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Vacation rentals in Caribbean

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Top-rated vacation rentals in Caribbean

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Top guest favorite
A modern container cabin is showcased, featuring a wooden deck with various outdoor seating options. A dining table is positioned in the foreground, accompanied by lounge chairs. Lush greenery surrounds the space, enhancing the tropical atmosphere, with a partial canopy providing shade.
Guesthouse in Arecibo
5 out of 5 average rating, 444 reviews

Experience Tropical Camping at a Cabin Close to the Ocean

Walk through a jungle-like secret path to a quiet beach from this tropical cabin. Surrounded by tropical palm trees, this space provides the feel of camping out, and features modern comforts. Sit outside at night to take in the view of the night sky. We use renewable energy on site. This is a newly custom designed living container, it has all the indoor amenities and comfort with amazing feeling of a camping experience. It is located between coconut and bananas trees (of course you can taste both if you wish to). You will experience the island vibe, being woken by a bright sun in the morning, enjoy a breeze from the ocean in the afternoon and during the whole night and by listening the adorable sound of our native "coqui" while you watch the spectacular view to the moon and stars. No need to drive to the beach, you will walk through a jungle like secret path that will take you to a quiet beach with an amazing shoreline and one of the best area for surfing (hollow's point). The space offers one bed, one sofa bed, fully equipped kitchen with coffee maker, small refrigerator with freezer, air conditioner, outdoor furniture, private tropical yard, hammock, outdoor sitting area and parking space. You are free to roam around the property. Always available for any questions. Phone calls or texts are welcome. Just steps away from a beach ideal for surfing, fishing, and hiking. Located just minutes away from "La Cueva del Indio"—Indian Cave—and Arecibo Lighthouse, and a short drive from Cueva Ventana, Las Cavernas del Río Camuy, and the Tanama River. In case of a power outage, our solar energy system will come into work. During these circumstances, the use of the air conditioner and microwave is restricted.

Guest favorite
A wooden terrace is shown with a stool positioned near the railing. The sun rises above a distant landscape, casting warm light over lush green hills and the ocean. An infinity pool is visible nearby, blending beautifully with the scenic surroundings.
Tiny home in Fajardo
4.98 out of 5 average rating, 308 reviews

Magical! Ocean view Cabana w/ Pool Spa on mountain

This memorable place is anything but ordinary. You will get to enjoy this amazing and super private space surrounded by nature and unbelievable views of the ocean and the city. Fully equipped with everything you will need during your stay to include kitchen, full bath with rain shower, A/C, living space with 55" TV, dinning and sleeping areas, terrace with killer views, and of course the pool spa with infinity view! And many more. All of this while enjoying of a complementary bottle of Wine!

Top guest favorite
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.
Guesthouse in Providenciales
5 out of 5 average rating, 105 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.

Top guest favorite
A colorful, open balcony features a comfortable hammock, surrounded by arches and vibrant green walls. Lush palm trees sway gently outside, offering views of the serene Caribbean Sea sparkling in the sunlight.
Home in Laborie
4.9 out of 5 average rating, 125 reviews

Sea side house in fishing village

Welcome to my home in Laborie, St. Lucia, a fully furnished, 2-bedroom home, located on the beach in a small fishing village. Both bedrooms are air conditioned. The kitchen is fully equipped, including a microwave, coffee maker & electric kettle. Step out the back gate and immerse yourself in the Caribbean Sea! Enjoy amazing sunsets and paddles with the kayak. You will be just a short walk from a friendly village, where you can purchase any needed items and enjoy the local culture. Paradise!

Top guest favorite
An infinity pool is featured with views of surrounding mountains and lush greenery. Sunlight reflects off the water's surface, creating a serene atmosphere. Chaise lounges are positioned nearby, offering a comfortable space to relax and enjoy the picturesque landscape.
Tiny home in Caonillas Arriba
5 out of 5 average rating, 114 reviews

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.

