
Vacation rentals in Caribbean
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Top-rated vacation rentals in Caribbean
Guests agree: these stays are highly rated for location, cleanliness, and more.

Driftwood Treehouse • Private Pool • Near Beach
An elevated hideaway in an authentic St Lucian village, Driftwood Treehouse sits just back from Laborie beach with its own private plunge pool, made for easy island living. Driftwood is run by Nick and Ben, your main point of contact throughout. Built largely from local wood, it’s designed for sea breezes and the easy rhythm of island life, with a fully air-conditioned bedroom for cool nights. Guests love its privacy, character and connection to village life — many stay for their entire trip.

Frigates View
This secluded mountainside oasis, conveniently located mid-island, provides panoramic views of Salt River Bay, Buck Island and surrounding islands. A spacious studio with private veranda and separate entry off a verdant courtyard adorned with exotic flora, offers a stunning 180 degree ocean seascape. Enjoy beautifully landscaped grounds, Japanese gazebo and jacuzzi, while listening to the sounds of the breaking surf and cooled by constant trade winds. A perfect blend of romance and relaxation .

Natural & Cozy Arenal Getaway
Un hospedaje para escapar de la rutina y conectar con la naturaleza, tiene un diseño moderno con una cálida decoración, rodeado de naturaleza donde podrás observar muchas aves, una linda vista al volcán, balcón, terraza, una refrescante piscina y jacuzzi privado. Un lugar ideal para parejas, amigos o para que puedas teletrabajar tranquilamente. Ubicados estratégicamente cerca de todas las actividades principales y a tan solo 2.5 km del centro de La Fortuna y a 1 km de La catarata La Fortuna.

Sunrise by the Sea - the ocean on your doorstep!
Enjoy swimming, kayaking & snorkelling on the doorstep and spectacular oceanfront views in this gated-community home on the water at the eastern tip of Nassau. Experience the sunrise & moonrise off the back patio and - in winter - awesome sunsets. Here you'll find the REAL Bahamas, away from the busy tourism hubs yet within a 15-minute drive. Includes a generator for back-up power. *WARNING: Please book directly with Airbnb and NOT 3rd-party companies or anyone using my name outside of Airbnb.

Cabin By the Sea - Ocean Suite
Completely new suite with an oceanfront view. You will be able to experience some of the most beautiful sunsets on the island firsthand! Outside facilities include a gazebo, hammock and dock providing easy access to the ocean, ideal for swimming. Kayaks and snorkeling gear are also available free of charge! Located at a relatively quiet part of the island, known as a prominent fishing area. Some of the best seafood restaurants are located on the same street (Zeerovers and Flying Fishbone).

The Pretext: Villa 1M
El Pretexto is our home and life’s undertaking. A space that combines wooden villas, an agroecology farming bed, an orchard, a forest, and a large wooden deck. Located in a very peaceful area in the mountains of Cayey with fantastic views all the way to the south coast and just one hour away from San Juan. El Pretexto is an adults-only (18+) venue, so if you are looking for a relaxed, countryside experience, El Pretexto is the place to stay. Farm-to-Table breakfasts are included each morning.

Earth Home on Eco Farm w/River
Come experience life in a real cob round house! This is an incredibly special opportunity to stay in a one of a kind home, hand sculpted with clay from our land. The casita has a private adjoining outdoor bathroom with compost toilet and hot shower. We are off grid, all our water comes from our spring and we have solar power. The casita is next to a large, well equipped outdoor kitchen and surrounded by lush nature. Take a hike down to our creek or amazing river with big waterfalls and pools.

Sol y Luna Mountain Retreat Hacienda
Enjoy the lovely setting of this romantic spot in nature and discover the serenity in our cozy farmhouse. This private villa wraps you in a lovely and peaceful environment with majestic mountains all around. The house is fully equipped for your convenience. It is ideal for couples in need of a nice getaway or just reconnect with yourself and nature. It is on a gorgeous tropical private 3 acre estate with private pool. Located in Villalba, Puerto Rico, just 50 minutes from Ponce's Airport.

Casa Encanto Rainforest Retreat
This Guest Suite, on the lower level of our exclusive luxury villa, Casa Encanto, is the perfect tropical getaway. Nestled in the peaceful and lush foothills of the El Yunque Rain Forest, Located in Luquillo with many nearby attractions. You’ll have easy access to downtown Luquillo, El Yunque National Rainforest, Luquillo Beach, Caribali Adventure Park, Las Paylas, charter boat trips, snorkeling, zip lines and much more. The Guest Suite is fully solar with Tesla Batteries and backup water

Airstream With Pool, Amazing Ocean & Nature Views
This beautifully appointed Eco friendly 30' Feet Flying Cloud RV is the only luxury Airstream glamping experience in the Caribbean. Located in peaceful nature on the North Coast of Aruba, featuring a private, deep saltwater pool and amazing cacti and ocean views. Exceptional service with attention to detail prioritizing sustainability. Connecting guests to unique local experiences and products, creating a truly one of a kind vacation. Looking for the coolest stay in Aruba? This is it!

