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Family Winter Getaways in the Caribbean

Caribbean
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

Family Winter Vacations in the Caribbean: Top Accommodations

House Stake Bay
Sep 16 - Sep 23
$171 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Stake Bay with Grill + Endless Views
5.0
"Excellent" (48 ratings)
Stake Bay, Cayman Brac, Cayman Islands
Details
Vrbo
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Condo Anna's Retreat
Sep 9 - Sep 16
-16%
$184
$155 per night
Condo ∙ 2 guests ∙ 1 bedroom
Pleasant Condo in Anna\'s Retreat with Pool, Yard & Grill + Amazing Views
4.9
"Excellent" (224 ratings)
Anna's Retreat, Tutu, U.S. Virgin Islands
Details
Vrbo
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Villa Rum Point
Sep 12 - Sep 19
-36%
$275
$175 per night
Villa ∙ 2 guests ∙ 1 bedroom
Villa in Rum Point with Pool & Grill + Pristine Views
4.9
"Excellent" (157 ratings)
Rum Point, North Side, Cayman Islands
Details
Vrbo
View deal
View deal

Frequently Asked Questions

Family Winter Getaways in the Caribbean: What is the vacation rental cost in the Caribbean?

On average, you can get a great vacation home from $38 and find discounts up to 49%!

Can I find a vacation home for a group of guests for Family Winter Getaways in the Caribbean?

The average size for a Apartment rental is 94 m² and may fit 4 guests on average which is ideal for medium-sized groups and families.

What types of vacation homes can i book for Family Winter Getaways in the Caribbean?

You can find 21,765 Villa and 24,626 Apartment rental for Family Winter Getaways in the Caribbean right here on HomeToGo.

Top Vacation Ideas in the Caribbean

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