Vacation Rentals in the Caribbean - HomeToGo base64Hash Vacation Rentals in the Caribbean - HomeToGo

Vacation Rentals in the Caribbean

Find 126,273 available offers from 119 partners
Caribbean
Anytime
Guests
Caribbean
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Guests

Popular Filters to find the Perfect Home Rental in the Caribbean

Pool
House
2 Adults
Air conditioning
Internet
1 Bedroom
250 yd to water

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.

Show all 126,273 properties

Vacation rentals and apartments with air conditioning

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

Villa  Mamin
May 10 - May 17
$998 per night
Villa ∙ 13 guests ∙ 6 bedrooms

Villa in Mamin with Grill, Pool & Patio + Unobstructed Views

5.0
Outstanding (117 ratings)
Mamin, Soufriere, Saint Lucia
Air conditioning
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Apartment  Rendezvous And Ditleff
Nov 19 - Nov 26
$550 per night
Apartment ∙ 15 guests ∙ 5 bedrooms

Apartment in Rendezvous And Ditleff with Huge Pool + Sunrise View

4.9
Outstanding (73 ratings)
Rendezvous And Ditleff, Cruz Bay, U.S. Virgin Islands
Air conditioning
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Villa  Lowlands
Jun 29 - Jul 6
$122 per night
Villa ∙ 4 guests ∙ 2 bedrooms

Villa in Lowlands with Private Pool + Ocean Views

4.9
Outstanding (136 ratings)
Lowlands, Western Tobago, Trinidad and Tobago
Air conditioning
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Vacation rentals with Wi-Fi

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

House  South Eleuthera
Nov 16 - Nov 23
$315 per night
House ∙ 11 guests ∙ 5 bedrooms

Whole House in South Eleuthera with Yard, Patio & Grill

5.0
Outstanding (123 ratings)
South Eleuthera, The Bahamas
Internet
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Condo  East End
Oct 5 - Oct 12
-30%
$500
$350 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Beautiful Condo in East End with Pool, Patio & Grill

5.0
Outstanding (36 ratings)
East End, St. Thomas, U.S. Virgin Islands
Internet
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House  Green Cay
Aug 10 - Aug 17
$391 per night
House ∙ 8 guests ∙ 4 bedrooms

Charming House in Green Cay with Exterior Patio

5.0
Outstanding (49 ratings)
Green Cay, East End, U.S. Virgin Islands
Internet
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Caribbean rental with full kitchen.

Villa  Rendezvous And Ditleff
Aug 17 - Aug 24
-21%
$850
$675 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Villa in Rendezvous And Ditleff with Pool & Grill + Sunset View

5.0
Outstanding (21 ratings)
Rendezvous And Ditleff, Cruz Bay, U.S. Virgin Islands
Kitchen
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Villa  Cruz Bay
Aug 10 - Aug 17
$810 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Pleasant Villa in Cruz Bay with Large Pool + Amazing Views

4.9
Outstanding (62 ratings)
Cruz Bay, St. John, U.S. Virgin Islands
Kitchen
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Apartment  Mariendal
Apr 12 - Apr 19
$143 per night
Apartment ∙ 5 guests ∙ 2 bedrooms

Rental Apartment in Mariendal with Grill

5.0
Outstanding (50 ratings)
Mariendal, East End, U.S. Virgin Islands
Kitchen
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Best Vacation Home Deals in the Caribbean

Save up to 58%

Villa Cruz Bay
Sep 22 - Sep 29
-46%
$1,700
$915 per night
Villa ∙ 12 guests ∙ 5 bedrooms

Beautiful Villa in Cruz Bay with Impressive Pool + Amazing Views

4.9
Outstanding (69 ratings)
Cruz Bay, St. John, U.S. Virgin Islands
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House Frenchman's Bay
Jun 4 - Jun 11
-58%
$650
$275 per night
House ∙ 6 guests ∙ 3 bedrooms

Nice Vacation Home in Frenchman\'s Bay with Grill & Patio

4.8
Outstanding (7 ratings)
Frenchman's Bay, Southside, U.S. Virgin Islands
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Condo Frydendal
Sep 22 - Sep 29
-38%
$449
$277 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo in Frydendal with Yard, Pool & Patio

4.9
Outstanding (22 ratings)
Frydendal, East End, U.S. Virgin Islands
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Find a vacation rental that meets your preferences among the 126,273 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.

Recommended Vacation Rentals in the Caribbean

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

Villa Chocolate Hole
Feb 16 - Feb 23
$570 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Villa in Chocolate Hole with Air-Conditioned Garden + Great Views

5.0
Outstanding (29 ratings)
Chocolate Hole, Cruz Bay, U.S. Virgin Islands
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Villa Tabor And Harmony
Aug 24 - Aug 31
$795 per night
Villa ∙ 12 guests ∙ 6 bedrooms

Villa in Tabor And Harmony with Large Pool + Incredible Views

5.0
Outstanding (47 ratings)
Tabor And Harmony, East End, U.S. Virgin Islands
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Villa Punta Balandra
Jul 20 - Jul 27
$250 per night
Villa ∙ 10 guests ∙ 4 bedrooms

Villa in Punta Balandra with Upper Terrace + Breath-Taking Views

4.9
Outstanding (34 ratings)
Punta Balandra, Samaná Province, Dominican Republic
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House Moss Town
Oct 8 - Oct 15
$800 per night
House ∙ 10 guests ∙ 5 bedrooms

House in Moss Town with Double Garage + Ocean View

5.0
Outstanding (168 ratings)
Moss Town, Exuma, The Bahamas
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House Old Road
Oct 12 - Oct 19
$214 per night
House ∙ 7 guests ∙ 3 bedrooms

