Caribbean Vacation Rentals - HomeToGo base64Hash Caribbean Vacation Rentals - HomeToGo

Caribbean Vacation Rentals

Find 123,562 available offers from 80 partners
Caribbean
Anytime
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Caribbean
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Choose the perfect vacation rental

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

Enjoy Calypso Life With Your Very Own Caribbean Vacation Home

The Caribbean islands have something to offer everyone: luxurious destinations, adventurous activities, beautiful beaches, and incredible nature. Accommodations include short-term and monthly rentals, ranging from small apartments and self-contained units to stunning villa rentals with sea views.

Show all 123,562 properties

Vacation rentals and apartments with air conditioning

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

Apartment  Frydendal
Aug 17 - Aug 24
-5%
$249
$237 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Lovely Rental Apartment in Frydendal with Pool

5.0
Outstanding (3 ratings)
Frydendal, East End, U.S. Virgin Islands
Air conditioning
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House  North Eleuthera
Aug 10 - Aug 17
-30%
$356
$251 per night
House ∙ 4 guests ∙ 2 bedrooms

Wonderful Vacation Home in North Eleuthera with Second Patio

4.7
Excellent (39 ratings)
North Eleuthera, The Bahamas
Air conditioning
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Apartment  Calliste
May 25 - Jun 1
$137 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Lovely Rental Apartment in Calliste

5.0
Outstanding (1 rating)
Calliste, Saint George, Grenada
Air conditioning
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Vacation rentals with Wi-Fi

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

Condo  Frydendal
Aug 24 - Aug 31
-5%
$244
$232 per night
Condo ∙ 2 guests ∙ 1 bedroom

Condo in Frydendal with Pool

5.0
Outstanding (18 ratings)
Frydendal, East End, U.S. Virgin Islands
Internet
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Villa  Stella Maris
May 18 - May 25
-4%
$794
$759 per night
Villa ∙ 8 guests ∙ 3 bedrooms

Villa in Stella Maris with Huge Pool + Ocean View

4.7
Excellent (22 ratings)
Stella Maris, Long Island, The Bahamas
Internet
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House  North Eleuthera
May 25 - Jun 1
$367 per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in North Eleuthera with Grill + Ocean Views

5.0
Outstanding (13 ratings)
North Eleuthera, The Bahamas
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.

Apartment  Mariendal
Oct 13 - Oct 20
-4%
$247
$238 per night
Apartment ∙ 5 guests ∙ 2 bedrooms

Rental Apartment in Mariendal with Grill

5.0
Outstanding (39 ratings)
Mariendal, East End, U.S. Virgin Islands
Kitchen
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Condo  Bell Channel Bay
Nov 2 - Nov 9
-17%
$140
$116 per night
Condo ∙ 2 guests ∙ 1 bedroom

Condo in Bell Channel Bay with Yard, Grill & Pool

4.9
Outstanding (31 ratings)
Bell Channel Bay, Freeport, The Bahamas
Kitchen
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House  Freshwater Pond
Jul 27 - Aug 3
-4%
$353
$340 per night
House ∙ 4 guests ∙ 2 bedrooms

House in Freshwater Pond with Patio + Ocean Views

4.3
Very good (51 ratings)
Freshwater Pond, Tortola, British Virgin Islands
Kitchen
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Best Vacation Home Deals in Caribbean

Save up to 8%

Apartment West End
Aug 24 - Aug 31
-4%
$212
$204 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment in West End with Grill & Patio

4.7
Excellent (13 ratings)
West End, Sister Islands, Cayman Islands
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House Nassau
Nov 23 - Nov 30
-8%
$622
$572 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Nassau with Yard, Grill & Patio

3.7
Good (6 ratings)
Nassau, New Providence, The Bahamas
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Apartment Peterborg
Apr 6 - Apr 13
-4%
$279
$269 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Charming Apartment in Peterborg with Patio

4.9
Outstanding (50 ratings)
Peterborg, Northside, U.S. Virgin Islands
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123,562 fantastic vacation homes from 81 providers can be booked in Caribbean, with prices beginning at $60 per night. By directly analyzing these vacation homes, HomeToGo highlights the most economical offers and the most popular properties in Caribbean.

