Family Friendly Villa Collection

Family Friendly Villa Collection

We want to make your family villa vacation as comfortable as possible. Our villa specialists have handpicked properties that are particularly accommodating for families with young children. They can offer detailed insights into each property, including specifics about swimming pool depth, secure fencing, and other child-friendly features like playgrounds, kid’s clubs, and babysitting services. We can help you find the perfect family-friendly property for your vacation.

There's really no island quite like Calivigny. This gem was purchased in 2000 by a couple who wanted to create a first-class oasis with every luxury imaginable. They did just that ...
Calivigny Island is located just south of Woburn Bay, Grenada
20 BR rate.
Grenada
  • Beachfront
  • Pool
  • AC
The Pearls of Long Bay are the gems of Providenciales. Each home has a theater-style media room, two pools, tons of outdoor space, and ultra chic decor. The Estate is ...
Pearls of Long Bay Estate
Long Bay, Turks and Caicos
  • Beachfront
  • Pool
  • AC
Emara Estate is a brilliant property located on the exclusive Turtle Tail Peninsula. Formerly owned by Prince, this estate boasts 5 star facilities, private beaches, and is ideal for family gatherings, ...
Emara Estate is located on the Turtle Tail peninsula of Providenciales island

Emara Estate

17 Bedrooms
16+ Bathrooms
Turtle Tail, Turks and Caicos
  • Beachfront
  • Pool
  • AC
Necker Island is the place to go if you want the ultimate privacy, luxury, and pampering. You can rent out the whole island to yourself, or just one room during ...
The Beach pool at Necker Island
Specials.
Necker Island, BVI, British Virgin Islands
  • Beachfront
  • Pool
  • AC
Ever dream of staying on Necker Island but renting the entire island is inconceivable? Well, I have great news for you! Celebration Weeks at Necker Island offer travelers the unique ...
Aerial view of Necker Island
1 BR rate.
Necker Island, BVI, British Virgin Islands
  • Beachfront
  • Pool
  • AC
This private island resort is perfect for a casual, relaxing vacation for any group of travelers. Every activity you can imagine is here, from snorkeling to fishing to kayaking. There's ...
Thatch Caye photo

Thatch Caye

15 Bedrooms
15 Bathrooms
Belize
  • Near Beach
  • AC
Over Yonder Cay is the pinnacle of luxury. It's a private island in the Bahamas with a full staff of expert guides and more sources of entertainment than you can ...
Over Yonder Cay is a spectacular exclusive private island south of Nassau in the Bahamas
Exuma and Cays, Bahamas
  • Beachfront
  • Pool
  • AC
ÀNI Dominican Republic is a property that doesn't skimp on luxury. There's pools with massive water slides, a private beach, kayaks and paddle boards, a full staff, and 14 spacious bedrooms. ...
ÀNI Dominican Republic has an amazing infinity edge pool with Caribbean views
6-13 BR rates.
Cabrera, Dominican Republic
  • Pool
  • AC
  • Resort Villa
Seaclusion Oasis combines two gorgeous properties into one luxurious villa rental. The villas sit on the world’s most beloved beach, Grace Bay, with the now famous turquoise waters and ...
Seaclusion Villa and Seascape Villa combined comprise the Seaclusion Oasis in Grace Bay Beach
Specials.
Grace Bay, Turks and Caicos
  • Beachfront
  • Pool
  • AC
  • Resort Villa
This estate can easily accommodate large groups thanks to thirteen large bedrooms, indoor and outdoor dining areas, and sprawling patios. This villa offers sunset views, is kid-friendly, and is within ...
The stunning infinity pool at Mes Amis Villa overlooks the beauty of Baie Rouge
7-12 BR rates.
Specials.

