Family Villas

Villa Collection Curated by Our Family Specialist

The following properties have been carefully selected by our staff as those most accommodating for families traveling with infants and small children.

We want you to feel at home with your family on your villa vacation. The following properties have been carefully selected by our staff as those most accommodating for families traveling with infants and small children. Our villa specialists can advise you on additional details and facilities of the properties including swimming pool depth. We'll help you plan the perfect family holiday!

Featured Villas

Exclusive Offers
Guests 5 Bedrooms 5.5 Bathrooms

Sundog

Providenciales, Turks & Caicos
from  $4,480.00 /night

More Villas

12 Guests 5 Bedrooms 5.5 Bathrooms

Tortuga Bay C20

Dominican Republic Villas / Punta Cana
from $999.00 /night
10 Guests 4 Bedrooms 4.5 Bathrooms

Tortuga Bay C33

Dominican Republic Villas / Punta Cana
from $860.00 /night
8 Guests 4 Bedrooms 4.5 Bathrooms

Tortuga Bay C7

Dominican Republic Villas / Punta Cana
from $1,199.00 /night
10 Guests 5 Bedrooms 5 Bathrooms

Toscano at Casa de Campo

Dominican Republic Villas / la Romana
from $2,249.00 /night
2 Guests 1 Bedrooms 1.5 Bathrooms

Tower House at The Chilko Experience

British Columbia / Chilko Lake
from $2,190.00 /night
10 Guests 5 Bedrooms 5.5 Bathrooms

Tradewinds

Barbados / Holetown
from $3,000.00 /night
16 Guests 7 Bedrooms 5.5 Bathrooms

Trails Edge Lodge

Colorado / Steamboat Springs
from $1,035.00 /night
Exclusive Offers
18 Guests 6 Bedrooms 6.5 Bathrooms

Black Urchin - Private Residence No. 1

Grand Cayman / Bodden Town
from $3,899.00 /night
24 Guests 11 Bedrooms 8 Bathrooms

Triton

Turks & Caicos / Providenciales
from $8,000.00 /night
12 Guests 6 Bedrooms 6.5 Bathrooms

Triton at Kamique Villas

Anguilla / Little Harbor
from $2,200.00 /night
16 Guests 8 Bedrooms 8.5 Bathrooms

Sambarela - Yarari 14

Dominican Republic Villas / Cap Cana
from $4,999.00 /night
10 Guests 5 Bedrooms 5 Bathrooms

Truffle

St. Martin Villas / St. Martin (French)
from $1,143.00 /night
12 Guests 5 Bedrooms 5.5 Bathrooms

Tortuga Bay C20

Dominican Republic Villas / Punta Cana
from $999.00 /night

Elegant villa with unique taste.

10 Guests 4 Bedrooms 4.5 Bathrooms

Tortuga Bay C33

Dominican Republic Villas / Punta Cana
from $860.00 /night

Tortuga Bay C33 is located in the Tortuga Bay section of the exclusive gated community of Punta Cana Resort & Club, a 26-square mile paradise that is blessed with a temperate year-round climate, light rainfall, and soft breezes.

8 Guests 4 Bedrooms 4.5 Bathrooms

Tortuga Bay C7

Dominican Republic Villas / Punta Cana
from $1,199.00 /night

Oceanview sturdy villa in Punta Cana with butler.

10 Guests 5 Bedrooms 5 Bathrooms

Toscano at Casa de Campo

Dominican Republic Villas / la Romana
from $2,249.00 /night

Nestled amongst palm trees and tropical flowers, this one-story villa has been cleverly designed to introduce elements of the beautiful outdoor surroundings into the airy interior spaces.

2 Guests 1 Bedrooms 1.5 Bathrooms

Tower House at The Chilko Experience

British Columbia / Chilko Lake
from $2,190.00 /night

The Chilko Experience is a private wilderness estate offering an exceptional experience in the beautiful remote Chilko Valley in British Columbia.

10 Guests 5 Bedrooms 5.5 Bathrooms

Tradewinds

Barbados / Holetown
from $3,000.00 /night

Tradewinds is a striking five-bedroom mansion within the prestigious Sandy Lane Estate.

16 Guests 7 Bedrooms 5.5 Bathrooms

Trails Edge Lodge

Colorado / Steamboat Springs
from $1,035.00 /night

Newly remodeled with contemporary mountain style from top to bottom, 'Trails Edge Lodge' offers state-of-the-art, luxury lodging, ideal for family or group gatherings.

18 Guests 6 Bedrooms 6.5 Bathrooms

Black Urchin - Private Residence No. 1

Grand Cayman / Bodden Town
from $3,899.00 /night

Sweeping, clean-lined spaces meet stunning sea views at our 6-bedroom, 6.5-bathroom villa set on a large stretch of barefoot beach.

Our Exclusive Offers:
  • Up to 25% Off | Tropical Escape Promotion
  • Up to 25% Off | Early Booking Bonus
  • $500 Resort Credit | Holiday Promotion
24 Guests 11 Bedrooms 8 Bathrooms

Triton

Turks & Caicos / Providenciales
from $8,000.00 /night

Triton Luxury beach villas is Long Bay’s most new luxury rental villa completed in early 2017

12 Guests 6 Bedrooms 6.5 Bathrooms

Triton at Kamique Villas

Anguilla / Little Harbor
from $2,200.00 /night

Triton Villa is a gorgeous six-bedroom villa overlooking the shimmering Caribbean, with amazing views of St.Maarten (and St. Barth's in the distance).

16 Guests 8 Bedrooms 8.5 Bathrooms

Sambarela - Yarari 14

Dominican Republic Villas / Cap Cana
from $4,999.00 /night

Soaring circular sports villa in paradise.

10 Guests 5 Bedrooms 5 Bathrooms

Truffle

St. Martin Villas / St. Martin (French)
from $1,143.00 /night

An amazing, luxurious, and modern five-bedroom villa on St Martin.