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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.

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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
5.0 out of 5 average rating, 465 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.

LocationValueWifi

Top guest favorite
A person enjoys the serene view from the edge of a plunge pool, overlooking the mountains and the Caribbean Sea. The surrounding lush greenery and the dramatic outline of the Pitons enhance the natural beauty of the setting under a clear blue sky.
Guesthouse
4.96 out of 5 average rating, 192 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.

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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
5.0 out of 5 average rating, 118 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 21 or older.

ValueLocationView

Top guest favorite
The spacious bedroom features a king-size bed with striped bedding and a decorative pillow. A wall-mounted Smart TV is positioned across from a wooden desk and chair. Large sliding doors lead to a balcony, allowing natural light to illuminate the room, which has a vibrant blue floor design.
Guesthouse in Providenciales
5.0 out of 5 average rating, 121 reviews

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

Sail Loft Port is the left side of our purpose-built guest duplex. Our Sail Loft duplex features two separate but identical efficiency suites, each one equipped with a King Sized bed, bath and kitchenette. 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.

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Guest favorite
A heated pool is surrounded by palm trees, offering a refreshing oasis. Comfortable outdoor seating arrangements include chairs and loungers, alongside a sun umbrella. The patio area is designed for relaxation and leisure, with vibrant greenery adding to the tranquil atmosphere.
Guesthouse in Miami
4.97 out of 5 average rating, 312 reviews

Guesthome w/ Heated Pool 5 mins from Miami Airport

This home is located just 5 minutes from the Miami Airport and is central to many attractions here in Miami. Take a walk down Calle Ocho, swim at Miami Beach, enjoy a game at Marlins baseball stadium or American Airlines Arena (home to the Miami Heat), and dine at one of the many popular restaurants such as Versailles. These are all within 15 minutes of this private comfortable home. Come enjoy a location that provides a rich experience into the vibrant hispanic culture that Miami radiates.

ValueFamilyHot tub

Superhost
A rustic jacuzzi area is framed by wooden walls lined with green accents. Natural light filters through small arch windows, reflecting off the tiled floor and illuminating the inviting space. The glimpse of the blue pool can be seen beyond, enhancing the tranquil atmosphere.
Guesthouse in Mayagüez
4.87 out of 5 average rating, 351 reviews

Imperial Rustic

Es un penthouse rustico, ideal para parejas, privado y exclusivo para los huespedes. El check in 4 pm El check out 12 pm Tiene un jaccuzy rustico y varias terazzas, donde pueden contemplar el paisaje de la naturaleza. Tiene habitacion matrimonial y en el segundo nivel un chalet para parejas tengan diferentes ambientes donde compartir, tiene una cama en el exterior, bbq, hamaca, columpio, sillas reclinables mecedoras, luces en las terrazas y en los cuartos, entre otros para su disfrute.

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Guest favorite
Clear turquoise water is seen from the edge of a boat, with gentle ripples reflecting sunlight. Surrounding mangroves provide lush greenery along the shoreline, enhancing the serene atmosphere of the natural landscape.
Guesthouse in Lajas
4.93 out of 5 average rating, 131 reviews

High Tide Guesthouse - Room #3

Welcome to High Tide Guesthouse, we are centrally located in the vibrant town of La Parguera, Puerto Rico. Our Guesthouse is a short walk from restaurants, gift shops, boutiques and much more. The area consists of the famous Keys such as Caracoles, Mata La Gata, and the Bioluminescent Bay. All of these experiences are just minutes from our newly renovated rooms. This small room is perfect for a single person or a couple for a weekend getaway. See host profile for additional rooms too!

ValueLocationNearby

Guest favorite
The exterior of La Casita Inn features a clean white façade with large windows that allow natural light to fill the space. Two blue chairs are positioned beneath a tree, offering a serene spot to relax. Surrounding greenery and vibrant yellow flowers enhance the inviting atmosphere.
Guesthouse in Rincón
4.86 out of 5 average rating, 573 reviews

Ocean-View Studio + Patio | La Casita Inn

Welcome to La Casita Inn! A private ocean-view studio designed for a memorable stay in Rincón. Wake up to views of the Caribbean Sea and enjoy your morning coffee on the private patio as the sun rises. A calm, quiet space to slow down and unwind. What you’ll love: • Peaceful location • Ocean view • Beach gear included (chairs, cooler, towels) • Free parking and self check-in Whether you’re here to explore or disconnect, La Casita Inn is the place to stay.

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Top guest favorite
Guesthouse in Port Antonio
4.93 out of 5 average rating, 181 reviews

Stingray Cottage, Hummingbirds, Mountain, Sea View

PLEASE NOTE: We do not accept children under 13. A two-level cottage for 2 with a king bed downstairs (or two twins), reach the working space in the loft by a wooden ladder.Views of Blue Mountains, Nonsuch Falls and the coastline, plus a balcony kitchenette and hammock. Swim in our 25m lap pool, train in the Jungle Gym, and reach Frenchman’s Cove in 5 minutes. Stingray suits couples, friends or solo travelers who want a quiet nature retreat.

LocationFamilyQuiet

Top guest favorite
Guesthouse in Venecia
5.0 out of 5 average rating, 112 reviews

Treetop cabin - Private hot tub, pool & trails

An unique and modern treetop cabin hidden in 10 acres of private primary rainforest, in a peaceful small town of rural Costa Rica, with La Fortuna, Bajos del Toro and Sarapiquí all within reach. Soak in your own private heated hot tub on the balcony while the forest does the talking, waterfall sounds included. Full kitchen, rain shower looking at the treetops, river, trails and two pools with natural spring water. Local owned ✌️🇨🇷

ValueFamilyLayout

Superhost
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
4.89 out of 5 average rating, 159 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!

FamilyLocationLong stay

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, 454 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

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