Mes Amis

13 Bedrooms
13+ Bathrooms
Terres Basses (French side), St. Martin
  • Pool
  • AC
Combining the words, "Luxurious" and "All-Inclusive" can almost sound paradoxical. But at Three Bees at Harbour Island, Bahamas these two words go hand in hand. This extraordinary rental property (for ...
Three Bees is located on Harbour Island Bahamas
Harbour Island, Bahamas
  • Beachfront
  • Pool
Arrecife 23/24/25 make up a luxurious estate with resort amenities like a full staff, beautiful landscaping, pristine pools, and glamorous design. Each villa has flatscreen TVs, a fully equipped kitchen, and ...
Arrecife 23+24+25 Estate at Punta Cana Resort photo
Punta Cana, Dominican Republic
  • Pool
  • AC
  • Resort Villa
Laughing Waters is luxurious, exclusive, and secluded without being isolated. This unbelievable resort estate has a full team of staff, multiple villas on property, and every amenity needed for a ...
Laughing Waters is located in Barbados Sandy Lane
Barbados
  • Pool
  • AC
  • Resort Villa
Although Bella Casa is super spacious, it manages to create an intimate atmosphere. You can easily relax with your family and friends or retreat into a quiet space for privacy. ...
La Bella Casa is located in Terres Basses overlooking the La Samanna Hotel and Baie Longue Beach
4-11 BR rates.
Specials.
Terres Basses (French side), St. Martin
  • Pool
  • AC
Your Algarve adventure awaits at Villa Laguna. This Pinhal Velho gem near the Marina and Falesia Beach dazzles with a spacious living areas, a home cinema and plush spa. Outdoors, ...
Villa Laguna photo

Villa Laguna

12 Bedrooms
10 Bathrooms
Algarve, Portugal
  • Near Beach
  • Pool
  • AC
Discover Villa Orfea: a 15th-century villa renovated to modern luxury! With fourteen bedrooms, lush gardens, and a private pool, it's the perfect Tuscan retreat for families and friends. Enjoy historic ...
Orfea photo

Orfea

12 Bedrooms
10 Bathrooms
Tuscany, Italy
  • Pool
  • AC
Golden Clouds is one to remember because it has meditation gardens that wind throughout the property, and several spots dedicated to yoga and zen. It doesn't hurt that its right ...
Golden Clouds Villa is located on Jamaica's north coast in the village of Oracabessa
9-11 BR rates.
Specials.
Ocho Rios, Jamaica
  • Pool
  • AC
The Branson Estate offers a private island experience for large groups and families. The estate offers three impressive master suites and eight luxurious guest suites, so everyone can vacation on ...
 Branson Estate is situated at the northeast tip of Moskito Island
Moskito Island, BVI, British Virgin Islands
  • Beachfront
  • Pool
Triton Estate, which can be found tucked away amid the unspoiled sand dunes of Long Bay Beach, has established a benchmark for luxury in the Turks and Caicos Islands. Over ...
Triton Estate is located along a beautiful stretch of Long Bay Beach
9, 10 BR rates.

Triton Estate

11 Bedrooms
10+ Bathrooms
Long Bay, Turks and Caicos
  • Beachfront
  • Pool
  • AC
Hawksbill Estate is ideal for hosting staff retreats as well as family get-togethers. The sheer magnitude of it gives the impression that you are hiring your very own hotel. The ...
The Hawksbill Estate is located on a beautiful stretch of Grace Bay Beach
Grace Bay, Turks and Caicos
  • Beachfront
  • Pool
  • AC
The Residence at COMO Parrot Cay is ideal for any travelers who expect first-rate service and luxury. You’ll be waited on by two personal butlers and a chef, and ...
The Residence at COMO Parrot Cay photo
Parrot Cay, Turks and Caicos
  • Beachfront
  • Pool
  • AC
  • Resort Villa
Experience luxury at Mas de Lacoste. With stunning views, six lavish bedrooms, and a renovated winery, it's the ultimate retreat. Enjoy alfresco dining, a sparkling pool, and endless amenities for ...
Mas de Lacoste photo
Provence, France
  • Pool
  • AC
If you do things with an all or nothing attitude, you'll flip over Le Bleu Villa. It's hard to think of anything this drop-dead gorgeous rental doesn't have. Aside from ...
Le Bleu Villa its on 2.5 acres of beachfront in Little Harbor
10 BR rate.
Anguilla
  • Beachfront
  • Pool
  • AC
Villa Doma has a gorgeous location right on Babalua Beach. Hang around the beach with the villa’s stand up paddle boards and kayaks, or take the villa's Jeep Wrangler ...
Villa Doma photo
7, 9 BR rates.
Specials.

