
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.

Overseas
Overseas sits on a clip overlooking the turquoise Caribbean sea. The villa is designed to take in its beauty from every room in the house. Enjoy the scenery while sipping a drink in the infinity pool or venture down the private stairs to snorkel in the ocean where you can enjoy the company of sea turtles and dolphins on a lucky day. Adventure lovers are spoiled with world class diving spots and lush nature reserves in the vicinity. Just be back in time to admire the sunset from the pool deck.

Ideal Honeymoon Villa
Luxurious Gated Villa near Grace Bay Beach– Private Pool & Jacuzzi♨️ Escape to this luxury villa, just 2 minutes by car or a 10-min walk from Grace Bay Beach. Relax in your private infinity pool or rooftop jacuzzi with ocean view. The villa features 2 outdoor balconies, a modern kitchen with new appliances, and fast fiber internet. Perfect for 2 guests, this private retreat offers comfort, style, and Super host service. Close to dining, shopping, and activities. Book your dream vacation today🌴

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.

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.

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.

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).

Indigo Oceanfront Condo Poolside - Unit 1
Welcome to Indigo Bay Oceanview Villa, in Indigo Bay, Sint Maarten. This spacious condo offers stunning ocean views, modern amenities, and easy access to pristine beaches. With 3 elegant bedrooms, each featuring en-suite bathrooms, an open-concept living area with plush seating, and a gourmet kitchen equipped with state-of-the-art appliances, you’ll find everything you need for a perfect stay. Step outside to your private pool, sun deck, and shaded patio for alfresco dining.

Sanguine Villa Treasure Beach 1-2-3 bed option
Sanguine's spacious fully staffed beachfront Villa with an infinity pool is located in Treasure Beach on Jamaica's South Coast. Treasure Beach is where one comes to get away from the hustle and bustle of everyday life and happily ensconce themselves in our laid-back community. Latoya will be here to ensure that you have a holiday of memorable meals, you sit back and relax while we do the grocery shopping and look after you. Message me re airport and transport options

Treetop cabin - Private hot tub, pool & trails
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 ✌️🇨🇷

Spacious and bright apartment in Old Havana
Enjoy a spacious and bright apartment in the heart of Old Havana, ideal for couples, families or small groups looking for comfort, space and an authentic experience. Its spacious rooms offer the perfect place to relax after exploring the city. From here you can walk to the Cathedral, Plaza Vieja, Plaza de Armas, the Malecón and some of the best restaurants, galleries and cafes in the historic center.

La Ceiba, Villa w/Infinity Pool on a Dairy Farm
Escape to La Ceiba, a private retreat on our family dairy farm surrounded by lush pastures, cows and mountain views. Relax by the infinity pool, enjoy beautiful sunrises and sunsets, and gather in the spacious open-air living and dining areas. With 3 bedrooms, 4 queen beds and space for up to 8 guests, it’s ideally located between Bajos del Toro and La Fortuna. Private chef service available.
Popular amenities for Caribbean vacation rentals
Private vacation rentals in Caribbean

Villa Izu Garden #3 Breakfast Included

Playa Bonita Beach House - truly oceanfront!

The Beach House Apartment

Casa Lola PR

Armadillo Cabin at "Encuentro"

Sunrise Cottage - Secluded, Romantic, Private

Starfish Cottage, Hummingbirds, Mountain/Sea Views

Ocean Song Villa & Beach Front Private Lounge
Home rentals in Caribbean

Villa Jeremi

Luxury villa & Infinity Pool

Villa Arena - Beach Front

Stylish, Secluded, Hot Tub and Amazing Views

The Nest at Crash Boat. Only waterfront on Beach

Marshall Haus on North Beach

Casa Cascada

Paradise Beach House in South Sound, George Town
Bungalow rentals in Caribbean

Gorgeous Ocean View next to Cove Resort

Cannon Fire - Ocean Front (Fees paid by host)

Sailor's Rest, a Romantic and Luxurious Sanctuary

Sea Breeze Place (Beach Front W/Pool) Aguada Del M

Secret Bungalows Lechu (Bungalow 2)with breakfast

Labor Day Weekend Just Opened!

Cozy Bungalow • Total Relax • 5 Min to Punta Popi

Private Bungalow Steps to Beach | Private Pool
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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