Top guest favorite
Townhouse in Savaneta
4.99 out of 5 average rating, 194 reviews

Stylish Aruba Beach Chalet - Stunning ocean views

Escape to Paradise! Wake up to waves gently lapping at the shore, just 12 feet from your private beach. Our oceanfront chalet is perfect for any occasion. Unwind in style: - Fall asleep to the sound of waves - Watch pelicans dive in turquoise waters - Savor wine during breathtaking sunsets - Romantic couples' shower in luxurious master bath Luxurious furnishings and attention to detail await. Create unforgettable memories with us! We can't wait to welcome you to your own private paradise!

Top guest favorite
Apartment in Simpson Bay
5 out of 5 average rating, 231 reviews

The Beach House Apartment

A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more

Top guest favorite
Home
4.9 out of 5 average rating, 105 reviews

Villa Mata de mango, with Jacuzzi in Las Terrenas

Tropical villa with panoramic views Portillo area, 8 minutes from downtown; private security, tennis, and semi-private beach 6 adults: 3 double rooms, 3 bathrooms, one of them for guests, kitchen, large room, Smart TV. Air-conditioning in every bedroom and daily cleaning. The patio has a table, barbecue, private pool with Jacuzzi, wifi, laundry. Electricity cost not included in the price. No parties, no music outside the house https://instagram.com/mata.demango?igshid=YmMyMTA2M2Y=

Top guest favorite
A serene outdoor area is illuminated at night with colorful lights reflecting in a resort-sized pool. Chic palapas are situated nearby, surrounded by palm trees. The vibrant atmosphere is enhanced by strategically placed plants and flowers along the edges.
Home in Palm Beach
5 out of 5 average rating, 250 reviews

Aruba Private Resort. Its All Yours and Only Yours

Welcome to Casa Carmela. Relax in the resort sized pool and outdoor oasis. Melt the day away under the exotic palapas or toast your buns in the sun. Whatever your pleasure, Casa Carmella aims to please. She’s a short walk to Palm Beach one of the top rated beaches in the world. Restaurants, casinos and nightlife are walkable as well. She comes with a comfy king size bed, gas grill, fully equipped kitchen, beach chairs & beach towels and cooler. This is all yours and only yours.

Top guest favorite
A serene indoor space is highlighted by wooden beams overhead and large windows allowing natural light. A minimalist white bench is adorned with a book and beverages, complemented by a wooden shelf with spa essentials. Greenery adds a touch of nature to the ambiance.
Cabin in Aguada
4.99 out of 5 average rating, 144 reviews

Luxury Riverside Cabin— Casa Naturola

A modern and brand new Luxury Riverside Cabin nestled in the heart of Aguada, just a short distance from some of Rincon and Aguadilla’s world-famous beaches, bars, and restaurants. Featuring breathtaking river and nature views, Casa Naturola is an ideal place to disconnect from life's stressors and enjoy a private space immersed within nature. Casa Naturola has its own private outdoor tub and patio. This is an extraordinary luxury space that you will not want to leave.

Top guest favorite
A serene courtyard is framed by two-story residential buildings, featuring a sparkling pool at the center. The pool is surrounded by sun loungers, with palm trees dotting the landscape, creating a calm and inviting space for relaxation.
Condo in Punta Cana
4.95 out of 5 average rating, 155 reviews

A beautiful apartment 600 meters from the beach

We are in Coral Village II, a new, beautiful, quiet residential complex with 2 beautiful swimming pools and a pleasant breeze, very close to beautiful beaches, a 7-minute walk away. In the neighborhood you can do everything walking, without the need for a vehicle to enjoy the beach, bars, restaurants, or just buy groceries in the mini-market. Electricity and WiFi (50 Mbps) are included in the rate.

Top guest favorite
A private pool area features a turquoise swimming pool surrounded by sun loungers and a small table. Bright yellow walls of the villa contrast against the clear blue sky, while tropical plants add a touch of greenery.
Cottage in Noord
4.95 out of 5 average rating, 187 reviews

Villa Los Flamingos-Private, 1min to BEACH, Unique

Relax with the whole family and enjoy everything that Aruba has to offer with this AMAZING villa located less than one minute to Aruba's finest Palm Beach and Fisherman's Hut! The is Villa was recently renovated and painted! New pictures are coming soon! We have an amazing pool with jacuzzi with ample seating to enjoy! There is an amazing outdoor bed as well so you can enjoy the stars in comfort!

Popular amenities for Caribbean vacation rentals

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