House in Old Road with Tropical Garden

4.7
Excellent (68 ratings)
Old Road, Saint Mary, Antigua and Barbuda
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Condo Frydendal
Oct 5 - Oct 12
-24%
$500
$380 per night
Condo ∙ 9 guests ∙ 4 bedrooms

Condo in Frydendal with Pool, Yard & Patio

4.9
Outstanding (10 ratings)
Frydendal, East End, U.S. Virgin Islands
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House Santurce
Sep 7 - Sep 14
$710 per night
House ∙ 14 guests ∙ 6 bedrooms

Beautiful House in Santurce with Large Terrace + Beach Nearby

4.7
Excellent (134 ratings)
Santurce, San Juan, Puerto Rico
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Villa Cruz Bay
Aug 10 - Aug 17
$2,000 per night
Villa ∙ 10 guests ∙ 5 bedrooms

Beautiful Villa in Cruz Bay with Separate Barbecue

5.0
Outstanding (40 ratings)
Cruz Bay, St. John, U.S. Virgin Islands
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House Carolina
Aug 10 - Aug 17
$540 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Carolina with Large Pool + Island Views

5.0
Outstanding (10 ratings)
Carolina, Calabash Boom, U.S. Virgin Islands
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Budget-friendly Vacation Rentals in the Caribbean

Find Fantastic yet Inexpensive Offers

House Chocolate Hole
Nov 30 - Dec 7
-18%
$565
$465 per night
House ∙ 9 guests ∙ 4 bedrooms

Vacation Home in Chocolate Hole with Beautiful Pool

5.0
Outstanding (21 ratings)
Chocolate Hole, Cruz Bay, U.S. Virgin Islands
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House Rum Point
Sep 14 - Sep 21
$808 per night
House ∙ 14 guests ∙ 6 bedrooms

House in Rum Point with Private Pool + Ocean Views

4.9
Outstanding (76 ratings)
Rum Point, North Side, Cayman Islands
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Villa Gros Islet
Aug 3 - Aug 10
-39%
$825
$500 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Villa in Gros Islet with Tropical Garden + 180-Degree Views

5.0
Outstanding (154 ratings)
Gros Islet, Saint Lucia
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Top-Rated Rentals and Accommodations in the Caribbean

Book Vacation Rental Offers with the Highest User Rating

Villa Moss Town
Sep 22 - Sep 29
-33%
$1,200
$800 per night
Villa ∙ 12 guests ∙ 6 bedrooms

Villa in Moss Town with Ocean Pool + Next to Beach

4.8
Outstanding (104 ratings)
Moss Town, Exuma, The Bahamas
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Villa Union And Mount Washington
Jul 27 - Aug 3
$546 per night
Villa ∙ 6 guests ∙ 3 bedrooms

Villa in Union And Mount Washington with Expansive Garden + Amazing Views

5.0
Outstanding (74 ratings)
Union And Mount Washington, East End, U.S. Virgin Islands
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House Rodney Bay
Feb 1 - Feb 8
$239 per night
House ∙ 7 guests ∙ 3 bedrooms

Vacation Home in Rodney Bay with Private Patio + Delightful Views

5.0
Outstanding (44 ratings)
Rodney Bay, Gros Islet, Saint Lucia
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Popular Rental Amenities in the Caribbean

  • Pool (79,743)
  • WiFi (115,766)
  • Air conditioning (112,362)
  • Kitchen (100,045)
  • Balcony/patio (77,665)
  • TV (106,187)
  • Washing machine (72,235)
  • Grill (45,606)
  • Microwave (76,932)
  • No smoking (114,157)
  • Dishwasher (31,537)
  • Parking (5,185)

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," "Crib," and "Wheelchair accessible."

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 nightly price average for the upcoming months of the year. in the Caribbean, prices can go up to $462 (3/22 – 3/29). The week with the lowest average prices is in June (6/15 – 6/22).

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 May (5/10 – 5/17). Only 10% of the rentals are still available. On the contrary, you will find the highest number of available rentals in a week of July (7/13 – 7/20).

7-Day Weather Forecast in the Caribbean

Mon, 27 May
89°
80°

15%

2 h

10 mi/h

Tue, 28 May
84°
77°

15%

0 h

6 mi/h

Wed, 29 May
86°
77°

15%

1 h

4 mi/h

Thu, 30 May
87°
82°

10%

1 h

4 mi/h

Fri, 31 May
87°
84°

10%

1 h

7 mi/h

Sat, 1 Jun
75°
73°

15%

0 h

3 mi/h

Sun, 2 Jun
71°
69°

15%

0 h

8 mi/h

Accommodations for your vacation in the Caribbean

In Caribbean, one-third of the property types are apartment rental, which represent 30.6% of its properties. Interestingly, type of accommodation in particular, this specific type of property is $216 a night, with an average area of 96 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 $1,553 a night on average and have an average size of 350 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 126,273 rentals
💳 Possible discounts up to 49%
🌙 Nightly prices starting at $46
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly homes 10,394 homes
🏊 Vacation rentals with pools 79,904 homes
565 reviews
Caribbean vacation rentals have an average rating of 4/5 on 565 reviews left by travelers.

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 $46. If you’re interested in a apartment rental, the average price is $216 per night. A villa Caribbean will cost $1,553 per night on average.

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

Currently there are 126,273 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 79,904 vacation rentals available to book in the Caribbean.

Are dogs allowed in vacation homes in the Caribbean?

Yes, there are 10,394 rentals in the Caribbean that allow dogs and the average price is $496 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.

Find the perfect Caribbean home to match your style

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