Holiday rentals with beach access in Shelter Island

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Top-rated Accommodation with Beach Access in Shelter Island

Guests agree: These holiday homes with beach access are highly rated for location, cleanliness and more.

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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 San Diego
4.97 out of 5 average rating, 112 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
A light-filled sitting area features a plush sofa adorned with colorful cushions. Large windows frame the space, allowing natural light to illuminate the warm wooden flooring. A decorative mirror and a TV provide added detail, while a soft rug enhances the cozy ambiance.
Guest suite in San Diego
4.85 out of 5 average rating, 426 reviews

Coastal Guest House with Gorgeous Sundeck

✨ Welcome to Our Charming Guest House on Voltaire Street ✨ Just want to make sure you know that the whole unit is private for your use only. Our listing is exclusive for you. You will not share any space with anyone else. Enjoy a cozy and freshly renovated space designed for comfort and relaxation. create a cheerful atmosphere that feels just like home. Step on our beautiful wooden floors, enjoy the spacious open layout, and unwind on the large private deck — perfect for soaking up the sun.

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, 180 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.

Superhost
A spacious bedroom features a large bed adorned with neutral-toned bedding and a cozy blanket. A ceiling fan provides airflow, while warm lighting from a bedside lamp creates a relaxed ambiance. A mirror and a small desk are visible, enhancing functionality.
Home in San Diego
4.91 out of 5 average rating, 163 reviews

Cozy Home with Views! By Downtown/Airport/Gaslamp

This home is truly a rare find! Nestled in the most desirable heart of Midtown, this home is located minutes away from the best San Diego has to offer: -7 min to Airport (2.5 mi) - 6 min drive to MCRD -10 min to Sea World, the Zoo, and Gaslamp District!(within 4.0 mi) -10 min to the beach (5.5 mi) -Walking distance to Blue Water seafood restaurant and more! One of a kind experience with all the amenities you need! Perfect for families and couples traveling. Would love to host you!

Guest favourite
An airy living space features two blue accent chairs and a grey sofa, arranged around a central coffee table. Natural light pours in through large windows and a skylight, illuminating a modern kitchen with bar seating and a cozy fireplace nearby.
Home in San Diego
4.9 out of 5 average rating, 353 reviews

Coastal Craftsman, Whole Home, Walk to Beach

Detached home w/ patio, private entrance & gated off-street parking. Your own beach home! Walk to Beach, Restaurants & Breweries, great Coffee, Grocery/Health food store, Boutique Shopping, Farmer's Market, Nightlife! You'll love the modern, clean yet breezy beach vibes of this quintessential owner designed Coastal Craftsman! Gas BBQ, Laundry, Bikes, Beach Gear, Pack&play,high chair. Three short blocks to the beach and Newport Ave. 750 sq ft Rear house property with two houses.

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, 443 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 studio bed is centered in the room, featuring a neutral-toned bedspread and decorative pillows. Natural light enters through a small window. A light-colored wooden nightstand holds a lamp. The open door reveals a lush outdoor area with blooming plants.
Guesthouse in San Diego
4.92 out of 5 average rating, 171 reviews

Detached Guest Suite · Private · Walk to Beach

Quiet, private detached guest suite just 1.5 blocks from Sunset Cliffs. Enjoy easy walks to epic sunsets and secluded, flat sandy beach access away from the crowds. This self-contained guest suite features a comfortable king bed, private entrance, easy street parking (driveway option for persons with mobility issues), with beach chairs and towels for your stay. Walk to Ocean Beach dining and the shoreline, with quick access to the airport, SeaWorld, and the San Diego Zoo!

Guest favourite
A private balcony offers stunning ocean views. A round table is set for two with blue placemats and glassware. Two turquoise chairs provide seating, while the rolling waves and rocky shoreline are visible in the distance under a clear sky.
Condo in San Diego
4.91 out of 5 average rating, 275 reviews

Ocean, Ocean, Ocean! Sunset Cliffs Spectacular!

You can't get any closer to the ocean than this without getting wet! Set on top of Sunset Cliffs, this unit has spectacular views of the Pacific. Watch the sun set from your private balcony! Situated in Ocean Beach, a quintessential beach town, there are numerous shops and places to eat within walking distance. Ocean Beach Park and Pier are close by, and local attractions such as the San Diego Zoo, SeaWorld and Balboa Park are only minutes away.

Popular amenities for Shelter Island Accommodation with Beach Access