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Bed and breakfast vacation rentals in Caribbean

Find and book unique bed and breakfast rentals on Airbnb

Top-rated bed and breakfast rentals in Caribbean

Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness, and more.

Guest favorite
Apartment in Cartagena, Colombia
Old City Luxury Villa - Staff & Breakfast Included
Your Cartagena retreat is inspired by surrounding nature and legendary art pieces that weaves in Spanish history into the picturesque, Casa Gil Art Boutique. Located in the heart of Cartagena "Walled City" within walking distance to the top spots A professional team including a chef to curate your ideal breakfast and cleaning and service assistants are included in the rate to guarantee a relaxing vacation Enjoy a family vacation, bachelorette or even business trip tailored to your preferences
Sep 16 – 23
$728 per night
4.86 out of 5 average rating, 131 reviews
Superhost
Home in Cutler Bay, Florida
ANDY RESORT. Inc-1 FLASH SALE
ANDY RESORT.inc is very good for couples, business travelers, tourist, family vacation... Upon arrival a representative will receive you to give you a pleasant welcome and a short tour of the installation. The installation has a majestic FULL PRIVATE POOL and fabulous waterfall In its extensive pool area also has beautiful bar, barbecue, firepit, a place to relax and feel disconnected from stress. Around the resort there are several shops, restaurants, attractions, cinemas, bakery, super market
Nov 5 – 12
$173 per night
4.81 out of 5 average rating, 216 reviews
Guest favorite
Home in Havana, Cuba
Villa Colonial Deluxe, Center of Vedado
Villa Deluxe, makes your holidays an unforgettable experience. The neighborhood of Vedado is one of the most frequented areas in Havana thanks to its attractions. House majestically it situated in the second floor, with the old ceilings and impeccable décor. ** THE HOST NOT LIVES IN APARTMENT. ** A few minutes walk from: The bars, restaurants, cafes, nightclubs, famous hotels like, Hotel Nacional, Habana Libre, President, Capri, and the attractive Malecon Habanero. Clean, comfort and safety.
May 4 – 11
$150 per night
4.92 out of 5 average rating, 143 reviews

Popular amenities for Caribbean bed and breakfast rentals

Family-friendly bed and breakfast rentals

Guest favorite
Casa particular in Havana, Cuba
Entire apartment with terrace and view
May 2 – 9
$70 per night
4.89 out of 5 average rating, 526 reviews
Superhost
Guest suite in San Juan, Puerto Rico
The Vintage Treehouse at La Botanica
Aug 6 – 13
$304 per night
4.95 out of 5 average rating, 565 reviews
Guest favorite
Farm stay in Utuado, Puerto Rico
Monte Sagrado Reserve - wellness+Tanama River+farm
Mar 7 – 14
$151 per night
4.9 out of 5 average rating, 117 reviews
Superhost
Farm stay in Monteverde, Costa Rica
COFFEE VIEW CABIN
Aug 13 – 20
$85 per night
4.88 out of 5 average rating, 322 reviews
Guest favorite
Casa particular in Trinidad, Cuba
Colonial house from 1750 (2 bedrooms - wifi) black pearl
Dec 24 – 31
$92 per night
4.93 out of 5 average rating, 138 reviews
Superhost
Home in Nassau, Bahamas
4 BR w/ 6 Beds Near Atlantis
Jul 25 – Aug 1
$438 per night
4.83 out of 5 average rating, 83 reviews
Guest favorite
Villa in Havana, Cuba
Villababy Miramar Habana an art modern Style Villa
Jul 18 – 25
$215 per night
4.9 out of 5 average rating, 84 reviews
Guest favorite
Home in Christiansted, U.S. Virgin Islands
CARIBBEAN SPLENDOR WITH MILLION DOLLAR VIEWS
May 19 – 26
$275 per night
4.87 out of 5 average rating, 76 reviews
Guest favorite
Home in RioNuoya, Jamaica
Ocean front villa, Full Staff, Snorkeling on Reef
Oct 22 – 29
$479 per night
4.9 out of 5 average rating, 10 reviews
Guest favorite
Farm stay in Cabo Rojo, Puerto Rico
4 Casitas bed and breakfast - Casita 2
Jul 24 – 31
$276 per night
5.0 out of 5 average rating, 36 reviews
Apartment in Cartagena, Colombia
RentaElite Lovely 3 BR old city Cartagena w pool
Jul 16 – 23
$331 per night
4.59 out of 5 average rating, 393 reviews
Cottage in Treasure Beach, Jamaica
Unforgettable Cottage: A Rare, Beachside Bungalow
Sep 6 – 13
$190 per night
4.9 out of 5 average rating, 71 reviews

