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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Top guest favorite

A modern container cabin is showcased, featuring a wooden deck with various outdoor seating options. A dining table is positioned in the foreground, accompanied by lounge chairs. Lush greenery surrounds the space, enhancing the tropical atmosphere, with a partial canopy providing shade.

Guesthouse in Arecibo

5 out of 5 average rating, 417 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.

Top guest favorite

An A-frame structure features a distinct triangular design, with a white door and a small window displaying potted plants. The entrance is accented by a colorful mat, framed by lush greenery and tropical plants surrounding the area.

Guesthouse in Vieques

4.99 out of 5 average rating, 206 reviews

Artist A frame in Paradise Casa Mandala #1

Reconnect with nature at this funky unforgettable escape. This is a stand alone 10x12 A frame structure next to small main house. The restroom and shower are outdoor but private. There is hot water in shower. Large outdoor shower room with rain and regular shower heads. Ac in room is super cold. Queen bed with foam mattress Owner lives full time on property for any needs. The reviews speak for themselves about my property have an unique experience that still feels safe peaceful and comfortable.

Top guest favorite

A modern cabin is nestled among lush greenery, featuring a sleek metal exterior. A spacious balcony is visible, complemented by two chairs and a small table. Warm lighting illuminates the interior, providing a glimpse of the cozy living space within.

Guesthouse in Los Mesen

4.99 out of 5 average rating, 154 reviews

Unique & secluded forest cabin with pool & trails

Retreat to the rainforest in a cosy, confortable and modern luxury cabin, built to help you connect with nature and yourself. Enjoy your stay with a fully equipped kitchen, an amazing bathroom with a custom shower/hot tub and a one of a kind bedroom design. Explore the outdoors of the property with 10 acres of primary rainforest filled with toucans, lapas, humming birds, butterflies and other fauna. Beware, you might not wanna leave! Located in Venecia de San Carlos, 65km from SJO airport.

Top guest favorite

A tropical tiki hut features natural thatched roofing and wooden flooring, offering a relaxed seating area with a central coffee table. Surrounding greenery enhances the peaceful ambiance, while a scooter is visible in the background, suggesting a convenient way to explore the area.

Guesthouse in Biscayne Park

4.95 out of 5 average rating, 503 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.

Guest favorite

The first image displays a panoramic view of the beach and surrounding area, with a clear blue ocean and lush landscapes. The second image features a bedroom with natural light filtering through windows, highlighting a spacious bed. The third image shows a well-equipped kitchen area, and the final image captures the beach, showcasing soft sand and calm waters.

Guesthouse in Punta Cana

4.85 out of 5 average rating, 769 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

Guest favorite

An outdoor pool area is enclosed by a screened lanai, featuring a clear blue pool complemented by a surrounding deck. Seating areas with lounge chairs are positioned nearby, and soft curtains add a relaxed touch to the space. The main living area is visible through the open doors.

Guesthouse in Cape Coral

4.94 out of 5 average rating, 146 reviews

Pool Modern Apartment fishing paradise

Location! Location! This apartment is close distance to Deli, restaurants and supermarket . The house faces the canal with breathtaking views we have cameras facing the canal and pool area in order to protect guests. The apartment is attached to the main house but private entrance totally separate. Functional full kitchen in the Lanai area Is only for 2 persons. No children allowed. After May 2025 pool will be shared by 1 or 2 more guest. No service dogs or comfort pets allowed.

Top guest favorite

The exterior of the studio apartment is framed by lush greenery and flowering plants. An outdoor dining set with an umbrella is positioned on a blue deck. The building features large windows and light-colored walls, complemented by stone accents and manicured landscaping.

