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  $1,289.00 /night
Exclusive Offers
Guests 6 Bedrooms 5 Bathrooms

Magnolia at Reunion Resort

Orlando, Florida
from  $605.00 /night

More Villas

Exclusive Offers
26 Guests 10 Bedrooms 10.5 Bathrooms

Wekiva at Reunion Resort

Florida / Orlando
from $1,258.00 /night
Exclusive Offers
8 Guests 4 Bedrooms 4 Bathrooms

West We Go

Barbados / Holetown
from $605.00 /night
Exclusive Offers
8 Guests 4 Bedrooms 4.5 Bathrooms

Westhaven

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

Whipoorwill at Reunion Resort

Florida / Orlando
from $679.00 /night
Exclusive Offers
24 Guests 8 Bedrooms 8.5 Bathrooms

Windermere at Reunion Resort

Florida / Orlando
from $1,289.00 /night
Exclusive Offers
2 Guests 1 Bedrooms 1 Bathrooms

Windsong - 1 Bedroom

Turks & Caicos / Providenciales
from $417.00 /night
Exclusive Offers
4 Guests 2 Bedrooms 2 Bathrooms

Windsong - 2 Bedroom Suites

Turks & Caicos / Providenciales
from $651.00 /night
Exclusive Offers
8 Guests 3 Bedrooms 3 Bathrooms

Windsong - 3 Bedroom Penthouse

Turks & Caicos / Providenciales
from $1,323.00 /night
Exclusive Offers
10 Guests 4 Bedrooms 4 Bathrooms

Windsong - 4 Bedroom Penthouse

Turks & Caicos / Providenciales
from $1,586.00 /night
Exclusive Offers
10 Guests 5 Bedrooms 5 Bathrooms

Windward

Barbados / St. James
from $2,800.00 /night
Exclusive Offers
12 Guests 6 Bedrooms 6.5 Bathrooms

Winona at Reunion Resort

Florida / Orlando
from $626.00 /night
Exclusive Offers
12 Guests 5 Bedrooms 5.5 Bathrooms

Woodside Villa

Utah / Park City
from $1,228.00 /night
26 Guests 10 Bedrooms 10.5 Bathrooms

Wekiva at Reunion Resort

Florida / Orlando
from $1,258.00 /night

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

Our Exclusive Offers:
  • Cyber Week: Receive up to $2,000* on 2022 Travel
8 Guests 4 Bedrooms 4 Bathrooms

West We Go

Barbados / Holetown
from $605.00 /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.

Our Exclusive Offers:
  • Cyber Week: Receive up to $2,000* on 2022 Travel
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.

Our Exclusive Offers:
  • Cyber Week: Receive up to $2,000* on 2022 Travel
14 Guests 6 Bedrooms 6.5 Bathrooms

Whipoorwill at Reunion Resort

Florida / Orlando
from $679.00 /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!

Our Exclusive Offers:
  • Cyber Week: Receive up to $2,000* on 2022 Travel
24 Guests 8 Bedrooms 8.5 Bathrooms

Windermere at Reunion Resort

Florida / Orlando
from $1,289.00 /night

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

Our Exclusive Offers:
  • Cyber Week: Receive up to $2,000* on 2022 Travel
2 Guests 1 Bedrooms 1 Bathrooms

Windsong - 1 Bedroom

Turks & Caicos / Providenciales
from $417.00 /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.

Our Exclusive Offers:
  • Cyber Week: Receive up to $2,000* on 2022 Travel
4 Guests 2 Bedrooms 2 Bathrooms

Windsong - 2 Bedroom Suites

Turks & Caicos / Providenciales
from $651.00 /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.

Our Exclusive Offers:
  • Cyber Week: Receive up to $2,000* on 2022 Travel
8 Guests 3 Bedrooms 3 Bathrooms

Windsong - 3 Bedroom Penthouse

Turks & Caicos / Providenciales
from $1,323.00 /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.

Our Exclusive Offers:
  • Cyber Week: Receive up to $2,000* on 2022 Travel
10 Guests 4 Bedrooms 4 Bathrooms

Windsong - 4 Bedroom Penthouse

Turks & Caicos / Providenciales
from $1,586.00 /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.

Our Exclusive Offers:
  • Cyber Week: Receive up to $2,000* on 2022 Travel
10 Guests 5 Bedrooms 5 Bathrooms

Windward

Barbados / St. James
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.

Our Exclusive Offers:
  • Cyber Week: Receive up to $2,000* on 2022 Travel
12 Guests 6 Bedrooms 6.5 Bathrooms

Winona at Reunion Resort

Florida / Orlando
from $626.00 /night

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

Our Exclusive Offers:
  • Cyber Week: Receive up to $2,000* on 2022 Travel
12 Guests 5 Bedrooms 5.5 Bathrooms

Woodside Villa

Utah / Park City
from $1,228.00 /night

Just steps from Park City Mountain Resort's intermediate Creole run and Town Lift, this stunning five-bedroom home offers exceptional access to the slopes and Main Street hot spots.

Our Exclusive Offers:
  • Cyber Week: Receive up to $2,000* on 2022 Travel