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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.


Escape to Villa Sidera. Modern seaside retreat near Sorrento with stunning views, pool, outdoor kitchen, and rooftop terrace. Live the Mediterranean dream!
Romeo photo

Romeo

5 5

Amalfi Coast, Italy

Near Beach | Pool | AC

Details
Set on the cliffs in Terres Basses, Esprit de la Mer Villa is the ideal choice for large families or groups vacationing in St. Martin. This 5 bedroom, 5.5 bathroom has something ...
Esprit de la Mer is located on a clifftop with Caribbean vies just off Baie aux Cayes
4 BR rate.
Specials.

Terres Basses (French side), St. Martin

Near Beach | Pool | AC

Details
Arc En Ciel is set in an exotic wonderland with volcanos, waterfalls, and the Piton mountain range. Its near diving, snorkeling, mineral baths, and lush gardens. Plus, the property itself ...
Arc En Ciel is located at the base of the Piton mountain range on Beau Estate
3 BR rate.

Soufriere, St. Lucia

Near Beach | Pool | AC

Details
Beaches Edge villa has a smart design that maximizes the ocean views. Of course there's a pool, daily maid service, and a concierge, but there's also full air-conditioning, an outside ...
Lounge by the pool and enjoy amazing ocean views at Beaches Edge East Villa

Anguilla

Near Beach | Pool | AC

Details
Cayman Sands is a great family vacation villa for peace and quiet. There are two children's bedrooms, two master bedrooms, and a guest cottage with kitchenette. The pool terrace is ...
Cayman Sands is located in Old Man Bay along a beautiful stretch of white sandy beach
Specials.

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
This is the perfect location to bring the family together. The house is spacious and inviting. There are five bedrooms that have their own ensuite bathrooms and then a huge ...
Reef Romance Villa has an ideal oceanfront location on Rum Point
Specials.

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Whatever you’re looking for in an island getaway, Nandana’s got it. You have ultimate privacy, luxurious everything, and a full staff here, with masseuses and personal spa services (...
Nandana Villa in the Bahamas
3 BR rate.

Grand Bahama Island, Bahamas

Pool | AC

Details
If you want an oceanfront property that is as deluxe as it is spacious, then Kishti Villa on Meads Bay West is for you. Similar to it's sister villa, Kishti ...
Relax in the pool and hot tub during your stay at Kishti Villa West

Anguilla

Beachfront | Pool | AC

Details
This two-story villa has great sunsets over the water, and is near popular Rum Point. There’s floor to ceiling windows throughout the rental that face the ocean view, so ...
Cos Kai is located on a beautiful beach near Rum Point
Specials.

Cos Kai

5 4+

Grand Cayman, Cayman

Beachfront | AC

Details
Sundog Villa is perfect for any traveler who wants five-star resort amenities on picturesque Grace Bay. Stroll along the beach or snorkel in Smiths Reef right outside your back door. ...
Sundog Villa is located on Grace Bay
Specials.

Sundog

5 5+

Grace Bay, Turks and Caicos

Beachfront | Pool | AC | Resort Villa

Details
This resort villa is in a low traffic neighborhood just five minutes from the airport and Grace Bay, and has a modern, bohemian vibe. You can walk down your own ...
Beach Enclave Beachfront Villas offer amazing ocean views
3, 4 BR rates.

North Shore, Turks and Caicos

Beachfront | Pool | AC

Details
The Penthouse Suite in the Villas at Grace Bay Club is perfect for travelers who want to be as close to Grace Bay as possible without sacrificing resort amenities. The ...
Grace Bay Club Resort pool
Specials.

Grace Bay, Turks and Caicos

Beachfront | AC | Resort Villa

Details
Sandcastle Beach House is an action-packed choice for your next family vacation, anniversary, or celebration. With kayaks, paddle boards, bikes, and direct beach access, there's no shortage of things to ...
Sandcastle Beach House is located on on Limestone Bay
Specials.

Anguilla

Beachfront | Pool | AC

Details
Frangipani lets you enjoy the convenience of a resort community and the comforts of home, in one villa. The villa itself is gorgeous, there are amazing ocean views, and the ...
Frangipani sits directly on Grace Bay Beachfront and each have private infinity pools
Specials.

