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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
Guesthouse in Vieques
4.99 out of 5 average rating, 314 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 favourite
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 in LC
4.96 out of 5 average rating, 186 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 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, 113 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 La Fortuna
4.95 out of 5 average rating, 233 reviews

Volcano View Private Jacuzzi & Breakfast Included

Relax and recharge after a day of adventures while enjoying a beautiful view of the Arenal Volcano right from the property. • Private Jacuzzi • Complimentary Breakfast: Start your day right with a delicious included breakfast. • Concierge Service: Our dedicated team is here to help you effortlessly book all your local activities and tours. • Free Wi-Fi & Parking Kwepal 1 is the ideal place to settle in and enjoy the peaceful side of La Fortuna, perfectly situated for exploring the area

Top Guest favourite
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
5 out of 5 average rating, 225 reviews

Unique & peaceful forest cabin with pool & trails

Retreat to the rainforest in a cosy, secure 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.

Guest favourite
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, 98 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!

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.
Guesthouse in BL
4.98 out of 5 average rating, 188 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.
Guesthouse in Cabo Rojo
4.85 out of 5 average rating, 634 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.

Guest favourite
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 in Tunapuna/Piarco Regional Corporation
4.89 out of 5 average rating, 148 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!

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, 218 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.

Top 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.
Guesthouse in Alajuela
4.97 out of 5 average rating, 401 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

Guest favourite
An outdoor area is illuminated by string lights at dusk, showcasing a wooden structure with a spacious deck. A lap pool glimmers in the distance, framed by lush greenery and gently sloping hills, creating a serene atmosphere for outdoor relaxation.
Guesthouse in Port Antonio
4.93 out of 5 average rating, 166 reviews

Stingray Cottage

PLEASE NOTE: This property does not accept children under 13 years old. Nestled in nature with views of Blue Mountain Peak, the Port Antonio coastline, and a nearby waterfall. Hummingbirds visit the feeders throughout the day. You’re centrally located to explore the area. Searenity offers seven cottages: Starfish, Stingray, Lionfish, Jellyfish, Turtle, Octopus, and Seahorse.

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