Villa Collection Curated by Our Family Specialist

Kid-Friendly

Triton
Turks & Caicos

Find Your Villa

Guests:

Theme and water parks just aren’t cutting it for your family? Embark upon a new adventure with a private villa vacation that will give you the luxuries you deserve, while in a child-friendly setting.

A villa features room for the entire family and the creature comforts of home. Many villas even have a laundress to wash your clothes, and even a personal chef to prepare your kid-friendly meals (chicken nuggets and fries, anyone?) A villa can be the ultimate family vacation.

Featured Villas

Exclusive Offers
Guests 4 Bedrooms 4.5 Bathrooms

AnaCapri Estate

Tortola, British Virgin Islands
from  $548.00 /night
Exclusive Offers
Guests 4 Bedrooms 4 Bathrooms

Estate Residences at Grace Bay Club

Providenciales, Turks & Caicos
from  Call for Pricing
Exclusive Offers
Guests 8 Bedrooms 8.5 Bathrooms

Magic at Reunion Resort

Orlando, Florida
from  $1,263.00 /night
Exclusive Offers
Guests 6 Bedrooms 5 Bathrooms

Magnolia at Reunion Resort

Orlando, Florida
from  $579.00 /night

More Villas

6 Guests 3 Bedrooms 2 Bathrooms

Waverly House

Barbados / Gibbes Beach
from $600.00 /night
26 Guests 10 Bedrooms 10.5 Bathrooms

Wekiva at Reunion Resort

Florida / Orlando
from $1,358.00 /night
8 Guests 4 Bedrooms 4 Bathrooms

West We Go

Barbados / Holetown
from $730.00 /night
8 Guests 4 Bedrooms 4.5 Bathrooms

Westhaven

Barbados / Gibbes Beach
from $2,225.00 /night
14 Guests 6 Bedrooms 6.5 Bathrooms

Whipoorwill at Reunion Resort

Florida / Orlando
from $684.00 /night
24 Guests 8 Bedrooms 8.5 Bathrooms

Windermere at Reunion Resort

Florida / Orlando
from $1,263.00 /night
2 Guests 1 Bedrooms 1 Bathrooms

Windsong - 1 Bedroom

Turks & Caicos / Providenciales
from $439.00 /night
4 Guests 2 Bedrooms 2 Bathrooms

Windsong - 2 Bedroom Suites

Turks & Caicos / Providenciales
from $660.00 /night
8 Guests 3 Bedrooms 3 Bathrooms

Windsong - 3 Bedroom Penthouse

Turks & Caicos / Providenciales
from $1,390.00 /night
10 Guests 4 Bedrooms 4 Bathrooms

Windsong - 4 Bedroom Penthouse

Turks & Caicos / Providenciales
from $1,669.00 /night
10 Guests 5 Bedrooms 5.5 Bathrooms

Windward

Barbados / Holetown
from $2,800.00 /night
12 Guests 6 Bedrooms 6.5 Bathrooms

Winona at Reunion Resort

Florida / Orlando
from $632.00 /night
6 Guests 3 Bedrooms 2 Bathrooms

Waverly House

Barbados / Gibbes Beach
from $600.00 /night

This townhouse-style, three-bedroom, coral stone villa is located on famous Gibbs Beach in St. Peter. The terrace next to the plunge pool is great for relaxing and dining.

26 Guests 10 Bedrooms 10.5 Bathrooms

Wekiva at Reunion Resort

Florida / Orlando
from $1,358.00 /night

If you are looking for a dream vacation home, this fabulous ten bedroom home is perfect for even the most discerning guests!

8 Guests 4 Bedrooms 4 Bathrooms

West We Go

Barbados / Holetown
from $730.00 /night

Located on the famous Sandy Lane beach with wonderful views of Sandy Lane Bay and only a short walk up the beach from Sandy Lane Hotel, 'West We Go' offers guests extensive gardens and beach frontage.

8 Guests 4 Bedrooms 4.5 Bathrooms

Westhaven

Barbados / Gibbes Beach
from $2,225.00 /night

Westhaven is a two-story, luxurious, beachfront villa located on the world renowned Gibbs Beach; a white, sandy beach lapped by the calmer blue Caribbean warm waters on the West Coast of Barbados.

14 Guests 6 Bedrooms 6.5 Bathrooms

Whipoorwill at Reunion Resort

Florida / Orlando
from $684.00 /night

This six bedroom custom villa is located within the Reunion Resort, just a twelve minute journey down the road to the happiest place on Earth!

24 Guests 8 Bedrooms 8.5 Bathrooms

Windermere at Reunion Resort

Florida / Orlando
from $1,263.00 /night

Windermere is a magnificent eight bedroom mansion that sets new standards for luxury accommodation on Reunion Resort!

2 Guests 1 Bedrooms 1 Bathrooms

Windsong - 1 Bedroom

Turks & Caicos / Providenciales
from $439.00 /night

With a coveted setting on the pristine white sands of Grace Bay Beach, Windsong Resort is the only four-star resort on Providenciales located directly on a snorkeling reef, which lies just 20 yards offshore.

4 Guests 2 Bedrooms 2 Bathrooms

Windsong - 2 Bedroom Suites

Turks & Caicos / Providenciales
from $660.00 /night

With a coveted setting on the pristine white sands of Grace Bay Beach, Windsong Resort is the only four-star resort on Providenciales located directly on a snorkeling reef, which lies just 20 yards offshore.

8 Guests 3 Bedrooms 3 Bathrooms

Windsong - 3 Bedroom Penthouse

Turks & Caicos / Providenciales
from $1,390.00 /night

With a coveted setting on the pristine white sands of Grace Bay Beach, Windsong Resort is the only four-star resort on Providenciales located directly on a snorkeling reef, which lies just 20 yards offshore.

10 Guests 4 Bedrooms 4 Bathrooms

Windsong - 4 Bedroom Penthouse

Turks & Caicos / Providenciales
from $1,669.00 /night

With a coveted setting on the pristine white sands of Grace Bay Beach, Windsong Resort is the only four-star resort on Providenciales located directly on a snorkeling reef, which lies just 20 yards offshore.

10 Guests 5 Bedrooms 5.5 Bathrooms

Windward

Barbados / Holetown
from $2,800.00 /night

Windward is a private 5-bedroom luxury villa for rent on the exclusive Sandy Lane Estate on Barbados’ West Coast, with its own fully equipped, air-conditioned gym, media room and swimming pool.

12 Guests 6 Bedrooms 6.5 Bathrooms

Winona at Reunion Resort

Florida / Orlando
from $632.00 /night

This six bedroom villa is located at Reunion Resort, a prime location overlooking a Niklaus designed PGA golf course.