Vacation rentals in the Caribbean - HomeToGo base64Hash

Vacation rentals in the Caribbean - HomeToGo

Vacation rentals in the Caribbean

Browse 146,229 available vacation homes and compared across 220 trusted partners

Price per night
- Up to $100
- $100 - $199
- From $200
Accommodation types
- Condo
- House
- Resort
Rating
- 4.5+
- 4+
Services
- Pool
- WiFi
- Air conditioning
- Kitchen
- Balcony/patio
- TV
- Washing machine
- Microwave
- Dishwasher
- Parking
- Hot tub
- Yard
- Sauna
- Crib
- Fireplace
Show more
Accommodation type
- No smoking
- Pet-friendly
- No pets
- Wheelchair access
Activities
- Grill
- Fishing

Top 15 most Recommended Vacation Rentals in the Caribbean

Discover your ideal Caribbean vacation rental with real-time comparisons of 146,229 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Vacation homes and rentals with a yard

Vacation rentals and apartments with air conditioning

Vacation houses with Balconies or Patios

Budget-friendly rental options

Enjoy affordable vacation rentals in the Caribbean offering exceptional value for money

Top-Rated Vacation rentals in the Caribbean

Book the highest-rated Caribbean vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

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 Features & Amenities in the Caribbean

Pool (89,215)
WiFi (128,887)
Air conditioning (130,248)
Kitchen (115,660)
Balcony/patio (82,794)
TV (120,255)
Washing machine (85,728)
Grill (48,012)
Microwave (84,014)
No smoking (124,159)
Dishwasher (33,985)
Parking (5,435)

Many users spend more time comparing accommodations providing pools. Many 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 8 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

Searching for an amazing beach house in the Caribbean?

Try out the 'distance to water' filter while searching and see only the perfect beach houses for your vacation. There is a number of home rentals in the Caribbean that are within walking distance from the ocean. From dog-friendly homes by the beach to waterfront cabins with hot tubs, the ideal accommodation in the Caribbean is waiting - book it now via HomeToGo.

Price and Availability Index in the Caribbean

Click on any bar to see price and availability information

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 (12/26 – 1/2). Prices decrease in a week of May (5/16 – 5/23), where average prices are $545.

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 October (10/3 – 10/10), as 70% of the rentals are booked. May (5/2 – 5/9) has got the highest percentage of available rentals.

Caribbean vacation rentals are a heaven with intrigue

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.

Where are the unique attractions in the Caribbean?

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.

What are the must-see attractions in the Caribbean?

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	146,229 rentals
🌙 Nightly prices starting at	$39
⭐ Popular amenities	Pool, Internet and Air conditioning
🐾 Pet friendly homes	25,297 homes
🏊 Vacation rentals with pools	90,723 homes

2,701 reviews

Caribbean vacation rentals have an average rating of 4.2/5 on 2,701 reviews left by travelers.

Frequently Asked Questions

What is the typical price per night for a vacation rental in the Caribbean?

The price of a night's stay in the Caribbean starts at $39. Nightly prices for apartment rentals are $265 on average. Villas in the Caribbean cost on average $1,638 per night.

How many vacation homes are available for booking in the Caribbean?

There are 146,229 vacation rentals to choose from for your next trip.

What are the most popular amenities for vacation homes in the Caribbean?

The most popular amenities for home rentals in the Caribbean include accommodations with: Internet, Pool, and Air conditioning.

How many vacation rentals with pools are in the Caribbean?

Browse 90,723 vacation rentals available in the Caribbean for renting.

Are pets allowed in vacation homes in the Caribbean?

If traveling with a dog in the Caribbean, 17% of rentals are pet-friendly.

HomeToGo: Vacation rentals
Caribbean

Vacation rentals in the Caribbean

Price per night

Accommodation types

Rating

Services

Accommodation type

Activities

Top 15 most Recommended Vacation Rentals in the Caribbean

Child-friendly vacation home with pool, terrace & grill

Nice condo with pool | Close to the beach | Good for workation

Apartment with grill, hot tub & pool

House with barbeque, patio & private pool

Family-friendly rental apartment with garden & pool | Close to the beach

Studio with patio & garden

Child-friendly villa with barbeque, garden & private pool | Close to the beach

Child-friendly spacious villa with patio, private pool & yard | Close to the beach | Suitable for remote work

House with barbeque, garden & private pool

Villa with private pool, terrace & barbecue

Family-friendly lovely holiday apartment with patio & pool | Sea view

Family-friendly apartment with pool & patio | Sea view | Close to the beach | Pets are welcome

Family-friendly charming apartment with grill & private pool | Pool view

Apartment with patio, yard & pool | City view

Rental apartment with terrace & pool | Close to the beach

Vacation homes and rentals with a yard

Child-friendly beautiful holiday apartment with pool, garden & patio | Garden view | Beach nearby | Pets allowed

Villa with yard, private pool & grill

Villa with garden, grill & private pool | Sea view

Vacation rentals and apartments with air conditioning

Family-oriented charming villa with private pool, terrace & garden | Perfect for remote work

Family-friendly holiday apartment with terrace, yard & barbecue | Beach nearby | Suitable for remote work | Pet-friendly

Pleasant vacation home with terrace & yard | Close to the beach