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 charming coastal craftsman home is presented with a welcoming green facade. Adorned with white trim, large front windows allow ample light to enter. A grassy front yard is accented by colorful flowers and foliage, with a small porch featuring two white chairs positioned invitingly.
Home in San Diego
4.94 out of 5 average rating, 409 reviews

Coastal Craftsman, Walk to Beach, Hot Tub

Detached Coastal Craftsman w/ outdoor living space, private entrance, two off street parking spots, private hot tub. Your own beach home! Walk to Beach, Restaurants, Breweries, great Coffee, Grocery/Health food store, Boutique Shopping, Farmer's Market, Nightlife! Minutes to Downtown, OldTown, Mission Bay, San DiegoZoo, SeaWorld. GasBBQ, Laundry,Bikes, BeachGear,Pack&play, highchair. This is the front house on a large lot (7000 SF) with two fully private cottages. 3 blks to beach and Newport Ave

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, 150 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
A charming cottage with a welcoming porch is showcased. A colorful red umbrella provides shade over a patio table surrounded by several chairs on the paved outdoor area. Lush greenery accents the space, contributing to a relaxed atmosphere.
Cottage in San Diego
4.97 out of 5 average rating, 119 reviews

It’s so Lovely on Larkspur Adorable Cottage in OB

Relax in our remodeled and sunshine filled 1 bed, 1 bath cottage with easy access to the beach, parks, restaurants, coffee shops, grocery and more. Uniquely away from the hustle and bustle, our charming neighborhood has limited through traffic and that friendly OB vibe you are looking for. We live next door and are Superhosts and ambassadors of Ocean Beach; to prove it, check out our reviews before our remodel by going to my profile or searching for "Charming OB Cottage with Private Patio".

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
An expansive view is displayed featuring a vibrant sunset over the ocean, with gentle waves lapping at the sandy shore. The pier extends into the water, surrounded by palm trees. Soft clouds create an artistic backdrop against the colorful sky.
Home in Imperial Beach
4.99 out of 5 average rating, 444 reviews

Enjoy the Best Ocean Views and Sunsets in a Beach Front Home

Relax in our fully equipped, beautifully furnished, 3 br, 3 ba home in the center of laid-back Imperial Beach. Savor a glass of wine while watching the sunset from the private balcony overlooking the pier and ocean. Prepare a gourmet meal in the upscale, contemporary kitchen or walk to lively craft breweries and great restaurants. Easy access to downtown, just 20 minutes from the airport! Keypad entry, free private parking in gated garage, child friendly, hi speed WiFi.

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.

Top guest favourite
The living room features a comfortable sofa and inviting chairs arranged around a low coffee table. A large TV is positioned against a white wall, complementing the artistic decor. Natural light enters through the windows, creating a welcoming ambiance in the cozy space.
Cottage in San Diego
4.94 out of 5 average rating, 425 reviews

Fabulous Cottage at the Beach

Newly remodeled 1940's cottage just 50 steps to the sand with fabulous beach and ocean views. Enjoy the ocean breeze from your front porch and watch people walk by. Go sunbathing and swimming, take a bike ride or a stroll on the beach, have a glass of wine and witness the most beautiful sunsets. We are located in a quiet residential neighborhood of Ocean Beach. This bright and cozy cottage has everything you'll need to feel at home.

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 San Diego
4.94 out of 5 average rating, 134 reviews

Beautiful 2 Bedroom, 1 Bath House

Welcome to the lovely neighborhood of Ocean Beach! This newly remodeled 2-bedroom, 1 bath home offers the comforts you need. At the end of the street, you are just half a block away from amazing ocean views and sunset cliffs. Best of all, you're within walking distance of Newport Avenue where you can find local restaurants, bars, breweries, coffee shops, and more! You are only a: 10 min drive to the airport

Popular amenities for rentals with beach access in Shelter Island