Vacation rentals in the Caribbean - HomeToGo base64Hash Vacation rentals in the Caribbean - HomeToGo

Vacation rentals in the Caribbean

Find 172,261 available vacation homes from 143 partners
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Top 15 Recommended vacation rentals in the Caribbean

Find your perfect vacation rental in the Caribbean from just $46 per night!

Condo La Vallee
Condo ∙ 6 guests ∙ 2 bedrooms

Family-oriented charming condo with pool, patio & jacuzzi | Nature view | Next to the beach

La Vallee, North Star, U.S. Virgin Islands
from $283
per night
Outstanding(116 ratings)
from $283
per night
View deal
Villa Peterborg
Villa ∙ 10 guests ∙ 4 bedrooms

Villa with garden, private pool & grill

Peterborg, Northside, U.S. Virgin Islands
from $651
per night
Outstanding(89 ratings)
from $651
per night
View deal
House Montpellier
House ∙ 12 guests ∙ 6 bedrooms

House with private pool, garden & grill

Montpellier, Sion Farm, U.S. Virgin Islands
from $1,126
per night
Outstanding(38 ratings)
from $1,126
per night
View deal
Apartment Sainte-Anne
Apartment ∙ 2 guests ∙ 1 bedroom

Family-friendly beautiful holiday apartment with yard & BBQ

Sainte-Anne, Grande-Terre, Guadeloupe
from $48
per night
Outstanding(32 ratings)
from $48
per night
View deal
House North Palmetto Point
House ∙ 12 guests ∙ 6 bedrooms

House with private pool & grill | Nature view

North Palmetto Point, Central Eleuthera, The Bahamas
from $788
per night
Outstanding(4 ratings)
from $788
per night
View deal
House Rolletown
House ∙ 8 guests ∙ 4 bedrooms

Child-friendly vacation home with terrace, garden & grill | City view

Rolletown, Exuma, The Bahamas
from $561
per night
Outstanding(32 ratings)
from $561
per night
View deal
House Chocolate Hole
House ∙ 9 guests ∙ 4 bedrooms

Vacation home with pool

Chocolate Hole, Cruz Bay, U.S. Virgin Islands
from $563
per night
Outstanding(24 ratings)
from $563
per night
View deal
House Green Cay
House ∙ 8 guests ∙ 4 bedrooms

Child-friendly ample house with patio & grill | Close to the beach | Perfect for remote work

Green Cay, East End, U.S. Virgin Islands
from $539
per night
Outstanding(42 ratings)
from $539
per night
View deal
House North Side
House ∙ 9 guests ∙ 3 bedrooms

Family-oriented nice house with yard, BBQ & pool | Sea view | Perfect for remote work

North Side, Cayman Islands
from $94
per night
from $94
per night
View deal
Villa Saint Barthélemy
Villa ∙ 4 guests ∙ 2 bedrooms

Villa with pool, terrace & yard

Saint Barthélemy
from $135
per night
from $135
per night
View deal
Villa La Vallee
Villa ∙ 14 guests ∙ 5 bedrooms

Villa with BBQ, yard & patio | City view

La Vallee, North Star, U.S. Virgin Islands
from $722
per night
Outstanding(176 ratings)
from $722
per night
View deal
Condo Smith Bay
Condo ∙ 12 guests ∙ 6 bedrooms

Family-oriented lovely condo with garden, patio & pool | Beach nearby

Smith Bay, East End, U.S. Virgin Islands
from $859
per night
from $859
per night
View deal
House Nassau
House ∙ 20 guests ∙ 7 bedrooms

Charming vacation home with grill, patio & private pool | Beach nearby

Nassau, New Providence, The Bahamas
from $959
per night
Outstanding(92 ratings)
from $959
per night
View deal
Villa Spanish Town
Villa ∙ 12 guests ∙ 5 bedrooms

Family-friendly villa with barbecue, yard & private pool

Spanish Town, Virgin Gorda, British Virgin Islands
from $836
per night
Outstanding(70 ratings)
from $836
per night
View deal
House Spanish Wells
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with terrace, garden & grill | Good for workation

Spanish Wells, The Bahamas
from $425
per night
Outstanding(85 ratings)
from $425
per night
View deal

Vacation rentals and apartments with air conditioning

Studio flat  Saint Barthélemy
from $196
per night
Studio flat ∙ 2 guests ∙ 1 bedroom

Studio with patio & garden

Saint Barthélemy
Air conditioning
View deal
House  Nassau
from $729
per night
House ∙ 19 guests ∙ 5 bedrooms

Family-friendly vacation home with garden, private pool & BBQ | Pets allowed

4.8
Outstanding(132 ratings)
Nassau, New Providence, The Bahamas
Air conditioning
View deal
Villa  Cooper Jack Bay Settlement
from $966
per night
Villa ∙ 14 guests ∙ 5 bedrooms

