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Guesthouse vacation rentals in Caribbean

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Caribbean

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

Guest favorite
Guesthouse in Arecibo, Puerto Rico
Experience Tropical Camping at a Cabin Close to the Ocean
Walk through a jungle-like secret path to a quiet beach from this tropical cabin. Surrounded by tropical palm trees, this space provides the feel of camping out, and features modern comforts. Sit outside at night to take in the view of the night sky. We use renewable energy on site. This is a newly custom designed living container, it has all the indoor amenities and comfort with amazing feeling of a camping experience. It is located between coconut and bananas trees (of course you can taste both if you wish to). You will experience the island vibe, being woken by a bright sun in the morning, enjoy a breeze from the ocean in the afternoon and during the whole night and by listening the adorable sound of our native "coqui" while you watch the spectacular view to the moon and stars. No need to drive to the beach, you will walk through a jungle like secret path that will take you to a quiet beach with an amazing shoreline and one of the best area for surfing (hollow's point). The space offers one bed, one sofa bed, fully equipped kitchen with coffee maker, small refrigerator with freezer, air conditioner, outdoor furniture, private tropical yard, hammock, outdoor sitting area and parking space. You are free to roam around the property. Always available for any questions. Phone calls or texts are welcome. Just steps away from a beach ideal for surfing, fishing, and hiking. Located just minutes away from "La Cueva del Indio"—Indian Cave—and Arecibo Lighthouse, and a short drive from Cueva Ventana, Las Cavernas del Río Camuy, and the Tanama River. In case of a power outage, our solar energy system will come into work. During these circumstances, the use of the air conditioner and microwave is restricted.
Jan 10 – 17
$109 per night
5.0 out of 5 average rating, 350 reviews
Guest favorite
Guesthouse in Biscayne Park, Florida
Cozy and charming cottage
Our cottage is located in a very quiet residential area, 15mn to the beach (Bal Harbor area).20mn from both Miami and Fort Lauderdale Airports, Located in the backyard of the main house but separate and with an independent entry. Enjoy our tropical garden and beautiful pool, in the back of our house. Share with owner only, we give priority to our guests to enjoy it! Parking available in our front yard. No kitchen but microwave and fridge. TV, cable and WIFI. It is suggested to have a car.
Jul 30 – Aug 6
$135 per night
4.94 out of 5 average rating, 444 reviews
Guest favorite
Guesthouse in Punta Cana, Dominican Republic
Suite with pool and beach
A 30 metros de la playa " Los Corales " pequeña suite privada de 3 metros por 3 metros con entrada individual, baño, Bien Equipada, con pequeño patio natural.. Barrio estilo Mediterráneo, Tranquilo, rodeado de vegetacion. Restaurantes, bares, Spa dentro del residencial.. Acceso a Piscina compartida del condominio . con cocina eléctrica de una hornilla , microondas, y pequeña nevera. Trasporte desde el aeropuerto 25 dolares Isla saona Los haitises Zip line Cocobongo Buggies Etc
Nov 29 – Dec 6
$50 per night
4.83 out of 5 average rating, 635 reviews

Popular amenities for Caribbean guesthouse rentals

Family-friendly guest house rentals

Superhost
Guesthouse in LC, St. Lucia
Romantic hideaway The Lodge at Cosmos St Lucia
Oct 17 – 24
$395 per night
4.94 out of 5 average rating, 144 reviews
Guest favorite
Guesthouse in Cabarete, Dominican Republic
CASA LUNA few steps from the beach
Jul 8 – 15
$41 per night
4.89 out of 5 average rating, 184 reviews
Guest favorite
Guesthouse in Rockley, Barbados
Footsteps to the beach
Nov 23 – 30
$75 per night
4.96 out of 5 average rating, 141 reviews
Guest favorite
Guesthouse in Barrio Rio Grande, Puerto Rico
Clean & Breezy Solar Casita :: POOL AC WIFI GRILL
May 30 – Jun 6
$113 per night
4.96 out of 5 average rating, 363 reviews
Guest favorite
Guesthouse in Coral Gables, Florida
Studio #1 hot jacuzzi Miami Center Beach
Feb 8 – 15
$130 per night
4.85 out of 5 average rating, 291 reviews
Guest favorite
Guesthouse in Miami, Florida
Artsy Cottage. Cute patio. LittleHavana & Brickell
May 30 – Jun 6
$98 per night
4.93 out of 5 average rating, 508 reviews
Guest favorite
Guesthouse in Fort Myers, Florida
Hints of Key West in Fort Myers' Historic District
Jan 4 – 11
$138 per night
4.98 out of 5 average rating, 611 reviews
Guest favorite
Guesthouse in BL, St. Barthélemy
les Ramiers
Dec 13 – 20
$260 per night
4.98 out of 5 average rating, 141 reviews
Guest favorite
Guesthouse in Punta Cana, Dominican Republic
La casita guesthouse
Jun 22 – 29
$43 per night
4.9 out of 5 average rating, 235 reviews
Guest favorite
Guesthouse in Vinales, Cuba
Villa Papo and Mileidys
Oct 18 – 25
$24 per night
4.94 out of 5 average rating, 473 reviews
Guest favorite
Guesthouse in Grand-Bourg, Guadeloupe
Creole cabin with pool
Aug 25 – Sep 1
$67 per night
4.93 out of 5 average rating, 315 reviews
Guest favorite
Guesthouse in Miami, Florida
Little Gables Studio A
Jul 27 – Aug 3
$81 per night
4.86 out of 5 average rating, 935 reviews