Deer Cabin – Heated Pool, Romantic Getaway
Escape to a private experience surrounded by nature 🌿✨ Deer Cabin is the perfect place to disconnect from the noise, reconnect with yourself, and experience unforgettable moments as a couple. Enjoy a fully private heated pool, a cozy outdoor bed surrounded by nature, and areas designed for relaxing under the stars. Every corner is designed to create peace, romance, and exclusivity. Here, you don't just come to stay… you come to feel.

Sandy Shoes
Sandy Shoes is a beautiful waterfront home located on the north side of Russell Island. Sandy Shoes is equipped with everything you will need on your vacation. It’s situated away from the main part of town but still close enough that it only takes 10 minutes or less to get to the restaurants, beaches and the grocery store in a golf cart. The house comes with kayaks and paddle boards. Book your vacation today!
Popular amenities for Caribbean vacation rentals
Private vacation rentals in Caribbean

Piece of Mine, Beachfront Villa #3

The Village

Playa Bonita Beach House - truly on the beach!

Grace Bay villa | Pool | 3min walk to Beach & Reef

La Casa Del Mono

Gorgeous Ocean View next to Cove Resort

Sunrise Cottage - Secluded, Romantic, Private

Starfish Cottage
Home rentals in Caribbean

Lazy Turtle: "Best place we've EVER stayed!"

The Best Views are the ones we share with you.

Unbeatable Ocean View 4 min to Beach - Pickleball

The Nest at Crash Boat. Only waterfront on Beach

Casa Cascada

Aruba Private Resort. Its All Yours and Only Yours

Villa Jeremi

Private Oceanfront luxurious city villa with pool
Bungalow rentals in Caribbean

Sailor's Rest, a Romantic and Luxurious Sanctuary

TROPICAL OASIS, MINUTES FROM THE BEACH!!

Kling Kling Beach House

Bungalow SO CUTE, romantique, piscine privative!

Atypical Rosewood Lodge with Sea View

Romantic Jungle Casita | Ultimate Privacy Retreat

Secret Bungalows Lechu (Bungalow 1) with breakfast

NAIA Studio - Brand new ocean view studio
All about Caribbean
The Caribbean is made up of 26 island countries surrounded by bejeweled blue and green waters and is known around the world as a holiday paradise. People flock here, especially in the winter, for warm sands, golden sunshine, and that sense of island time abandon — plus, the fruity drinks under towering palm trees. The Dominican Republic is the most visited of all the islands due to its vibrant city and cultural life and postcard-perfect beaches. West of that is Cuba, famous for its Old World architecture, rich jazz and music scenes, and several UNESCO World Heritage Sites. Closer to South America is little St. Lucia, known for its rainforests, colorful coral reefs (perfect for diving and snorkeling), and, of course, pristine beaches surrounded by the island’s volcanic peaks.
The countries in the Caribbean are extremely diverse, not only in their histories, cultures, and languages, but their landscapes and topographies. For example, vibrant Jamaica could not be more different from super-chill Aruba and swanky St. Barts. So whether you’re seeking an island that’s large or small, glitzy or low-key, in the Caribbean there is a sanctuary for everyone.
What are the top things to do in Caribbean?
Santo Domingo
Santo Domingo, the capital of the Dominican Republic, is the oldest continuously inhabited colonial settlement in the Western Hemisphere and was founded in 1496. The historic city center, Zona Colonial, is a UNESCO World Heritage Site, with cobblestone streets, colorful houses, and colonial-style architecture and structures like the 16th-century Basilica Cathedral of Santa María la Menor, the oldest surviving cathedral in the Americas.
Curaçao
Sitting off the coast of Venezuela is the Dutch island of Curaçao, lesser known than its neighbors, but with just as much to offer — including its lack of hurricane seasons. Willemstad, the capital, is one of the few UNESCO World Heritage cities in the Caribbean, and it’s pulsing with nightlife and festivals like Carnival and King’s Day. The diving here is top-notch, there are dozens of stunning beaches to choose from, and the lodging ranges from hostels to five-star resorts — so there’s something here for everyone.
Reggae in Jamaica
Jamaica is the birthplace of reggae. The music took off in the late 1960s, and by the 1970s, with the superstardom of Bob Marley and the Wailers, it became known throughout the world. If you’re in Kingston, check out the clubs, still playing the dub style that made the genre so popular. The best of the best musicians have been known to play at the annual reggae festival held in June.
Destinations to explore
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