
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.

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.

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.

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.

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.

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.

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!

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.

Villa Samsara - on a beautiful 5 acre farm
When you come and stay with us, it’s a deeply immersive experience with our horses. Often you will find them in your front door or window. There is something profoundly impactful about being around horses and sharing close-quarters with them. You are in their energy field, receiving all that they have to offer. Without even realizing it, your energies are being grounded and regulated through their presence.

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!!

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

the little house
Relax and enjoy the comfort of my little house after a long day of activities and fun in the city of Miami and its surroundings or after spending a beautiful day on the beautiful beaches of South Florida. If you're a sports or live concert lover, you have the Hard Rock Stadium less than 2 miles away. Enjoy the variety of meals at countless local restaurants and many other activities.

Peaceful Miami Escape | Free Parking
Escape to a peaceful 3-bedroom Miami retreat designed for comfort and easy access to everything the city has to offer. Perfectly located near Coral Gables, Brickell, and Coconut Grove, this renovated home offers the best of Miami while giving you a calm place to recharge. Perfect for beaches, concerts, cruises, graduation weekends, and the excitement of the 2026 FIFA World Cup.
Popular amenities for West Indies guesthouses
Family-Friendly guesthouses

Raven Haus: Curated 2 Bedroom Guest House w/Pool

Jupiter Kozy Kottage- June openings,2.7 from ocean

The Retreat in El Valle - Garden House

Cozy and charming cottage

Terraced House 1 Queen bed (Casa Balbi)

Tropical Oasis Cottage in Design District

Tiny House @ Del Mar

Atenas: Guesthouse 2 in nature in Vista Atenas
Guesthouses with a patio

Bungalow with Putting Green, Hot Tub, & Garden

Ocean View House

10 min from MIA |FREE Parking & Quiet Neighborhood

Cosy Guesthouse Central Located

Cozy Studio Retreat • King Bed

Waterfront Hideaway

Cozy Garden Hideaway

5 minute from the airport, sleep 4, 2 Bedroom,
Guest house rentals with a washing machine and dryer

Tranquil Stay Near Beaches and Tourist Attractions

"Perfect Getaway" 2 Miles from MIA & 8To UR Cruise

Downtown Cozy Loft

Simpson Bay Beach 1 bed Apt Topdeck. Ocean views

Bungalow in the lowlands

World Cup Stay | Charming Private Guesthouse

Travel to Luna @ iL Sognatore "Solar powered"

4 Bed on the Water - Luxury Beach Retreat
Destinations to explore
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