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Wedding Villa Collection

Wedding Villa Collection


There is nothing like having a villa wedding in the Caribbean. While hotels and resorts are often crowded, private Caribbean villas provide the perfect backdrop for your ideal tropical wedding. Our Caribbean villa experts source properties that will allow weddings. We know the best island contacts and wedding planners that will make your day a stress free experience. Check out a few of our favorites below or simply give us a call for expert advice.


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

Details
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 16+

Turtle Tail, Turks and Caicos

Beachfront | Pool | AC

Details
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

Details
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

Details
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 15

Belize

Near Beach | AC

Details
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

Details
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

Details
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 0

Terres Basses (French side), St. Martin

Pool | AC

Details
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

Details
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

Details
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.
Specials.

Triton Estate

11 10+

Long Bay, Turks and Caicos

Beachfront | Pool | AC

Details
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

Details
If you want a lot of room to roam around in, water access, a full staff, and luxury accommodations, Indigo Villa is perfect for you. The 10 bedrooms are scattered around ...
Indigo Villa is located right on Little Harbor and has its on little piece of sandy beach
5, 7 BR rates.

Indigo Villa

10 10

Anguilla

Beachfront | Pool | AC

Details
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

Details
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

Details
If you are looking for something private, secluded, and very high-end, then Elsewhere Villa is for you. Ten bedrooms are spread across a large main house, a pool house, and ...
Elsewhere Villa is located in the prestigious Sandy Lane Club area
6, 8 BR rates.

Barbados

Pool | AC

Details
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

Details
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 10

Anguilla

Pool | AC

Details
Villa Arrecife 24/25 is located in the gated community of La Cana Resort & Club

Punta Cana, Dominican Republic

Pool | AC | Resort Villa

Details
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

Details
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

Details
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

Details
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
Specials.

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
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

Details
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

Details
Aliseo has tons of space, privacy, and a full staff. Not only does the villa offer classic Caribbean amenities like a pool, a home theater, and a game room, it ...
Aliseo is located near Colony Club and has access to Sandy Lane Beach Club
5-8 BR rates.

Aliseo Villa

9 10+

Barbados

Pool | AC

Details
Santosha sits right on Long Bay Beach and is perfect for beach weddings, anniversaries, and any special event. You can't help but feel like you're at a resort here, since ...
Santosha is located along a beautiful stretch of Long Bay Beach
5-8 BR rates.

Anguilla

Beachfront | Pool | AC

Details
“Nevaeh” is “heaven” backwards, and the villa's golf simulator, movie theater, media room, and gym are just a few of the reasons why this celestial name suits the property. The ...
Nevaeh is located on a beautiful stretch of Long Bay Beach
5-8 BR rates.

Anguilla

Beachfront | Pool | AC

Details
Kandara is great if you're looking for space and privacy. The villa and guest house has 10,000 square feet of space, an acre of land and its own private beach cove. ...
Kandara Villa is located on Anguilla's West End
6 BR rate.

Kandara

8 8+

Anguilla

Near Beach | Pool | AC

Details
Sea Orchard Retreat is a great choice for weddings, groups, or family vacations. Located a short drive from Seven Mile Beach, and a short walk from Barkers Beach, guests will ...
Sea Orchard Retreat is a gated oceanfront boutique of cottages on the northern coast of Grand Cayman
Specials.

Grand Cayman, Cayman

AC

Details
Coconut Walk is a gorgeous choice for a group vacation. The villa is modern, elegant, and well-designed for large parties. Most of the bedrooms are on the upper level, but ...
Coconut Walk is an oceanfront estate on Seven Mile Beach

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Bella Rocca in Cayman is the epitome of luxury. Perfect for large groups, it's even ideal for weddings. But what I really love about this villa is the sheer beauty ...
Bella Rocca villa in Cayman
Specials.

Grand Cayman, Cayman

Pool | AC

Details
Just two minutes from the beach, Bluff House and Cottage is great for families and friends traveling together. The main house has six bedrooms while the cottage offers an additional ...
Bluff House in Sandy Lane
6 BR rate.

Barbados

Near Beach | Pool | AC

Details
Belair Great House has a gazebo where you can sit and sip on island drinks while looking over the pool and sea. You're surrounded by water views no matter which ...
View of the villa and private pool
5 BR rate.

Barbados

Near Beach | Pool

Details
Nelson Gay House’s design, staff, and location are all the ingredients you need for an incredible vacation. The crystal blue waters just outside the garden are impossible to resist, ...
Nelson Gay House is located on Godings Beach and has beautiful gardens
5-7 BR rates.

Barbados

Beachfront | Pool | AC

Details
Your trip to the Dominican Republic should be nothing short of quiet and relaxing, and Casa Kimball will help redefine the word vacation for you. Offering the seclusion you crave ...
Casa Kimball is located on the north coast of the island of the Dominican Republic

Cabrera, Dominican Republic

Near Beach | Pool | AC

Details
Mullins Mill is truly where the living is easy. With a full staff to anticipate your every desire, you'll have little to do but relax and have fun. Just exploring ...
There is a beautiful ridge side pool at Mullins Mill
4, 6 BR rates.

Barbados

Pool | AC

Details
If you want to hear the ocean from every room, then Sunrise Villa is the perfect setting for your next vacation. With delicious food, an accommodating staff, private pool and ...
Sunrise Villa photo

Cabrera, Dominican Republic

Beachfront | Pool | AC

Details
The Beach House's high-class architecture and contemporary style is enough to make you want to stay forever, but that's not even close to where its amazingness ends. In fact it's ...
The Beach House features an amazing pool and outdoor area

Anguilla

Beachfront | Pool | AC

Details
Tucked behind the pristine sand dunes of Long Bay Beach, Triton Villa has set a new standard for luxury in Turks and Caicos. The estate occupies over 2 acres of lush ...
Triton Villa is located along a beautiful stretch of Long Bay Beach
Specials.

