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Island holiday rentals in North America

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Top-rated island rentals in North America

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Top Guest favourite
A historic limestone building features three levels with a distinctive roof and decorative balconies. A stone wall lines the foreground, complemented by lush greenery and vibrant gardens that enhance the rustic charm of the setting.
Guest suite in Marysville
5 out of 5 average rating, 231 reviews

Island Mill-Waterfall Retreat-Hot Tub

Listing description *ALL INCLUDED* ( with seasonal variations) HotTub~4 Watercraft~Park Pass~Bikes~Outdoor Fire & Shower~Veggie Garden A one-of-a-kind experience awaits you in our 200 year old converted limestone mill. This eclectic space with a private entrance is nestled between two waterfalls on an island in the Salmon River. The beautifully appointed 525 sq ft suite is right on the edge of the river. Dine & relax on your private patio overlooking the waterfalls and the old one lane bridge.

Top Guest favourite
Home in Governor's Harbour
4.98 out of 5 average rating, 131 reviews

Cayo Loco Villa 2 PinkSand Deserted Beach 2 Adults

S2E2 NETFLIX "WORLD'S MOST AMAZING VACATION RENTALS"! Beachfront villa right on deserted secluded pink sand beach! Watch dolphins with your coffee/coconut water/tarts! Beach toys included! Eleuthera means 'freedom'! Tranquil authentic tropical island paradise fusing eco design w/comfort! 1 of 2 brightly colored villas! Beach stroll to dining/bar/pool! Fish/surf/boat/dive/kayak/paddle board/relax! Unspoiled pristine oasis! 1 bed 1-1/2 bath 2 ADULTS ONLY! NO SMOKING/KIDS/LOUD MUSIC/VISITORS/FIRES!

Guest favourite
A cottage is situated on a dramatic cliff overlooking a serene beach. The turquoise waters meet the soft sands, surrounded by lush greenery, showcasing the natural beauty of the Atlantic coast. The sky is painted in soft hues, adding to the tranquil atmosphere.
Cottage in Eleuthera Island Shores
4.93 out of 5 average rating, 103 reviews

Shorebreak Eco Cottage/ oceanfront, secret beach

This beachfront eco Cottage is located on the Atlantic coast of Eleuthera. Enjoy a secret beach. The quaint and authentically Bahamian Gregory Town is 2 miles to the North. All of the photos on this listing have been taken at ShoreBreak cottage. The cottage is airy with vaulted exposed beam ceilings, 2 bedrooms, 2 baths, sleeps 4. Wide open ocean views from all rooms. Ideal for 2 couples or make it a romantic and private getaway for two! Recent photo shoots include JCREW, ALO, and TOMMY BAHAMA.

Top Guest favourite
A charming cottage is set amidst lush greenery, featuring a wide, welcoming pathway made of patterned pavers leading to a spacious deck. Large windows reflect natural light, and a few outdoor chairs are positioned under umbrellas, inviting relaxation in the shaded area.
Cottage in Beaufort
4.98 out of 5 average rating, 186 reviews

Private Island Cottage

Looking for a place to relax and enjoy a stress free holiday, consider this Beautiful cottage set on a private Island with dock access to the intercoastal water way. Minutes from downtown Beaufort, 35 miles from Hilton Head Island, 45 miles from Savannah, GA, 60 miles from Charelston. only minutes from great resturants and attractions like: Hunting Island state park and public golf coures. Fishing, kayaking or paddel boarding (equipment provided), or just relax on one of the docks or porches.

Top Guest favourite
Home in Juan de Fuca
4.98 out of 5 average rating, 133 reviews

The Wolf Den, Forest Spa Escape.

A modern West Coast inspired home backing onto beautiful China Beach Park and situated on 2 acres in Jordan River, BC. Private wood fired cedar sauna, 3 outdoor tubs, outdoor shower, star gazing, large covered deck with propane fireplace. Hike 10 minutes down a private fern and mushroom filled trail that leads to a secluded rock beach perfect for seal watching, exploring and campfires. The 3 bedroom house has 3 king beds, quality linens & hand built details. Where the forest meets the ocean.

Top Guest favourite
Large windows allow natural light to fill the open living space, offering views of the ocean and trees. A glass dining table set is positioned near the window. A modern fireplace is situated in the cozy seating area, enhancing the inviting ambiance.
Home in Sooke
4.99 out of 5 average rating, 134 reviews

Elora Oceanside Retreat - Side B

Welcome to Elora Oceanside Retreat, A blend of luxury and nature. Nestled among mature trees our 1-bed, 1 bath custom built cabin offers a private sanctuary with spectacular views of the ocean, trees and mountains. Indulge in the serenity of your private patio, relax in the hot tub, or access the incredibly private beach right out front. Whether you're an avid hiker, beach enthusiast, or just seeking staggering bliss, our cabins provide an ideal starting point for your West Coast Adventure!

