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Family holiday rentals in the Caribbean

Caribbean
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Caribbean
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Popular Filters to discover the perfect holiday home in the Caribbean

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Cottage
Cabin
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Family Holidays in the Caribbean

What comes to your mind when you hear of the Caribbean?  We bet it is gorgeous white-sand beaches and good music! And there are so many outdoor adventures, shopping, and wildlife to enjoy if you know the right locations. Don't forget to create time in your itinerary for some sightseeing in historic towns.

Family Holidays in the Caribbean: Top Holiday Lettings

House Saint James
3 Oct - 10 Oct
£166 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Saint James with Barbecue, Terrace & Pool

4.7
Excellent (56 ratings)
Saint James, Barbados
Vrbo
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Resort Salem
28 Sept - 5 Oct
£112 per night
Resort ∙ 127 guests ∙ 1 bedroom

Lovely Resort in Salem with Terrace, Pool & Garden

3.6
Good
Salem, St. Ann Parish, Jamaica
Agoda
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Villa Santurce
1 Dec - 8 Dec
-7%
£220
£205 per night
Villa ∙ 8 guests ∙ 3 bedrooms

Nice Villa in Santurce with Local Pool

4.8
Outstanding (148 ratings)
Santurce, San Juan, Puerto Rico
Vrbo
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Best Family-Friendly Destinations to Visit in the Caribbean

Best Family-Friendly Destinations to Visit in the Caribbean

The West Indies are a principal yachting locale with fine scenery, warm climate, and cultural diversity. Thanks to the relatively calm waters, you can explore the sea by sailing, swimming, and diving. It is high time you add some underrated destinations to family holidays in the Caribbean. A beautiful beachfront and delicious seafood could be hours away!

  1. Bonaire

    The sophisticated island in the Dutch Caribbean ranks high in family vacations. It is diving-oriented, so consider bringing kids who want to master the sport right from the unspoiled waters. In addition, a children's carnival in February, donkey sanctuary, pink flamingos, milkshakes, and horseback riding will keep them busy and attentive!

  2. Guadalupe

    It comprises of two islands divided by a narrow path crossed by bridges. Fun days in Guadalupe entail volcano climbing, swimming in the hot springs, and visiting historic sites and parks. One of the best things to see is the Zoo de Guadalupe. A small but charming zoo offers educational experience on Caribbean and Guyanese creatures. Observe ocelots, jaguars, raccoons, spider monkeys, parrots, and iguanas.

  3. Grenada

    The Spice Island is a major producer of Mace crops and Nutmeg. Experience first-hand exuberant fruits, vegetables, chocolates, and various spices. Add waterfalls, beaches, and forts to create engaging family holidays in the Caribbean. If you want to taste cocoa tea and chocolate, visit True Blue Bay. Tour the preparation process of cocoa at Belmont Estate in a 16th-century sugar mill. Women will be mixing up the cocoa beans with their feet.

  4. Turks and Caicos

    These British territories that comprise of about 40 islets are frequented by celebrities. Luxury hotels and bars offer world-class hospitality, family-style accommodations, and legendary diving. Savour famous Caribbean dishes offered in Turks' restaurants. The vast majority of the eateries on the isles offer a blend of local favourites, such as Jamaican-style jerk chicken, fruits, peas, and soursop. Moreover, there are natural discoveries to make here, like flamingos, whales, caves, and a Conch Farm.

  5. Saint Kitts and Nevis

    Lesser-known but sophisticated, these twin islands located on the southern Caribbean are breathtaking. They welcome vacationers who desire a combination of history, picturesque landscapes, a touch of adventure, and beach relaxation. Saint Kitts is more outgoing with a broader assortment of bars and restaurants, while Nevis is lush, if not a bit reserved.

Best Places to Stay for Family Holidays in the Caribbean

Villa The Bight Settlement
13 Nov - 20 Nov
£2,289 per night
Villa ∙ 16 guests ∙ 7 bedrooms

Luxurious Villa in The Bight Settlement with Outdoor Terrace + Panoramic View

5.0
Outstanding (85 ratings)
The Bight Settlement, Providenciales and West Caicos, Turks and Caicos Islands
Vrbo
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Villa The Bight Settlement
21 Aug - 28 Aug
£543 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Villa in The Bight Settlement with Spacious Patio + Amazing Views

4.6
Excellent (44 ratings)
The Bight Settlement, Providenciales and West Caicos, Turks and Caicos Islands
Vrbo
View deal
Resort Playa Bibijagua
29 Sept - 6 Oct
-21%
£304
£240 per night
Resort ∙ 127 guests ∙ 1 bedroom

Resort in Playa Bibijagua with Terrace, Garden & Pool

4.5
Excellent
Playa Bibijagua, Bávaro, Dominican Republic
Free cancellation
Agoda
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Information about Family Holidays in the Caribbean

💳 Highest rates in April
😎 Quietest month September
🛏️ Popular accommodation types Villa and Apartment rental
🌡️ Warmest weather June and July
🥶 Coldest weather 19 °C in January and February
🌧️ Rainiest months 16 rainy days in November and December

Frequently Asked Questions

Family Holidays in the Caribbean: what's the average price for holiday accommodation?

Holiday apartments in the Caribbean usually cost between £177 and £378 per night.

Can I find holiday accommodation for Family Holidays in the Caribbean that can host a family or large group?

Apartment rental in the Caribbean can sleep 4 persons on average, with holiday rentals also available for larger and smaller groups.

Are there any family lettings available to rent in the Caribbean?

There are more than 132,488 family homes in the Caribbean, with nightly prices starting from £35.

What types of holiday homes are available for Family Holidays in the Caribbean?

The most popular types of holiday rentals for Family Holidays in the Caribbean are Apartment rental and Villa.

How many family lettings in the Caribbean come with a pool?

Yes, 63% of family holiday homes in the Caribbean offer a pool.

Travel tips, inspiration and ideas for holidays in the Caribbean

Find holiday inspiration for your next trip

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