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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
Guesthouse in Vieques
4.99 out of 5 average rating, 246 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 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, 178 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.

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, 186 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 bright bedroom features a spacious bed with a textured white cover. Soft blue pillows are arranged neatly, and a cozy chair is placed beside a vintage-style trunk. Natural light enters through two large windows, complemented by light green blinds, creating an inviting atmosphere.
Guesthouse in West Palm Beach
4.98 out of 5 average rating, 471 reviews

Key West Style Suite with Pool/Spa

This beautiful Key West Style studio with kitchen and WIFI is located in the historic neighborhood of Flamingo Park. It’s close to restaurants, downtown Rosemary Square, the Norton Art Museum, the WPB Convention Center, the Palm Beach International Airport, the instracoastal waterway and 5-10 minUte drive to Worth Avenue in Palm Beach and the Palm Beaches. We welcome couples, solo adventurers and business travelers who can enjoy a private backyard guest suite with salt water pool and spa.

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, 513 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 cozy living area includes a comfortable sofa and a small coffee table, with a television mounted on a white unit. A dining table with a marble top is positioned nearby. A doorway leads to the bedroom, while natural light filters through the windows.
Guesthouse in Miami
4.98 out of 5 average rating, 202 reviews

Casanessa - a private cottage among the gardens

103 years old with a fresh new look! Come we just revamped our gardens! Relax in this spacious, recently renovated one bedroom cottage detached from the main house with its own living room & kitchen. Surround yourself with peaceful greenery & gardens while being steps away from the heart of Calle Ocho's art galleries & restaurants. Local bakery, grocery store, & laundromat are around the corner at your convenience. We offer coffee, tea , 2 water bottles, snacks & free street parking.

Superhost
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, 792 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
4.97 out of 5 average rating, 171 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.

Top guest favorite
The infinity edge pool reflects the vibrant colors of the sunset, overlooking Juba Sound. Lush greenery surrounds the area, enhancing the serene atmosphere. The horizon features a calm waterway and the setting sun, creating a picturesque evening view.
Guesthouse in Long Bay Hills
4.99 out of 5 average rating, 179 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 sweeping view captures the vibrant turquoise waters of the coastline, framed by lush green hills. Islands dot the horizon under a clear blue sky, while the wooden railing in the foreground provides a picturesque viewing point of the landscape.
Guesthouse in BL
4.98 out of 5 average rating, 179 reviews

les Ramiers

Spend your holidays at Villa les Ramiers, where the sun is with you from sunrise and throughout the day. The accommodation is independent, not overlooked, with its small kitchen and terrace overlooking the pool, a top-deck to enjoy the sunrise, a large bedroom overlooking the covered patio with lounge area with sea view. Located on the well-ventilated heights with stunning views of Petite Anse. Private parking is located next to the Villa. Welcome!

Top 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, 320 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
A private courtyard is depicted with two chaise lounges beside a small pool. A red umbrella provides shade over a round table, while a spacious outdoor kitchen is visible in the background, surrounded by lush greenery and palm trees.
Guesthouse in Vieques
4.97 out of 5 average rating, 151 reviews

Vieques casita with pool walk to ferry

For adults only intown lovely One bedroom casita walking distance to everything, bank,post office, stores and restaurants, walk to the ferry boat . two blocks from sea glass beach. Your own pool .this is a strict non smoking Located in the middle of lovely town of Isabelle in a compound of rentals sorry no children allowed , cats live outside on property

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