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

Vacation rentals in the Caribbean

Find 174,878 available house rentals from 142 partners
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Top 15 Recommended vacation rentals in the Caribbean

Find your perfect vacation rental in the Caribbean from just $48 per night!

Apartment Grapetree
Apartment ∙ 2 guests ∙ 1 bedroom

Family-oriented apartment with private pool & BBQ | Water view | Next to the beach | Perfect for remote work

Grapetree, East End, U.S. Virgin Islands
from $169
per night
from $169
per night
View deal
House Slob
House ∙ 20 guests ∙ 9 bedrooms

Family-friendly house with terrace, private pool & grill

Slob, East End, U.S. Virgin Islands
from $1,449
per night
Excellent(70 ratings)
from $1,449
per night
View deal
Villa Long Bay
Villa ∙ 8 guests ∙ 4 bedrooms

Villa with patio, private pool & grill | Suitable for remote work

Long Bay, Tortola, British Virgin Islands
from $904
per night
Outstanding(37 ratings)
from $904
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 $556
per night
Outstanding(31 ratings)
from $556
per night
View deal
House Moore Hill
House ∙ 14 guests ∙ 6 bedrooms

Child-friendly vacation home with BBQ, patio & private pool

Moore Hill, Exuma, The Bahamas
from $1,404
per night
Outstanding(57 ratings)
from $1,404
per night
View deal
Studio flat Saint Barthélemy
Studio flat ∙ 2 guests ∙ 1 bedroom

Studio with patio & garden

Saint Barthélemy
from $190
per night
from $190
per night
View deal
Villa Grapetree
Villa ∙ 13 guests ∙ 5 bedrooms

Family-friendly big villa with private pool & grill | Sea view | Beach nearby | Suitable for remote work

Grapetree, East End, U.S. Virgin Islands
from $306
per night
Very good(2 ratings)
from $306
per night
View deal
House Nassau
House ∙ 20 guests ∙ 9 bedrooms

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

Nassau, New Providence, The Bahamas
from $975
per night
Outstanding(91 ratings)
from $975
per night
View deal
Resort Fajardo
Resort ∙ 127 guests ∙ 1 bedroom

Resort with jacuzzi, garden & pool

Fajardo, Puerto Rico
from $257
per night
Excellent
from $257
per night
View deal
House Higuillar
House ∙ 12 guests ∙ 6 bedrooms

House with yard, pool & barbeque | Good for workation

Higuillar, Dorado, Puerto Rico
from $146
per night
Excellent(21 ratings)
from $146
per night
View deal
Villa Nazareth
Villa ∙ 12 guests ∙ 6 bedrooms

Villa with private pool, terrace & barbeque | Good for workation

Nazareth, East End, U.S. Virgin Islands
from $1,053
per night
Outstanding(59 ratings)
from $1,053
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 $559
per night
Outstanding(24 ratings)
from $559
per night
View deal
Villa Charlotte Amalie West
Villa ∙ 10 guests ∙ 5 bedrooms

Villa with hot tub, terrace & barbecue

Charlotte Amalie West, Charlotte Amalie, U.S. Virgin Islands
from $896
per night
Outstanding(104 ratings)
from $896
per night
View deal
Villa Venetian Road Settlement
Villa ∙ 10 guests ∙ 4 bedrooms

Villa with patio, grill & private pool | Nature view

Venetian Road Settlement, Providenciales, Turks and Caicos Islands
from $1,439
per night
Outstanding(44 ratings)
from $1,439
per night
View deal
House Moss Town
House ∙ 13 guests ∙ 5 bedrooms

Child-friendly house with private pool, grill & yard | Beach nearby

Moss Town, Exuma, The Bahamas
from $1,022
per night
Outstanding(96 ratings)
from $1,022
per night
View deal

Vacation rentals and apartments with air conditioning

House  North Side
from $93
per night
House ∙ 9 guests ∙ 3 bedrooms

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

North Side, Cayman Islands
Air conditioning
View deal
Villa  Grace Bay
from $535
per night
Villa ∙ 10 guests ∙ 6 bedrooms

