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Vacation Rentals in the Caribbean

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Caribbean
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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
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House
Resort
Rating
4.5+
4+
3.5+

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.

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Best Vacation Home Deals in the Caribbean

Save up to 61%

House North Eleuthera
Apr 26 - May 3
-51%
$291
$143 per night
House ∙ 4 guests ∙ 2 bedrooms
House in North Eleuthera with Grill
4.8
Outstanding (48 ratings)
North Eleuthera, Eleuthera, The Bahamas
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Villa Leeward Settlement
Sep 1 - Sep 8
-61%
$2,080
$814 per night
Villa ∙ 13 guests ∙ 5 bedrooms
Nice Villa in Leeward Settlement with Private Pool
5.0
Outstanding (39 ratings)
Leeward Settlement, Providenciales, Turks and Caicos Islands
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House Beacon Hill
Oct 8 - Oct 15
-22%
$129
$100 per night
House ∙ 4 guests ∙ 2 bedrooms
Vacation Home in Beacon Hill with Grill & Yard
4.2
Very good (27 ratings)
Beacon Hill, Simpson Bay, Sint Maarten
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Find a vacation rental that meets your preferences among the 110,435 fantastic options from several vacation rental websites in Caribbean. HomeToGo immediately features the best offers by comparing all of the available vacation rentals in Caribbean from its various partners.

Top-Rated Rentals and Accommodations in the Caribbean

Book Vacation Rental Offers with the Highest User Rating

House Forbes Hill
Feb 17 - Feb 24
$1,994 per night
House ∙ 20 guests ∙ 8 bedrooms
Vacation Home in Forbes Hill with Yard, Hot Tub & Grill + Incredible View
4.9
Outstanding (100 ratings)
Forbes Hill, Exuma, The Bahamas
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House Sugar Loaf Settlement
Dec 4 - Dec 11
$150 per night
House ∙ 14 guests ∙ 7 bedrooms
Vacation Home in Sugar Loaf Settlement with Yard, Grill & Pool
5.0
Outstanding (32 ratings)
Sugar Loaf Settlement, San Salvador, The Bahamas
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Apartment Villas Del Mar
Feb 10 - Feb 17
$45 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Rental Apartment in Villas Del Mar with Communal Pool + Next to Beach
5.0
Outstanding (2 ratings)
Villas Del Mar, Juan Dolio, Dominican Republic
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Recommended Vacation Rentals in the Caribbean

Find your perfect vacation rental in the Caribbean: from $27 per night

Apartment Villas Del Mar
Oct 1 - Oct 8
$102 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Rental Apartment in Villas Del Mar with Private Parking + Ocean View
4.6
Excellent (47 ratings)
Villas Del Mar, Juan Dolio, Dominican Republic
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Apartment Union Vale
Jun 22 - Jun 29
-20%
$119
$95 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Apartment in Union Vale with Grill & Pool
4.6
Excellent (7 ratings)
Union Vale, Port Elizabeth, Saint Vincent and the Grenadines
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Condo Maho
Nov 4 - Nov 11
-25%
$170
$127 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Wonderful Condo in Maho with Pool & Yard + Close to Beach
4.8
Outstanding (73 ratings)
Maho, Lowlands, Sint Maarten
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House North Palmetto Point
Oct 8 - Oct 15
-24%
$620
$468 per night
House ∙ 16 guests ∙ 6 bedrooms
Pleasant House in North Palmetto Point with Large Pool, Queen Sofabed + Panoramic Views + Close to Beach
4.7
Excellent (77 ratings)
North Palmetto Point, Central Eleuthera, The Bahamas
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House Sainte-Luce
Jun 22 - Jun 29
$94 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Sainte-Luce
Sainte-Luce, Arrondissement of Le Marin, Martinique
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Cottage Exuma
Jul 13 - Jul 20
$131 per night
Cottage ∙ 4 guests ∙ 1 bedroom
Wonderful Cottage in Exuma
4.7
Excellent (30 ratings)
Exuma, The Bahamas
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Apartment Centro Del Pueblo Bayahíbe
Sep 21 - Sep 28
$59 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Apartment in Centro Del Pueblo Bayahíbe with Communal Pool
Centro Del Pueblo Bayahíbe, Bayahibe, Dominican Republic
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House Playa Dorada Beach & Golf Club
Feb 17 - Feb 24
$65 per night
House ∙ 2 guests ∙ 1 bedroom
House in Playa Dorada Beach & Golf Club with Pool + Actual View
4.1
Very good (9 ratings)
Playa Dorada Beach & Golf Club, Puerto Plata, Dominican Republic
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Apartment Sainte-Anne
Jul 20 - Jul 27
-19%
$53
$43 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Rental Apartment in Sainte-Anne with Yard & Grill
4.9
Outstanding (78 ratings)
Sainte-Anne, Grande-Terre, Guadeloupe
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Budget-friendly Vacation Rentals in the Caribbean

