
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.

Ocean Front Villa w Stunning Views & Private Pool
Located in a gated community near the famous Cable Beach strip in Nassau, this 3 bedroom 4 bath house with an office space has a private pool and direct ocean access. The property is walking distance to grocery stores, restaurants, liquor stores, a gym and shopping and is 5 minutes from the world famous Baha Mar resort and 5 minutes from the airport. The property is also located on the bus route making transportation to town and other attractions easy. Paradise awaits at The Skye's the Limit.

Casa Victoria, at the foot of the mountain
Casa Victoria is located in the town of Chachagua, less than 11 kilometers (6 miles) from La Fortuna and surrounded by an impressive rainforest. Located in a safe and family-friendly neighborhood, full of plantations and picturesque views. A beautiful and comfortable farmhouse for 10 people where you can enjoy the tranquility and peace of this area, and at the same time very close to tourist and natural attractions, national parks, restaurants and entertainment offered by the San Carlos area.

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).

Villa Nomada, private villa 2 min to Eagle Beach
Welcome to Villa Nomada, this fully private villa is perfectly located close to Beaches, Restaurants and Supermarkets. At Nomada you can fully relax and unwind, while creating memories that will last a lifetime. We know this since we used to live at Nomada. Our idea was to create a serene and cosy home for you to stay and fully experience laid-back island lifestyle. Enjoy breakfast, lunch and dinner on the patio or have drinks with frend or family while you completely forget about time.

Stay Local at Your Beachfront Casa in Paradise
Experience authentic Puerto Rican life in a beautiful, safe, and culturally vibrant community at a one-of-a-kind beach, house and barrio. Casa De Abuelos is a family home on the black sand beach (Playa Arena Negra) of Playa Los Bohios. Whether you enjoy relaxing in your own private paradise or discovering local beaches, food, drinks, fishing, surfing, hiking, or nature, Maunabo has something for everyone. We offer you our modern beach house and invite you to vacation in our quaint paradise.

KING BED, deluxe stay, @HillView, green areas, A/C
Enjoy this king-bed deluxe apartment, you will find everything needed for an enjoyable stay. It is situated in a prime location yet you will feel away from the city. Close to malls, restaurants, tours, etc. You will be impressed by every beautiful detail handcrafted by Giulio, a passionate architect who loves to create harmonious and inviting spaces. The apartment is bright and cozy, with large windows that let in natural light and offer a breathtaking view of the city and the countryside.

Casa Encanto - Experience El Yunque Rainforest.
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

BLUE VIEW VILLA - Bluest View - Brand New...
Blue View is brand new construction! A classic soft modern Caribbean architecture set on a full acre with sweeping views from sunrise over Ram Head peninsula to sunset over St. Thomas. It is a very special property sited with the utmost care to capture Leeward breezes with an unobstructed view to St. Croix 40mi away. Find the perfect amount of sun or shade you desire at any time during the day. Blue View is a separate villa located adjacent to our main Villa and 6 minutes to Cruz Bay

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!

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.
Popular amenities for Caribbean vacation rentals
Caribbean beach vacation rentals

Treasure Beach Fall special rate Sanguine Suite

The Best Views are the ones we share with you.

Playa Bonita Beach House - truly on the beach!

The Nest at Crash Boat. Only waterfront on Beach

Hut #3 Romantic Luxury on the sand

VILLA JADE3: 2 BEDROOMS & POOL FEET IN THE WATER

“CASA ROARK” is a one-of-a-kind oceanfront chalet.

Villa in Lagun; with Pool + Direct access to sea!
Private Caribbean vacation rentals

Casa Avi - Secluded Slice of Heaven - Grand Cayman

Monteverde Birds • View and Jacuzzi

Only Villa with private beach Beach Villa Cala Mar

3 bedroom VILLA with beautiful Caribbean Sea view

Beachside Escape~Ocean Front~Steps To The Beach

Esmeralda Oasis - private pool, 5 mins from beach!

Exceptional Oceanfront Villa

Magnolia Suite, therapeutic salt Jacuzzi, Monteverde
Pet-friendly vacation rentals in Caribbean

Luxurious Brand New Townhouse at Eagle Beach Aruba

Sea Loft, Breathtaking View – Private Pool

La Fortuna Eden Eco Bungalow

Gorgeous Ocean View next to Cove Resort

Chalet De Los Vientos (Chalet of the Winds)

Romantic Retreat - 2 person K Suite, Pvt deck/Spa!

VeoMar - Casita Axel 4 bdr villa w/ endless views

Blackandwoodcabin Cabin/chalet in Aguadilla
All About the 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.
The best time to stay in a vacation rental in Caribbean
Thanks to trade winds, the weather in the Caribbean is sunny and pleasant all year round. The only caveat is that tropical storms and hurricanes occur to varying degrees of intensity here, and their likelihood increases from about July to November. But it’s the dry season from December through March that makes the region so popular. Villas to rent in the Caribbean are in demand during the winter, as many feel the urge to escape the colder weather up north and take in the sun, fun, and the many festivals — like Trinidad’s Carnival, the biggest of the Caribbean’s carnivals, and the Bahamas’ Junkanoo, a cultural street festival and celebration dating back centuries that takes place between Boxing and New Year’s Day. There are also plenty of Caribbean rentals in May and June, if you don’t mind the chance of a little rain.
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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