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.

Beach House is all about location, location, location. It’s on Taylor Bay, which is one of my absolute favorites on Turks and Caicos. This quiet slice of beach is ...
The Beach House Villa is located within walking distance of Taylor Bay Beach

Beach House

4 Bedrooms
4+ Bathrooms
Taylor Bay-Sapodilla Bay, Turks and Caicos
  • Beachfront
  • Pool
  • AC
Details
Olympus has it all: a beachfront location, modern design, and tons of space to lounge. Whether you want to relax inside or out, there’s plenty of space for all ...
Olympus is located on the beach front in Rum Point

Olympus - Platinum

4 Bedrooms
4+ Bathrooms
Grand Cayman, Cayman
  • Beachfront
  • Pool
  • AC
Details
Madison at Sandy Lane is a tranquil villa with resort amenities, golf course access, and elegant design. Whether you want to swim in the pool, sunbathe on the deck, or ...
Madison Villa is located on a hilltop in the Sandy Lane Estate with panoramic 180 degree views

Madison Villa at Sandy Lane

4 Bedrooms
4 Bathrooms
Barbados
  • Pool
  • AC
Details
Beach Enclave takes family vacations to the next level. With endless amenities, activities for all ages, and a convenient location near Grace Bay, this four-bedroom villa is the perfect choice ...
Beach Enclave 4 bedroom Ocean View at Grace Bay

BE - 4 bedroom Ocean View at Grace Bay

4 Bedrooms
4+ Bathrooms
Grace Bay, Turks and Caicos
  • Near Beach
  • Pool
  • AC
  • Resort Villa
Details
Looking for privacy, convenience, and tranquility? Beach Enclave Long Bay may be the perfect fit for your family. With a two-bedroom main house and a two-bedroom cottage, there’s more ...
Beach Enclave Long Bay is located on the southeastern edge of Providenciales

BE - 2 Bedroom Beach Front Plus 2 Bedroom Cottage at Long Bay

4 Bedrooms
4+ Bathrooms
Long Bay, Turks and Caicos
  • Beachfront
  • Pool
  • AC
  • Resort Villa
Details
Hura Sea Azure puts guests right on Long Bay near several restaurants and shops. You can easily get to jet ski rentals, horseback riding, and kitesurfing within a short drive ...
Hura Sea Azure photo
Specials.

Hura Sea Azure

4 Bedrooms
4+ Bathrooms
Long Bay, Turks and Caicos
  • Beachfront
  • Pool
  • AC
Details
If you’re looking for a gorgeous villa for up to four couples, Mar Azul is a great choice! Its comfortable design and modern amenities are nothing compared to how ...
Mar Azul is located on a high ridge between Maria Bluff and Blasbalg Point
1-3 BR rates.

Mar Azul

4 Bedrooms
3+ Bathrooms
Great Cruz Bay, St. John
  • Pool
  • AC
Details
Wind Chime is all about relaxation and luxury. The spaces are all designed to feel expansive and open, and every ounce of technology offers the latest and greatest. Every guest ...
Wind Chime Villa in Turks and Caicos
Specials.

Wind Chime

4 Bedrooms
4+ Bathrooms
Turtle Tail, Turks and Caicos
  • Beachfront
  • Pool
  • AC
Details
Turks and Caicos is well known for its beautiful beaches, and Five Turtles Villa gives you direct access to one of the finest on the island. This popular 4-bedroom villa ...
Six Turtles on Taylor Bay

Six Turtles Villa

4 Bedrooms
4+ Bathrooms
Taylor Bay-Sapodilla Bay, Turks and Caicos
  • Beachfront
  • Pool
  • AC
Details
Your hunt for beauty, solitude, and affordability near one of the world's best beaches is over. Okeanos is located 150 feet above the sea rocks with spectacular views. Whether you relax ...
Villa Okeanos sits in Shoal Bay East,
3 BR rate.