Villa Doma

10 Bedrooms
10+ Bathrooms
North Shore, Turks and Caicos
  • Beachfront
  • Pool
  • AC
This beachfront vacation rental is a tranquil, luxurious place to take your family, friends, or wedding party. With ten bedrooms, a resort-worthy pool, and four acres of privacy, it’s ...
Aerial views of the Samsara property and surrounding area

Samsara

10 Bedrooms
7+ Bathrooms
North Shore, Turks and Caicos
  • Beachfront
  • Pool
  • AC
If you're looking for luxury and elegance in St. Jean, Unik has it in spades. This ten-bedroom villa will make any traveler's jaw drop, with interiors designed by Philippe Starck ...
Unik villa is located in the heights Saint Jean overlooking St. Jean Bay
6, 7 BR rates.

Unik

10 Bedrooms
10 Bathrooms
Saint Jean, St. Barts
  • Pool
  • AC
Sole E Mare is a breathtaking beachfront oasis nestled along the pristine shores of Grace Bay. Offering the perfect blend of luxury and natural beauty, Sole E Mare offers direct ...
Sole E Mare Villa on Grace Bay
8 BR rate.

Sole E Mare

10 Bedrooms
10+ Bathrooms
Grace Bay, Turks and Caicos
  • Beachfront
  • Pool
  • AC
Dive into the artistic splendor of Chateau des Arts, an 18th-century gem in Calanques de Cassis National Park. With ten lavish bedrooms, a private heated pool, and a vibrant art ...
Chateau des Arts photo
Provence, France
  • Pool
Surrounded on three sides by green, tropical foliage, Le Chateau des Palmiers is ideal for any luxury vacation. The villa can sleep eighteen guests, and every detail feels opulent. The ...
Le Chateau des Palmiers is located directly on Plum Bay Beach
6 BR rate.
Specials.
Terres Basses (French side), St. Martin
  • Beachfront
  • Pool
  • AC
Experience the epitome of luxury at Villa Korta Katarina. Located in Dubrovnik, this historic treasure boasts lavish suites, wellness centre, with gym, sauna and Jacuzzi. Outside there is a private ...
Villa Korta Katarina photo
Orebic, Croatia
  • Near Beach
  • Pool
Imagine having a bonfire on the beach after a long day of fun swimming, playing in the sand, tennis and exploring. That's what you will get at Flor de Cabrera. ...
The luxurious resort like pool is just steps away from the ocean at Flor de Cabrera
Specials.
Cabrera, Dominican Republic
  • Beachfront
  • Pool
  • AC
Silent Waters Villa is a sprawling villa just outside of Montego Bay that offers everything you could possibly need for your group vacation, including two swimming pools and a helicopter ...
Aerial View of Silent Waters
3-7 BR rates.
Specials.
Montego Bay, Jamaica
  • Pool
  • AC
  • Resort Villa
The cove on which Crystal Springs Villa rests is like a clip out of a castaway movie. It is private and secluded, and the sugary white sands invite you to ...
Crystal Springs is a beautiful Estate located right on the beach
5-9 BR rates.
Barbados
  • Beachfront
  • Pool
  • AC
For large groups wanting extreme luxury, the oceanfront ÀNI Anguilla is a perfect choice. There are two separate villas, each with their own private pool, common areas, and five-star amenities. ...
ÀNI Anguilla
6-9 BR rates.