Guest favourite
Tiny home in Sarasota
4.95 out of 5 average rating, 397 reviews

@Shellmateisland |tiny home| island| bikes| kayaks

⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing)

Top Guest favourite
A glass-enclosed balcony provides stunning views of the ocean and surrounding trees, with warm sunset colors reflected in the windows. Inside, the modern kitchen and cozy living area can be glimpsed, highlighting the seamless indoor-outdoor connection.
Guesthouse in Ucluelet
4.99 out of 5 average rating, 389 reviews

SALTWOOD - The Trees - w/ Hot Tub

SALTWOOD - Bit of a good spot IG: @saltwoodbeachhouse LAID BACK LUXURY WITH NON STOP VIEWS. Located directly on the Pacific Ocean and the iconic Wild Pacific Trail. Storm watch by your fireplace or watch the sun go down from your private hot tub. 2 bedroom with all the amenities. Gourmet kitchen, floor to ceiling windows, gas fireplace, Frame TV, private deck with hot tub, and that view. Comfortably sleeps 4 adults - and of course is the perfect romantic retreat for 2.

Top Guest favourite
A well-maintained lawn features a manicured, artificial turf area leading to a charming guest house. Surrounding greenery and a path of gravel create a welcoming entry. The guest house displays a simple entrance, framed by lush foliage, contributing to a private, tranquil setting.
Guesthouse in Mount Pleasant
4.97 out of 5 average rating, 272 reviews

Bungalow Under The Oaks

Small guest house in the heart of Mount Pleasant! Ideally located to both Isle of Palms and Sullivan's Island beaches (both 7 minutes) and only 15 minutes to the heart of historic downtown Charleston. Our private guest bungalow is a perfect launching spot for all your exploring. End the day relaxing under the shade of our mature live oak. The house has its own entrance and separate yard that is fully fenced in. LHR Permit: ZSTR-02-21-00318, License: LIC-3-21-252314.

Superhost
A serene beach scene features soft, white sand meeting clear, turquoise waters. Gentle waves lap at the shore, while lush green hills rise in the background under a bright blue sky dotted with a few white clouds.
Villa in Flamenco
4.89 out of 5 average rating, 159 reviews

Culebra Beach Villa #2 on Exclusive Flamenco Beach

This is a large Studio for Couples, sleeps 2 adults, Perfect for a Romantic and unforgettable get away, it is right on Flamenco Beach, only Villa complex on this stunning Beach, ranked top 10 in the world. This villa has a garden view, very private,steps away from flamenco's powdered white sand. Unit has 1 queen bed, there is also an outdoor bed. Kitchen is fully equipped, microwave, air fryer & BBQ. Beach Chair, beach towels, tent, snorkeling gear and much more🏝

Guest favourite
An aerial view captures a wooden geodesic dome nestled amongst lush greenery and rocky terrain, overlooking a tranquil body of water. The unique structure features large windows and a spacious deck, ideal for enjoying the surrounding natural beauty.
Dome in West Dover
4.96 out of 5 average rating, 142 reviews

Nova Glamping Peggy Dome

Experience the natural beauty of Nova Scotia through your own island oasis experience! Our upscale, cozy Geodesic Dome is equipped with everything you need with a view you will never forget. Enjoy a unique blend of nature and luxury as you explore the island during the day and relax in your own private jacuzzi under the stars at night. We guarantee this experience will be one you’ll never forget and one that you’ll keep coming back to time and time again!

Top Guest favourite
The exterior of the Coconut Cottage is surrounded by lush tropical vegetation, including tall palm trees and colorful foliage. A wooden deck extends from the second story, providing a sheltered outdoor space. The rustic texture of the building blends harmoniously with the natural environment.
Cottage in Rincón
4.96 out of 5 average rating, 383 reviews

The Coconut Cottage

Coconut Cottage is a private two-bedroom serene getaway . Our home offers whimsical charm on a hillside surrounded by palm trees and gorgeous ocean vistas. There is a short 3 minute walk to Pools and Sandy Beach. We are located in Barrio puntas featuring outstanding restaurants within walking distance. Rincon town center or the Pueblo is a 10 minute drive. For those looking to embrace slow living with a dose of wanderlust, we invite you to our home!

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