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  $493.00 /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  $1,260.00 /night
Exclusive Offers
Guests 6 Bedrooms 5 Bathrooms

Magnolia at Reunion Resort

Orlando, Florida
from  $578.00 /night

More Villas

Exclusive Offers
10 Guests 4 Bedrooms 4.5 Bathrooms

Caballet - La Cana H3

Dominican Republic / Punta Cana
from $857.00 /night
Exclusive Offers
6 Guests 3 Bedrooms 3.5 Bathrooms

Callisto

St. Martin / St. Martin (French)
from $471.00 /night
Exclusive Offers
10 Guests 5 Bedrooms 5 Bathrooms

Calypso

Turks & Caicos / Providenciales
from $1,600.00 /night
Exclusive Offers
12 Guests 6 Bedrooms 6 Bathrooms

Camellia at Encore Club

Florida / Orlando
from $294.00 /night
Exclusive Offers
4 Guests 2 Bedrooms 2 Bathrooms

Caneel Trailside Cottage

United States Virgin Islands / St. John
from $429.00 /night
Exclusive Offers
8 Guests 4 Bedrooms 4 Bathrooms

Captain Cook

St. Barthélemy / Pointe Milou
from $1,143.00 /night
Exclusive Offers
6 Guests 3 Bedrooms 3 Bathrooms

Caribbean Soul at Belizean Cove Estates

Belize / Ambergris Caye
from $450.00 /night
Exclusive Offers
10 Guests 5 Bedrooms 6.5 Bathrooms

Carlota

United States Virgin Islands / St. John
from $2,500.00 /night
Exclusive Offers
20 Guests 12 Bedrooms 14.5 Bathrooms

Casa Aramara

Punta Mita / Ranchos Estates
from $12,000.00 /night
Exclusive Offers
8 Guests 4 Bedrooms 3 Bathrooms

Casa Bella

Barbados / Bridgetown
from $500.00 /night
Exclusive Offers
12 Guests 6 Bedrooms 6 Bathrooms

Casa Bella Villa

Los Cabos / San Jose Del Cabo
from $4,200.00 /night
Exclusive Offers
10 Guests 5 Bedrooms 5 Bathrooms

Casa Big Sur

Costa Rica / Dominical
from $786.00 /night
10 Guests 4 Bedrooms 4.5 Bathrooms

Caballet - La Cana H3

Dominican Republic / Punta Cana
from $857.00 /night

Hop into this unique luxury villa to spend some quality time with your family or friends.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
6 Guests 3 Bedrooms 3.5 Bathrooms

Callisto

St. Martin / St. Martin (French)
from $471.00 /night

Located on a hillside in the Lowlands, Villa Callisto has superb sunset views of La Samanna and Bay Long.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
10 Guests 5 Bedrooms 5 Bathrooms

Calypso

Turks & Caicos / Providenciales
from $1,600.00 /night

Escape to your own bit of paradise – Villa Calypso. With its five air-conditioned bedrooms and bathrooms, Villa Calypso is the definition of luxury.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
12 Guests 6 Bedrooms 6 Bathrooms

Camellia at Encore Club

Florida / Orlando
from $294.00 /night

This six bedroom villa is located at the Encore Club which is less than 10 minutes to Walt Disney World, where you and your loved ones can enjoy four incredible theme parks and create magical memories while on vacation here in Central Florida!

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
  • $150 Theme Park Gift Card
4 Guests 2 Bedrooms 2 Bathrooms

Caneel Trailside Cottage

United States Virgin Islands / St. John
from $429.00 /night

Caneel Trailside Cottage sits one mile outside Cruz Bay, high up on the ridge in the saddle between Caneel Hill and Margaret Hill, adjacent to the Virgin Islands National Park.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
8 Guests 4 Bedrooms 4 Bathrooms

Captain Cook

St. Barthélemy / Pointe Milou
from $1,143.00 /night

Exceptional Pointe Milou villa combining sophistication and comfort.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
6 Guests 3 Bedrooms 3 Bathrooms

Caribbean Soul at Belizean Cove Estates

Belize / Ambergris Caye
from $450.00 /night

Enjoy spectacular views and incomparable luxury in this beachfront oasis

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
10 Guests 5 Bedrooms 6.5 Bathrooms

Carlota

United States Virgin Islands / St. John
from $2,500.00 /night

Perched 500 feet on a hillside in the gated enclave of Upper Peter bay is an elegant, five-bedroom sanctuary in a mesmerizing setting.

Our Exclusive Offers:
  • Up to 20% Off + Welcome Basket
  • Up to $2,000 Destination Dollars
  • Reduced Rates
20 Guests 12 Bedrooms 14.5 Bathrooms

Casa Aramara

Punta Mita / Ranchos Estates
from $12,000.00 /night

Casa Aramara is the only ultra-luxury 5-star private estate in Punta Mita, Mexico. Casa Aramara is exclusively for those special guests with the most discriminating taste who expect nothing but the best.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
8 Guests 4 Bedrooms 3 Bathrooms

Casa Bella

Barbados / Bridgetown
from $500.00 /night

This attractive Spanish-style villa is located on a ridge just above the island's west coast affording stunning sea views.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
12 Guests 6 Bedrooms 6 Bathrooms

Casa Bella Villa

Los Cabos / San Jose Del Cabo
from $4,200.00 /night

The Casa Bella villa offers seclusion and unprecedented luxury in Los Cabos.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars
10 Guests 5 Bedrooms 5 Bathrooms

Casa Big Sur

Costa Rica / Dominical
from $786.00 /night

Casa Big Sur is a five-bedroom jewel in the rainforest, located near Dominical in the Southern Zone of Costa Rica where the lush verdant mountains meet the Pacific Ocean.

Our Exclusive Offers:
  • Up to $2,000 Destination Dollars