Recommended Vacation Rentals in Caribbean

Find your perfect vacation rental in Caribbean: from $60 per night

Apartment New Castle
Apr 20 - Apr 27
$175 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment in New Castle with Grill, Patio & Pool

New Castle, Saint James Windward Parish, Saint Kitts and Nevis
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House James Pt
Aug 17 - Aug 24
$176 per night
House ∙ 2 guests ∙ 1 bedroom

Vacation Home in James Pt with Patio, Yard & Grill

5.0
Outstanding (37 ratings)
James Pt, North Eleuthera, The Bahamas
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Condo Frederiksted Southeast
Aug 17 - Aug 24
-8%
$305
$280 per night
Condo ∙ 4 guests ∙ 1 bedroom

Lovely Condo in Frederiksted Southeast with Yard, Pool & Patio

5.0
Outstanding (25 ratings)
Frederiksted Southeast, Frederiksted, U.S. Virgin Islands
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Cottage Exuma
Jun 20 - Jun 27
-22%
$271
$212 per night
Cottage ∙ 4 guests ∙ 1 bedroom

Wonderful Cottage in Exuma with Patio

4.8
Outstanding (32 ratings)
Exuma, The Bahamas
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House Dickenson Bay
Aug 17 - Aug 24
-4%
$355
$341 per night
House ∙ 5 guests ∙ 2 bedrooms

House in Dickenson Bay with Pool & Yard + Panoramic Views

4.8
Outstanding (49 ratings)
Dickenson Bay, Saint John, Antigua and Barbuda
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Condo Windsor Park
Aug 10 - Aug 17
-7%
$273
$255 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Windsor Park with Pool, Patio & Grill + Beautiful Views

5.0
Outstanding (59 ratings)
Windsor Park, Freeport, The Bahamas
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House Central Eleuthera
Aug 24 - Aug 31
-24%
$1,298
$981 per night
House ∙ 11 guests ∙ 5 bedrooms

House in Central Eleuthera with Grill & Patio

4.8
Outstanding (57 ratings)
Central Eleuthera, The Bahamas
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Villa Stella Maris
Feb 15 - Feb 22
-4%
$276
$266 per night
Villa ∙ 4 guests ∙ 2 bedrooms

Villa in Stella Maris with Pool & Yard

4.8
Outstanding (68 ratings)
Stella Maris, Long Island, The Bahamas
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House Blackwood Village
May 25 - Jun 1
$808 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Blackwood Village with Grill, Patio & Yard

5.0
Outstanding (11 ratings)
Blackwood Village, North Abaco, The Bahamas
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Budget-friendly Rentals in Caribbean

Find Fantastic yet Inexpensive Rentals

Villa Falmouth
Apr 6 - Apr 13
$661 per night
Villa ∙ 6 guests ∙ 1 bedroom

Pleasant Villa in Falmouth with Grill & Pool

Falmouth, Saint Paul, Antigua and Barbuda
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Cottage Crossing Rocks
Apr 20 - Apr 27
-4%
$224
$216 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage in Crossing Rocks with Patio & Yard

5.0
Outstanding (7 ratings)
Crossing Rocks, South Abaco, The Bahamas
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Villa Fish Bay
Aug 24 - Aug 31
$528 per night
Villa ∙ 8 guests ∙ 5 bedrooms

Villa in Fish Bay with Patio, Yard & Pool

5.0
Outstanding (2 ratings)
Fish Bay, Cruz Bay, U.S. Virgin Islands
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Top-Rated Offers and Accommodations in Caribbean

Book Vacation Rentals with the Highest User Rating

Cottage Saint George Basseterre Parish
Aug 17 - Aug 24
$370 per night
Cottage ∙ 3 guests ∙ 1 bedroom

Cottage in Saint George Basseterre Parish with Patio & Pool + Fantastic Views

4.9
Outstanding (111 ratings)
Saint George Basseterre Parish, Saint Kitts and Nevis
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Apartment Coral Bay
Oct 13 - Oct 20
-32%
$320
$218 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment in Coral Bay with Grill & Patio + Magnificent Views

5.0
Outstanding (109 ratings)
Coral Bay, St. John, U.S. Virgin Islands
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House Sugar Loaf Settlement
Nov 23 - Nov 30
$490 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Sugar Loaf Settlement with Patio & Grill

5.0
Outstanding (5 ratings)
Sugar Loaf Settlement, San Salvador, The Bahamas
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Popular Rental Amenities in Caribbean

  • Pool (79,402)
  • WiFi (114,182)
  • Air conditioning (110,656)
  • Pet-friendly (9,663)
  • Balcony/patio (77,206)
  • Kitchen (96,655)
  • TV (104,294)
  • Grill (45,481)
  • Washing machine (70,359)
  • Parking (5,053)
  • Yard (69,451)
  • Dishwasher (31,364)

Finding a vacation rental with a pool shouldn't be too hard in Caribbean. Many of the vacation rentals provide one. Additionally, more Apartment rental have pools than any other property type. They are a great choice if you go in a group of 5, as that is the number of people they can usually accommodate. If you would ideally like to be close to the water, more than half of the vacation homes offering a pool are located within 2 kilometres of the waterfront.