Okeanos

4 Bedrooms
3+ Bathrooms
Anguilla
  • Pool
  • AC
Details
Cielo Villa is an unparalleled sanctuary nestled along Chalk Sound. With its awe-inspiring sea views, an inviting infinity pool lined with loungers, and a harmonious blend of contemporary design and ...
Cielo Villa on Chalk Sound
Specials.

Cielo

4 Bedrooms
5 Bathrooms
Chalk Sound, Turks and Caicos
  • Beachfront
  • Pool
  • AC
Details
Fiore villa is a beautiful, fully air-conditioned 4 bedroom villa just a short 2-3 minute walk to lovely Shoal Bay Beach. All four bedrooms have views of Shoal Bay East and 2 ...
Fiore Villa photo

Fiore Villa

4 Bedrooms
4+ Bathrooms
Anguilla
  • Near Beach
  • Pool
  • AC
Details
If you're looking for luxury, look no further than Aqua Rock in Terres Basses, St. Martin! This property is a dream come true with its 4 bedrooms, chic furnishings, and the ...
Aqua Rock Villa in Terres Basses
2 BR rate.
Specials.

Aqua Rock

4 Bedrooms
4+ Bathrooms
Terres Basses (French side), St. Martin
  • Pool
  • AC
Details
A stunning waterfront retreat in Puntinak Cove. With a heated infinity pool, an alfresco dining area, and modern amenities, this brand-new villa offers the ultimate island getaway. Luxurious bedrooms, a ...
Villa Prime Brac photo

Villa Prime Brac

4 Bedrooms
4 Bathrooms
Brac Island, Croatia
  • Pool
  • AC
Details
Hakuna Matata is a wonderful, spacious home surrounded by flowers, palm trees, and tropical landscaping. The owners have stayed true to the natural settings by including native materials like stones ...
Hakuna Matata is located in the Catherineberg Estate overlooking Cinnamon Bay
2 BR rate.
Specials.

Hakuna Matata

4 Bedrooms
5+ Bathrooms
Catherineberg, St. John
  • Pool
  • AC
Details
Beach Dreams is great for beach lovers and snorkelers. The beach is a few steps away from the pool, with a well-maintained lawn in between. A snorkeling reef is just ...
Wonderful beach just steps away from the pool at Beach Dreams Villa

Beach Dreams Villa

4 Bedrooms
4+ Bathrooms
Virgin Gorda, BVI, British Virgin Islands
  • Beachfront
  • Pool
  • AC
Details
This villa has an ideal location far from crowds yet minutes from Grace Bay, and is a cozy choice for any family vacation. You won’t want to miss snorkeling ...
Endless ocean views
3 BR rate.

Ocean Palms Villa

4 Bedrooms
4 Bathrooms
Turtle Tail, Turks and Caicos
  • Pool
  • AC
Details
Situated right on the sandy beach, Thespina is one of Barbados' most unique private villas. The home itself is very contemporary, but still very comfortable. With 4 bedrooms and 5 bathrooms Thespina ...
Thespina Villa is located in Holetown right on the beach nestled in tropical foliage

Thespina Villa

4 Bedrooms
4 Bathrooms
Barbados
  • Beachfront
  • AC
Details
You can spend your days relaxing around the heated pool or stretched out on the white sand beaches, without a care in the world. The daily maid service ensures that ...
Euphoria Villa sits above Clarke Rock in Leverick Bay
3 BR rate.
Specials.

Euphoria Villa

4 Bedrooms
3 Bathrooms
Virgin Gorda, BVI, British Virgin Islands
  • Near Beach
  • Pool
  • AC
Details
Located right on the French side of St. Martin, Blue Beach Villa is a great beachfront home with tons of privacy, modern design, and ocean views. The pool and the ...
Blue Beach Villa is located right on Long Bay Beach
Specials.