ANI Anguilla

10 Bedrooms
10 Bathrooms
Anguilla
  • Pool
  • AC
Discover La Roussillonne, a hidden gem in Roussillon! This unique property seamlessly blends countryside tranquility with central convenience. A three-year makeover resulted in a spectacular retreat with stunning interiors, private ...
La Roussillonne photo
Provence, France
  • Pool
A stay at Bastide du Logis in Provence is an absolute must. This luxurious property is renowned for its home cinema, tennis court, and summer kitchen – plus, it's located in ...
Bastide du Logis photo
Provence, France
  • Pool
  • AC
Get ready to escape to Mas des Gardois. Set in Provence's heart, this ten-acre estate offers traditional charm with modern luxury. With nine bedrooms, a home cinema, billiards, two swimming ...
Mas des Gardois photo
9 BR rate.
Provence, France
  • Pool
  • AC
Villa Arrecife 24/25 is located in the gated community of La Cana Resort & Club
Punta Cana, Dominican Republic
  • Pool
  • AC
  • Resort Villa
Yarari Royale is one of a kind when it comes to luxury. You'll be spoiled by daily housekeeping, full butler service, and a chef for every meal. The cherry on ...
Yarari Royale is a beautiful home located in Cap Cana
Cap Cana, Dominican Republic
  • Pool
  • AC
  • Resort Villa
The Beach House is the biggest and most impressive accommodation on the island. If you want to vacation in style, this house is for you. There's 9 suites, a freeform pool, ...
The Beach House at Calivigny Island
7 BR rate.
Grenada
  • Beachfront
  • Pool
  • AC
  • Resort Villa
La Dolce Vita is super luxurious and spacious. There's seven different lounges inside the villa and tons around the property's exterior. Expect only the chicest decor and most glamorous amenities. ...
La Dolce Vita photo
Specials.
Long Bay, Turks and Caicos
  • Beachfront
  • Pool
  • AC
One Perfect Day is a well-equipped, charming villa. It has a five-star kitchen with tons of appliances, massive outdoor space, and equally tricked-out bedrooms. Each suite opens to the terrace ...
One Perfect Day Villa is located on the Peterborg Peninsula overlooking Magens Bay
St. Thomas, USVI
  • Near Beach
  • Pool
  • AC
This villa has all the luxury and amenities you'd expect in a five-star Caribbean villa. The floor plans are open and ocean-facing, and there's nine bedrooms to spare. There's even ...
La Palmeraie is located on Harbour Island in the Bahamas
Harbour Island, Bahamas
  • Beachfront
  • Pool
  • AC
Salacia is a gorgeous, family-friendly choice for a luxurious vacation on Grace Bay Beach. It sits on 1.5 acres with over 200 feet water frontage and provides a massive two-level waterfront terrace ...
Salacia Villa in Grace Bay offers amazing amenities
7 BR rate.

Salacia

9 Bedrooms
9+ Bathrooms
Grace Bay, Turks and Caicos
  • Near Beach
  • Pool
  • AC
This ultra-modern villa is a great choice for any multi-generational family vacation. It's golf course location keeps kids a few minutes from the beach, and the villa's pool is above ...
Luxury pool and golf course views
Punta Cana, Dominican Republic
  • Pool
  • AC
  • Resort Villa
If you’re looking for luxury, Nevaeh has it in abundance. Not only does it sit on a gorgeous, private piece of Long Bay, it also has 1.35 acres of lush, ...
Nevaeh is located on a beautiful stretch of Long Bay Beach
5-8 BR rates.
Anguilla
  • Beachfront
  • Pool
  • AC
Kiko has a great location that truly can't be beat. It's in Paynes Bay on Barbados's Platinum Coast, which is home to most of the island's restaurants, bars, and activities. ...
Villa Kiko is located on Payne's Bay
6, 8 BR rates.

