
Vacation rentals in Caribbean
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Top-rated vacation rentals in Caribbean
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Playa Bonita Beach House - truly oceanfront!
Experience barefoot luxury in the best location on Playa Bonita. This exclusive boutique-style beach house offers a truly beachfront experience, free from traffic! Designed for 1 couple or a family (max 4), it combines modern comfort w. sustainability: European-style soundproof windows, mosquito screens, solar PV backup . Enjoy a spectacular terrace with bathtub for 2, a lounge bed + barbecue, all facing the ocean. High-speed Wi-Fi, modern kitchen w. dishwasher + Netflix for a perfect stay.
4.98 out of 5 average rating, 201 reviews
Hacienda Sol y Luna Mountain Retreat
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 PR just 50 min. from Ponce PSE, 1:50 from San Juan SJU.
5.0 out of 5 average rating, 143 reviews
Sandy Beach Cottages, Beachfront, Lower Level #11
Bright, beautiful, well-appointed luxury apartment on the 1st floor... Enjoy sun, sand & surf right at your doorstep! This affordable luxury vacation home rental has central A/C, wifi, large tv in the main room and both bedrooms, beautiful master suite, very comfortable 2nd bedroom, deck overlooking the water, kitchen, wifi, washer/dryer, dishwasher, etc., etc. Everything you need to have an amazing tropical beach vacation in one of the most beautiful places on Earth! 7 minutes to the airport!!
4.93 out of 5 average rating, 148 reviews
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 .
5.0 out of 5 average rating, 178 reviews
Cozy Volcano View Stay- A-Frame w/Hot Tub & Deck
Breathtaking mornings in front of Arenal Volcano 🌋 This striking A-frame cabin was designed for those who crave something unforgettable. Nestled directly in front of the majestic Arenal Volcano, the view is not just scenic—it’s cinematic. Built under the bold lines of modern black-design architecture, the cabin blends sleek style with cozy warmth, offering a unique balance between design and nature. At LAVA Homes you can enjoy a private hot tub, panoramic windows and a suspended net lounge.
4.97 out of 5 average rating, 122 reviews
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).
5.0 out of 5 average rating, 216 reviews
Casa Cascada
Ultimate Luxury Vacation Villa! This 3 bed, 4 bath Villa has the privacy and amenities and is built for entertaining. TV in every room. Pool Table, 24hr security. Enjoy Beautiful views from the infinity pool & jacuzzi. For an amazing experience this villa is it! NO cleaning fee, Free maid service for over 3 nights, Only 4 mins to beautiful Sosua Beach, Alicia Beach, restaurants/bars, Best Location!-close to all!! 5 minutes to POP airport and 15 mins to Playa Dorado golf course.
4.97 out of 5 average rating, 203 reviews
Tropical Modern Loft | SoHo Style | Concierge
Single night bookings welcome! A luxe art loft experience in the heart of St. Thomas, this exclusive space in a convenient central location provides a chic home base, with sleek design, concierge options, + creative vibes. Perfect for both adventure and serenity. Ample space to lounge, with a balanced historic/contemporary aesthetic, and near beaches, restaurants, historic landmarks, boutiques, + ferry/airport/transportation. Our cafe/bar and art gallery are right downstairs.
4.99 out of 5 average rating, 158 reviews
Luxury villa & Infinity Pool
Immerse yourself in tranquility and natural beauty with this spectacular house in the middle of the forest, designed to offer you a unique experience of luxury and relaxation. This property combines modern elegance with the charm of nature. Wake up to the sounds of the forest and enjoy the peace that only this natural setting can provide. The house offers total privacy, but is located in the heart of Monteverde, a short drive away from local restaurants and shops.
4.97 out of 5 average rating, 113 reviews
VILLA I LOVE VIEW – Luxury villa with sea view
Villa I LOVE VIEW is an oasis of tranquility – with its private pool (naturism possible), large terrace and luxurious kitchen area. Come and discover its view with multiple shades of blue while relaxing on the deckchairs by the pool with zen natural stone reflections Located in Cul de Sac, facing Saint Barth, Pinel Island and the Eastern Bay. Close to the most beautiful beaches of the island, restaurants, water sports, it is the ideal place for your vacation.
5.0 out of 5 average rating, 110 reviews
Treetop cabin - hot tub, pool & private rainforest
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 ✌️🇨🇷
5.0 out of 5 average rating, 113 reviews
Magnolia Suite, therapeutic salt Jacuzzi, Monteverde
Bio Habitat Monteverde invites you to live a unique experience surrounded by primary forest. From the balcony, watch animals and enjoy the starry sky in the Net. Relax in our glass jacuzzi with salt water, while watching unforgettable sunsets over the Nicoya peninsula. An exclusive corner where nature, comfort and well-being come together to give you a true paradise in Monteverde.
4.99 out of 5 average rating, 233 reviewsPopular amenities for Caribbean vacation rentals
Private vacation rentals in Caribbean

La Batterie Villa • Boutique Villa • Amazing Views
4.97 out of 5 average rating, 157 reviews
Sanguine Villa Treasure Beach 1-2-3 bed option
5.0 out of 5 average rating, 106 reviews
Sunset Cottage
4.92 out of 5 average rating, 150 reviews
Barefoot Villas GreatBay View in Hot Tub & Balcony
4.99 out of 5 average rating, 105 reviews
Stylish, Secluded, Hot Tub and Amazing Views
4.95 out of 5 average rating, 168 reviews
Henry Louis & The Parrot (Private beach)
4.92 out of 5 average rating, 159 reviews
Mojito Hill - private hilltop pool oasis!
4.99 out of 5 average rating, 138 reviews
VILLA JADE 2: WATERFRONT SUITE/POOL
4.99 out of 5 average rating, 160 reviewsHome rentals in Caribbean

Villa Jeremi
4.99 out of 5 average rating, 132 reviews
La Ceiba, Villa w/Infinity Pool on a Dairy Farm
4.97 out of 5 average rating, 224 reviews
Sunrise by the Sea - the ocean on your doorstep!
4.95 out of 5 average rating, 211 reviews
The Nest at Crash Boat. Only waterfront on Beach
4.96 out of 5 average rating, 392 reviews
Tranquil Times villa
4.94 out of 5 average rating, 311 reviews
Loma Del Sol House
4.95 out of 5 average rating, 155 reviews
Aruba Private Resort. Its All Yours and Only Yours
5.0 out of 5 average rating, 271 reviews
Private Pool in Paradise! Ocean View Steps 2 Beach
4.97 out of 5 average rating, 158 reviewsBungalow rentals in Caribbean

Cannon Fire - Ocean Front (Fees paid by host)
4.95 out of 5 average rating, 110 reviews
Sea Breeze Place (Beach Front W/Pool) Aguada Del M
4.89 out of 5 average rating, 243 reviews
YUMA, Couple's Escape Steps to Shacks Beach | Pool
4.98 out of 5 average rating, 116 reviews
Mother Nature
4.91 out of 5 average rating, 258 reviews
Sailor's Rest, a Romantic and Luxurious Sanctuary
4.98 out of 5 average rating, 166 reviews
Cozy Bungalow • Total Relax • 5 Min to Punta Popi
4.92 out of 5 average rating, 337 reviews
Secret Bungalows Lechu (Bungalow 2)with breakfast
4.97 out of 5 average rating, 137 reviews
La Fortuna Eden Eco Bungalow
4.98 out of 5 average rating, 204 reviews
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.
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