Blue Beach Villa

4 Bedrooms
4 Bathrooms
Terres Basses (French side), St. Martin
  • Beachfront
  • Pool
  • AC
Details
Villa Farina is the ultimate beachfront paradise in Anguilla! With 4 spacious bedrooms, each with interior access, and breathtaking sea views from the master bedrooms, this villa is perfect for a ...
Villa Farina in Anguilla
Specials.

Villa Farina

4 Bedrooms
4 Bathrooms
Anguilla
  • Beachfront
  • Pool
  • AC
Details
It's rare that the name of a vacation rental could truly summarize the benefits you will find inside, but this one says it all at Serenity. Your holiday should encompass ...
Villa Serenity has a beautiful deck and unparalleled views of Gustavia Harbour
1-3 BR rates.

Serenity Villa

4 Bedrooms
4 Bathrooms
Gustavia, St. Barts
  • Near Beach
  • Pool
  • AC
Details
Bonavista Villa is located in a gated community, and is just steps away from Gibbs Beach. It has a cook, a laundress, and a housekeeper to see to your every ...
Tropical surroundings greet you at the pool at Bonavista Villa
3 BR rate.

Bonavista Villa

4 Bedrooms
4+ Bathrooms
Barbados
  • Beachfront
  • Pool
  • AC
Details
Evergreen is a luxurious garden villa with a full staff, spacious interiors, and modern amenities. You can watch movies or read a book from the owner’s library in the ...
The stunning Evergreen property, in the prestigious Sandy Lane neighborhood, from an aerial view
3 BR rate.

Evergreen Villa

4 Bedrooms
5 Bathrooms
Barbados
  • Pool
  • AC
Details
The modern villa of Ecume des Jours is just 15 minutes from the airport, but it is situated in a very secluded area with a beach that is literally right at ...
Ecume des Jours is located on the end of Plum Bay Beach
2, 3 BR rates.
Specials.

Ecume des Jours

4 Bedrooms
3 Bathrooms
Terres Basses (French side), St. Martin
  • Beachfront
  • Pool
  • AC
Details
Four bedrooms and four baths make Kir Royal Villa perfect for a pair of vacationing couples or a large family. St. Jean Beach is just a few minutes away by ...
Kir Royal Villa is located in St. Jean
2, 3 BR rates.

Kir Royal Villa

4 Bedrooms
4 Bathrooms
Saint Jean, St. Barts
  • Near Beach
  • Pool
  • AC
Details
There are many villas in Terres Basses on the French side of St. Martin that can accommodate small children, but few will cater to the needs of a family with ...
Oceane Villa is located in Terres Basses on the French side of St. Martin
2, 3 BR rates.
Specials.

Oceane Villa

4 Bedrooms
4+ Bathrooms
Terres Basses (French side), St. Martin
  • Near Beach
  • Pool
  • AC
Details
With a thatched-roof outdoor dining area, hot tub, private infinity-edge pool, and beach access, you'll want Valentina Villa to become your home away from home. Located on Sapodilla Bay, you'll ...
Valentina Villa has a beautiful pool and patio and is situated just above Sapodilla Bay

Valentina Villa

4 Bedrooms
4+ Bathrooms
Taylor Bay-Sapodilla Bay, Turks and Caicos
  • Near Beach
  • Pool
  • AC
Details
Southern Breeze Villa is a warm, spacious home overlooking Fish Bay and Cocolobo Point. This fully air-conditioned beautiful four-bedroom home is the perfect getaway for friends or families traveling together. ...
Southern Breeze is located near the Battery Gut area and has amazing Caribbean views
1-3 BR rates.
Specials.

Southern Breeze

4 Bedrooms
4 Bathrooms
Rendezvous Bay, St. John
  • Pool
  • AC
Details
With four bedrooms, spacious living areas, and an open floor plan that combines indoor and outdoor living, High Trees Villa is a peaceful and relaxing home away from home. This ...
High Trees Villa is located on Gibbs Bay Beach

High Trees Villa

4 Bedrooms
4 Bathrooms
Barbados
  • Beachfront
  • Pool
  • AC
Details
At Le Moulin, you have instant access to St. Jean's beach, an infinity-edge pool, and air-conditioning. This 4-bedroom villa has an updated, open design so you can make the most ...
The landmark -Windmill- at Le Moulin Villa on St.Jean Beach
1-3 BR rates.

