Island holiday rentals in North America

Beautiful Beachside Luxury Apartment, Mainfloor ✨

Bright, beautiful, well-appointed luxury apartment on the 1st floor... Enjoy sun, sand & surf right at your doorstep! This affordable luxury vacation home rental has central A/C, wifi, large tv in the main room and both bedrooms, beautiful master suite, very comfortable 2nd bedroom, deck overlooking the water, kitchen, wifi, washer/dryer, dishwasher, etc., etc. Everything you need to have an amazing tropical beach vacation in one of the most beautiful places on Earth! 7 minutes to the airport!!

The Red Harbor: Retreat/Refresh/Rekindle

Perfect location for a restful getaway on one of the most beautiful islands in the country! We are new owners to this property, and have done everything possible to make it a special place to relax and enjoy family and friends! Complete with 3 bedrooms and two bathrooms (one bdrm and bath on main level and two bdrms and one bath upstairs). The master bedroom is huge with a deck, where views of the Sound and mountains are pristine! Don’t hesitate to book this sweet spot! You won’t regret it!

Island Boat House - Fisher's Landing, NY

The Island Boat House is on a private 2 acre island in the 1000 Islands near Fisher's Landing, NY. You may bring or rent a boat, or we can provide rides in our boat for arrival and departure. This rustic & charming two br living space has a double & queen bed in the main room with a double bed in a separate room. An historic boathouse over the water, guests enjoy a private deck, with shower, dock & grill downstairs. Enjoy the majesty of the St. Lawrence River - fishing, swimming and sunsets!!

Sunset Cabin on Cedarbirch Island, Door County

Our island rests in Sawyer Harbor surrounded by Potawatomi State Park and Idlewild Peninsula. This is a nature lovers haven. It is the perfect place for those that are looking for a peaceful* getaway and up for a bit of adventure. The wooded island is seven acres and home to two cabins- Sunrise (facing Potawatomi State Park) and Sunset (overlooking the Idlewild Penninsula). The cottages are connected by a well traveled path and a short walk. *favorite spot for fishing, boats can be close

@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)

Private Island Cottage

Beautiful key west inspired cottage set on a private Island with dock access To the intercoastal water way. Minutes firm downtown Beaufort, 35 miles from Hilton Head Island, 45 miles from Savannah, GA, 60 miles from Charelston. only minutes from great restaurantes and attractionss like: Hunting Island state park and3 public golf coures. Swimming, fishing, kayaking or canoeing (equipment provided), or just relax on one of the docks or porches. You can do as much or little as you desire.

1000 Islands: a private island with rustic cottage

Charming, rustic two bedroom cottage with full-sized kitchen on a private island. Unhindered views of main channel of St. Lawrence Seaway and the magnificent freighters. Easy access to the River and fabulous fishing. New private dock accommodates your boat(s). Addition and loft afford additional sleeping quarters. Glass gazebo provides peace, privacy and beautiful views of the main channel and surrounding Blind Bay. Detached gazebo ideal setting for artists and writers.

Island Glamping in a Luxury Tent in Maine

The Hemlock Haven tent looks out at sunsets on Annabessacook Lake. Sleep comfortably, cook your favorite meals, hammock nap, bask in the glow of the fire or wood stove, hear the calls of the loons, play on the rope swing, canoe, kayak, or paddle board the lake, and explore the trails of this 14 acre wooded island, and then repeat as needed. We greet you at our shoreside dock and help you get settled into island-life. Enjoy super clean, Superhost, Maine Guide hospitality.

Surf Shack on Hesketh Island

Sleep to the sound of the sea! The Surf Shack on Hesketh Island is perfect for a small family or a couple and is glamping at its finest. It sits in the trees, 30 feet from the beach, overlooking the water and Yukon Island. This is a remote island property and can only be accessed by boat. We provide water taxi transport with True North Kayak Adventures. Pricing is $85/adult and $75/12 and under, round trip. Kayak and SUP trips are also available as well as rentals.