Guest house rentals with a patio

Guest favorite
Guesthouse in Toa Alta, Puerto Rico
Under Sea Guest House.
Jan 26 – Feb 2
$110 per night
4.89 out of 5 average rating, 143 reviews
Guest favorite
Guesthouse in West Palm Beach, Florida
Bungalow with Putting Green, Hot Tub, & Garden
Apr 9 – 16
$122 per night
5.0 out of 5 average rating, 190 reviews
Guest favorite
Guesthouse in Miami, Florida
Chic Miami Studio - Near Everything Trendy
May 11 – 18
$117 per night
4.98 out of 5 average rating, 220 reviews
Superhost
Guesthouse in Miami Gardens, Florida
Cozy remodeled private guest house.
Dec 17 – 24
$90 per night
4.87 out of 5 average rating, 101 reviews
Guest favorite
Guesthouse in Miami, Florida
Private cottage in the Historical Heart of Miami.
Sep 13 – 20
$88 per night
4.95 out of 5 average rating, 164 reviews
Guest favorite
Guesthouse in San Antonio, Costa Rica
Luxury & Safety Near SJO
Mar 13 – 20
$56 per night
4.96 out of 5 average rating, 151 reviews
Superhost
Guesthouse in Puntas, Puerto Rico
Cozy 1Bdrm Casita at Sandy Beach with Ocean View
Jun 3 – 10
$104 per night
4.82 out of 5 average rating, 104 reviews
Guest favorite
Guesthouse in Miami, Florida
Adorable 1/bed guesthouse w/priv. patio & hottube
Feb 8 – 15
$118 per night
4.97 out of 5 average rating, 110 reviews
Guest favorite
Guesthouse in La Fortuna, Costa Rica
Cabaña kwepal 1 Arenal Volcano view Bfast, jacuzzi
Apr 29 – May 6
$112 per night
4.94 out of 5 average rating, 144 reviews
Guest favorite
Guesthouse in Heredia Province, Costa Rica
Chalet Le Terrazze, near SJO airport
Aug 3 – 10
$72 per night
4.99 out of 5 average rating, 152 reviews
Guest favorite
Guesthouse in Río Grande, Puerto Rico
Tropĭ Huts pvte. finca with Pool 6BD
Feb 24 – Mar 3
$416 per night
4.87 out of 5 average rating, 15 reviews
Superhost
Guesthouse in Arecibo, Puerto Rico
Garden Relaxing Room: Heated Pool & Jacuzzi
Apr 12 – 19
$158 per night
4.82 out of 5 average rating, 89 reviews

Guest house rentals with a washer and dryer

Guest favorite
Guesthouse in Fort Lauderdale , Florida
Villa with Heated Pool, Laundry, Ping Pong & More
Oct 31 – Nov 7
$116 per night
4.91 out of 5 average rating, 125 reviews
Guest favorite
Guesthouse in Saint Martin, Guadeloupe
Bungalow aux terres basses
Jun 29 – Jul 6
$133 per night
4.88 out of 5 average rating, 170 reviews
Superhost
Guesthouse in Naples, Florida
Waterfront Sea Cottage
Dec 24 – 31
$82 per night
4.81 out of 5 average rating, 293 reviews
Guest favorite
Guesthouse in Crosbies, Antigua & Barbuda
A Terrace on the Sea
Nov 23 – 30
$369 per night
4.87 out of 5 average rating, 134 reviews
Guest favorite
Guesthouse in Grand Harbour, Cayman Islands
Heavenly Suite 2 - The M @ The Edge
Oct 10 – 17
$120 per night
4.99 out of 5 average rating, 119 reviews
Guest favorite
Guesthouse in Fort Myers, Florida
Lil's Lane Farm
Nov 28 – Dec 5
$85 per night
4.98 out of 5 average rating, 183 reviews
Guest favorite
Guesthouse in Fort Myers, Florida
Get Away to the Mango Cottage
Nov 29 – Dec 6
$138 per night
4.92 out of 5 average rating, 101 reviews
Guest favorite
Guesthouse in Englewood, Florida
Shabby chic cottage with pool one mile from beach
May 7 – 14
$101 per night
4.97 out of 5 average rating, 196 reviews
Superhost
Guesthouse in Nassau, Bahamas
Private and Peaceful Cottage at the Beach
May 22 – 29
$204 per night
4.93 out of 5 average rating, 108 reviews
Guest favorite
Guesthouse in Osprey, Florida
Cozy Cottage by the Bay
May 1 – 8
$69 per night
4.99 out of 5 average rating, 278 reviews
Guest favorite
Guesthouse in West Palm Beach, Florida
Sunny SoSo Hideaway: Close to Intracoastal
Sep 27 – Oct 4
$85 per night
4.94 out of 5 average rating, 221 reviews
Guest favorite
Guesthouse in West Palm Beach, Florida
Tropical Cabana with Pool in West Palm Beach
Oct 16 – 23
$200 per night
4.99 out of 5 average rating, 149 reviews

Destinations to explore