Caribbean Island Holidays - HomeToGo base64Hash Caribbean Island Holidays - HomeToGo

Caribbean Island Holidays

Anytime
Guests
Anytime
Guests

Caribbean Island Holidays: Recommended holiday rentals

Caribbean Island Holidays: find your perfect rental from just £34 per night!

House Rum Point
House ∙ 14 guests ∙ 6 bedrooms

Holiday home with private pool, garden & terrace | Nature view

Rum Point, North Side, Cayman Islands
This spacious house rental in Rum Point features a private pool, garden, and direct beach access, perfect for family gatherings.
from £635
per night
Outstanding(114 ratings)
from £635
per night
View deal
Villa Leonards
Villa ∙ 10 guests ∙ 5 bedrooms

Villa with terrace, BBQ & garden

Leonards, Tortola, British Virgin Islands
This villa in Leonards features a private pool, garden, and balcony, accommodating up to 10 guests for an unforgettable stay.
from £510
per night
Outstanding(78 ratings)
from £510
per night
View deal
Villa Lamentin
Villa ∙ 4 guests ∙ 1 bedroom

Lovely villa with barbecue, pool & garden | Nature view | Perfect for remote work

Lamentin, Basse-Terre, Guadeloupe
This family-friendly villa in Lamentin features a pool, garden, and kitchen, perfect for a memorable getaway with loved ones.
from £32
per night
from £32
per night
View deal
House West Bay
House ∙ 9 guests ∙ 4 bedrooms

Holiday home with private pool, barbeque & garden

West Bay, Cayman Islands
This house rental in West Bay offers beach access, a private pool, a garden, and space for nine, perfect for a memorable getaway.
from £393
per night
Outstanding(8 ratings)
from £393
per night
View deal
Villa Chocolate Hole
Villa ∙ 8 guests ∙ 4 bedrooms

Villa with BBQ, terrace & jacuzzi

Chocolate Hole, Cruz Bay, U.S. Virgin Islands
This villa in Chocolate Hole features a private pool, hot tub, and a kitchen, perfect for an unforgettable family getaway.
from £753
per night
Outstanding(76 ratings)
from £753
per night
View deal
House La Vallee
House ∙ 8 guests ∙ 4 bedrooms

House with barbeque, terrace & private pool

La Vallee, North Star, U.S. Virgin Islands
This house rental in La Vallee features a private pool, garden, and beach access, perfect for families of up to 8.
from £291
per night
Outstanding(176 ratings)
from £291
per night
View deal
Apartment Rendezvous And Ditleff
Apartment ∙ 16 guests ∙ 5 bedrooms

Flat with barbecue, private pool & garden | Nature view

Rendezvous And Ditleff, Cruz Bay, U.S. Virgin Islands
This apartment rental in Rendezvous And Ditleff features a private pool, hot tub, and a garden, perfect for family gatherings.
from £585
per night
Outstanding(85 ratings)
from £585
per night
View deal
Villa Island Harbour
Villa ∙ 6 guests ∙ 3 bedrooms

Fully equipped pleasant villa with garden, private pool & terrace | Pet-friendly

Island Harbour, Anguilla
This villa in Island Harbour features a private pool, garden, and balcony, welcoming up to six guests and their pets.
from £395
per night
Outstanding(28 ratings)
from £395
per night
View deal
Condo West Bay
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped flat with barbeque, private pool & terrace

West Bay, Cayman Islands
This West Bay condo features a private pool, balcony, and kitchen, comfortably accommodating up to 8 guests for a perfect getaway.
from £289
per night
Outstanding(101 ratings)
from £289
per night
View deal
Villa Jolly Harbour
Villa ∙ 13 guests ∙ 5 bedrooms

Villa with terrace, private pool & BBQ

Jolly Harbour, Saint Mary, Antigua and Barbuda
This villa in Jolly Harbour offers a private pool, beach access, and ample space for 13 guests, perfect for family getaways.
from £1,378
per night
Outstanding(79 ratings)
from £1,378
per night
View deal
Villa Leeward Settlement
Villa ∙ 2 guests ∙ 1 bedroom

Villa with BBQ, terrace & garden | Close to the beach

Leeward Settlement, Providenciales, Turks and Caicos Islands
This villa in Leeward Settlement features a kitchen, garden, and parking, perfect for a relaxing getaway for two.
from £190
per night
Outstanding(21 ratings)
from £190
per night
View deal
Villa Les Anses-d'Arlet
Villa ∙ 5 guests ∙ 2 bedrooms

Villa with terrace, garden & private pool

Les Anses-d'Arlet, Martinique
This villa in Les Anses-d'Arlet features a private pool, garden, and kitchen, perfect for a family getaway of up to five.
from £84
per night
Outstanding(44 ratings)
from £84
per night
View deal
Condo George Town
Condo ∙ 6 guests ∙ 3 bedrooms

Flat with pool, terrace & garden | Nature view

George Town, Cayman Islands
This George Town condo offers a pool, beach access, and a garden, perfect for families seeking a waterfront getaway.
from £396
per night
Outstanding(50 ratings)
from £396
per night
View deal
House Calibishie
House ∙ 4 guests ∙ 2 bedrooms

Holiday home with terrace

Calibishie, Saint Andrew Parish, Dominica
A waterside house rental in Calibishie with a kitchen, balcony, and parking, perfect for a getaway with friends or family.
from £75
per night
Outstanding(14 ratings)
from £75
per night
View deal
Apartment Gros Islet
Apartment ∙ 4 guests ∙ 1 bedroom

Apartment with terrace & garden | Suitable for remote work

Gros Islet, Saint Lucia
This Gros Islet apartment rental features a garden, kitchen, and parking, making it ideal for families and pets alike.
from £62
per night
Excellent(37 ratings)
from £62
per night
View deal

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.
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

Villa Peterborg
from £958 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Villa with terrace, private pool & BBQ

5.0
Outstanding(113 ratings)
Peterborg, Northside, U.S. Virgin Islands
View deal
Villa West Bay
from £187 per night
Villa ∙ 4 guests ∙ 1 bedroom

Family-friendly villa with barbecue & terrace | Close to the beach | Suitable for remote work

4.6
Excellent(26 ratings)
West Bay, Cayman Islands
View deal
House Apple Hall
from £85 per night
House ∙ 6 guests ∙ 3 bedrooms

House with garden, private pool & terrace | Nature view

4.8
Outstanding(50 ratings)
Apple Hall, Saint Philip, Barbados
View deal

Information about Caribbean Island Holidays

📏 Average size of a holiday home 112 m²
😎 Quietest month July
🛏️ Popular accommodation types Villa and Apartment rental
🌡️ Warmest weather 33 °C in June and July
🥶 Coldest weather January and February
🌧️ Rainiest months November and December

Caribbean Island Holidays: frequently asked questions

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

Holiday apartments in the Caribbean usually cost between £403 and £462 per night.

Can I find holiday homes for Caribbean Island Holidays that can host 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 fit in 4 guests and costs around £198 per night.

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

There are a lot of options available when it comes to holiday homes for Caribbean Island Holidays, with 22,918 Apartment rental and 17,599 Villa on offer.

More island holidays in Other Great Spots

Explore All the Ways to Vacation in the Caribbean

Similar holiday rentals nearby

image-tag