Speak with a Villa Specialist
WIMCO
Festive General Search
Your most memorable holiday getaway awaits you in the Caribbean. Spend cherished time with loved ones in stunning villas from St. Barths and Turks & Caicos to Anguilla, St. Martin, and the Virgin Islands.
START YOUR VILLA SEARCH
 
In This
ISSUE

What island is right for you? Explore:
1. St. Barths
2. Turks & Caicos
3. Anguilla
4. St. Martin
5. The Virgin Islands
Festive Caribbean Issue
 
SBH
01.
ST. BARTHS

From fireworks over Gustavia Harbor to dinners under a 200-year-old tamarind tree, St. Barths offers many different ways to celebrate the holiday.

LEARN MORE >
Villas in
ST. BARTHS
VILLAS FOR COUPLES AND FAMILIES
VIEW MORE
VILLAS FOR FRIENDS AND GROUPS
VIEW MORE
 
Holiday Fun in
ST. BARTHS
 
Concierge Services WIMCO Pro Tip: Whether it's making reservations at your favorite restaurant or getting directions to that New Year's party you heard about, count on your personal WIMCO Concierge to help you with anything you may need. Any island, any time. We're just a call or text away! Learn more >
 
Turks Destination
02.
TURKS & CAICOS

Vibrant parades and lively fireworks displays make Turks & Caicos a lively island to spend the end of the year. 

LEARN MORE >
Villas in
TURKS & CAICOS
VILLAS FOR COUPLES AND FAMILIES
VIEW MORE
VILLAS FOR FRIENDS AND GROUPS
VIEW MORE
 
Holiday Fun in
TURKS & CAICOS
 
WIMCO Pro Tip: Make this holiday getaway even more special, with a curated villa from our Special Reserve Collection. Installed with your own private chef and house staff, villas span from Turks & Caicos and Anguilla to Mustique and the BVI's. Learn more > Special Reserve Collection
 
Anguilla Destination
03.
ANGUILLA

Christmas tree lightings, community fun, and unforgettable dishes overlooking the ocean at Pimms make Anguilla an unmissable holiday retreat.

LEARN MORE >
Villas in
ANGUILLA
VILLAS FOR COUPLES AND FAMILIES
VIEW MORE
VILLAS FOR FRIENDS AND GROUPS
VIEW MORE
 
Holiday Fun in
ANGUILLA
 
Hotels WIMCO Pro Tip: Prefer the pampering that a villa in a hotel has to offer? We work with a wide array of hotels (like Belmond Cap Juluca or The Cotton House) and are happy to help you find accommodations that suit your ideal vacation speed. Learn more >
 
St Martin Destination
04.
ST. MARTIN

End-of-the-year parties on the Dutch and the French side paired with fireworks over Great Bay are just a few of the reasons why we have our eye on this Caribbean gem for the holiday season.

LEARN MORE >
Villas in
ST. MARTIN
VILLAS FOR COUPLES AND FAMILIES
VIEW MORE
VILLAS FOR FRIENDS AND GROUPS
VIEW MORE
 
Holiday Fun in
ST. MARTIN
 
WIMCO Pro Tip: Curious about Private Charters? Get the whole holiday crew to your villa with ease on a private flight to your destination. WIMCO will happily arrange Private Charter Flights or yachts as necessary.  Learn more > Private Charters
 
Virgin Islands
05.
THE VIRGIN ISLANDS

From lively Chrismas Parades on Tortola to enjoying a sunset cocktail at The Longboard in St. John, the Virgin Islands are host to quite a few ways to celebrate the holidays with loved ones.

LEARN MORE >
Villas in
THE VIRGIN ISLANDS
VILLAS FOR COUPLES AND FAMILIES
VIEW MORE
VILLAS FOR FRIENDS AND GROUPS
VIEW MORE
 
Holiday Fun in
THE VIRGIN ISLANDS
 
Private Islands WIMCO Pro Tip: Make this holiday season extra special, with our Private Islands Collection! From A La Carte experiences like Turks & Caicos' Parrot Cay, to ultra exclusive islands all your own like Necker Island, there's something for everyone. Learn more >
 
Looking for Something Else
Beloved European destinations are opening up again, and we have our finger on the pulse. From classics like The Amalfi Coast and Italy, to getaways like Mykonos and Santorini we have the insider knowledge and island connections to get you there, effortlessly.
CONTACT US