Price and Availability Index in Caribbean

Click on any bar to see price and availability information

Vacation Rental Price Information in Caribbean

The graph shows average prices of rentals in Caribbean for the next twelve months. The most expensive dates to travel to Caribbean are in January (1/25 – 2/1). Caribbean is cheaper in a week of March (3/9 – 3/16), where prices are on average $324 a night.

Rental availability information in Caribbean

Check how busy Caribbean is with our availability graph. In a week of January (1/25 – 2/1), 69% of the vacation rentals are booked. May (5/18 – 5/25) has got the highest percentage of available vacation rentals.

7-Day Weather Forecast in Caribbean

Sun., 25 Feb.
32°
27°

10%

6 h

19 km/h

Mon., 26 Feb.
31°
25°

10%

5 h

19 km/h

Tue., 27 Feb.
31°
26°

10%

5 h

21 km/h

Wed., 28 Feb.
32°
26°

10%

5 h

15 km/h

Thu., 29 Feb.
32°
27°

10%

5 h

17 km/h

Fri., 1 Mar.
31°
27°

10%

3 h

17 km/h

Sat., 2 Mar.
30°
29°

10%

6 h

14 km/h

What are the best nightlife spots in Caribbean?

Enjoy the Caribbean’s Lively Nightlife

Caribbean culture is famous for its upbeat music and lively parties. Throughout the islands – particularly Puerto Rico, the Dominican Republic, Aruba, and Curacao – you'll find plenty of opportunities to party. In the Dominican Republic, head to Santo Domingo's many bars and nightclubs to catch live music performances or east to the beachside town of Punta Cana. Head to the Dutch islands of Aruba and Curacao for sandy beach bars, nightclubs, and swim-up bars.

Where are the unique attractions in Caribbean?

Outdoor Activities and Adventure in the Caribbean

The Caribbean offers a wealth of outdoor activities. As the islands are legendary for their white sand and bright turquoise water, no visit would be complete without heading to the beach. Go island hopping tour by boat to explore the smaller, more remote beaches. You'll find some of the world's best snorkelling and scuba diving in the Caribbean, especially around the islands of Grenada, Saba, and St. Maarten. Discover spectacular coral reefs, sea turtles, sharks, and other underwater creatures. On land, the Caribbean also offers some great hiking, such as the El Yunque National Forest in Puerto Rico, with lush rainforest and waterfalls.

What are the best events and festivals in Caribbean?

Take Part in the Caribbean’s Famous Carnival Festivals

Every year, each Caribbean island lights up with its own Carnival festival. Although the festivals are mostly held around Ash Wednesday, their dates tend to vary year-to-year and between islands. Festivities typically involve bright and colourful parades, dancing, music, and lots of food and drink. The Carnival celebrations in Trinidad and Tobago are particularly well known, and along with traditional parades, they feature stick-fighting and limbo competitions.

Information about vacation rentals in Caribbean

🏡 Vacation rentals available 123,562 rentals
💳 Possible discounts up to 40%
🌙 Nightly prices starting at $60
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly homes 9,388 homes
🏊 Vacation rentals with pools 79,296 homes
49 reviews
Caribbean vacation rentals have an average rating of 3.9/5 on 49 reviews left by travelers.

Frequently Asked Questions

What is the typical availability of vacation rentals in Caribbean?

At the moment, there are 123,562 vacation homes from 81 different providers in Caribbean.

What are the most popular vacation home amenities in Caribbean?

When looking to book a vacation home in Caribbean, the most requested amenities include Pool, Internet, and Air conditioning.

Are there pet-friendly vacation rentals in Caribbean?

If you're travelling with a dog, over 8% of vacation rentals in Caribbean are pet-friendly.

What's the best month to book a vacation rental in Caribbean?

The warmest time of year in Caribbean is June and July, with the nightly price of a vacation home starting at $60.

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