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

9 Guests 4 Bedrooms 4.5 Bathrooms

Sunset Hill 1604 at Four Seasons

Nevis / Pinneys Beach
from $3,334.00 /night
7 Guests 3 Bedrooms 4 Bathrooms

Sunset Hill 1609 at Four Seasons

Nevis / Pinneys Beach
from $3,089.00 /night
11 Guests 5 Bedrooms 6 Bathrooms

Sunset Hill 1610 at Four Seasons

Nevis / Pinneys Beach
from $4,479.00 /night
9 Guests 4 Bedrooms 4.5 Bathrooms

Sunset Hill 1614 at Four Seasons

Nevis / Pinneys Beach
from $3,334.00 /night
13 Guests 5 Bedrooms 5.5 Bathrooms

Sunset House

British Virgin Islands / Tortola
from $1,100.00 /night
13 Guests 4 Bedrooms 3.5 Bathrooms

Sunshine Peak Chalet

Colorado / Steamboat Springs
Call for Pricing
18 Guests 9 Bedrooms 9 Bathrooms

Sweet Bocas

Panama / Bocas Del Toro
Call for Pricing
10 Guests 5 Bedrooms 5.5 Bathrooms

Sycamore at Encore Club

Florida / Orlando
from $267.00 /night
26 Guests 10 Bedrooms 10.5 Bathrooms

Symphony at Reunion Resort

Florida / Orlando
from $1,358.00 /night
6 Guests 3 Bedrooms 3 Bathrooms

Syriana

St. Martin / Sint Maarten
from $500.00 /night
16 Guests 8 Bedrooms 10 Bathrooms

Talyssa

Greece / Mykonos
from $4,518.00 /night
24 Guests 12 Bedrooms 12 Bathrooms

Taras

Italy / Puglia
from $2,033.00 /night
9 Guests 4 Bedrooms 4.5 Bathrooms

Sunset Hill 1604 at Four Seasons

Nevis / Pinneys Beach
from $3,334.00 /night

Sunset Hill 1604 or Tamarind offers décor featuring hand painted adornments and a plethora of local, plantation-inspired artwork.

7 Guests 3 Bedrooms 4 Bathrooms

Sunset Hill 1609 at Four Seasons

Nevis / Pinneys Beach
from $3,089.00 /night

Nestled in the heart of the Sunset neighborhood, this villa provides the ultimate privacy and stunning views.

11 Guests 5 Bedrooms 6 Bathrooms

Sunset Hill 1610 at Four Seasons

Nevis / Pinneys Beach
from $4,479.00 /night

The friendly and active atmosphere of Sunset Hill 1610, or Plumeria make it a top choice for family vacations.

9 Guests 4 Bedrooms 4.5 Bathrooms

Sunset Hill 1614 at Four Seasons

Nevis / Pinneys Beach
from $3,334.00 /night

The playful yet stylish décor of Sunset Hill 1614 or Neptune gives guests the opportunity to lounge among abstract art, dine among a retro-inspired kitchen, and shower with three different spouts to choose from.

13 Guests 5 Bedrooms 5.5 Bathrooms

Sunset House

British Virgin Islands / Tortola
from $1,100.00 /night

Commanding an utterly breathtaking view of the mile-long strand of Long Bay Beach, this impressive mansion sits hilltop just above the idyllic stretch of white sand and aqua ocean.

13 Guests 4 Bedrooms 3.5 Bathrooms

Sunshine Peak Chalet

Colorado / Steamboat Springs
Call for Pricing

Located just a short walk from the heart of the Steamboat Ski village, Sunshine Peak Chalet offers fabulous views and a home-away-from-home for families or a group seeking a close connection to the mountain village.

18 Guests 9 Bedrooms 9 Bathrooms

Sweet Bocas

Panama / Bocas Del Toro
Call for Pricing

Sweet Bocas is an architecturally stunning, handcrafted villa that floats off the shore of its own private island in Panama’s Caribbean waters.

10 Guests 5 Bedrooms 5.5 Bathrooms

Sycamore at Encore Club

Florida / Orlando
from $267.00 /night

This five bedroom villa is the perfect option for families wanting a memorable stay at a prime location in Orlando!

26 Guests 10 Bedrooms 10.5 Bathrooms

Symphony at Reunion Resort

Florida / Orlando
from $1,358.00 /night

This ten bedroom luxury mansion is located at the prestigious Reunion Resort, less than 12 minutes to Walt Disney World!

6 Guests 3 Bedrooms 3 Bathrooms

Syriana

St. Martin / Sint Maarten
from $500.00 /night

This 3 bedroom, Penthouse apartment in Porto Cupecoy offers beautiful ocean, marina and lagoon views from the private roof deck.

16 Guests 8 Bedrooms 10 Bathrooms

Talyssa

Greece / Mykonos
from $4,518.00 /night

Perched right over the clear waters of the Aegean, the astonishing Talyssa finds space as a private property situated literally in between the beaches of Paranga and Paradise, both easily reachable from the estate.

24 Guests 12 Bedrooms 12 Bathrooms

Taras

Italy / Puglia
from $2,033.00 /night

Puglia is often called “the heel of the boot” for its geographical position on the Italian peninsula.