Le Moulin Villa

4 Bedrooms
4 Bathrooms
Saint Jean, St. Barts
  • Beachfront
  • Pool
  • AC
Details
Abrigado Villa is perfect for vacationing couples or families looking to entertain and unwind. There's plenty of room for privacy across the villa’s four bedrooms, but the common areas ...
Poolside views from the prestigious Abrigado Villa in Virgin Grand Estates

Abrigado Villa

4 Bedrooms
4+ Bathrooms
Caneel Hill, St. John
  • Pool
  • AC
Details
If you love outdoor showers, infinity pools, and a 20-second walk to the beach, stay at Alegria Villa. You'll find a spacious home with its own pool, gym, media room, ...
The beautiful pool and Caribbean views from Alegria Villa

Alegria Villa

4 Bedrooms
4 Bathrooms
Anguilla
  • Near Beach
  • Pool
  • AC
Details
If you love design, you'll go crazy for Claridge villa. The magazine-worthy living area is all-white with exposed beams and an open design. Dark, well-polished wood cabinetry and furniture stands ...
Claridge Villa is located in the heights of Anse des Cayes overlooking St. Jean and Anse des Cayes
2, 3 BR rates.

Claridge Villa

4 Bedrooms
4 Bathrooms
Anse des Cayes, St. Barts
  • Pool
  • AC
Details
Vista Caribe is located in the exclusive Virgin Grande Estates and has breathtaking views of the Caribbean Sea, St. James, and St. Thomas. Overlooking the lush hillside of the island, ...
Vista Caribe is located above Great Cruz Bay in the Virgin Grand Estates
1-3 BR rates.
Specials.

Vista Caribe Villa

4 Bedrooms
4+ Bathrooms
Virgin Grand Estates, St. John
  • Pool
  • AC
Details
This spacious villa is perfect if you are looking for an active beach vacation. With a billiards table, private pool, and snorkeling right outside your door, you'll have more fun ...
Lounges over look the pool and out into the sound

Breezy Palms

4 Bedrooms
3+ Bathrooms
Chalk Sound, Turks and Caicos
  • Pool
  • AC
Details
Great Turtle sits nestled within the hills and enjoys wonderful views of Coral Bay, the Caribbean Sea, and the Bordeaux Mountains from nearly every vantage point on the property. With ...
Great Turtle Villa is nestled on a tropical hillside above Coral Bay
2, 3 BR rates.

Great Turtle Villa

4 Bedrooms
4+ Bathrooms
Coral Bay, St. John
  • Pool
  • AC
Details
Summer Breeze Villa, also known as Villa Minou, is one of the top choices in a vacation location for families with children of all ages. It offers more than simply ...
The infinity edge pool and patio deck overlook Grand-cul-de-sac
2, 3 BR rates.

Summer Breeze

4 Bedrooms
4 Bathrooms
Grand Cul de Sac, St. Barts
  • Near Beach
  • Pool
  • AC
Details
Located in the peaceful Turtle Tail area, Sandy Shore has direct beach access, a private onsite swimming pool, a kayak, and numerous water sports nearby. There are five little islands ...
Sandy Shore Villa

Sandy Shore Villa

4 Bedrooms
4 Bathrooms
Turtle Tail, Turks and Caicos
  • Beachfront
  • Pool
  • AC
Details
With four ensuite bedrooms, its own private infinity-edge swimming pool, and quick access to the sea and snorkeling, Breezy Villa is the perfect getaway for a family or friends traveling ...
Breezy Villa sits directly on the ocean

