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

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

Truffle

St. Martin / St. Martin (French)
from $1,143.00 /night
12 Guests 6 Bedrooms 6 Bathrooms

Tullia

Italy / Tuscany
from $773.00 /night
8 Guests 4 Bedrooms 4 Bathrooms

Turquesa

Riviera Maya / Playa Del Carmen
from $800.00 /night
6 Guests 3 Bedrooms 3.5 Bathrooms

Turtle Cove

Hawaii / Maui
from $2,722.00 /night
8 Guests 4 Bedrooms 4 Bathrooms

Turtle Nest

St. Martin / St. Martin (French)
from $1,750.00 /night
8 Guests 4 Bedrooms 4 Bathrooms

Turtle Reef at Jumby Bay

Antigua / Jumby Bay Island
from $14,200.00 /night
Exclusive Offers
4 Guests 2 Bedrooms 2 Bathrooms

The Regent Grand - Two Bedroom Oceanfront

Turks & Caicos / Providenciales
Call for Pricing
12 Guests 6 Bedrooms 6 Bathrooms

Un Chalet à Mégève

France / French Alps
from $2,202.00 /night
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 / Cap Cana
from $4,999.00 /night

Soaring circular sports villa in paradise.

10 Guests 5 Bedrooms 5 Bathrooms

Truffle

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

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

12 Guests 6 Bedrooms 6 Bathrooms

Tullia

Italy / Tuscany
from $773.00 /night

Villa Tullia was recently and beautifully restored featuring a contemporary look and style.

8 Guests 4 Bedrooms 4 Bathrooms

Turquesa

Riviera Maya / Playa Del Carmen
from $800.00 /night

Villa Turquesa embodies charming luxury and creative design, capturing the essence of Mexico and providing every amenity you may think of.

6 Guests 3 Bedrooms 3.5 Bathrooms

Turtle Cove

Hawaii / Maui
from $2,722.00 /night

Turtle Cove, located on Napili Bay in West Maui, is a unique private villa showcasing awe-inspiring southwest views of the Pacific Ocean.

8 Guests 4 Bedrooms 4 Bathrooms

Turtle Nest

St. Martin / St. Martin (French)
from $1,750.00 /night

Turtle Nest's vibrant tropical garden entry sets the stage for a specular Caribbean view.

8 Guests 4 Bedrooms 4 Bathrooms

Turtle Reef at Jumby Bay

Antigua / Jumby Bay Island
from $14,200.00 /night

Turtle Reef is a spectacular contemporary home defined by its beachfront setting and sense of total privacy.

4 Guests 2 Bedrooms 2 Bathrooms

The Regent Grand - Two Bedroom Oceanfront

Turks & Caicos / Providenciales
Call for Pricing

The Art of Exclusivity ~ Located on a pristine 300-foot stretch of powder white sand on world-famous Grace Bay Beach, the new Regent Grand is the exclusive destination that offers unparalleled indulgence and is re-writing the rules on island luxury.

Our Exclusive Offers:
  • The Regent Grand | Black Friday Event!
12 Guests 6 Bedrooms 6 Bathrooms

Un Chalet à Mégève

France / French Alps
from $2,202.00 /night

A beautiful luxury Chalet in Mégève, situated 5 kilometers from the center of Mégève and the Rochebrune slopes.