee table and a patterned area rug. Natural light fills the room through large windows, and a dining area with a table for six is visible in the background, alongside decorative elements such as potted plants and beach-themed art.
Home in San Diego
4.98 out of 5 average rating, 106 reviews

Ocean Views, Private Yard, Just Steps to the Sand

Have fun with the whole family for a classic OB stay. Primary bedroom has a king bed and the second bedroom is queen size bed. A freshly updated, air-conditioned, centrally-heated, non-smoking, family-friendly beach home. Perfect for your beach vacation, steps from the sand, private yard with turf, deck, and patio. Great for both day & nighttime adventures, walkable location just 100 ft from the sand, with a variety of stores & restaurants. Garage parking on site!

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 San Diego
4.95 out of 5 average rating, 185 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
Cottage in San Diego
4.96 out of 5 average rating, 106 reviews

Brighton Beach Cottage 2 - Literally Steps to Sand

Sweet 2 bedroom/1 bath beach cottage. Completely remodeled w/stone floors, updated kitchen /granite counters & new appliances, remodeled bathroom, dual-pane windows, outdoor shower & large entertaining yard. It is perfect place for kids or parents to hang out & relax. Front patio has ocean views to the jetty & the back yard is perfect for private entertaining. Private laundry & off-street parking. This location can't be beat!

Guest favourite
An outdoor dining area features a wooden table surrounded by metal chairs, set on a wooden deck. A built-in bench lined with soft pillows offers additional seating. Lush greenery borders the space, creating a serene atmosphere for outdoor gatherings.
Bungalow in San Diego
4.89 out of 5 average rating, 355 reviews

Sunny Ocean Beach Home - 2b/1b

Relax at this beautifully remodeled Ocean Beach bungalow just blocks from the beach and Sunset Cliffs. Located in a quiet neighborhood, yet an easy walk to Ocean Beach’s restaurants, cafés, and shops. The home features 2 bedrooms and 1 bath, plus a private outdoor oasis with built-in lounge seating, a spacious dining patio, and a turf lawn surrounded by lush vines and trees—perfect for relaxing after a day at the beach.

Top guest favourite
A welcoming living area showcases a sectional sofa adorned with blue cushions. A wooden coffee table sits in the center, with a candle and a small plant. Natural light enters through large windows, illuminating the space. A dining table is positioned nearby, complemented by modern decor.
Home in San Diego
4.97 out of 5 average rating, 124 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