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Caribbean Island Holidays

Caribbean
Anytime
Guests
Caribbean
Anytime
Guests

Popular Filters to discover the perfect holiday home in the Caribbean

House
2 Adults
Pets allowed
Hot tub
Pool
Cottage
Cabin

Caribbean Island Holidays

The Caribbean islands are famous for the hot climate, making them the perfect destination for holidays. Each island has its own cultural and historical features giving its visitors plenty to explore. The Carribean islands boast incredible natural scenery, and stunning beaches, so get ready for major Caribbean islands holidays.

Island Holidays in the Caribbean: Top Holiday Lettings

House Peterborg
6 Oct - 13 Oct
£260 per night
House ∙ 4 guests ∙ 2 bedrooms

Holiday Home in Peterborg with Barbecue, Terrace & Garden

5.0
Outstanding (123 ratings)
Peterborg, Northside, U.S. Virgin Islands
Details
Vrbo
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Condo Simpson Bay
24 Aug - 31 Aug
-41%
£124
£74 per night
Condo ∙ 4 guests ∙ 1 bedroom

Charming Flat in Simpson Bay with Barbecue, Pool, Hot Tub

Simpson Bay, Sint Maarten
Free cancellation
Details
HomeToGo
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House Le Vauclin
29 Jun - 6 Jul
-8%
£80
£74 per night
House ∙ 2 guests ∙ 1 bedroom

Beautiful Holiday Home in Le Vauclin with Terrace, Barbecue & Pool

Le Vauclin, Martinique
Details
HomeToGo
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The 5 Most Beautiful Islands in the Caribbean

The 5 Most Beautiful Islands in the Caribbean

The Caribbean has more than 700 islands, all great for holidays. However, it can be hard to pick out a precise island to visit because each island has plenty to offer. Here is a list of the most beautiful Caribbean islands perfect for a holiday.

  1. Barbados

    If you like your Caribbean islands holidays with plenty of adventure and peace, Barbados is perfect for you. The island features vast swathes of Natural Park impeccable for exploration. Barbados has a fantastic climate and breath-taking beaches. The island also boasts unique geological features like Harrison Cave, where you can find incredible stalagmites and stalactites. Crystal clear waters of the ocean run through the cave systems into beautiful waterfalls and pools.

  2. The Dominican Republic

    The island offers a beautiful landscape with colourful contrast between its natural features. From white and golden sandy beaches to turquoise waters and green vegetation, the Dominican Republic has plenty to offer. Beach lovers find a home in the Dominican Republic because it is surrounded by an extensive coastal line with clear waters. Vacationers enjoy diving, snorkelling, and scuba diving.

  3. Aruba

    Aruba is an exceptional vacation spot, famous for its warm weather and sunny skies. The beautiful island hosts sandy beaches perfect for sun-seekers. The island is also renowned for wind-sculpted desert landscapes and a national park. Vacationers enjoy windsurfing and kite surfing in the windward east coast, while Mamlok and Arashi beaches are great for swimming. Outdoor enthusiasts can explore Arikok National Park, which is highly decorated with caves and rock formations.

  4. Puerto Rico

    This island is famous for its ideal weather and stunning beaches. Vacationers enjoy sailing, surfing, and snorkelling on these scenic beaches. Puerto Rico also home to the El Yunque National Forest, which is full of incredible waterfalls and unique wildlife. The streets of the island are paved with blue cobblestones, making it easier to navigate by any means of transport.

  5. Jamaica

    This heavenly tropical island boasts a perfect climate year-round. Jamaica is home to many impressive beaches with silky white sand beaches, as well as the Dunn's River Falls, where visitors can enjoy hiking the trail alongside it. On the eastern edge, the majestic Blue and the John Crow Mountains await you. These scenic masterpieces are perfect for hiking and camping. Thrill-seekers enjoy zip line excursions across the canopies of Jamaica. At Montego Bay, visitors can catch sight of swimming horses on the Caribbean island.

Best Places to Stay for Island Holidays in the Caribbean

Cottage Central Eleuthera
31 Aug - 7 Sept
-29%
£187
£133 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Beachfront Cottage in Central Eleuthera with Barbecue + Ocean View

5.0
Outstanding (26 ratings)
Central Eleuthera, The Bahamas
Details
HomeToGo
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House North Side
7 Sept - 14 Sept
-80%
£1,205
£246 per night
House ∙ 9 guests ∙ 3 bedrooms

Nice Holiday Home in North Side with Barbecue, Garden & Pool

North Side, Cayman Islands
Free cancellation
Details
HomeToGo
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Condo Pelican Key
24 Aug - 31 Aug
-35%
£114
£74 per night
Condo ∙ 4 guests ∙ 1 bedroom

Flat in Pelican Key with Hot Tub, Pool & Barbecue

Pelican Key, Cole Bay, Sint Maarten
Free cancellation
Details
HomeToGo
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Information about Caribbean Island Holidays

📏 Average size of a holiday home 97 m²
💳 Highest rates in June
🛏️ Popular accommodation types Apartment rental and Villa
🌡️ Warmest weather June and July
🥶 Coldest weather 19 °C in January and February
🌧️ Rainiest months November and December

Frequently Asked Questions

Caribbean Island Holidays: what's the average price for the holiday rental?

Brilliant holiday rentals within the average price range of £192 - £356, with discounts up to 25% are currently available!

Where I can find holiday homes for Caribbean Island Holidays that's suitable for a family or large group?

When plannin a trip for a big family it's useful to know that average Apartment rental in the Caribbean can accommodate 4 people and costs around £170 per night.

What types of holiday lettings are available for Caribbean Island Holidays?

Check out our selection of Apartment rental and Villa to find the perfect holiday home for Caribbean Island Holidays.

Travel tips, inspiration and ideas for holidays in the Caribbean

Find holiday inspiration for your next trip

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