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Guesthouse holiday rentals in West Indies

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in West Indies

Guests agree: These guesthouses 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.
Guesthouse
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.
Guesthouse 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
A refreshing swimming pool features a sparkling blue surface with fountain jets and is flanked by a shaded seating area with comfortable lounge chairs. Elegant greenery surrounds the space, enhancing the serene atmosphere of the outdoor area.
Guesthouse in Jayuya
4.97 out of 5 average rating, 266 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.

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, 349 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.

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.
Guesthouse 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
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.
Guesthouse in Municipio de Isabela
5.0 out of 5 average rating, 232 reviews

Modern Minimalist Guest Suite: SoleBianco

Escape to your own private, modern oasis just a 5-minute drive from the world-class surf and golden sands of Jobos Beach. Designed for travelers with a taste for minimalist luxury, this sleek architectural guest suite offers the ultimate indoor-outdoor tropical getaway. Bask in complete privacy behind secure courtyard walls, spend your days lounging by your pristine private lap pool, and experience the absolute best of Isabela’s vibrant coastal lifestyle.

Top Guest favourite
The living area features a comfortable seating arrangement with a light-colored sofa and two armchairs, adorned with decorative pillows. A stone fireplace is centered against a wall, complemented by wood beams overhead. Natural light filters through sheer curtains, creating a cozy ambiance.
Guesthouse in Sarasota
4.99 out of 5 average rating, 135 reviews

The Cottage (In the Country) Cozy, Quiet Retreat

Relax, unwind and unplug at this cozy Old Florida-style country cottage! Here you are away from it all in peaceful bliss... but if you want to go out for dinner, it's an easy drive into town! Located on a beautiful 5 acre plot, this guest home is the perfect spot for your Florida getaway! Just 30 minutes from Siesta Key and 6 minutes from the entrance to Myakka State Park, you can see the best of Florida, both the swamps and the beaches, all in one day!

Top Guest favourite
Guesthouse in Venecia
5.0 out of 5 average rating, 104 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.
Guesthouse
4.89 out of 5 average rating, 157 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
5.0 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.

Top Guest favourite
A serene patio area is showcased with two lounge chairs and a small table, framed by vibrant tropical plants. A large shade sail provides coverage, while a stunning sunset paints the sky in warm hues, offering unobstructed views of the valley and ocean beyond.
Guesthouse
4.98 out of 5 average rating, 316 reviews

Casa Vista

Look at this little gem in the hills of Rincon. Our private casita offers unobstructed views of the ocean, and the valley below. Being a short 15 minutes from town makes the guesthouse a very quiet and private getaway. Enjoying the cozy casita won't be hard to do. It is equipped with all the comforts of home making it easy for you to relax and enjoy. Give us a try. You won't be disappointed!!

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
4.96 out of 5 average rating, 447 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

Popular amenities for West Indies guesthouses

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