Guesthouse in Grand Harbour

4.98 out of 5 average rating, 162 reviews

Heavenly Suite 2 - The M @ The Edge

Heavenly Suíte #2 at The M @ The Edge is a studio apartment with sleek & modern furnishings, smart HD TV, sound bar, chandeliers, state of the art kitchenette with quartz counter-tops, Delta faucet, and under counter lights. The chic bedroom fashioned in white crisp tiles, scones and recessed lighting mimics the luxurious bath styled in porcelain & Carrera tiles, Delta faucets, mirrors. . The patio enlivened by red/white accents, greenery, bar, pergolas, and Jacuzzi.

Guest favorite

An outdoor area is illuminated by string lights at dusk, showcasing a wooden structure with a spacious deck. A lap pool glimmers in the distance, framed by lush greenery and gently sloping hills, creating a serene atmosphere for outdoor relaxation.

Guesthouse in Port Antonio

4.92 out of 5 average rating, 142 reviews

Stingray, Searenity Cottages

Nestled in nature and perfectly positioned for stunning views of the Blue Mountain peak, the Port Antonio coastline, and a nearby waterfall. Enjoy frequent visits from hummingbirds to our feeders, adding a touch of nature’s charm to your stay. Conveniently located, you'll find yourself at the heart of all the attractions that the area has to offer. Searenity offers six cottages: - Starfish - Stingray - Lionfish - Jellyfish - Turtle - Octopus Your sanctuary in nature.

Guest favorite

The interior of the Jungle Loft features a spacious seating area with a gray sofa and a wicker chair. A hammock hangs from the ceiling, and wooden floors are complemented by rustic wooden walls. Soft lighting creates a warm ambiance throughout the space.

Guesthouse in Tunapuna/Piarco Regional Corporation

4.9 out of 5 average rating, 134 reviews

Jungle loft in the heights of Aripo

Deep into Trinidad's northern range on our little agricultural set up is the Jungle Loft. Exactly on the trailhead for the three main oilbird caves in Aripo - and the island's largest cave system, there are easy walks along the road into the rainforest. Due to the length and varying conditions of the road we’re best suited to guests looking to explore the area or looking for a retreat or if you just really love the place!

Guest favorite

A modern kitchenette is visible, featuring white cabinetry and a minimalist sink area. Above the counter, decorative items create an inviting display. In the background, a cozy sleeping area is highlighted by a warm, neutral palette with a spacious bed and soft lighting.

Guesthouse in Homestead

4.96 out of 5 average rating, 141 reviews

Villa Samsara - on a beautiful 5 acre farm

When you come and stay with us, it’s a deeply immersive experience with our horses. Often you will find them in your front door or window. There is something profoundly impactful about being around horses and sharing close-quarters with them. You are in their energy field, receiving all that they have to offer. Without even realizing it, your energies are being grounded and regulated through their presence.

Guest favorite

An exterior view of the loft reveals a modern structure with multiple levels and large glass panels. Lush greenery surrounds the terrace, which overlooks a panoramic valley view. The setting sun casts gentle light over the landscape, enhancing the serene atmosphere.

Guesthouse in Alajuela

4.96 out of 5 average rating, 269 reviews

Stylish Loft with Stunning Panoramic Views

Just 9km from SJO airport. Romantic and elegant loft for couples with stunning panoramic views. The perfect place to unwind after a long flight or before heading back home. Relax in the hot tub while enjoying the breathtaking view, and take advantage of the TV, air conditioning, and automated black-out curtains for ultimate comfort. The airbnb is located in Pilas, San isidro de Alajuela

Top guest favorite

Lush greenery frames a serene creek, with smooth stones visible along its edge. The vibrant leaves of tropical plants create a natural border, inviting a sense of tranquility and connection with nature.

Guesthouse in Río Grande

4.96 out of 5 average rating, 540 reviews

Stay at the Yunque’s National Skirt

Recognized as one of the best community before the Yunque area. Quiet, beautiful, relaxing, good neighborhood, close to everything (zipline, Tree house restaurant, bakery, souvenirs, food, brunch, groceries and Luquillo beach). We are exactly in the Yunque’s skirt (valley). No other place can be closer.