Caribbean: Caribbean Villas & Private Island Rentals

Home - Caribbean

Presidential Retreats represents the most luxuruious Caribbean Villas and Caribbean Island Rentals.

Narrow Your Search: Anguilla, Bahamas, British Virgin Islands, Curacao, Dominican Republic, Jamaica, St John, Turks and Caicos

Villa: Villa Arrecife Reef # 24/25

Caribbean - Dominican Republic - Punta Cana

Located in the exclusive gated community of Punta Cana Resort & Club, a 26-square mile paradise .... More Information

Listing Type Bedrooms Bathrooms Sleeps
Punta Cana Resort 9 10 20

Villa: The Trident Castle

Caribbean - Jamaica - Port Antonio

The Trident Castle is the best location for those wanting a special place for that main events in ones life time. More Information

Listing Type Bedrooms Bathrooms Sleeps
Castle 8 8 up to 16 guests

Villa: Haystack - Tryall Club

Caribbean - Jamaica - Montego Bay

An exquisite, superbly welcoming villa, Haystack furnishes you with a vacation experience unmatched in elegance and serenity. Brilliant views of the Caribbean Sea set the backdrop for this lovely villa styled in British Colonial architecture under a sunny Jamaican influence. More Information

Listing Type Bedrooms Bathrooms Sleeps
Villa 8 8 12 - 16

Villa: Rio Chico

Caribbean - Jamaica - Ocho Rios

Rio Chico is a masterpiece nestled seaside at Ocho Rios. Originally built in 1898, the villa underwent an extensive renovation in the mid '90's by one of the world's most brilliant hoteliers. More Information

Listing Type Bedrooms Bathrooms Sleeps
8 Bedroom Vacation Rental in Jamaica 8 8 16

Villa: Villa Paradise - Blowing Point, Anguilla

All - Caribbean - Anguilla

Villa Paradise, is a charming villa that combines natural beauty with quite elegance while offering unrivaled views across the crystalline Caribbean Sea. The villas protected harbor with boat deck and small, private beach are located directly in front of the main house. The adjacent coral reef offers some of the best snorkeling oppertunites in Anguilla. More Information

Listing Type Bedrooms Bathrooms Sleeps
7 Bedroom Luxury Vacation Rental in Angu 7 7 14

Villa: Villa Blanche Caribbean Hideaway

All - Caribbean - Turks and Caicos

Villa Blanche, a Seven-bedroom estate on Providenciales (Grace Bay area), affords all the amenities of a luxury resort with the intimacy and confidentiality of a grand, private home. More Information

Listing Type Bedrooms Bathrooms Sleeps
5-Star Luxury Villa 7 6 1/2 12 - 16

Island: Bonefish Cay

Bahamas - Abacos - Bonefish Cay

Bonefish Cay is a 13 acre island jewel that is part of the stunning archipeligo of the Abaco Islands in the Bahamas. These islands are famous for their pristine blue waters, stunning marine gardens and unique array of cays. Time on Bonefish Cay is spent appreciating the wonders of the island's natural surroundings whilst indulging in the luxury of a first class Private Island retreat. More Information

Listing Type Bedrooms Bathrooms Sleeps
Private Island Rental 7 10 14

Villa: 6 Bedroom Luxury Villa Rental in Punta Cana Resort # 28

Caribbean - Dominican Republic - Punta Cana

Located in the exclusive gated community of Punta Cana Resort & Club, a 26-square mile paradise views. More Information

Listing Type Bedrooms Bathrooms Sleeps
Punta Cana Resort 6 6.5 14

Villa: Keelawee

Caribbean - Jamaica - Discovery Bay

Located on the tranquil shores of Discovery Bay, sits this magnificent home away from home-the ultimate in comfort and luxury. Set in its own large private beach cove, Keelawee is an elegant, 8000 square foot, two-storey home with six air-conditioned bedrooms and six en-suite baths. The home provides the very best with its combination of privacy and luxury. More Information

Listing Type Bedrooms Bathrooms Sleeps
Vacation Villa Rental, Discovery Bay, Ja 6 6 12

Villa: Baraka Point

Caribbean - British Virgin Islands - Virgin Gorda

Sitting peacefully on a headland in the Caribbean Sea with 280º views, Baraka Point enjoys a built-in sense of privacy from the spectacular reef that extends across the bay while a series of giant boulders lines one of the most secluded beaches on the island to provide guests with their very own corner of paradise… More Information

Listing Type Bedrooms Bathrooms Sleeps
Villa 5 6.5 14

Villa: Villa Kismet

All - Caribbean - St John

Villa Kismet is located on the summit of Maria's Bluff, offering breathtaking 360-degree views of sunrise and sunset, and encompassing vistas of Chocolate Hole, Great Cruz Bay, St. Thomas, and on clear days, St. Croix beyond. This property sets a new and superlative standard among St. John's luxury villas. This spacious and fully-screened home is beautifully designed and executed with a sumptuous Moroccan flair and luxuriously furnished with your comfort in mind. More Information

Listing Type Bedrooms Bathrooms Sleeps
5 Bedroom Luxury Villa Rental, St. John, 5 6.5 12

Villa: Marina #2 Beachfront Luxury Villa

All - Caribbean - Dominican Republic

This beautiful colonial style beachfront luxury villa has it's own sophisticated charm. Located in the Dominican Republic at Punta Cana in the Marina, a 26-square mile paradise that is blessed with a temperate year-round climate, light rainfall, and soft breezes. More Information

Listing Type Bedrooms Bathrooms Sleeps
Beachfront Villa 5 6.5 12

Villa: Villa Coco De Mer at Peter Bay Estate

All - Caribbean - St John

Villa Coco de Mer, over looks one of the most beautiful and dramatic ocean views in the world, is the Caribbean. This villa is very private and designed in a Greco-Roman architectural style with palatial qualities. With grand Doric columns and an amphitheater that leads to a romantic semicircular 50 ft pool. Located at the exclusive gated community of Peter Bay Estate, Coco de Mer is appointed in a 5 star elegance and surrounded by the majesty of pristine St. John beaches and tropical panoramas. Coco de Mer is secluded, private, and tranquil, yet only minutes away from Cruz Bay restaurants and activities. More Information

Listing Type Bedrooms Bathrooms Sleeps
5-star luxury villa in U.S. Virgin Islan 5 6 1/2 12

Villa: The Famous Roaring Pavilion Vacation Rental

Caribbean - Jamaica - Ocho Rios

The Divine Villa Roaring Pavilion is a one of a kind property whose recent $5 million renovation, completed in late 2011, has enhanced its reputation as the Caribbean's most celebrated estate home. Originally opened in 1995 as the ultimate luxury hideaway, it was the first villa to offer an on-site spa with full-time attendants. The villa's structural set-up is unique in itself as it's set-up as three in one. More Information

Listing Type Bedrooms Bathrooms Sleeps
5 Bedrooms Villa 5 6 10

Villa: Villa Bajaca - Turks and Caicos

All - Caribbean - Turks and Caicos

"Bajacu", which means "rising sun", is a stunning estate located on one of the most unspoiled destinations in the Caribbean. A remarkable new home ('2004) Bajacu is nestled on the top of a hilltop in the middle of an eleven acre gated estate surrounded by lush tropical gardens with over 100 trees (coconut, royal palm, fruit etc.) and a myriad of bushes and brilliant tropical flowers (bougainvilleas, jasmine, frangipani etc.). The views from the villa are truly magnificent and the clear waters and adjacent reefs a paradise for snorkelers and divers. The home was designed by Marco Aldaco, the world famous Mexican architect , who has been featured on numerous occasions in Architectural Digest (the last in May '2004) as well as other publications and art books. The interiors are designed against a back-drop of terra cotta colored walls with tiled floors. Textures of rattan and tile complement the villa's dramatic architecture. More Information

Listing Type Bedrooms Bathrooms Sleeps
5 Bedroom Luxury Vacation Rental, Provid 5 6 10

Villa: Villa Rotunda, St John, Caribbean

All - Caribbean - St John

Rotunda is a 5 bedroom/5.5 villa with all the modern luxuries one could imagine. The spacious floor plan lends itself well to a rental villa or a private residence with the fifth bedroom doubling as a caretakers unit with a separate entrance and kitchen. Plenty of room to spread out and entertain with a formal interior dining room, outdoor dining, great room, wrap around covered verandas, gracious pool area with fabulous infinity edge pool and sunning deck. One of the main features of the villa is the over-sized outdoor pool bar with island stone detail. Sensational views spanning across St John's North Shore beaches,BVI & beyond. More Information

Listing Type Bedrooms Bathrooms Sleeps
Villa Rental 5 5.5 12

Villa: Palatial 5 Bedroom Luxury Villa in Punta Cana

Caribbean - Dominican Republic - Punta Cana

This palatial oceanfront villa that looks over across the rolling 18th fairway of P.B. Dye’s La Cana Golf Course onto the topaz waters of the Caribbean Sea, Punta Cana Resort & Club offers you that secluded relaxation and serenity you desire. More Information

Listing Type Bedrooms Bathrooms Sleeps
5 Bedroom Luxury Oceanfront Vacation Ren 5 5.5 10

Villa: 5 Bedroom Oceanfront Villa in Punta Cana

Caribbean - Dominican Republic - Punta Cana

This heavenly resort villa located in Punta Cana is a one of a kind luxury experience! More Information

Listing Type Bedrooms Bathrooms Sleeps
Punta Cana Resort 5 5.5 14

Villa: La Encendida # 49 Condo

Caribbean - Dominican Republic - Punta Cana

Located in the exclusive gated community of Punta Cana Resort & Club, a 26-square mile paradise. Temperate year-round climate, light rainfall, and soft breezes. It's colorful coral reefs, calm crystalline waters and white-sand beaches are breathtaking. More Information

Listing Type Bedrooms Bathrooms Sleeps
Punta Cana 5 5.5 14

Villa: Steele Point Private Ocean Cliff House Estate

All - Caribbean - British Virgin Islands

One of the Caribbean's most unique and impressive homes This 5,000 square foot house has been designed to blend masterfully into the 90 foot cliffs overlooking the melding point of the Atlantic Ocean and the Caribbean Sea. More Information

Listing Type Bedrooms Bathrooms Sleeps
Villa Rental 5 5.5 10

Villa: Villa Azure, Shoal Bay, Anguilla

All - Caribbean - Anguilla

Wonderfully friendly and tranquil, Villa Azure was designed by world renowned Caribbean architect, Carl Richards, to take advantage of one of the most spectacular views in all of the Caribbean. A gated estate, it offers luxury vacationing at it's finest. This gated estate offers luxury vacationing at it's finest. Villa Azure is a tropical oasis located on Anguilla in the British West Indies overlooking the stunning Shoal Bay Beach. The villa offers 360 degree views of Shoal Bay Beach to the West, St. Martin to the South, Island Harbour to the East and the azure Caribbean Sea and romantic cays to the North. Fabulous Beaches, azure seas and gourmet restaurants, Villa Azure awaits you in Anguilla. More Information

Listing Type Bedrooms Bathrooms Sleeps
5 Bedroom Luxury Vacation Rental, in Ang 5 5 10

Villa: Villa Rivendell at Peter Bay

All - Caribbean - St John

Walk to renowned Peter Bay Beach in a few minutes via a shady, jungle path from this luxurious three-bedroom villa. Rivendell is an exceptional and luxurious private home secluded within lush tropical gardens, offering two pavilions with a scenic swimming pool between them. More Information

Listing Type Bedrooms Bathrooms Sleeps
Vacation rental 4 4.5 8

Villa: Tortuga Bay #9B

All - Caribbean - Dominican Republic

Luxury family vacation rental next to the golf course in Punta Cana Resort in the Dominican Republic where the beach is calm crustal clear and the resort holds nothing back when it comes to luxury accommodations. More Information

Listing Type Bedrooms Bathrooms Sleeps
Vacation Rental 4 4.5 10

Villa: Villa Avalon - Turks and Caicos

All - Caribbean - Turks and Caicos

Villa Avalon is one of the most stunning villas you are likely to find anywhere in the Caribbean. Rising up from the powder white sand of Grace Bay beach it appears as a sandcastle - complete with tower and turret. However there the similarity ends. Built with luxury in mind, the design of the house makes the most of the wonderful tropical environment and climate. From the moment you enter through the custom made gates all you will see is an expanse of ocean reflected in the enormous infinity edge pool, complete with mini waterfall. Shades of turquoise are contrasted against the creamy tones of the travertine marble pool deck and patio areas. Hibiscus, Bougainvillea and Bird Of Paradise flowers provide vibrant splashes of color throughout. More Information

Listing Type Bedrooms Bathrooms Sleeps
4 Bedroom Luxury Vacation Rental 4 4 8

Villa: Gestalt Private Secluded Paradise Villa

Caribbean - British Virgin Islands - Tortola

A Private Secluded Paradise Right on the Steele Point Peninsula which is located on the tip of Tortola. This home features open-air Mediterranean architecture which showcases living and dining areas on two levels, where elegant furnishings lend a stylish, tropical air, and where shady seclusion looks out to verdant plantings and serene ocean views. More Information

Listing Type Bedrooms Bathrooms Sleeps
Tortola 4 4 8

Villa: Villa 7 Palms

All - Caribbean - Anguilla

“Villa 7 Palms” is located in the Caribbean on the beautiful Island of Anguilla which happends to have 33 pristine white sand beaches on the Island alone, tell me, who could ask for more? More Information

Listing Type Bedrooms Bathrooms Sleeps
Luxury 4 Bedroom Villa 4 4 8

Island: Spanish Water Cay

All - Caribbean - Curacao

One of the islands favorite residential areas, Spanish Water Cay is Curacaos "one and only" private island rental. More Information

Listing Type Bedrooms Bathrooms Sleeps
Private Island 4 4 8

Villa: Stanza Mare #L201 Oceanfront Condo

Caribbean - Dominican Republic - Punta Cana

This lovely condo beachfront condo community is located on one of the top 10 Caribbean beaches. Take a swim in the most beautiful stretch of Punta Cana at Bavaro Beach and relax at the Stanza Mare pool. More Information

Listing Type Bedrooms Bathrooms Sleeps
Condo 3 3 6

Villa: Turquesa Condo # H-202

Caribbean - Dominican Republic - Punta Cana

Nestled amongst the palms on the white sand beaches of Bavaro Beach is Playa Turquesa. Playa Turquesa of Punta Cana, Dominican Republic, is one of the premier communities in the area, drawing in an elite group of international clientele all of whom demand the very finest in life. Playa Turquesa features 188 residences perfectly situated to give you the finest ocean breezes and un-paralleled vistas. More Information

Listing Type Bedrooms Bathrooms Sleeps
Condo 3 3 6

Villa: Turquoise Condo F101

Caribbean - Dominican Republic - Punta Cana

This condo has an incredible location on the ground floor with an outstanding ocean view of the pool and on Bavaro Beach in Punta Cana, in the Dominican Republic... More Information

Listing Type Bedrooms Bathrooms Sleeps
Condo 3 3 6

Villa: Turquesa Beachfront # I 202

Caribbean - Dominican Republic - Punta Cana

Located on the white sand beaches of Bavaro Beach is Playa Turquesa and where you'll find this beautiful beachfront condo. More Information

Listing Type Bedrooms Bathrooms Sleeps
Condo 3 3 6

Villa: The Blackbeard's Perfect Hideaway

Caribbean - British Virgin Islands - Tortola

This perfect hideaway is big enough for 2 couples, offers fabulous ocean views, cool wind breezes, gardens and lush vegetation all around, including seclusion and privacy. Blackbeard's is simply the perfect hideaway for a honeymoon, small family, or two couples exploring the BVI. More Information

Listing Type Bedrooms Bathrooms Sleeps
Villa 2 2 4

Villa: Beautiful Treehouse at Steele Point, Tortola

Caribbean - British Virgin Islands - Tortola

Located at the highest point of Steele Point in the Peninsula this Treehouse has your WOW factor... More Information

Listing Type Bedrooms Bathrooms Sleeps
Tortola 2 2 4