Breezy Villa

4 Bedrooms
4 Bathrooms
Long Bay, Turks and Caicos
  • Pool
  • AC
Details
This secluded villa is great for guests who want to relax with a good book or adventure on the water. Its just across the street from Sapodilla Bay, and guests ...
Bright Idea has great views of Chalk Sound

Bright Idea Villa

4 Bedrooms
4+ Bathrooms
Chalk Sound, Turks and Caicos
  • Beachfront
  • Pool
  • AC
Details
Guests at Sandcastle Pointe get access to jaw-dropping ocean views, modern amenities, and luxurious design. Dive into the private infinity pool or take a shot on the manicured putting/croquet ...
Sandcastle Pointe Villa is located just west of Shoal Bay Beach
Specials.

Sandcastle Pointe at Shoal Bay

4 Bedrooms
4+ Bathrooms
Anguilla
  • Pool
  • AC
Details
Great Escape is a great villa rental for a family vacation or special event. Everyone will have plenty of space, between the guest cottage and three bedrooms on opposite sides ...
Great Escape Villa is located on the Rum Point end of the island with a beautiful stretch of beach
Specials.

Great Escape Villa

4 Bedrooms
3 Bathrooms
Grand Cayman, Cayman
  • Near Beach
  • Pool
  • AC
Details
Because vacations are supposed to be relaxing and stress-free, it is often counterproductive to take a trip that involves renting a car and doing a lot of driving, especially in ...
Villa Mango sits on the hillside above Orient Bay
Specials.

Mango Villa

4 Bedrooms
4 Bathrooms
Orient Bay (French side), St. Martin
  • Near Beach
  • Pool
  • AC
Details
Ambiance is all that the name implies - a villa with a special atmosphere that will positively impact your entire vacation. The living spaces flow into one another, so there's ...
Ambiance is located in the heart of Terres Basses with access to beautiful beaches nearby
2, 3 BR rates.
Specials.

Ambiance Villa

4 Bedrooms
4+ Bathrooms
Terres Basses (French side), St. Martin
  • Pool
  • AC
Details
La Percha is ideal for any group of travelers. It has everything you could want in a tropical getaway- four Master Suites, direct beach access, privacy, and modern design. Its ...
La Percha Villa is ideally located on the beautiful Taylor Bay

La Percha Villa

4 Bedrooms
4+ Bathrooms
Taylor Bay-Sapodilla Bay, Turks and Caicos
  • Near Beach
  • Pool
  • AC
Details
Rapture Villa is 5000 sq. feet of Caribbean luxury and style. Elegant turtle statues float above the pool overlooking the sea and the Virgin Islands. The National Park Beach is only 15 ...
Rapture villa is located in Virgin Grand Estates

Rapture Villa

4 Bedrooms
4 Bathrooms
Virgin Grand Estates, St. John
  • Pool
  • AC
Details
With a private pool, onsite restaurants and activities, and a beachfront location, you and your family will never want to leave Turtle Villa. There's tons of outdoor space and gorgeous ...
Turtle Villa is located in Jolly Harbour on the beautiful Lignum Vitae Bay

Turtle Villa

4 Bedrooms
4+ Bathrooms
Jolly Harbour, Antigua
  • Beachfront
  • Pool
  • AC
Details
Reef Beach House truly is a tropical haven. Located right on Grace Bay Beach, this villa offers four air-conditioned bedrooms and tons of outdoor space. With three al fresco dining ...
Reef Beach House is located on the very desirable, Grace Bay Beach
2 BR rate.

Reef Beach House

4 Bedrooms
3 Bathrooms
Grace Bay, Turks and Caicos
  • Beachfront
  • Pool
  • AC
Details
If you like both contemporary and Caribbean styles, you'll love the beautiful browns, blues and whites at Seabird Villa. This villa is both soothing and classy, with a modern kitchen ...
Seabird Villa has beautiful sunset views
2, 3 BR rates.

