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Guest house holiday rentals in Caribbean Sea

Find and book unique guest house rentals on Airbnb

Top-rated guest house rentals in Caribbean Sea

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

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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.
Guest house
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.

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
5.0 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.

Top guest favourite
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.
Guest house 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.

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, 350 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.

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.
Guest house in Lajas
4.93 out of 5 average rating, 127 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!

Guest favourite
Guest house in Rincón
4.86 out of 5 average rating, 164 reviews

1: Private Pool, Ocean Views & Walk to Sandy Beach

RELAX and Enjoy Island Time Located only seven houses up the road from Sandy Beach, You’ll be able to enjoy this quiet and quaint economical casita located in the heart of the well known Puntas neighborhood with it’s handful of restaurants, bars, food trucks, and other amenities like yoga, and surfboard rentals, and some of the best surf breaks. This casita is ideal for couples or solo travelers who want to get away, disconnect and enjoy Rincon at their own pace.

Guest favourite
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.
Guest house in Rincón
4.86 out of 5 average rating, 568 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
Guest house in Port Antonio
4.93 out of 5 average rating, 179 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.

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, 643 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.

Superhost
Guest house in Venecia
5.0 out of 5 average rating, 106 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 ✌️🇨🇷

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.
Guest house
4.89 out of 5 average rating, 158 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.
Guest house in Platanillo
5.0 out of 5 average rating, 234 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.

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