Bed and breakfast rentals with breakfast

Guest favorite
Farm stay in Homestead, Florida
Arritola B&B Ranch, is a unique farm experience!
Sep 6 – 13
$310 per night
4.93 out of 5 average rating, 148 reviews
Guest favorite
Cabin in Monteverde, Costa Rica
Retro Modern APT | ♡ Décor + Chimney + Breakfast
Sep 24 – Oct 1
$132 per night
4.98 out of 5 average rating, 50 reviews
Guest favorite
Villa in Palmar de Ocoa, Dominican Republic
Villa de Luxury Les Palmas 1
Aug 4 – 11
$235 per night
4.91 out of 5 average rating, 45 reviews
Home in Cartagena de Indias, Colombia
Private 5 Bedroom House +Swimming pool +Breakfast
Nov 19 – 26
$533 per night
4.75 out of 5 average rating, 95 reviews
Guesthouse in Big Pine Key, Florida
Ocean View Room Barnacle bed and breakfast
Jul 24 – 31
$436 per night
4.62 out of 5 average rating, 13 reviews
Home in Miami, Florida
Full Villa, Italian style Bed&Breakfast
Aug 24 – 31
$989 per night
4.68 out of 5 average rating, 60 reviews
Guest favorite
Bungalow in Labadie , Haiti
CHEZ MAX
Oct 7 – 14
$333 per night
5.0 out of 5 average rating, 8 reviews
Guest favorite
Room in Havana, Cuba
La Joya Casa Particular Cuba
Sep 2 – 9
$69 per night
4.9 out of 5 average rating, 285 reviews
Superhost
Bed and breakfast in La Fortuna, Costa Rica
Breakfast, Volcano view, pool and great location.
Sep 9 – 16
$52 per night
4.83 out of 5 average rating, 334 reviews
Guest favorite
Room in Ducos, Martinique
relaxing pool bungalow comfort with kitchenette
May 29 – Jun 5
$85 per night
4.88 out of 5 average rating, 294 reviews
Superhost
Hotel room in Key West, Florida
Duval Hideaway w/ Patio and Parking (Adults Only)
Aug 27 – Sep 3
$703 per night
4.84 out of 5 average rating, 243 reviews
Guest favorite
Room in Key West, Florida
Pink - 1 Queen bed, Shared bathroom
Aug 8 – 15
$200 per night
4.92 out of 5 average rating, 118 reviews

Bed and breakfast rentals with a patio

Guest favorite
Apartment in Río Segundo, Costa Rica
Airport residence 2 - B&B, A/C, full equiped, BBQ
Sep 29 – Oct 6
$74 per night
4.94 out of 5 average rating, 193 reviews
Guest favorite
Villa in Guaniquilla, Puerto Rico
Modern Coastal Villa: 4BR/2BA + Dreamy Soaking Tub
May 30 – Jun 6
$316 per night
4.94 out of 5 average rating, 52 reviews
Villa in Punta Cana, Dominican Republic
4 BR Beach Villa Royal with Pool, Jacuzzi & Maid
Dec 5 – 12
$436 per night
4.5 out of 5 average rating, 8 reviews
Guest favorite
Apartment in Collectivité de Saint-Martin, St. Martin
Wonderful SEA view condo1bd private pool
Aug 26 – Sep 2
$143 per night
4.8 out of 5 average rating, 10 reviews
Guest favorite
Cabin in Jayuya, Puerto Rico
Casa Catalina Jayuya
Nov 7 – 14
$252 per night
5.0 out of 5 average rating, 6 reviews
Casa particular in Trinidad, Cuba
19th century Colonial House Monument Area Monument Area
Mar 8 – 15
$16 per night
4.8 out of 5 average rating, 5 reviews
Apartment in Nassau, Bahamas
Cozy 1 Bed/Bath Apartment in Cable Beach
Jun 11 – 18
$234 per night
4.76 out of 5 average rating, 25 reviews
Guest favorite
Room in Havana, Cuba
Havana Accomodation 1883
Aug 11 – 18
$27 per night
4.82 out of 5 average rating, 133 reviews
Guest favorite
Room in Punta Cana, Dominican Republic
Paradise Rainbow Manor LGBTQ+
Jan 17 – 24
$101 per night
5.0 out of 5 average rating, 17 reviews
Guest favorite
Bed and breakfast in Varadero, Cuba
Experience the Varaderos Magic: Book Your Stay Now
Oct 21 – 28
$43 per night
4.91 out of 5 average rating, 46 reviews
Guest favorite
Nature lodge in Magdalena, Colombia
Frana Home Tayrona Colibrí
Dec 24 – 31
$53 per night
5.0 out of 5 average rating, 12 reviews
Guest favorite
Room in Havana, Cuba
Bedroom 2 with en suite Bathroom in Casa-Randy
Sep 10 – 17
$20 per night
4.97 out of 5 average rating, 67 reviews

Destinations to explore