Bed and breakfast holiday rentals in Caribbean
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Top-rated bed and breakfast rentals in Caribbean
Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for bed & breakfast rentals in Caribbean
Family-friendly bed & breakfast rentals
Villa in Puerto Viejo de Talamanca, Costa Rica
4.92 out of 5 average rating, 155 reviewsDeluxe Treehouse style villa, private plunge pool
7–14 May
Farm stay in Monteverde, Costa Rica
4.88 out of 5 average rating, 330 reviewsCOFFEE VIEW CABIN
12–19 Dec
Farm stay in Utuado, Puerto Rico
4.9 out of 5 average rating, 121 reviewsMonte Sagrado Reserve - wellness+Tanama River+farm
6–13 Feb
Casa particular in Trinidad, Cuba
4.94 out of 5 average rating, 146 reviewsColonial house from 1750 (2 bedrooms - wifi) black pearl
22–29 Oct
Flat in Cartagena, Colombia
4.6 out of 5 average rating, 401 reviewsRentaElite Lovely 3 BR old city Cartagena w pool
12–19 Nov
Home in Municipal de San Juan del Sur, Nicaragua
4.88 out of 5 average rating, 67 reviewsOcean view, cozy tree top villa sleeps 5,
16–23 Apr
Home in Nassau, Bahamas
4.8 out of 5 average rating, 88 reviews4 BR w/ 6 Beds Near Atlantis
3–10 Mar
Villa in Havana, Cuba
4.91 out of 5 average rating, 88 reviewsVillababy Miramar Habana an art modern Style Villa
29 Sept – 6 Oct
Bed and breakfast rentals with breakfast
Guest suite in Luquillo, Puerto Rico
5.0 out of 5 average rating, 109 reviewsCasa Encanto - Experience Yunque Rain Forest
7–14 Apr
Farm stay in Homestead, Florida, US
4.92 out of 5 average rating, 156 reviewsArritola B&B Ranch, is a unique farm experience!
6–13 Feb
Home in Puntarenas, Costa Rica
4.93 out of 5 average rating, 244 reviewsColonial Palace (2)
3–10 Jul
Holiday home in Playa Avellanas, Costa Rica
4.91 out of 5 average rating, 11 reviewsBeachside Private Resort with Pool. Sleeps 28
6–13 May
Cabin in Monteverde, Costa Rica
4.98 out of 5 average rating, 54 reviewsRetro Modern APT | ♡ Décor + Chimney + Breakfast
20–27 Sept
Home in Sarasota, Florida, US
4.88 out of 5 average rating, 97 reviewsIndian Beach Shores King Bed & Pets Ok Coffee Bar
1–8 Jul
Home in Cartagena de Indias, Colombia
4.74 out of 5 average rating, 99 reviewsPrivate 5 Bedroom House +Swimming pool +Breakfast
25 Sept – 2 Oct
Guest house in Big Pine Key, Florida, US
4.53 out of 5 average rating, 19 reviewsOcean View Room Barnacle bed and breakfast
14–21 May
Bed and breakfast rentals with a patio
Flat in Río Segundo, Costa Rica
4.93 out of 5 average rating, 195 reviewsAirport residence 2 - B&B, A/C, full equiped, BBQ
26 Jan – 2 Feb
Villa in Guaniquilla, Puerto Rico
4.95 out of 5 average rating, 60 reviewsModern Coastal Villa: 4BR/2BA + Dreamy Soaking Tub
27 Jul – 3 Aug
Flat in Collectivité de Saint-Martin, St. Martin
4.86 out of 5 average rating, 14 reviewsWonderful SEA view condo1bd private pool
24 Sept – 1 Oct
Villa in Punta Cana, Dominican Republic
4.5 out of 5 average rating, 8 reviews4 BR Beach Villa Royal with Pool, Jacuzzi & Maid
6–13 Jan
Cabin in Jayuya, Puerto Rico
5.0 out of 5 average rating, 6 reviewsCasa Catalina Jayuya
24–31 Jul
Casa particular in Trinidad, Cuba
4.8 out of 5 average rating, 5 reviews19th century Colonial House in monument area
23–30 May
Room in Havana, Cuba
4.83 out of 5 average rating, 143 reviewsHavana Accomodation 1883
5–12 Nov
Room in Key West, Florida, US
4.92 out of 5 average rating, 229 reviewsGarden House Cozy King Room
14–21 Mar
Destinations to explore
- Bed and breakfasts Cuba
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- Cottage rentals Caribbean
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- Bed and breakfasts Trinidad
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- Yurt Rentals United States
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