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Guesthouse holiday rentals in Caribbean Sea

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Caribbean Sea

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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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.
Guesthouse 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
Guesthouse in Vieques
4.99 out of 5 average rating, 335 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.

Top Guest favourite
Guesthouse in Jayuya
4.97 out of 5 average rating, 253 reviews

Pradera Country House

Located in the Tierra Alta, surrounded by flora and fauna, with a panoramic view of Puerto Rico's highest mountain. Experience cool, dark nights under an impressive starry sky. During the day, enjoy the warm sun and refresh yourself in our private pool. Find nearby shops, restaurants, and tourist spots, allowing you to explore and enjoy the area. Immerse yourself in the natural beauty that surrounds us, escape the hustle and bustle of the city, and find peace in a unique environment.

Guest favourite
A tranquil outdoor area is depicted, featuring a small private pool surrounded by lush greenery. The charming cottage stands nearby, characterized by large windows and a covered porch that offers ample natural light.
Guesthouse in Panamá Oeste
4.8 out of 5 average rating, 187 reviews

Mountain cabin with private pool in Panama

Enjoy peace and nature in this cozy and equipped cabin, perfect for disconnecting and relaxing. Surrounded by forests and spectacular views, here you can breathe fresh air and gaze at the stars. ✔️ Ideal for couples, families or adventurers. ✔️ Trails, rivers and viewpoints nearby. ✔️ Comfortable and equipped spaces for your comfort. - Sleeps 4 people. - Discount for two nights or more. Close to: Laguna de San Carlos, Valle de Antón, beaches of the Panamanian Pacific.

Guest favourite
A private mini pool is nestled within a spacious outdoor deck, featuring a view of lush countryside. The water reflects clear blue skies, and the surrounding railing enhances the sense of seclusion and safety in this tranquil environment.
Guesthouse in Rincón
4.95 out of 5 average rating, 137 reviews

Private Pool House, Heart of Rincon

Keep it simple and enjoy a refreshing swimming experience at this peaceful, centrally-located pool house with exotic countryside views of Rincon. Located less than 3 minutes to both beaches and the center of Downtown Rincon, this ultra private and exclusive enclave offers a private mini pool, outdoor deck, and spectacular views. Enjoy a King sized bed, full bathroom and kitchen. This home is located in a private, gated entry street, offering optimum safety and security.

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, 343 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
Guesthouse in Rincón
4.85 out of 5 average rating, 550 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.

Superhost
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
4.85 out of 5 average rating, 637 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.
Guesthouse in Los Mesen
5 out of 5 average rating, 240 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 ✌️🇨🇷

Top Guest favourite
An open living area is highlighted by floor-to-ceiling glass walls, offering expansive views of the lush valley. Natural wood furniture, adorned with nature-inspired decor, complements a spacious seating arrangement. A television is positioned near a well-equipped kitchen space, enhancing the communal atmosphere.
Guesthouse in Platanillo
5 out of 5 average rating, 226 reviews

Suave Vida Getaway - Guesthouse

The Suave Vida Getaway Guesthouse offers you its openness with window walls and valley views surrounded in Costa Rican Nature at its purest. You will feel emerged to the views of the valley in a comfortably spacious open space enriched with stylish furniture and décor themed to bring raw elements of nature inside the living area. You will find yourself in tranquility with the sounds of nature and the running streams.

Guest favourite
Guesthouse in Playa Hermosa
4.91 out of 5 average rating, 434 reviews

Casita Lina by the Sea Beachfront property

Only steps away from the surf you will find a very private tropical paradise. Totally equipped, and recently renewed. Wifi, double air conditioner, ceiling fan in each room. Totally equipped kitchen. Laundry available. Parking. Cozy, secluded, and beautiful tropical garden views. Also on the same property you will be able to find a bigger house : https://www.airbnb.com/rooms/7206536?preview

Top Guest favourite
A charming tiny cabin constructed with wood is situated beside a vibrant blue pool, featuring steps leading into the water. The light-colored patio extends towards the cabin, framed by lush greenery under a clear blue sky. French doors open to welcome guests inside.
Guesthouse in María Antonia
4.97 out of 5 average rating, 700 reviews

Cabin by the pool (privacy, bbq, a/c)

Escape to nature in your own private tropical cabin — where the beach breeze meets the peaceful stillness of the Guánica Dry Forest. This charming wooden hideaway is completely separate from the main house, offering true privacy and comfort for couples or small groups looking to unwind.

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