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Guest house holiday rentals in Caribbean

Find and book unique guest house rentals on Airbnb

Top-rated guest house rentals in Caribbean

Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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Top guest favourite
A vibrant outdoor patio area features colorful walls adorned with artwork. Stone pathways surround lush plants and a koi pond, while wrought-iron furniture includes tables and chairs. Arched openings provide shade, contributing to the tropical ambiance.
Guest house in Miami Springs
4.99 out of 5 average rating, 213 reviews

Cozy Private 1BR Tropical Retreat Francisca's

Welcome to Francisca's Place. Featured in Architectural Digest as one of the best ten places to visit in Miami. Minutes away from the best local attractions! Your Perfect Getaway: Relax and recharge in this tranquil oasis surrounded by a lush tropical garden. Enjoy all the comforts and privacy of home, browse a book from the library. Outside, sit by the koi pond and unwind to the sounds of the cascading waterfall. It is a retreat where you will feel joy, relax and leave wanting to come back.

Top guest favourite
Guest house in Port Antonio
4.93 out of 5 average rating, 174 reviews

Stingray Cottage

PLEASE NOTE: This property does not accept children under 13 years old. Wake up to bird song and three iconic views: Blue Mountain Peak, the Port Antonio coastline, and a nearby waterfall. Stingray is a private one-bedroom retreat for two inside a living nature sanctuary. King bed, full bathroom, kitchenette, private lap pool, hammock, outdoor dining and gym. WiFi and free parking included. Minutes from the Blue Lagoon and Reach Falls. No parties, no smoking inside, no unregistered guests

Top guest favourite
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.
Guest house in Saint Thomas
5 out of 5 average rating, 114 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 favourite
A cozy sleeping area features a spacious bed dressed in crisp white linens. Flanking the bed are two modern lamps that provide gentle lighting. Above the bed, two framed images of serene landscapes add a touch of visual interest, complemented by a shaded window allowing filtered light.
Guest house in Miami
4.95 out of 5 average rating, 159 reviews

Modern & Cozy Hidden Gem•10 min MIA•Free Parking

Welcome to your Miami Escape Guesthouse, your easy, restful stay just minutes from MIA🌴 Why book with us? 🔐 Private entrance, smart-lock self check-in 24/7 ✈️ 10 min from Miami International Airport 🅿️ Free parking — driveway + gated 🛏️ Sleeps 3 (queen bed + full sofa bed) ❄️ Two split A/C units 🚿 Modern bath with rain shower 🍳 Fully stocked kitchen 📺 Smart TV with streaming · 🛜 fast Wi-Fi 🌳 Private patio — morning coffee in the Miami sun 🧼 Spotless. Every stay. No exceptions.

Top guest favourite
Guest house in Vieques
4.99 out of 5 average rating, 338 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 cabin next to my small main house. The restroom and large outdoor shower room are steps away and offer a private outdoor shower experience. Ac in room is super cold with queen bed with breathable memory foam mattress provide cozy feel. Beach chairs ,towels, and snorkel masks included. Parking on-site. Don't take my word for it read the reviews. I am also able to help out should the need arise.

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.
Guest house in Mayagüez
4.87 out of 5 average rating, 344 reviews

Imperial Rustic

Es un penthouse rustico, la piscina y el jaccuzy son totalmente exclusivo para los huespedes, el check in 3 pm y el check out 12 pm Tiene un jaccuzy rustico y varias terazzas, donde pueden contemplar el paisaje de la naturaleza. Tiene un cuarto matrimonial y otro cuarto en el segundo nivel muy romantico para parejas, 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.

Superhost
Guest house in Rincón
4.85 out of 5 average rating, 554 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.

Top guest favourite
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.
Guest house in BL
4.98 out of 5 average rating, 192 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!

Guest favourite
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.
Guest house in Cabo Rojo
4.86 out of 5 average rating, 638 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 favourite
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.
Guest house in Los Mesen
5 out of 5 average rating, 244 reviews

Unique forest cabin - Pool, river & private trails

Retreat into 10 acres of private primary rainforest! no roads, no crowds, no noise. Just toucans, streams, 3 km of private hiking trails and a river at the end. A modern, design-led cabin with A/C, a custom rain shower overlooking the San Carlos plains, full kitchen and a balcony over the forest canopy. Two pools with natural spring water and real peace, with La Fortuna, Bajos del Toro and Sarapiquí all within reach. Local owned ✌️🇨🇷

Guest favourite
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.
Guest house in Alajuela
4.96 out of 5 average rating, 427 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 favourite
Two lounge chairs are positioned beside a private pool, each shaded by a large umbrella. A modern white structure with expansive glass windows is visible in the background. The surrounding space features a combination of paved surfaces and green grass.
Guest house in Isabela
5 out of 5 average rating, 219 reviews

Modern & minimalist guesthouse, SoleBianco

SoleBianco is a pleasant place with minimalistic details that makes a great stay for those looking for something different. A two guests exclusive stay with a private pool are some of the enjoyments offered to contribute with your relaxation.

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