Long Bay, Turks and Caicos

Beachfront | Pool | AC

Details
Sand & Sea offers tons of ways to have fun in the sun. Not only does it sit directly between Grace Bay and Blue Haven Marina, it also has its own ...
Sand and Sea Villa

Leeward, Turks and Caicos

Near Beach | Pool | AC

Details
If you love the sea, Cayman Castle and Guesthouse is the place to be. This expansive villa enjoys an oceanfront location on Gun Bay near snorkeling reefs, the Wreck of ...
Cayman Castle is located on incredible beach frontage on Gun Bay

Grand Cayman, Cayman

Near Beach | Pool | AC

Details
If you want a beachfront villa with private bedrooms, a generous lap pool, and amazing snorkeling, Mora is a great choice. There are seven bedrooms spread between the two-story main ...
Villa Mora is located on a beautiful beachfront in South Sound
Specials.

Mora

7 7

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Leeward Jewel is a beautiful villa situated in an exclusive gated community offering direct canal access. The bedrooms are spaced out for maximum solitude, making it ideal for vacationing families ...
Leeward Jewel is located on the canal in the gated community of Leeward Settlement

Leeward, Turks and Caicos

Pool | AC

Details
Azur Dream's open floor plan makes it hard to tell where the outside ends and the inside begins. Vaulted ceilings and tile floors keep the interior cool even on the ...
Azur Dream is located high on Morne Rouge
4-6 BR rates.
Specials.

Terres Basses (French side), St. Martin

Pool | AC

Details
Zenaida offers a great experience at an exceptional value. The beach is down a short, private path, and the villa has a private, night-lit tennis court with a soft Har-Tru ...
Zenaida Beach & Tennis Estate is located just above Sandy Hill Beach
3-6 BR rates.

Anguilla

Beachfront | Pool | AC

Details
This seaside villa is 7,000 square feet and is on 3.5 acres of land with gorgeous panoramic views. Between the pool, hot tub, two hammocks, and snorkeling equipment, there's little reason to ...
Paradise Villa is located near Blowing Point
4, 5 BR rates.

Anguilla

Pool | AC

Details
Tamarind Villa is an ideal choice for a family with young children. It has 7 bedrooms, with two cribs and one crib with a pack n' play. A wood patio runs ...
Tamarind Villa is located in Windward Hills views are of both the Atlantic Ocean and the Caribbean
3 BR rate.

Cap Estate, St. Lucia

Pool | AC

Details
Fustic House is a legendary vacation destination. The villa was built in the 18th century, then transformed by the famous theatrical designer Oliver Messel in the 1970s. Fustic House offers ...
Amazing private swimming pool at Fustic House

Barbados

Near Beach | Pool | AC

Details
Monte Bay Villa is an attractive getaway with a master suite that will make you want to spend your entire vacation in bed! With its fresh decor and beautiful red ...
Monte Bay Villa sits atop a hillside just above Monte Bay

Klein Bay, St. John

Near Beach | Pool | AC

Details
Le Caprice is designed for days of sunbathing and unwinding. The large pool is surrounded by a sprawling sundeck, and the outdoor kitchen has everything you need to enjoy every ...
Le Caprice Villa is located on a hilltop above Baie Rouge in Terres Basses
4-6 BR rates.
Specials.

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

Details
This is a fantastic property for large families or groups that are working within a budget. There is plenty of space in this six/seven bedroom home for all to ...
Twin Palms is located near Rum Point on a beautiful stretch of ocean

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Villa Mora balances luxury, access, and spaciousness. With 8,000 square feet and beachfront access, everyone in your party will have plenty of room to spread out and relax. In addition to ...
Villa Mora is located beachfront in South Sound

Villa Mora

7 7+

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Cayman Castle has plenty of opportunity for fun! It has access to a beach, tons of room outside to take in the view, and is close to some of the ...
Cayman Castle is located on incredible beach frontage on Gun Bay

Grand Cayman, Cayman

Near Beach | Pool | AC

Details
If you want your own private beachfront home with plenty of room for all 20 of your guests, Seascape is for you. A large wall of windows on every floor allows ...
Seascape is located on Seven Mile Beach

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Jamoon is the place to be for family reunions, couples getaways, and girls trips. Kids and adults alike love the pool - it wraps around the house and comes with ...
Private resort style pool and outdoor entertainment area at Jamoon
3-6 BR rates.

Barbados

Pool | AC

Details
La Maison Michelle is truly impressive. Every suite is spacious and well-decorated, and the sunset views are amazing. The outdoor area is gorgeous, there's several gazebos and terraces for guests ...
La Maison Michelle is located in Westmoreland near the golf course
5 BR rate.

Barbados

Pool | AC

Details
If you and your friends want to take a family vacation, Harmon Estate is perfect. Thanks to the main house and two guest houses, five couples or two families could ...
The Harmon Estate Villa is located in the Eco Golf Community

Costa Rica

Pool | AC

Details
Rotunda is a great, family-friendly villa rental with gorgeous views and privacy. It’s elevated above Peter and Trunk Bay, so you can easily get to the beach but also ...
Rotunda Villa is located above Peter Bay and Trunk Bay

Rotunda

6 6+

Peter Bay, St. John

Pool | AC

Details
The Last Resort stands true to its name…it’s certainly a paradise and feels like a mini-resort. This beautiful estate sits elevated between Chocolate Hold and Hart Bay with ...
The Last Resort Villa located in Chocolate Hole

Chocolate Hole, St. John

Pool | AC

Details

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