Seabird Villa

4 Bedrooms
4+ Bathrooms
Anguilla
  • Near Beach
  • Pool
  • AC
Details
Martangie Villa has everything you need to enjoy a carefree vacation in Barbados. Spend your mornings playing golf or tennis, and come home to relax and watch the sun cast ...
Martangie Villa sits in it's stately location on the Gold Coast

Martangie

4 Bedrooms
5 Bathrooms
Barbados
  • Beachfront
  • Pool
  • AC
Details
Jessamine Villa is located on the West Coast of Barbados, near Gibbs Bay Beach, golf and tennis, and an assortment of water sports. The villa itself is private and has ...
Set amid lush tropical greenery Jessamine offers a beautiful private pool
3 BR rate.

Jessamine Villa

4 Bedrooms
4 Bathrooms
Barbados
  • Near Beach
  • Pool
  • AC
Details
This villa has some of the most beautiful ocean views on the island. It's a few steps from the water, perched right on Mullins Beach, and the water is crystal ...
Hemingway House is tucked in a cove between Gibbs Beach and Mullins Beach

Hemingway House

4 Bedrooms
4+ Bathrooms
Barbados
  • Beachfront
  • Pool
  • AC
Details
Perfectly positioned in Hvar's heart, Villa Gariful beckons with unparalleled luxury. From its smart technology to the private Jacuzzi and lavish suites, every detail exudes opulence. Indulge in the ultimate ...
Villa Gariful photo

Villa Gariful

4 Bedrooms
7 Bathrooms
Hvar Island, Croatia
  • Near Beach
  • AC
Details
Mahogany trees, tropical plants, fruit trees, and a multitude of green foliage make Shangri La a little slice of heaven. This Spanish hacienda includes an enclosed courtyard with a coral ...
Shangri La Villa is located in the Holders Hill area right on the Barbados Polo Club

Shangri La - Villa

4 Bedrooms
4 Bathrooms
Barbados
  • Pool
  • AC
Details
Phebus Villa overlooks St. Jean Bay and is within a short walking distance from St. Jean Beach, Nikki Beach, and activities. The villa’s gourmet kitchen, chic living area, and ...
Phebus Villa is located in St. Jean with views of St. Jean Bay
2 BR rate.

Phebus Villa

4 Bedrooms
4 Bathrooms
Saint Jean, St. Barts
  • Near Beach
  • AC
Details
Hacienda has plenty of space for a large group, and has a great location for exploring the island. It's private, but still close to the beach! Also, the master bedroom ...
La Hacienda Villa sits on the Terres Basses hillside
2, 3 BR rates.
Specials.

La Hacienda Villa

4 Bedrooms
3 Bathrooms
Terres Basses (French side), St. Martin
  • Pool
  • AC
Details
A contemporary marvel with stunning sea vistas. Its expansive terrace leads to an infinity pool overlooking the hillsides. Enjoy shaded lounging areas and al-fresco dining under wooden-roofed pergolas. The chic ...
Villa Luxe photo

Villa Luxe

4 Bedrooms
5 Bathrooms
Ibiza, Spain
  • Near Beach
  • Pool
  • AC
Details
Get ready for the ultimate Croatian getaway at Villa Biseri Jadrana 7. With a private pool and stunning sea views, this luxury retreat in Primosten is your ticket to paradise. Dive ...
Villa Biseri Jadrana 7 photo

Villa Biseri Jadrana 7

4 Bedrooms
4 Bathrooms
Primosten, Croatia
  • Near Beach
  • Pool
  • AC
  • Resort Villa
Details
Embark on an unforgettable retreat at Villa Gabriela in Korcula. This beachfront paradise offers not only a stunning pool and jacuzzi but also a fully-equipped gym, ensuring relaxation and fitness ...
Villa Gabriela photo

Villa Gabriela

4 Bedrooms
4 Bathrooms
Korcula Island, Croatia
  • Pool
  • AC
Details