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.

%{current} / %{total}1 / 1
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, 437 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
Guesthouse in Vieques
4.99 out of 5 average rating, 271 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 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, 198 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
A private infinity pool is situated on a terrace, overlooking lush greenery and a panoramic ocean view. A vibrant rainbow arcs across the horizon, while gentle waves suggest a tranquil atmosphere. The pool's edge blends seamlessly with the surrounding landscape.
Guesthouse in Saint Thomas
5 out of 5 average rating, 102 reviews

Sunrise Cottage - Secluded, Romantic, Private

Sunrise cottage is located on the cool & breezy north side of St. Thomas. A relaxing 1 bedroom cottage with a full kitchen & living area. You can soak up the sun on the sundeck or hang out in your private soaking pool, while appreciating the breath taking view during the day & the abundance of stars at night. When venturing out you are 20 mins to Magen’s Bay Beach, 15 mins to Town, 30 mins to Red Hook. Note: The hosts live on property with 2 dogs and this cottage is adult only 18 or older.

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, 518 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.

Top guest favorite
A charming Caribbean cottage is nestled among lush greenery, with sunlight filtering through the surrounding trees. A wooden deck is visible at the front, leading to the entrance, while varied tropical plants provide a vibrant backdrop.
Guesthouse in Swetes
4.98 out of 5 average rating, 100 reviews

Tranquil Farm - Woodland Eco Cottage

Tranquil Farm cottage totally off the grid. An open plan spacious cabin in a small woodland surrounded by nature. Ducks and chickens meander around, and my dogs will visit on a regular basis. The valley is in an area that is fairly central on the island - giving easy access to the calm Caribbean beaches on the West coast of Antigua, but still only 20 minutes to English Harbour and its evening fun with lots of bars and restaurants or 20 minutes North to St. John's the capital.

Top guest favorite
An infinity edge pool is visible on a spacious deck, overlooking stunning views of Juba Sound. The sunset casts warm hues across the sky, reflecting on the calm waters below. Lush greenery surrounds the area, enhancing the natural beauty of the landscape.
Guesthouse in Long Bay Hills
4.99 out of 5 average rating, 184 reviews

Juba Sunset

Waterfront Private apartment that is fully furnished. Private deck. fantastic views overlooking Juba Sound. within 7mins to Grace Bay, world famous Grace Bay Beach and shops. Very quiet and safe area. Infinity edge pool included. Glorious sunsets. BBQ on the waterfront. Only a couple of mins away from popular Kite Surfing spot. There is also a Kayak available for guests use down on the waterfront. This is the only rental unit on property, you will be the only guests.

Top guest favorite
A colorful surfboard is mounted against a light-colored wall, flanked by two small square windows with glass blocks. A hose runs along the ground next to a textured mat, creating a functional outdoor space.
Guesthouse in Providenciales
5 out of 5 average rating, 145 reviews

“Sail Loft STBD”, Duplex with a Pool, Beach Access

Our Sail Loft home features two separate but identical efficiency suites, each one equipped with a King Sized bed. This side of the duplex is called Sail Loft Starboard. The pool is shared with guests who may be staying in the other side. Wander down to the dock and use our SUPs and kayaks in the canal where you are guaranteed to see turtles. Fast WiFi lets you work from home if you must. Smart TVs with Netflix help you wind down after a day of fun.

Guest favorite
A spacious circular living area features large windows surrounded by lush greenery. Rustic furnishings include a woven chair and a wooden table. Ambient lighting enhances the room, while a decorative lantern hangs overhead, contributing to a serene atmosphere connected to nature.
Guesthouse in Cabo Rojo
4.86 out of 5 average rating, 619 reviews

The Cabin in the Forest

Welcome to our place, a tranquil hideaway surrounded by lush forest in Cabo Rojo. Designed with warm wood details and open-air living, this space invites you to slow down, breathe deeply, and reconnect with nature. Enjoy peaceful mornings on the terrace, cozy evenings under soft lighting, and the soothing sounds of the forest all around you. A truly serene escape for those seeking beauty, privacy, and simplicity in a magical natural setting.

Top guest favorite
A serene bedroom is designed with soft white bedding and natural light pouring in through large glass doors. A mirror reflects the room's simplicity, while a bookshelf filled with books adds a touch of character. The outdoor view reveals lush greenery and the ocean beyond.
Guesthouse in Christiansted
5 out of 5 average rating, 120 reviews

St. Croix Ocean Vista Honeymoon Cottage - Beach

1B/1B oceanfront cottage with a full kitchen sits in a gated community on St. Croix's north shore. Featured on HGTV's House Hunters International. 50 steps to the beach. Incredible sun and moon rises over the water. The cottage has battery backup so you will not be bothered by the numerous island power outages. The neighborhood borders the National Park near Salt River Bay. This is a non-smoking property.

Guest favorite
Guesthouse in Homestead
4.96 out of 5 average rating, 178 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, 348 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

Popular amenities for Caribbean guesthouse rentals

Destinations to explore