Find Fantastic yet Inexpensive Offers

Apartment Dominicanos Ausentes
Mar 30 - Apr 6
-17%
$54
$45 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Apartment in Dominicanos Ausentes with Safe Parking
5.0
Outstanding (9 ratings)
Dominicanos Ausentes, Santo Domingo, Dominican Republic
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Condo Cabarete
Sep 21 - Sep 28
-40%
$126
$76 per night
Condo ∙ 10 guests ∙ 3 bedrooms
Condo in Cabarete with Yard & Pool + Ocean View
4.7
Excellent (3 ratings)
Cabarete, Puerto Plata Province, Dominican Republic
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House Sainte-Anne
Jul 14 - Jul 21
$137 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Sainte-Anne with Pool, Yard & Patio + Garden View
4.9
Outstanding (169 ratings)
Sainte-Anne, Grande-Terre, Guadeloupe
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Caribbean accommodation with high-speed internet.

Condo  Windsor Park
Jul 6 - Jul 13
$136 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Windsor Park with Pool & Grill + Beautiful Views
5.0
Outstanding (49 ratings)
Windsor Park, Freeport, The Bahamas
Internet
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Condo  Pelican Key
Aug 24 - Aug 31
-44%
$137
$77 per night
Condo ∙ 4 guests ∙ 1 bedroom
Condo in Pelican Key with Jacuzzi, Pool & Grill
Pelican Key, Cole Bay, Sint Maarten
Free cancellation
Internet
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Cottage  Crossing Rocks
Nov 18 - Nov 25
$123 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Cottage in Crossing Rocks with Yard
5.0
Outstanding (3 ratings)
Crossing Rocks, South Abaco, The Bahamas
Internet
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Caribbean and book a vacation rental with air conditioning.

Condo  Frydendal
Sep 30 - Oct 7
-51%
$204
$101 per night
Condo ∙ 2 guests ∙ 1 bedroom
Condo in Frydendal with Pool
4.9
Outstanding (9 ratings)
Frydendal, East End, U.S. Virgin Islands
Air conditioning
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House  Michelson
Sep 14 - Sep 21
-44%
$585
$325 per night
House ∙ 10 guests ∙ 4 bedrooms
Beautiful Vacation Home in Michelson with Yard & Grill + Amazing Views
4.8
Outstanding (199 ratings)
Michelson, Exuma, The Bahamas
Air conditioning
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Apartment  Simpson Bay
Jul 14 - Jul 21
-50%
$191
$95 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Wonderful Rental Apartment in Simpson Bay with Tropical Garden + Beach Nearby
4.8
Outstanding (30 ratings)
Simpson Bay, Sint Maarten
Air conditioning
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Apartments With Balconies or Patios

Looking for a home with a balcony? Check out these vacation homes in the Caribbean with their own private patios and balconies.

