
Vacation rentals in Caribbean
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Top-rated vacation rentals in Caribbean
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Popular amenities for Caribbean vacation rentals
Private vacation rentals in Caribbean

Charming Keys Style house
Really recommend this place , I live here in naples and have my own place but 6 members from my family were visiting from italy so i needed more space, everything was perfect, location, space,communication with carlos. 10/10 experience!!!

Luxury Apartment 5 min from sosua beach w/jacuzzi
Francisco was the absolute best host. He was incredibly accommodating with any questions or requests we had but just went above and beyond with recommendations and coordinating things in Sosua. We had the best time. The space was perfect for our family of 3, it was spacious and comfortable. The pool and private jacuzzi were a huge plus. Highly recommend!

Luxury Casa Caliad • Countryside in the City
Calix, and the beautiful house was everything you need on a vacation in Puerto Rico. Not only was communication very quick and helpful, the location was very private and secure. Cameras, gated and very safe. This house had everything you need to relax, have a good time or just binge movies. Having a pool and pool table was also nice. Outside restroom was a bonus. Owners have taken very good care of this house. I will be back to utilize the property again!

Vieques casita with pool walk to ferry
David is a wonderful host very helpful lives on site but you wouldn’t he know they were there. Checked in a couple of times to see if we needed anything. Also directed us to his favorite beach . Close to all the good restaurants. Bakery across the street and Nice market around the corner . Perfect place to stay kinda hip outdoor living space with pool in your area. And AC in bedroom bath area

NEW ! Contemporary Villa / Jacuzzi , Palm Beach
We loved the house, we felt like home. Backyard is fantastic, we had breakfast and really enjoyed the privacy. We will recommend and will stay here again, eventually. Host and owner friendly. in one word TOP!

Beach Front (2) Villas in Dorado Beach.
We had a wonderful stay at Brenda and Rafael’s beautiful beachfront property. It was the perfect spot for quality time with our adult children and grandchildren. The shared terrace and the incredibly close beach access made our vacation truly special. We also had the pleasure of meeting Brenda and Rafael—such lovely, hospitable hosts. The location is great, with plenty of bars and eateries nearby that stayed open late, which was a nice bonus. Highly recommend this place for a relaxing and memorable family getaway!

Spectacular view minutes away from the Gozalandia River.
If you are looking for a nice romantic getaway, this is your place to This nice cozy home was homie and warm And let’s not talk about the VIEW !!! 😍

Villa Milá - Private Pool - 100 Mbps
This was a great place to stay in Puerto Viejo. The walk into town was less than 2 miles. We didn’t have a car and were fine walking and using taxi services. The house was super nice and clean. The hosts were very responsive, friendly, and helpful. I would recommend this place to anyone looking to travel in this area!!
House rentals in Caribbean

Avi's House (Solar Energy/AC in all house)
Great location close to everything fast food, restaurants, mall etc. very quiet neighborhood 👌

Downtown New Construction House
Stay was great. Really appreciated the location and we had all that we needed, especially in a relatively small space. Maria was responsive to a couple minor concerns that came up beyond her control. The space was in great shape and while on the smaller side, it worked out well for our itinerary.

Beautiful Quiet Neighborhood
My family thoroughly enjoyed our stay at Javier's home. The house was a bit old and very well-kept, so quite charming. The garden was very pretty, and the kitchen had all that we needed to cook in it. Javier & his brother Pablo were very responsive and friendly if we had any questions. The only downside was a couple stray ants in the kitchen & bathroom. We would definitely stay here again!

House Encanto, Cartagena 4B/2.5 BTH
One of the best Airbnbs I’ve stayed at so far! The communication with the host was Superb! Will be returning in the future!

Large Waterfront House with Pool 4bd/2ba
Everything was amazing Hosts were amazing. They truly accommodated us with our early arrival. This house was absolutely immaculate. When you walk in, you can actually smell how clean the entire house is. I saw reviews that others had issues with the construction going on. We had no issues with noise. If you are outside on the pool having a good time, you don’t even know they are there and the house is pretty much sound proof, so you do not hear them while you are inside. I would definitely want to go back. Thank you both for your amazing house

Arroyo Guest House near the Beach
Our family enjoyed our time at Damaris’s place. She was quick to respond and everything was easily accessible. We had to call maintenance for the front door and she immediately responded and got the door knob replaced with friendly maintenance staff. We will definitely stay here again.

Bali a Las Terrenas next to the fishermen's village
It was a great stay at François's place, very responsive to the questions we asked him. The accommodation is top!! Everything is within walking distance;)

TIMESHARE ZURZA . WiFi EXCLUSIVE MODERN DESIGN
The best in the area For a family ❤️
Dog friendly vacation rentals in Caribbean

Be an AMI
The best Airbnb we have ever stayed in! Spotlessly clean, close to everything, and just the coziest and most wonderful place! Will definitely stay again

Cozy Place next to Beach
The house was amazing . The house is Pretty and Miss Rose was very helpful. I definitely will get this house again. The backyard was big and very a vibe.

Aloha Villa Pet Friendly 3 miles to Siesta Key #2
I visited Sarasota with my family from the state of Rhode Island from April 4 to April 7 and we stayed at Jason’s & Laura house and it was an amazing experience. The house was very clean and organized. The house is located on a great neighborhood, super safe and great amenities. The house was stocked with beach supplies like beach chairs, beach towels, a boogie board and a beach cooler that was so nice. The house was exactly what we were expecting, I would recommended to everyone. Thank you Josh and laura.

Chic-kee bungalow 3
I will for sure return to this property. The property is perfect & the owners were great to work with.

Sarasota Getaway Guest House
Great stay. Close to city center.

Tranquil, pet-friendly-yard and 6 mins from beach
This was such a relaxing trip for for my husband & I and our dogs! It was close to the beaches & good restaurants! The house was clean & cozy and had a big backyard for the dogs to roam. Jorge was very nice and accommodating.

Retreat in the midst of Sarasota
Barbara's place was great! She left water and blueberry muffins for us! Such a nice touch. Barbara said they live only 2 minutes away, so if we needed anything, to let them know. Well, everything was in such great shape and easy to find, there was no need to contact her at all! We were there for 5 days. The kitchen was stocked with some spices and plenty of cooking pans and utensils. There was also coffee available. It was nice to sit outside in the private yard to enjoy meals and morning coffee with a book. There is also a piano if you want to tickle the ivories! I would definitely stay there again!

Tropical oasis studio in the heart of Boca Raton
Great stay and exactly what we needed. Close to the beach and brewery. Very clean and the host was available if needed. Would highly recommend if you need a place with two beds. Much more pleasant than the surrounding hotel options.
Your guide to Caribbean
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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