Cottage holiday rentals in Caribbean
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Top-rated cottage rentals in Caribbean
Guests agree: These cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Caribbean cottage rentals
Cottage rentals with a hot tub
Cottage in Malpais,, Costa Rica
4.93 out of 5 average rating, 135 reviewsMambo's Dream Villa - Endless Coastline View
12–19 Aug
Cottage in West Bay, Cayman Islands
5.0 out of 5 average rating, 174 reviewsLuxury Cottage, 1bd/1ba steps to Pool+7 Mile Beach
27 Jul – 3 Aug
Cottage in Monteverde, Costa Rica
4.96 out of 5 average rating, 263 reviewsCasa Verde in La Puesta Del Sol farm
24–31 Mar
Cottage in Quebradillas, Puerto Rico
4.93 out of 5 average rating, 310 reviewsCasa del Palmar - Tropical Cottage
3–10 Oct
Cottage in El Castillo, Costa Rica
4.86 out of 5 average rating, 111 reviewsCASA LAS PAVAS DEL VOLCAN
20–27 Mar
Cottage in Anna Maria, Florida, US
4.98 out of 5 average rating, 208 reviewsTurtle Cottage - Anna Maria Island
22–29 Dec
Cottage in Zarcero, Costa Rica
4.84 out of 5 average rating, 101 reviewsSpectacular house with fireplace, jacuzzi and BBQ.
15–22 Apr
Cottage in El Negro, Puerto Rico
4.99 out of 5 average rating, 102 reviewsCocal Sunrise
17–24 Jun
Pet-friendly cottage rentals
Cottage in Jarabacoa, La Vega, Dominican Republic
4.81 out of 5 average rating, 149 reviewsRustic Creek House + Fireplace + BBQ
1–8 Apr
Cottage in El Burrito, Costa Rica
4.91 out of 5 average rating, 162 reviewsSecluded in nature 2 bedroom home near La Fortuna
4–11 Oct
Cottage in La fortuna de San Carlos, Costa Rica
4.98 out of 5 average rating, 131 reviewsMacaw villa (Casa 1)
20–27 Sep
Cottage in Key Largo, Florida, US
4.96 out of 5 average rating, 146 reviewsCharming Key Largo Cottage on the Water w/Kayaks!
2–9 Oct
Cottage in Turrialba, Costa Rica
4.9 out of 5 average rating, 148 reviewsEstancia Refugio - Turrialba
3–10 Sep
Cottage in Las Terrenas, Dominican Republic
4.91 out of 5 average rating, 225 reviewsBEACH FRONT 3 Bedroom Villa with Pool Sleeps 7
5–12 Apr
Cottage in Naples, Florida, US
4.85 out of 5 average rating, 237 reviewsCoastal Studio Escape!
29 Oct – 5 Nov
Cottage in Bahia de Ocoa, Dominican Republic
4.95 out of 5 average rating, 229 reviewsHacienda Los Guayacanes private Beach Front
14–21 Feb
Private cottage rentals
Cottage in Islamorada, Florida, US
4.85 out of 5 average rating, 127 reviews1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON
7–14 Sep
Cottage in Cartagena, Colombia
4.88 out of 5 average rating, 160 reviews6-BR House w/Pool & Direct Access to the Beach
15–22 Oct
Cottage in La Fortuna, Costa Rica
4.91 out of 5 average rating, 220 reviewsCabaña Rural El Mirador, Wifi/A/C, TV, TV, Parking.
9–16 Mar
Cottage in Saint Philip, Antigua & Barbuda
4.98 out of 5 average rating, 143 reviewsCharming Coastal Cottage Amazing Ocean Views
3–10 Mar
Cottage in Playa Juan Dolio, Dominican Republic
4.95 out of 5 average rating, 139 reviewsCabin for rest, sun and beach in Guayacanes
2–9 Aug
Cottage in VIlla en Cocles, Costa Rica
4.92 out of 5 average rating, 145 reviewsCasa Los Palmares I
26 Mar – 2 Apr
Cottage in Sarasota, Florida, US
4.9 out of 5 average rating, 175 reviews"Honeybee Hideaway" Cozy Cottage Near SIESTA KEY
4–11 Dec
Cottage in Bradenton Beach, Florida, US
4.99 out of 5 average rating, 124 reviewsBradenton Beach Sunsets 2, Anna Maria Island, FL
26 Nov – 3 Dec
Destinations to explore
- Boutique hotel rentals Caribbean
- Resort rentals Caribbean
- Shipping container rentals Caribbean
- Rentals with a balcony Caribbean
- Chalet rentals Caribbean
- Luxury rentals Caribbean
- Boat rentals Caribbean
- Cabin rentals Caribbean
- Rentals with outdoor seating Caribbean
- Holiday home rentals Caribbean
- Rentals with a hot tub Caribbean
- Rentals with a kayak Caribbean
- Houseboat rentals Caribbean
- Aparthotel rentals Caribbean
- Tent rentals Caribbean
- Waterfront rentals Caribbean
- House rentals Caribbean
- Villa rentals Caribbean
- Pet-friendly rentals Caribbean
- Serviced apartment rentals Caribbean
- Condo rentals Caribbean
- Bungalow rentals Caribbean
- Townhouse rentals Caribbean
- Rentals with a washing machine and dryer Caribbean
- Rentals with a home theatre Caribbean
- Fitness-friendly rentals Caribbean
- Rentals with breakfast Caribbean
- Rentals with beach access Caribbean
- Loft rentals Caribbean
- Rentals with lake access Caribbean
- Guesthouse rentals Caribbean
- Farmstay rentals Caribbean
- Rentals with an accessible height bed Caribbean
- Private suite rentals Caribbean
- Tree house rentals Caribbean
- Hostel rentals Caribbean
- Rentals with a sauna Caribbean
- Bed and breakfasts Caribbean
- Rentals with an accessible height toilet Caribbean
- Apartment rentals Caribbean
- Hotel rentals Caribbean
- Rentals with a fireplace Caribbean
- Rentals with a fire pit Caribbean
- Smoking-friendly rentals Caribbean
- Rentals with an EV charger Caribbean
- Campsite rentals Caribbean
- RV rentals Caribbean
- Beachfront rentals Caribbean
- Beach house rentals Caribbean
- Earth house rentals Caribbean
- Rentals with a patio Caribbean
- Monthly Rentals Caribbean
- Kid-friendly rentals Caribbean
- Tiny house rentals Caribbean
- Family-friendly rentals Caribbean
- Wheelchair accessible rentals Caribbean
- Island rentals Caribbean
- Rentals with pools Caribbean
- Nature eco lodge rentals Caribbean
- Yurt Rentals United States
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- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
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- Farm Houses United States
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- Holiday Chalets United Kingdom
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- Pet-Friendly Vacation Rentals United States
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