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

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, 225 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.

Guest favorite

A modern house is framed by lush greenery and set behind a sleek black fence. The structure features a combination of light and dark elements, with a flat roof and large front window that allows natural light to enter the interior.

Guesthouse in Miami

4.91 out of 5 average rating, 253 reviews

Miami “Urban Oasis” Guest (Detached Structure)

Welcome to Urban Oasis Guest House in the heart of Miami🏡 The perfect destination for those seeking a centrally located premium property at a great value. 5 min from Wynwood/Design District, 10 min from Downtown/Airport and 15 min to South Beach. Built in '21/Remodeled in '23. Bedroom boasts an amazing bed, sheets and pillows perfectly curated to offer restful nights of sleep. Queen sleeper Sofa. Full kitchen & bathroom.Private secure patio, seating & grill.Parking space inside gated property!

Top guest favorite

A unique bedroom features natural wooden walls and flooring, with a spacious bed positioned on a raised platform. Large windows offer a view of the surrounding trees, while soft lighting highlights the room’s architectural design.

Guesthouse in Los Mesen

4.99 out of 5 average rating, 168 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 private trails of the property with 10 acres of primary rainforest 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

The modern kitchen is equipped with white cabinetry and stainless-steel appliances. A circular table with seating for four is positioned near a large glass sliding door that allows natural light and offers views of the outdoor space. A ceiling fan adds comfort to the room.

Guesthouse in Fort Myers

4.98 out of 5 average rating, 169 reviews

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal with a one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Bring your boat and dock it on the seawall, ready to set sail whenever your heart desires. (PLEASE NOTE-boats only) Book now - your coastal paradise awaits!

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, 510 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, 779 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

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, 166 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

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

4.89 out of 5 average rating, 135 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

4.97 out of 5 average rating, 150 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

4.97 out of 5 average rating, 288 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, 555 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.

Top guest favorite

A natural stone jacuzzi is set in a secluded area, surrounded by lush green plants and bamboo wall accents. Soft lighting from overhead strings illuminates the space, while a pink flamingo float rests on the water, inviting relaxation and enjoyment.

Guesthouse in Homestead

4.97 out of 5 average rating, 195 reviews

Relax on HOT TUB near Florida Keys

Find solace away from the daily grind in our beautiful sanctuary. Discover serenity in our charming tiny house with a petite patio and luxurious jacuzzi. Perfect for a cozy getaway, this retreat offers a blend of comfort and relaxation. Unwind in style surrounded by nature.