Villa with garden, private pool & BBQ | Perfect for remote work

5.0
Outstanding(120 ratings)
Cooper Jack Bay Settlement, Providenciales, Turks and Caicos Islands
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

House  West Bay
from $860
per night
House ∙ 12 guests ∙ 5 bedrooms

Children-friendly wonderful house with private pool, terrace & BBQ | Close to the beach

5.0
Outstanding(90 ratings)
West Bay, Cayman Islands
Balcony/Patio
View deal
House  Higuillar
from $163
per night
House ∙ 12 guests ∙ 6 bedrooms

House with yard, pool & barbeque | Nature view | Good for workation

4.6
Excellent(22 ratings)
Higuillar, Dorado, Puerto Rico
Balcony/Patio
View deal
Villa  Spanish Town
from $1,122
per night
Villa ∙ 14 guests ∙ 6 bedrooms

Family-oriented villa with yard, private pool & BBQ | Suitable for remote work

5.0
Outstanding(27 ratings)
Spanish Town, Virgin Gorda, British Virgin Islands
Balcony/Patio
View deal
See all offers

Vacation homes and rentals with a yard

Villa  Cotton Valley
from $890
per night
Villa ∙ 10 guests ∙ 5 bedrooms

Villa with garden, barbeque & private pool

4.9
Outstanding(50 ratings)
Cotton Valley, East End, U.S. Virgin Islands
Yard
View deal
Villa  Fish Bay
from $644
per night
Villa ∙ 22 guests ∙ 7 bedrooms

Fully equipped villa with private pool, grill & garden

5.0
Outstanding(15 ratings)
Fish Bay, Cruz Bay, U.S. Virgin Islands
Yard
View deal
Villa  Chocolate Hole
from $728
per night
Villa ∙ 8 guests ∙ 3 bedrooms

Villa with private pool, barbeque & yard

5.0
Outstanding(77 ratings)
Chocolate Hole, Cruz Bay, U.S. Virgin Islands
Yard
View deal
See all offers

Budget-friendly Vacation Rentals in the Caribbean

Find Fantastic yet Inexpensive Offers

Villa Chocolate Hole
from $594
per night
Villa ∙ 10 guests ∙ 5 bedrooms

Villa with jacuzzi, terrace & grill

5.0
Outstanding(28 ratings)
Chocolate Hole, Cruz Bay, U.S. Virgin Islands
View deal
House South Eleuthera
from $392
per night
House ∙ 11 guests ∙ 5 bedrooms

House with yard, patio & BBQ | Nature view

5.0
Outstanding(134 ratings)
South Eleuthera, The Bahamas
View deal
Apartment Gros Islet
from $85
per night
Apartment ∙ 2 guests ∙ 1 bedroom

Holiday apartment | Sea view

Gros Islet, Saint Lucia
View deal

Top-Rated Rentals and Accommodations in the Caribbean

Book Vacation Rental Offers with the Highest User Rating

Villa George Town
from $281
per night
Villa ∙ 8 guests ∙ 4 bedrooms

Children-friendly villa with pool, patio & yard | Perfect for remote work

5.0
Outstanding(60 ratings)
George Town, Cayman Islands
View deal
Villa Freshwater Pond
from $651
per night
Villa ∙ 10 guests ∙ 4 bedrooms

Villa with barbeque, private pool & garden

5.0
Outstanding(31 ratings)
Freshwater Pond, Tortola, British Virgin Islands
View deal
House Palm Cay
from $265
per night
House ∙ 10 guests ∙ 4 bedrooms

Family-oriented nice vacation home with patio, barbeque & pool | Nature view

4.6
Excellent(161 ratings)
Palm Cay, Nassau, The Bahamas
View deal

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Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Rental Amenities in the Caribbean

  • Pool (98,652)
  • WiFi (154,143)
  • Air conditioning (150,233)
  • Kitchen (137,829)
  • Balcony/patio (87,139)
  • TV (135,514)
  • Washing machine (98,587)
  • Grill (49,241)
  • Microwave (99,722)
  • No smoking (143,068)
  • Dishwasher (34,788)
  • Parking (5,388)

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.

Price and Availability Index in 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 (12/27 – 1/3). Prices decrease in a week of September (9/6 – 9/13), where average prices are $314.

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 May (5/16 – 5/23), as 98% of the rentals are booked. July (7/26 – 8/2) 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.

What are the best places to discover the arts and culture of Caribbean?

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.

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 172,261 rentals
🌙 Nightly prices starting at $46
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly homes 25,272 homes
🏊 Vacation rentals with pools 98,895 homes
890 reviews
Caribbean vacation rentals have an average rating of 4/5 on 890 reviews left by travelers.

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 $221 per night. House rentals in the Caribbean cost on average $498 per night.

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

Currently there are 172,261 vacation homes from 145 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 98,895 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 $46 per night.

Find the perfect accommodation to stay in the Caribbean

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