Frangipani

4 5+

Grace Bay, Turks and Caicos

Beachfront | Pool | AC | Resort Villa

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

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Macy is a quiet villa with an amazing location on Providenciales' southern coast. Its in a gated community near several beaches and activities, like historical pirate sites, hiking trails, water ...
Macy Villa is located on Silly Creek

Macy

4 4+

Chalk Sound, Turks and Caicos

Pool | AC

Details
Evie is a modern villa in the Sunny Bay Estates gated community. Its amazing location on Providenciales' southern shore has a small beach just steps away where a dedicated attendant ...
Evie Villa is located in Sunny Bay Estates a gated community on Provo’s southern shore

Evie

4 4

Chalk Sound, Turks and Caicos

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.

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

Details
If you are looking for a place to have a couple's get-away or to honeymoon, consider Cadasse Villa. The maid and caretaker go out of their way to make you ...
Cadasse Villa is located on a hilltop with in a gated community in Cap Estate
1, 3 BR rates.

Cap Estate, St. Lucia

Pool | AC

Details
La Pergola is a favorite of visitors to St. Martin. One recent guest wrote, "The villa and location were beautiful. Our cleaning lady did a great job everyday! We would ...
La Pergola is located in Terres Basses overlooking the Caribbean and Long Bay
1, 3 BR rates.
Specials.

La Pergola

4 4+

Terres Basses (French side), St. Martin

Pool | AC

Details
If you're looking for a dreamy getaway in St. Martin, then Amber Villa is the perfect spot for you! Situated amongst lush greenery, it's the perfect place to relax and ...
Villa Amber in Terres Basses
2, 3 BR rates.
Specials.

Terres Basses (French side), St. Martin

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.

Grand Cayman, Cayman

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.

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

Taylor Bay-Sapodilla Bay, Turks and Caicos

Near Beach | Pool | 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.

Terres Basses (French side), St. Martin

Pool | AC

Details
Step into the lap of luxury at Villa Privee in Cannes. Surrounded by serene gardens, this boutique-style haven offers discreet elegance. Unwind by the private pool, dine in style, or ...
Villa Privee photo

Cote d'Azur, France

Pool | AC

Details
If you have a large family or party traveling together, La Pinta has a sister villa—La Nina—right next door that can be rented in tandem with La Pinta ...
La Pinta is located in the heart of Terres Basses
3 BR rate.
Specials.

La Pinta

4 4

Terres Basses (French side), St. Martin

Pool | AC

Details
Capturing as much sunshine as possible is easy at Terrasse de Mer. Whether you want to do that on the beach or poolside at your private villa, you'll have plenty ...
Terrasse de Mer Villa is located on a hillside with views of Baie Rouge Beach
2, 3 BR rates.
Specials.

Terres Basses (French side), St. Martin

Pool | AC

Details
Every room in this villa has breathtaking water views! Whether you're relaxing on the covered deck or creating a light snack in the modern kitchen, you're in touch with the ...
La Bella Vita Villa sits on a lush hillside overlooking Great Cruz Bay
1-3 BR rates.
Specials.

Virgin Grand Estates, St. John

Pool | AC

Details
When ISLANDS magazine names you 'One of the Top 20 villas in the World', it's always a good sign. It has tons of outdoor space, a bed in a grove overlooking ...
The beautiful Bird of Paradise Villa
1-3 BR rates.

Anguilla

Near Beach | Pool | AC

Details
Imagine waking up to a perfect ocean view every morning, walking into a gourmet kitchen for breakfast, and enjoying a cup of coffee surrounded by papaya trees and tropical views. ...
Happy Bay Villa is located on the northern coast of the island within walking distance of Friars Bay
2, 3 BR rates.
Specials.

Happy Bay (French Side), St. Martin

Near Beach | Pool | AC

Details
Located in the hills of Terres Basses, Grand Bleu Villa is a new favorite amongst all who visit. Enjoy a good book while soaking in the sun or sip champagne ...
Grand Bleu is located on the hillside of Terres Basses
2, 3 BR rates.
Specials.

Terres Basses (French side), St. Martin

Near Beach | AC

Details
Few places are quite as tourist-friendly as Barbados, but thanks to the amazing weather, friendly people, and great activities, this island has become one of the premiere destinations on the ...
Capri Manor is located just across the street from Gibbs Beach

Barbados

Near Beach | Pool | AC

Details
If you want a tropical escape, Ana Capri fits the bill. It has amazing views, gorgeous Italian design, and lush gardens all around the villa. The infinity pool and tiered ...
Ana Capri Estate photo
1-3 BR rates.