Cottage  Sainte-Rose
Oct 2 - Oct 9
-16%
$32
$27 per night
Cottage ∙ 2 guests ∙ 1 bedroom
Cottage in Sainte-Rose with Yard & Grill
4.9
Outstanding (37 ratings)
Sainte-Rose, Basse-Terre, Guadeloupe
Balcony/Patio
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Villa  George Town
Oct 6 - Oct 13
-31%
$585
$404 per night
Villa ∙ 6 guests ∙ 3 bedrooms
Wonderful Villa in George Town with Grill & Pool
4.8
Outstanding (38 ratings)
George Town, Exuma, The Bahamas
Balcony/Patio
Details
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House  Sainte-Anne
Sep 30 - Oct 7
-31%
$75
$52 per night
House ∙ 4 guests ∙ 1 bedroom
Vacation Home in Sainte-Anne with Grill
4.9
Outstanding (43 ratings)
Sainte-Anne, Grande-Terre, Guadeloupe
Balcony/Patio
Details
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Popular Rental Amenities in the Caribbean

  • Pool (73,323)
  • WiFi (106,079)
  • Air conditioning (98,768)
  • Kitchen (86,540)
  • Balcony/patio (57,315)
  • TV (95,612)
  • Washing machine (61,858)
  • Grill (42,854)
  • Microwave (71,033)
  • No smoking (63,843)
  • Dishwasher (28,693)
  • Parking (5,065)

Above, you can find the most frequently used filters in Caribbean and the number of properties that provide them. Caribbean is the right place to look for an accommodation if you're dreaming of days spent poolside or you can't imagine a vacation without internet, as the most frequently offered features are "Pool" and "Internet." Three amenities that are not typical are "Detached," "Fireplace," and "Crib."

Price and Availability Index in Caribbean

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Vacation Rental Price Information in the Caribbean

The price graph will give you the nightly price average for the upcoming months of the year. in the Caribbean, prices can go up to $379 (5/25 - 6/1). The week with the lowest average prices is in October (10/28 - 11/4).

Rental availability information in the Caribbean

The graph shows the weekly availability rate in the Caribbeanfor the next twelve months. The week with the highest booking rate is in August (8/31 - 9/7). Only 16% of the rentals are still available. On the contrary, you will find the highest number of available rentals in a week of September (9/30 - 10/7).

7-Day Weather Forecast in the Caribbean

Wed, 27 Sep
87°
80°

10%

9 h

8 mi/h

Thu, 28 Sep
87°
80°

10%

7 h

9 mi/h

Fri, 29 Sep
87°
80°

15%

5 h

13 mi/h

Sat, 30 Sep
91°
77°

15%

2 h

6 mi/h

Sun, 1 Oct
87°
78°

15%

5 h

8 mi/h

Mon, 2 Oct
87°
77°

10%

3 h

7 mi/h

Tue, 3 Oct
87°
78°

15%

5 h

8 mi/h

Accommodations for your vacation in the Caribbean

In Caribbean, more than a quarter of the property types are apartment rental, which represent 29.18% of its properties. Interestingly, type of accommodation in particular, this specific type of property is $216 a night, with an average area of 94 m². Furthermore, if you are going in a group of 4, apartment rental are the ideal accommodation type in Caribbean, as they usually accommodate this exact group size. If you are interested in another accommodation type, you could consider villa, which are the second most typical accommodation type in Caribbean. These properties cost $1,547 a night on average and have an average size of 340 m².
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 110,435 homes
💳 Possible discounts up to 68%
🌙 Nightly prices starting at $27
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly homes 7,762 homes
🏊 Vacation rentals with pools 72,551 homes

Frequently Asked Questions

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

The nightly price of accommodations in the Caribbean starts at $27. If you’re interested in a apartment rental, the average price is $216 per night. A villa Caribbean will cost $1,547 per night on average.

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

Currently there are 110,435 vacation rentals to choose from for your next trip.

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

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

How many vacation homes with pools are there in the Caribbean?

Choose from 72,551 vacation rentals available to book in the Caribbean.

Are dogs allowed in vacation homes in the Caribbean?

Yes, there are 7,762 rentals in the Caribbean that allow dogs and the average price is $454 per night.

What are the best months to travel to Caribbean?

When choosing a vacation home in the Caribbean, keep in mind that rainy season is typically in November or December, with June often being the driest.

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