Villas in Caribbean and Estates by Holiday Lettings

Why Caribbean?

Turquoise ocean, sun-bleached sand, peach-gold sunsets and the most easy-going people on the planet… the Caribbean is every inch the perfect tropical paradise. Saint Lucia, Antigua, Dominica, Barbuda, Hispaniola and over 700 more islands are waiting to steal your heart.

Beachside Bliss

Awarding the title of ‘best beach in the Caribbean’ is like deciding which diamond in the Crown Jewels sparkles the most. It’s a nigh-on impossible, yet dazzling experience. Grand Cayman’s seven-mile paradise is a good place to start, with water as clear as glass, and the luxurious capital of George Town a stone’s throw away. Other Caribbean beach havens include Jamaica’s Montego Bay and virtually anywhere on Saint Martin island.

Secret Treasures

But the Caribbean isn’t all beaches and blue topaz seas. If you can drag yourself away from the sand on Puerto Rico, you’ll discover the tropical rainforest of El Yunque National Forest. Explorers who venture inland on most islands will be rewarded with secluded waterfalls, like Dunn’s River Falls in Ocho Rios, Jamaica.

Sub-Marine Spectacular

Snorkelling in the azure seas of the Caribbean is incredible, not least because of the vivid colours on display. Shoals of shimmering fish dart between coral reefs beneath the waves and when you come up for air, forests and palm trees cover the coasts. It’s like someone has turned up the colour saturation on your television. Head to Antigua’s Stingray City, a marine life petting zoo, for a hands-on experience you’ll never forget.

From the blog

From the blog

For Caribbean island inspiration and more holiday ideas, head to our blog.

Places to stay in Caribbean

Places to visit in Caribbean

St. Maarten-St. Martin

This island may be divided into Dutch and French halves, but together they add up to one of the most inspiring destinations in the Caribbean. Visit Philipsburg, the Dutch capital, for galleries and wonderful views from the historic Amsterdam Fort. Plum Bay is perfect if you want to escape the busy resorts and find your own slice of island paradise.

St. Barthelemy

This unique island was historically the preserve of the wealthy, with exclusive hotels, designer boutiques and super yachts. But thanks to a new wave of villas and private estates to rent in St Barts, sophisticated St Barts is now far more accessible. Why is it such a prized spot? Let’s see… soft, sandy beaches, mouthwateringly good restaurants, azure waters, lush forested headlands and weather to warm your heart.


A warm welcome awaits each and every visitor to Barbados. Capital Bridgetown and its historic garrison are Unesco-listed sites and a reminder of how important the island was for British trade. After sightseeing, sunbathing and snorkelling, take a rum tour and discover the origins of the drink that’s poured liberally, long into the balmy Caribbean night.

Dominican Republic

Palm trees standing on spits of sand surrounded by the turquoise water of calm lagoons… Every daydreamed image of the Caribbean can be found for real in the Dominican Republic. But this island has more to it than glossy magazine covers: discover jungle landscapes, breathtaking waterfalls and islanders with a natural warmth that’ll win you over.

Things to do in Caribbean

Stingray City, Antigua

You’ll see starfish, turtles and, of course, stingrays, at this crystal-clear snorkelling paradise.

El Yunque National Forest

A rainforest in the heart of Puerto Rico, with waterfalls, exotic wildlife and ancient Taino rock carvings.

Pitons, Saint Lucia

See the volcanic spikes of the Pitons, soaring 700 metres high over the postcard sea and sky of Saint Lucia.

Grace Bay, Providenciales

A tranquil bay with an achingly beautiful beach and electric blue sea.

Old San Juan

Colourful houses and historic buildings abound in Puerto Rico’s charismatic Old Town.

Rum Tours

Learn about how the most popular and delicious spirit in the Caribbean is made.

More great breaks

Top Destination reviews

New Years left to book for next season Dec 27-Jan 4 or come see us this summer!
Point village negril

Beautiful setting fantastic apartment with lots of good food places to eat both Jamaican and European food within a short taxi drive. Apartment had everything you could need and located very close to the beach at point village for sborkling and swim … see more
Sunshine Reggae Villa
Great Resort Style Living

I saw many similar properties at Cool Shades/ Richmond advertised on online. I selected Sunshine Reggae Villa largely based on the reviews. On my arrival I was happy to find that even after reading the reviews, the property exceeded my expectations.. … see more
McQueens Carenage Apartment 2
What I Hoped and More

A true description of the apartment, in a safe location. The location of the apartment provided a picturesque view of the Carenage and its surrounding areas, as well as, easy access to shops and restaurants. The scenery was breath taking both day an … see more
Bluebird bungalow 'Bois jolan'
Can't find anything to fault

This is a lovely bungalow set within mango and starfruit trees. It is well equipped and the pool is within the grounds. The owners, Christine and Jean-Marc are friendly and helpful without being intrusive. When the airco in our bedroom broke dow … see more
Edinburgh Villas (Executive & Professional)
Home away from home

We live in London and decided to stay at Edinburgh Villas Chaguanas during our two week vacation. The communication with both Ryan and Shoba before and during our stay was prompt, concise and professional. Shoba (the property manager), was very att … see more
Villa Emmanuel
Wonderful experience!

Villa Emmanuel was perfect for us!! We stayed for two weeks and everyone loved it! The house, pool and oven were amazing. Villa Emmanuel is away from the busy area of Grand Cayman, but we could walk to either Kaibo or Rum Point for a restaurant or … see more

Back to top