Kiko

9 Bedrooms
9+ Bathrooms
Barbados
  • Beachfront
  • Pool
  • AC
The Oasis Estate has it all - luxury, privacy, and exclusivity. This four-story, nine-bedroom villa is on an island that has a status as one of the most exclusive private ...
The Oasis Estate is a sleek and contemporary tropical hideaway perched on the island’s peak
5-8 BR rates.
Moskito Island, BVI, British Virgin Islands
  • Pool
  • AC
If you're wanting to vacation in a quiet, luxurious, beachfront villa, La Palmeraie is perfect! This villa is huge - encompassing nine bedrooms, nine and a half baths, and 12,000 square ...
La Palmeraie - Villa 2 is located in Triana Shores on Harbour Island
Harbour Island, Bahamas
  • Beachfront
  • AC
Rip Kai is a magnificent, oceanfront estate perfect for your next Grand Cayman vacation. It's prepared to handle families celebrating milestone events with luxury and privacy, or your next unforgettable ...
Rip Kai Villa in Rum Point
Grand Cayman, Cayman
  • Beachfront
  • Pool
  • AC
Moskito Island's Village Estate is the ultimate in privacy, seclusion, and sophistication. It has accommodations to sleep up to 18 people, split between the several stand alone guesthouses and the main ...
The Village at Moskito Island is located on its own private island in the Virgin Islands
Moskito Island, BVI, British Virgin Islands
  • Pool
Situated on the shores of Sapodilla Bay in Chalk Sound, La Mer South is a picture-perfect vacation spot fit for the whole family. A private dock with over the water ...
Le Mer Villa South is located on Sapodilla Bay in Chalk Sound
7, 8 BR rates.
Taylor Bay-Sapodilla Bay, Turks and Caicos
  • Pool
  • AC
Capri Villa is the perfect venue for your next birthday, anniversary, wedding, or retreat. The villa is in Cap Estate, a luxurious community that’s home to St. Lucia’s ...
Capri Villa photo
5-8 BR rates.
Cap Estate, St. Lucia
  • Near Beach
  • Pool
  • AC
"Cerulean" means "heaven," and this private resort attends to all the details of your stay to create your personal heaven. A full staff with butlers, a general manager, a culinary ...
Cerulean Villa is located on Barnes Bay
Anguilla
  • Beachfront
  • Pool
  • AC
Cel Blau is a luxurious rural hideaway, meticulously restored while preserving its traditional charm. Enjoy breathtaking views of the Ibiza coast and access to serene countryside. The main house features 5 ...
Cel Blau photo

Cel Blau

9 Bedrooms
7 Bathrooms
Ibiza, Spain
  • Pool
  • AC
Sitting directly on Long Bay Beach, Casa Varnishkes is an opulent, gated estate perfect for families or larger group gatherings. With nine bedrooms, a large swimming pool, fitness room, and ...
 Casa Varnishkes is located on a beautiful stretch pf Long Bay Beach
6 BR rate.
Specials.
Long Bay, Turks and Caicos
  • Beachfront
  • Pool
  • AC
Two seaside villas near Santa Eulalia, boasting 9 bedrooms and stunning sea views. Enjoy spacious terraces, private pools, and BBQ areas. Fully fenced for privacy, with light-filled interiors and well-equipped kitchens. ...
Casa Oceano & Casa Tranquila S'Argamassa photo
Ibiza, Spain
  • Near Beach
  • Pool
  • AC
Mas Providence in Provence is a dream destination for anyone looking to take a dip or hit some balls. With its sprawling estate and gorgeous gardens, this is the perfect ...
Mas Providence photo
7 BR rate.
Provence, France
  • Pool
  • AC
Step into the enchanting Domaine de Villeblanche, a Provencal paradise amidst cypresses, lavender, and olive trees. This luxurious villa near Eyragues invites you to a family-friendly haven with seven stylish ...
Domaine de Villeblanche photo
7 BR rate.
Provence, France
  • Pool
  • AC
Get ready for a Provencal escapade at Le Mas de Gancel! From the chef's dream kitchen to the private vineyard and a heated pool, every detail is a feast for ...
Stone terrace overlooking the vineyard
Provence, France
  • Pool
  • AC