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.

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Guest favorite

Guesthouse in Arecibo, Puerto Rico

5.0 out of 5 average rating, 360 reviews

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.

Nov 9 – 16

$109 per night

Guest favorite

Guesthouse in LC, St. Lucia

4.95 out of 5 average rating, 148 reviews

Romantic hideaway The Lodge at Cosmos St Lucia

Magical open air Lodge for couples and nature lovers, away from busy hotels. Plunge pool and sun deck with views over the Pitons and Caribbean Sea. Studio-style accommodation with kitchen, sitting area, queen sized bed and private outdoor bathroom. Homemade continental breakfast included. Panoramic views, sustainable luxury, concierge, friendly responsive staff, housekeeping, parking. Additional services: private dining, spa treatments, private driver. 10 mins to Soufriere, beaches, activities.

Sep 19 – 26

$395 per night

Guest favorite

Guesthouse in Biscayne Park, Florida

4.94 out of 5 average rating, 451 reviews

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.

Dec 2 – 9

$135 per night

Superhost

Guesthouse in Alajuela, Costa Rica

4.89 out of 5 average rating, 567 reviews

The View near SJO airport-Alsacia-Poas Volcano A/C

Apartamento moderno con hermosa vista panorámica al valle central, cuenta con Jacuzzi privado, 2 cuartos con cama matrimonial, A/C , 2 baños, minicocina, terraza y parqueo. Ubicado a 9 Km del Aeropuerto Juan Santamarìa , a 16 Km del Volcán Poás y a 6 Km de Hacienda Alsacia Starbucks Coffee farm. Localizado carretera a los lugares turísticos màs visitados de Alajuela, usted podrá empezar su día con un delicioso café de starbucks y visitar uno de los volcanes activos mas bonitos del país

Sep 7 – 14

$80 per night

Guest favorite

Guesthouse in Punta Cana, Dominican Republic

4.84 out of 5 average rating, 651 reviews

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

Dec 20 – 27

$50 per night

Guest favorite

Guesthouse in Fort Lauderdale, Florida

4.94 out of 5 average rating, 547 reviews

Little Cottage By The Pine Tree -

Quaint cottage just a stone throw away from FLL Airport and downtown Fort Lauderdale (5 mins). Short drive from beaches, bars, restaurants & malls. Quick access to major freeways Miami in 30 mins & Palm Beach in 40 mins. *Please complete profile verification and send an introduction with a brief description and your purpose of visiting* Our commitment to cleanliness: We use the highest classification of disinfectants recommended by the CDC and and WHO to treat known pathogens.

Sep 22 – 29

$106 per night

Guest favorite

Guesthouse in Key Largo, Florida

4.87 out of 5 average rating, 378 reviews

Guesthouse Tropical Paradise Beach sunset fishing

The Guesthouse/Cabin romantic *sunsets beach, docks and fishing pier, on a peaceful lush gardens with private parking enjoy and relax, surrounded by nature wildlife at its best birds, iguanas, manatees, dolphin’s, eagles only a short walk to the beach from the guesthouse fishing pier, boats cruising by, relax enjoying sipping cocktail. FYI a guesthouse is part as on a state, small separate dwelling on the grounds of a larger one, used for accommodating guests.

Jul 7 – 14

$192 per night

Guest favorite

Guesthouse in Cabarete, Dominican Republic

4.89 out of 5 average rating, 187 reviews

CASA LUNA few steps from the beach

Very nice and comfortable little private guesthouse inside a main property where you find the main house and another guesthouse, in quiet and nice gated community, 200 meters from the beach, 24/7 security, full size bunk bed, well equipped kitchen, spacious bathroom, terrace and shared pool. Close to the airport (only 20 minutes). Pool has to be shared with the main house and the other guesthouse. AC has an extra cost of 7 us$ per day. NO TV.

Jul 19 – 26

$41 per night

Guest favorite

Guesthouse in Isabela, Puerto Rico

4.92 out of 5 average rating, 323 reviews

Private Pool, Wi-Fi, kitchenette, 5 mins to beach

This private cozy casita is located behind my home just past the pool and has a bathroom and kitchenette. It has a Queen sized bed and a large 50 inch flat screen TV with Roku. Beaches are a short 5 minute drive. We are about 5 blocks from the Isabela Town Square and Villa Pisquera is right down the hill. Please like the listing so you can find it again. We welcome you to experience the island life at our private poolside AirBnB.

Mar 7 – 14

$160 per night

Guest favorite

Guesthouse in Fort Lauderdale , Florida

4.92 out of 5 average rating, 130 reviews

Villa with Heated Pool, Laundry, Ping Pong & More

Romantic, clean, private and quiet: perfect to relax after a day at the beach or work. Modern décor, high end appliances and furniture, 82inch Samsung smart TV with Bose soundbar, private gazebo with grill. Just 3 miles from the beach and 1 mile from main highway i95 and 1 mile from Wilton Manors. Walking distance to grocery stores, bars and restaurants.

Apr 3 – 10

$139 per night

Superhost

Guesthouse in Little Bay, Sint Maarten

4.85 out of 5 average rating, 214 reviews

Great view w/private pool

Long idelness by the infinity pool. Two bedrooms each with its own bathroom and seperate toilette. A few minutes from the beach, shops and nightlife and yet in a quiet and safe area. The guests has the entire home with a private pool. Please check “villa_pi” on instagram for more photos

Mar 14 – 21

$288 per night

Superhost

Guesthouse in Rincon, Puerto Rico

4.87 out of 5 average rating, 430 reviews

La Casita Inn

Welcome to La Casita Inn! Your tiny house, nestled by the trees, overlooking the Caribbean Sea. This newly remodeled studio apartment is the perfect place for your stay. It's located next to the main house, but far enough that it provides privacy.

Jul 25 – Aug 1

$103 per night