Island holiday rentals in Americas
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Top-rated island rentals in Americas
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Popular amenities for island rentals in Americas
Family-friendly island rentals
Cottage in Rincon, Puerto Rico
4.96 out of 5 average rating, 346 reviewsThe Coconut Cottage
3–10 Sep
Cabin in Sawcolts Village, Antigua & Barbuda
4.98 out of 5 average rating, 149 reviewsTranquil Farm - Secluded Woodland Cabin
18–25 Jan
Island in Monmouth, Maine, US
4.98 out of 5 average rating, 200 reviewsLog Cabin at Naughty Dog Private Island
11–18 Sep
Cottage in Bahia de Ocoa, Dominican Republic
4.95 out of 5 average rating, 229 reviewsHacienda Los Guayacanes private Beach Front
21–28 Mar
Cabin in Sturgeon Bay, Wisconsin, US
4.95 out of 5 average rating, 112 reviewsSunset Cabin on Cedarbirch Island, Door County
18–25 Feb
Home in Sugarloaf Key, Florida, US
4.75 out of 5 average rating, 112 reviewsBungalows at Sugarloaf Beach - Mi Azucar
2–9 Dec
Villa in Puntarenas, Costa Rica
4.9 out of 5 average rating, 222 reviewsBeautiful Ocean View Villa in Costa Rica
29 May – 5 Jun
Cabin in Kortright, New York, US
4.95 out of 5 average rating, 180 reviewsLake LaFever Log Estate Luxury Lakefront w Boats
31 Dec – 7 Jan
Island rentals with a patio
Villa in Flamenco, Puerto Rico
4.9 out of 5 average rating, 89 reviewsCulebra Beach Villa #2 on Exclusive Flamenco Beach
5–12 Apr
Villa in Wesley Will, British Virgin Islands
5.0 out of 5 average rating, 27 reviewsVilla Naku, escape and relax.
3–10 Oct
Dome in West Dover, Canada
4.97 out of 5 average rating, 98 reviewsNova Glamping Peggy Dome
23–30 Mar
Cottage in Gregory Town, Bahamas
4.96 out of 5 average rating, 51 reviewsSwell - Cozy Oceanfront Eco-Cottage
20–27 Sep
Guest house in Utila, Honduras
5.0 out of 5 average rating, 11 reviewsSunshine Casita @ Sea-Esta
26 Nov – 3 Dec
Island in Tower, Minnesota, US
5.0 out of 5 average rating, 20 reviewsBeautiful Private Island Getaway! Boat available!
9–16 Oct
Home in Weems, Virginia, US
5.0 out of 5 average rating, 6 reviewsWaterfront River Escape w/ Pool, Kayaks, Detached
9–16 Dec
Flat in Caye Caulker, Belize
4.97 out of 5 average rating, 29 reviewsCaye Caulker Luxury/Ocean Front
23–30 Sep
Tiny home in Sarasota, Florida, US
4.96 out of 5 average rating, 290 reviews@Shellmateisland |tiny home| island| bikes| kayaks
3–10 Aug
Chalet in Angra dos Reis , Brazil
4.96 out of 5 average rating, 99 reviewsIlha Grande, RJ - Exclusive Chalet Frente Pro Mar
31 May – 7 Jun
Tiny home in Deer River, Minnesota, US
5.0 out of 5 average rating, 87 reviewsTiny-home escape w/beautiful private beach on Deer
6–13 Jul
Cottage in Eleuthera Island Shores, Bahamas
4.94 out of 5 average rating, 71 reviewsSHOREBREAK ECO COTTAGE
20–27 Sep
Cabin in Lac Rupanco, Chile
4.98 out of 5 average rating, 81 reviewsRUPANCO A NEST ON THE LAKE
10–17 Dec
Guest house in Long bay, Turks & Caicos Islands
4.96 out of 5 average rating, 70 reviewsVilla Kendara~BK 8/17 On~Gated~SeaFront GH~View
23–30 Nov
Villa in Cades Bay, St. Kitts & Nevis
4.95 out of 5 average rating, 20 reviewsAll Private Luxury Beach House
17–24 Nov
Home in David Bay, Grenada
5.0 out of 5 average rating, 31 reviewsVilla Poseidon
6–13 Oct
Destinations to explore
- Pet-friendly rentals Americas
- Train rentals Americas
- Tipi rentals Americas
- Rentals with a cinema Americas
- Loft rentals Americas
- Tent rentals Americas
- Chalet rentals Americas
- Fitness-friendly rentals Americas
- Flat rentals Americas
- Rentals with breakfast Americas
- Smoking-friendly rentals Americas
- Resort rentals Americas
- Container rentals Americas
- Cottage rentals Americas
- Waterfront rentals Americas
- Igloo rentals Americas
- Wheelchair-accessible rentals Americas
- Barn rentals Americas
- Lighthouse rentals Americas
- House rentals Americas
- Family-friendly rentals Americas
- Rentals with a washing machine and dryer Americas
- Timeshare rentals Americas
- Religious building rentals Americas
- Rentals with pools Americas
- Aparthotel rentals Americas
- Rentals with beach access Americas
- Bus rentals Americas
- Cabin rentals Americas
- Rentals with an EV charger Americas
- Townhouse rentals Americas
- Serviced apartment rentals Americas
- Nature eco lodge rentals Americas
- Bed and breakfasts Americas
- Entire floor rentals Americas
- Rentals with a firepit Americas
- Bungalow rentals Americas
- Rentals with a fireplace Americas
- Rentals with a hot tub Americas
- Dome rentals Americas
- Rentals with a patio Americas
- Castle rentals Americas
- Rentals with a balcony Americas
- Villa rentals Americas
- Holiday home rentals Americas
- Guest house rentals Americas
- Beachfront rentals Americas
- Rentals with a sauna Americas
- Rentals with an accessible-height toilet Americas
- Rentals with a soaking bathtub Americas
- Rentals with a beach view Americas
- Farm stay rentals Americas
- Rentals with a kayak Americas
- Yurt rentals Americas
- Motorhome rentals Americas
- Hostel rentals Americas
- Campsite rentals Americas
- Luxury rentals Americas
- Treehouse rentals Americas
- Rentals with outdoor seating Americas
- Hotel rentals Americas
- Heritage hotel rentals Americas
- Cave rentals Americas
- Rentals with lake access Americas
- Boutique hotel rentals Americas
- Boat rentals Americas
- Ranch rentals Americas
- Ski-in/ski-out rentals Americas
- Rentals with an accessible-height bed Americas
- Family-friendly rentals Americas
- Private suite rentals Americas
- Tiny house rentals Americas
- Earth house rentals Americas
- Apartment rentals Americas
- Monthly Rentals Americas
- Houseboat rentals Americas
- Island rentals North America
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom