Caribbean Corporate Retreat Villas

Caribbean Corporate Retreat Villas


You work hard, so you deserve a little time in paradise. Your next business trip or corporate retreat should be on a tropical island. Or how about something a little more special, like a private island. Reward those who work so hard for your company’s success. Reward yourself!


Luxurious, private island with a full staff, six beaches, and every activity you could ask for. 20 BR rate available. Calivigny Island - Just South of Woburn Bay, Greneda

Grenada

Beachfront | Pool | AC

from Call for rates
This totally private island will make you feel like royalty. 15 BR rate available.
Has specials.
The Beach pool at Necker Island

Necker Island, BVI, British Virgin Islands

Beachfront | Pool | AC

from $77500/Nt
Private island resort with rustic, eco-friendly design and every activity under the sun. Thatch Caye photo

Belize

Near Beach

from $9785/Nt
Luxurious private estate with resort amenities, professional service, and 10 huge Master Suites. 10 BR rate available. Ani Villa Estate in The Dominican Republic has an amazing infinity edge pool with Caribbean views

Cabrera, Dominican Republic

Pool

from $10025/Nt
Three luxurious villas make up this super-sized estate. 7 BR rate available. Arrecife 23/24/25 Estate at Punta Cana Resort photo

Punta Cana, Dominican Republic

Pool

from $1600/Nt
Combine business with pleasure at Musha Cay at Copperfield Bay, where there are five houses to choose from and a host of sporting activities. 6, 7, 8, 9, 10 & 11 BR rates available. Musha Cay at Copperfield Bay photo

Musha Cay, Bahamas

Beachfront | Pool | AC

from $42000/Nt
Six acre estate with beachfront access to coral reefs, on-site sports courts, and two freshwater pools. 7, 8, 9, 10 & 11 BR rates available.
Has specials.
Lounge by the pool at Golden Clouds

Ocho Rios, Jamaica

Pool

from $1571/Nt
Platinum Coast villa with 11 bedrooms, a spacious layout, and sunset views. Sanzaru photo

Barbados

Pool

from $11000/Nt
2, 3, 4, 5, 6, 7 & 8 BR rates available. Enjoy relaxing by the pool and spectacular views of the Sir Francis Drake Channel beyond

Virgin Gorda, BVI, British Virgin Islands

Beachfront | Pool | AC

from $5000/Nt
Sophisticated, three-story home perfect for family vacation or getaway with friends. 5 BR rate available. The Beach House at Calivigny Island

Grenada

Beachfront | Pool | AC

from Call for rates
Luxurious, expansive mansion in a tropical oasis. The amazing infinity edge pool at Vista Chavon 7 overlooks the Chavon River and the ocean beyond

Casa de Campo, Dominican Republic

Pool

from $6500/Nt
Oceanfront villa with 10 acres and 11 bedrooms. Lazy Heart Villa is located just along the Playa Caleton Paquena

Cabrera, Dominican Republic

Near Beach | Pool

from $1500/Nt
Huge luxury estate features two separate villas, a full staff, and incredible ocean views. 8 BR rate available. Ani Estate Anguilla - North and South

Anguilla

Pool

from $7500/Nt
Large beachfront estate with two pools that's ideal for family and friends alike. 4, 5, 6, 7, 8 & 9 BR rates available.
Has specials.
Casa Sunshine photo

Guana Bay (Dutch Side), St. Martin

Beachfront | Pool | AC

from $1143/Nt
Pool area for Arrecife Villas

Punta Cana, Dominican Republic

Pool

from $2790/Nt
Fully staffed, avant-garde villa with open-concept design and complimentary access to Eden Roc Beach. 5, 6, 7 & 8 BR rates available. Yarari Royale is a beautiful home located in Cap Cana

Cap Cana, Dominican Republic

Pool

from $2430/Nt
A former embassy, this sprawling property is set up for big groups. The villa has a full staff and a fantastically creative manager. Its also walkable to a beach which is hard to find in St Lucia. 5, 6, 7 & 8 BR rates available. Capri Villa photo

Cap Estate, St. Lucia

Near Beach | Pool

from $850/Nt
This private, beachfront villa has a full staff and five-star amenities for everyone in your party. Has specials. The beautiful Cerulean Villa on Barnes Bay in Anguilla

Anguilla

Beachfront | Pool | AC

from $14286/Nt
Ultra private, beachfront estate! 5, 6, 7 & 8 BR rates available. Santosh a is located along a beautiful stretch of Long Bay Beach

Anguilla

Beachfront | Pool | AC

from $5000/Nt
6 BR rate available. The luxurious patio and and infinity edge pool at Vista Chavon 13

Casa de Campo, Dominican Republic

Pool

from $3500/Nt
6 BR rate available. Las Palmas 22 is located in Casa de Campo and has a great pool

Casa de Campo, Dominican Republic

Pool

from $2000/Nt
Luxurious private villa with resort amenities, professional service, and a personal sandy beach area. 5 BR rate available. The swimming pool at the Larimar Villa overlooks the Caribbean

Cabrera, Dominican Republic

Pool

from $5200/Nt
Fully equipped and air-conditioned resort villa with everything guests could want in a big family vacation. Darsena 20 Villa photo

Casa de Campo, Dominican Republic

Pool

from $2540/Nt
Wedding-friendly resort villa with a swim-up bar and a bunk room. Casa de Suenos is located within the gated Los Suenos Resort community

Costa Rica

Pool

from $1800/Nt
Big groups will love this waterfront villa. 5 BR rate available. Private pool deck at Vieux Caribe Villa

Taylor Bay/Sapodilla Bay, Turks and Caicos

Near Beach | Pool

from $1225/Nt
Six bedroom oceanfront property with a protective coral reef Has specials. Twin Palms Villa - the namesake beautiful palm trees

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1250/Nt
18-guest villa with oceanfront privacy, 75-foot pool, and space for everyone. Has specials. Aerial view of Villa Mora

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1650/Nt
Waterfront luxury rental with a full staff and modern design. Punta Minitas is located on the peninsula just south of Minitas Beach

Casa de Campo, Dominican Republic

Pool

from $3500/Nt
Experience the ease of a stress-free vacation at Punta Cana Resort, where childcare, on-site activities, and white sand beach alleviate every burden. Yellow Bear Villa - Very large pool and outdoor areas

Punta Cana, Dominican Republic

Pool

from $1750/Nt
Large beachfront villa with wraparound ocean views and lots of room for decompressing! Expansive living area has endless views of the ocean

Grace Bay, Turks and Caicos

Beachfront | Pool | AC

from $3571/Nt
Stunning, all-inclusive property dripping with luxury. 4 BR rate available. Enjoy amazing sunsets from the beach at the Amber Villa

Cabrera, Dominican Republic

Pool

from $4400/Nt
Multiple couples and families can enjoy paradise at this gated community villa. The Harmon Estate Villa is located in the Eco Golf Community

Costa Rica

Pool

from $1500/Nt
Modern beachside villa with sound system, expansive outdoor space, and a gourmet kitchen. Has specials. C'est La Vie Villa photo

Terres Basses (French side), St. Martin

Beachfront | Pool | AC

from $4714/Nt
Witenblauw Estate has every creature comfort, three pools, and beach access. Witenblauw Estate Villa photo

Pelican Key (Dutch side), St. Martin

Beachfront | Pool | AC

from $2071/Nt
Enjoy total tranquility in a main house and guest cottage set amongst the lush hillside. 2, 3 & 4 BR rates available. Darcini Villa is located in Fish Bay with a south facing view of rolling hills

Fish Bay, St. John

Pool

from $514/Nt
Three beaches on a private Preserve surrounded by the lush jungle. Langarra Estate photo

St. Thomas, USVI

Pool

from $1081/Nt
Private boat dock, beach, and panoramic ocean views at this fully air-conditioned villa. The Beach House photo

St. Thomas, USVI

Beachfront | AC

from $1300/Nt
This villa has five spacious suites with sea view terraces. Sea Villa is situated facing the beach with amazing unobscured ocean views

Anguilla

Beachfront | Pool | AC

from $3300/Nt
Enjoy easy beach access and spacious bedrooms. The luxurious Sand Villa at Long Bay

Anguilla

Beachfront | Pool | AC

from $3100/Nt
Beautifully and thoughtfully designed for year-round solitude and relaxation. 3 & 4 BR rates available. Beautiful Anguillan sunset from the back porch at Amarilla

Anguilla

Near Beach | Pool

from $2100/Nt
Unparalleled luxury and access to the only golf course on Anguilla. Sky Villa is the most private of the Long Bay Villas located just off the beach

Anguilla

Near Beach | Pool

from $2900/Nt
Ultra-modern upscale Anguilla villa with glass walls that face the sea. Champagne Shores villa sits on a secluded beach near Pelican Bay

Anguilla

Near Beach | Pool

from $1700/Nt
Resort fun with easy beach access and ocean views Villa Arrecife 25 at Tortuga Bay photo

Punta Cana, Dominican Republic

Pool

from $1720/Nt
Villa Corales 18 photo

Punta Cana, Dominican Republic

Beachfront | Pool | AC

from $4550/Nt
Glamorous, spacious villa with water access, chic decor, and stunning views. 1, 2, 3 & 4 BR rates available. Pool and backyard facing Great Cruz Bay at Ardisia Villa

Great Cruz Bay, St. John

Pool

from $1500/Nt

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