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
Find your perfect vacation rental in the Caribbean from just $46 per night!
Vacation rentals and apartments with air conditioning
Vacation homes and rentals with a yard
Best Vacation Home Deals in the Caribbean
Save up to 59%
172,635 fantastic rentals from 129 vacation rental websites are available in Caribbean, from $46 per night. HomeToGo directly highlights the best offers by comparing all of the available vacation rentals in Caribbean from 129 different providers.
Budget-friendly Vacation Rentals in the Caribbean
Find Fantastic yet Inexpensive Offers
Top-Rated Rentals and Accommodations in the Caribbean
Book Vacation Rental Offers with the Highest User Rating
Why choose HomeToGo?

Securely pay and stay your way
Choose local, trusted payment methods, plus trip insurance and add-on services.

Award-winning customer service
Experience seamless, hands-on support for any booking questions or concerns.

Verified reviews
Trust in the quality and comfort of your stay with verified guest reviews.

Price clarity, no surprises
Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple
Transform vacation planning into a joy with advanced, AI-powered search tools.

Find your dream stay
Explore 15 million+ rentals, the world’s biggest selection of vacation homes.
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 November (11/22 – 11/29). Prices decrease in a week of February (2/8 – 2/15), where average prices are $233.
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 September (9/20 – 9/27), as 88% of the rentals are booked. April (4/12 – 4/19) 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 | 172,635 rentals |
---|---|
💳 Possible discounts | up to 59% |
🌙 Nightly prices starting at | $46 |
⭐ Popular amenities | Pool, Internet and Air conditioning |
🐾 Pet friendly homes | 24,599 homes |
🏊 Vacation rentals with pools | 100,407 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 $46. Average prices for apartment rentals are $215 per night. House rentals in the Caribbean cost on average $549 per night.
How many vacation homes are available for booking in the Caribbean?
Currently there are 172,635 vacation homes from 129 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 100,407 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 - 14% 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 $46 per night.
Find more vacation rental types in the Caribbean
- Beach Vacations in the Caribbean
- City Breaks in the Caribbean
- December Travel in the Caribbean
- Family Vacations in the Caribbean
- Family Winter Getaways in the Caribbean
- Island Vacations in the Caribbean
- Last Minute Deals in the Caribbean
- March Vacations in the Caribbean
- Romantic Getaways in the Caribbean
- Sailing Vacations in the Caribbean