Tortola, BVI, British Virgin Islands

Pool | AC

Details
Marsh Mellow has incredible views, a spacious layout, and a huge, deep pool. Since the villa is crescent-shaped, every room faces the view. It's all very open-air, too, so there's ...
Marsh Mellow Villa is located in Westmoreland in Barbados and has great views of the ocean

Barbados

Pool | AC

Details
Right on Grace Bay, Sunsara Villa will have you living in the lap of luxury. Everything about this place is modern, from the gourmet kitchen to the decor and furniture ...
Sunsara villa on Grace Bay
Specials.

Sunsara

4 4

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

Details
In Marbella, Villa Gardenia beckons with urban luxury and serene retreat vibes. With four stylish floors, a private lift, and en-suite bedrooms, it's a haven for up to ten guests. ...
Villa Gardenias photo

Marbella, Spain

Near Beach | Pool | AC

Details
Turks and Caicos is well-known as one of the best areas in the Caribbean for beach lovers, and the Venetian resort will put you right on one of the finest ...
Penthouse at The Venetian photo

Grace Bay, Turks and Caicos

Beachfront | AC | Resort Villa

Details
Sailrock Resort is a great part of the island to stay on if you want tranquility, convenience, and seclusion. The resort's neighborhood is low-density and off the beaten path, so ...
Sailrock Resort Oceanfront Coral Villa is located oceanfront on the Sailrock Peninsula

- South Caicos, Turks and Caicos

Pool | AC | Resort Villa

Details
The beautifully landscaped and stylish Saline Reef is a great vacation spot for families with children over 12, or adults who want an exclusive get-away location. The views from this three-bedroom ...
Saline Reef sits on the northernmost end of St. Lucia and has a beautiful pool and patio
2 BR rate.

Cap Estate, St. Lucia

Near Beach | Pool | AC

Details
This villa has one of the best views in St. Martin! The ocean and sunsets stretch across the horizon as far as the eye can see, and there’s more ...
Fields of Ambrosia is located in Terres Basses on an oceanfront cliff above the Simpson Lagoon
Specials.

Terres Basses (French side), St. Martin

Pool | AC

Details
Sol e Luna is very private with gardens that surround the house giving guests the option of dressing or not. The large, open interiors also make it an ideal spot ...
Sol e Luna is located in the desirable Terres Basses
1, 2 BR rates.
Specials.

Terres Basses (French side), St. Martin

Pool | AC

Details
Tuscany Resort is one of my favorite properties on Turks and Caicos. At WhereToStay.com, we only list resorts that feel like a private villa. Tuscany made our list because ...
The Tuscany Resort is located on East Grace Bay Beach
1, 2 BR rates.
Specials.

Tuscany

3 3

Grace Bay, Turks and Caicos

Beachfront | Pool | AC | Resort Villa

Details
Turks and Caicos is well-known as one of the best areas in the Caribbean for beach lovers, and the Venetian Resort will put you right on one of the finest ...
The Venetian photo
1, 2 BR rates.

Grace Bay, Turks and Caicos

Beachfront | AC | Resort Villa

Details
There's nothing better than waking up to your own beach! Sailrock Resort's Beach Front Villa puts you right on the sea, with two private bedrooms and a modern Great Room ...
Enjoy endless ocean views from the patio at Sailrock Resort Beach Fron Villa 2 bedroom

- South Caicos, Turks and Caicos

Beachfront | Pool | AC | Resort Villa

Details
Sailrock Resort is off the beaten path from most Turks and Caicos resort villas. It's on Long Beach, a quiet stretch of white sand and calm waters in South Caicos. ...
Sailrock Beach Front Villa Deluxe is located directly on Long Beach

- South Caicos, Turks and Caicos

Beachfront | Pool | AC | Resort Villa

Details
Baronessa, surrounded by vineyards and the iconic Mount Etna, this 16th-century gem seamlessly blends classic charm with contemporary luxury. Baronessa invites you to revel in Sicilian elegance. Enjoy sunsets on ...
Baronessa photo

Baronessa

0 11

Sicily, Italy

Pool | AC

Details

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