Swirling with voodoo myth and pirate legend, the Caribbean is a paradise that lives, mirage-like in the mind, before and after visiting. Your vacation rental in this dreamlike destination is the beginning of excursions in tropical jungles and bliss between a turquoise sea and sky.

Top 15 Recommended vacation rentals in the Caribbean
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Budget-friendly Vacation Rentals in the Caribbean
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Popular Rental Amenities in the Caribbean
Many users spend more time comparing accommodations providing pools. More than half of the rentals have a pool for guests. Interestingly, HomeToGo's data shows that more apartment rental offer a pool than hotel room. Additionally, they can host 5 people, on average, while hotel room with pools can host an average of 7 guests. You can also compare and find a vacation rental providing a pool near the water, which is the case for one-third of the rentals there.
Waterfront Vacation Rentals in the Caribbean

Price and Availability Index in Caribbean
Vacation Rental Price Information in the Caribbean
The price graph will give you the average nightly price for the upcoming months of the year in the Caribbean. The most expensive week to book a rental in the Caribbean is in December (12/27 – 1/3). Prices decrease in a week of October (10/11 – 10/18), where average prices are $306.
Rental availability information in the Caribbean
The availability graph shows the percentage of available rentals in the Caribbean. It is harder to find an accommodation during a week of April (4/25 – 5/2), as 97% of the rentals are booked. May (5/17 – 5/24) has got the highest percentage of available rentals.
Pirates, spies and celebrities
Commandeer the ship sailed by Johnny Depp in the Pirates of the Caribbean series on Union Island. Tobago Cays' Black Pearl is the lore and legend of the Caribbean in a bottle. Visit the place where Ian Fleming dreamt up James Bond at the Goldeneye Resort in Jamaica, a target for celebrities to this day. Make sure you visit the Caribbean's answer to Pompeii too. Plymouth's abandoned mansions and an 18th century theater are among the casualties preserved.
Cliffhangers and coastal idylls
Your Caribbean adventure isn't complete without a hike around the Boiling Lake in Dominica. A six mile hike takes you past scenes of steaming, belching water and the detritis from an eruption in 1880. Meanwhile, in Cuba, a 34 mile bike ride steals the show. From the famed Guantánamo Bay, La Farola stretches along the coast, starting at Baracoa, a place trussed up in local legend.
Top off your trip with a visit to the Haitian Vodou Rock which inspired numerous cultural products, including a Graham Green novel. Finish with an exhilarating take off from Saba Juancho airport where the runway runs out and pilots drive the aircraft off a cliff edge.
Unforgettable adventures in the Caribbean
El Yunque
Ascend the jagged, cloud capped peaks of El Junque and be spellbound by panoramic views over Puerto Rico. At 1080 meters, the mountain is carpeted in deep green forest and means 'anvil' in Spanish.
El Yunque National Forest
El Yunque tropical forest sprawls for nearly 30,000 acres of emerald flora and hums with wildlife. It is, in fact, one of the most biologically diverse national forests on the planet, and features riverside trails, historic attractions, and areas of immense ecological value. Green parakeets flutter through the trees like forest spirits, children play in cool river pools, and rare flowers bloom.
Dunn's River Falls
The rich history of these falls only adds to their surreal beauty. Site of the battle of Las Chorreras, during which the English wrested control of the island from the Spanish, it is surprisingly tranquil today. Tiers of water gush down the rock face, creating a perfect natural shower where you can play all day.
Old Havana
Topping many a bucket list, a trip to Old Havana spells strolls through Renaissance squares decked with opulent palaces and picturesque paint-peeled facades. The frisson of the area's turbulent past is still palpable in colorful streets which date back to the 1500s.
Information about vacation rentals in the Caribbean
🏡 Vacation rentals available | 174,878 rentals |
---|---|
🌙 Nightly prices starting at | $48 |
⭐ Popular amenities | Pool, Internet and Air conditioning |
🐾 Pet friendly homes | 25,836 homes |
🏊 Vacation rentals with pools | 100,640 homes |
Frequently Asked Questions
What is the average price per night for a vacation home in the Caribbean?
The price of a night's stay in the Caribbean starts at $48. Average prices for apartment rentals are $221 per night. House rentals in the Caribbean cost on average $471 per night.
How many vacation homes are available for booking in the Caribbean?
Currently there are 174,878 vacation homes from 142 different providers in the Caribbean.
What amenities are most popular for vacation homes in the Caribbean?
If you're looking to book a vacation rental in the Caribbean, others search for accommodation with Pool, Internet and Air conditioning.
How many vacation rentals with a pool are there in the Caribbean?
Caribbean has 100,640 Apartment rental and Hotel room on offer to rent.
Are dogs allowed in vacation rentals in the Caribbean?
In case if you are traveling with a pet in the Caribbean - 15% of vacation rentals allow pets.
What are the best months to travel to Caribbean?
Caribbean has its warmest time of year around June and July, with average prices of $48 per night.
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