Villa with barbeque, private pool & terrace

4.9
Outstanding(44 ratings)
Grace Bay, Providenciales, Turks and Caicos Islands
Air conditioning
View deal
Villa  Central
from $1,378
per night
Villa ∙ 12 guests ∙ 6 bedrooms

Villa with garden, patio & private pool | Mountain view

4.9
Outstanding(85 ratings)
Central, St. John, U.S. Virgin Islands
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

House  Isabela
from $570
per night
House ∙ 16 guests ∙ 8 bedrooms

Children-friendly house with BBQ, patio & private pool | Perfect for remote work

Isabela, Puerto Rico
Balcony/Patio
View deal
Villa  Spanish Town
from $1,089
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
Condo  Wheeland Settlement
from $494
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with yard, private pool & patio | Nature view | Good for workation

4.7
Excellent(25 ratings)
Wheeland Settlement, Providenciales, Turks and Caicos Islands
Balcony/Patio
View deal
See all offers

Vacation homes and rentals with a yard

House  Palm Cay
from $256
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
Yard
View deal
House  Hartswell
from $915
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with barbeque, yard & terrace

4.9
Outstanding(119 ratings)
Hartswell, Exuma, The Bahamas
Yard
View deal
House  South Eleuthera
from $384
per night
House ∙ 11 guests ∙ 5 bedrooms

House with yard, patio & BBQ | Nature view

5.0
Outstanding(136 ratings)
South Eleuthera, The Bahamas
Yard
View deal
See all offers

Budget-friendly Vacation Rentals in the Caribbean

Find Fantastic yet Inexpensive Offers

House Anse-Bertrand
from $83
per night
House ∙ 4 guests ∙ 2 bedrooms

Fully equipped house with BBQ, terrace & yard | Close to the beach

Anse-Bertrand, Grande-Terre, Guadeloupe
View deal
Villa Long Bay Hills
from $1,052
per night
Villa ∙ 10 guests ∙ 5 bedrooms

Family-friendly spacious villa with private pool, terrace & grill | Perfect for remote work

4.8
Outstanding(17 ratings)
Long Bay Hills, Providenciales, Turks and Caicos Islands
View deal
House Elbow Cay
from $918
per night
House ∙ 10 guests ∙ 4 bedrooms

House with grill & terrace | Perfect for remote work

5.0
Outstanding(18 ratings)
Elbow Cay, Hope Town, The Bahamas
View deal

Top-Rated Rentals and Accommodations in the Caribbean

Book Vacation Rental Offers with the Highest User Rating

House Spanish Wells
from $398
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with patio, BBQ & garden | Nature view

5.0
Outstanding(66 ratings)
Spanish Wells, The Bahamas
View deal
Villa East End
from $536
per night
Villa ∙ 6 guests ∙ 3 bedrooms

Beautiful villa with barbecue, garden & patio

4.9
Outstanding(52 ratings)
East End, St. John, U.S. Virgin Islands
View deal
Villa Long Bay Hills
from $1,097
per night
Villa ∙ 10 guests ∙ 5 bedrooms

Fully equipped beautiful villa with private pool, BBQ & yard

5.0
Outstanding(30 ratings)
Long Bay Hills, Providenciales, Turks and Caicos Islands
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 (100,385)
  • WiFi (155,679)
  • Air conditioning (152,598)
  • Kitchen (140,121)
  • Balcony/patio (87,405)
  • TV (137,382)
  • Washing machine (99,586)
  • Grill (49,071)
  • Microwave (99,285)
  • No smoking (144,460)
  • Dishwasher (34,630)
  • Parking (5,381)

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 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.

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 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
12,089,639 reviews
Caribbean vacation rentals have an average rating of 4.3/5 on 12,089,639 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 $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.

Find more vacation rental types in the Caribbean

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