
Guesthouse holiday rentals in West Indies
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Top-rated Guesthouses in West Indies
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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.

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.

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.

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!

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.

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.

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.

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.

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 ✌️🇨🇷

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.

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!!
Popular amenities for West Indies guesthouses
Family-Friendly guesthouses

Cabaña de montaña con piscina privada en Panamá

The Retreat in El Valle - Casita de la Montaña

Adorable p'tit cottage à 5 mn de la plage 🌴

Guesthome w/ Heated Pool 5 mins from Miami Airport

Torio guesthouse with panoramic view; Kokomo

Octopus Design Studio • Shared Villa by Ocean

Artist A frame in Paradise Casa Mandala #1

Bella Vista Cottage
Guesthouses with a patio

Modern Minimalist Guest Suite: SoleBianco

Modern & Cozy house 2/2 with hot tub

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

Private Tropical Oasis • 7 Min MIA • Near Port

Little gem with private pool & garden

Aloha Vibes-HOT TUB-Everglades/The Keys

Modern, Cozy & Quiet•10 min from MIA• FREE Parking

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

les Ramiers

Jupiter Kozy Kottage- Sept Openings 2.7 from ocean

Bungalow aux terres basses

Cozy and charming cottage

Villa Samsara - on a beautiful 5 acre horse farm

Cactus Flower Cottage

Villa with Heated Pool, Laundry, Ping Pong & More

Oasis privado con piscina en residencial tranquilo
Destinations to explore
- Rentals with an accessible height toilet West Indies
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