Winter sun holidays in the Caribbean

Ditch the cold this winter: jet off to the Caribbean!

When the British weather is at its very worst, where better to escape to than the Caribbean? Amidst the 7,000 islands you have to choose from, you’ll find swaying palm trees, white, soft-sand beaches and warm, turquoise waters throughout: just what you need to cure those winter blues. Of course, while all Caribbean islands offer beautiful landscapes and sunny winter weather, each has a unique charm and character. In the Bahamas, you’ll find perfect visibility for scuba diving, while in Jamaica, you can learn about the origins of Reggae. Tobago boasts amazing pink sand shores, while Antigua is home to a number of rare bird colonies.

Wherever you choose to holiday in the Caribbean, consider booking private accommodation through HomeAway. Not only do our Caribbean villas offer a supreme level of privacy and space, but greater value for money, so you can enjoy your holiday to the fullest. You could go paragliding, snorkelling or deep sea fishing: with HomeAway Holiday Rentals, you can afford to! Because we have thousands of properties with unique locations and facilities, you know you’ll find the perfect home in the destination you’ve always dreamed of. So why wait? Simply read on for a rundown of our favourite Caribbean islands.


Top destinations in the Caribbean


Puerto Rico Puerto Rico

When looking for the tropical getaway of a lifetime, consider stunning Puerto Rico. An island lying to the east of the Dominican Republic, it’s known for its friendly people, amazing landscapes and gloriously clean, white beaches. Unlike some of the other Caribbean islands, there’s a strong Spanish influence in Puerto Rico: over four centuries of Spanish colonial rule have certainly left their mark! As well as trekking through rainforests and exploring magnificent coral reefs, expect spectacular architecture, and lively, Latin-inspired nightlife come sundown. For an activity-packed winter sun break, there’s no better choice than Puerto Rico.

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Martinique Martinique

Martinique is a fantastic choice when you want some winter sun: boasting both French and Caribbean heritage, it’s an exciting destination with an elegant, unique atmosphere. Many tourists head for the south, where calm, clear waters are ideal for snorkelling, and soft, white beaches are postcard perfection, but the northern coast is no less promising. Here, black, volcanic sands are overlooked by towering peaks like Mount Pelee, located just steps from tumbling, inland waterfalls. Whether you want to see shipwrecks off the coast of Saint Pierre, or learn about Martinique’s history at Saint Louis, you’re ensured a spectacular break.

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Barbados Barbados

When nothing but blissful 28°C temperatures will do, look no further than Barbados. It may be called ‘Little Britain’ by many, but it’s pleasantly removed when it comes to climate! Indeed, there’s so much to see on this beautiful, tropical haven, you’ll be hard-pushed to fit it all in! You can spend your days on paradisiacal shores, sunbathing and enjoying water sports, or head for an inland city like Bridgetown, to shop at markets and do some sightseeing. There are plenty of exciting attractions to peruse: from the fascinating Sunbury Plantation House, to the diverse Barbados Wildlife Reserve, you’ll find no shortage of things to see or do.

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Guadeloupe Guadeloupe

Guadeloupe is often referred to as the ‘Emerald Isle’, and once you’ve seen its lush flora and fauna, you’ll certainly understand why. A magnificent island bursting with colour and beauty, it’s a fantastic destination - whatever your interests. You could stay in Basse-Terre, an area of spectacular rainforest, where you can hike through mountains, waterfalls and springs, or head for Grand-Terre, home to Guadeloupe’s best beaches.  Scuba divers will find themselves surrounded by some of the best coral reefs on earth, while water sports enthusiasts can enjoy a number of activities, including windsurfing, water-skiing, and sailing.

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St Maarten-Saint Martin St Maarten-Saint Martin

St Maarten-Saint Martin is a tiny, but spectacular island shared between the Netherlands and France. Surrounded by warm, clear waters and boasting a reputation for lively nightlife, it’s one of the premier destinations in the Caribbean, despite its small size! Indeed, while the Netherlandish area of St Maarten is just 36km square, it’s home to the largest lake in the Caribbean, Simpson Bay. Yet while its luxury yachts and pretty streets are a beautiful sight to behold, the larger French area of Saint Martin is equally lovely: with a number of secluded coves spilling out to sparkling waters, it’s the ideal spot for a relaxing winter break.

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View more properties in the Caribbean

Tropical Luxury! In Tortuga Bay/ P.C.Resort & Golf. Private Pool. Steps to Beach

Enjoy a luxurious lifestyle with direct views to Hole 2 of La Cana Golf Course, a PB Dye Design. Our Villa is located in Tortuga Bay, an oasis of private, high-end, single family homes within Punta Cana Resort and Club. Feel the ocean breezes as...

New two bedroom condo, all the amenities.

Special rates for the off season, as low as $39 per night! All transactions done through this website are in Canadian funds. Only 20 minutes from the Puerto Plata airport! Enjoy this new two bedroom condo in a recently built, professionally mana...

No Snow is a spacious, single level, beachfront house in quiet Cayman Kai.

No Snow is a spacious single level house overlooking the blue Caribbean. Protected by a reef about 200 yards from shore there is protected snorkeling right off the beach with coral and varied ocean life. Located a mile from Rum Point in Cayman ...

Luxurious 2 Bedroom Condo Directly on Punta Cana's Most Beautiful Private Beach

Consider our piece of paradise, your piece of paradise. My name is Jean, and my husband Andrew and we happily invite you to enjoy our quiet, secluded, Caribbean getaway condo nothing like the common tourist resorts and packaged experiences. As...

Villa with 2 bedroom and pool near orient bay beach

House with living room, kitchen, two bedrooms, one with dressing room, bathroom, toilet, terrace and pool. The villa is located just 5 minutes by walk from the famous beach of Orient Bay. On the beach you can enjoy our partnership with the new bik...

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