10 Best Luxury Vacation Rentals in The Caribbean

Looking for an excuse to go to the Caribbean? You don’t need an excuse to visit it other than the fact that it is a wonderful place to explore! This region is bursting with natural attractions, several islands have designated national parks. The generous and unspoiled nature of the Caribbean varies between its volcanoes, rivers, tropical rainforests, mountains, waterfalls, nature reserves, beaches… so many ideal “playgrounds” to practice numerous outdoor activities like cycling, horse riding, trekking, rafting, diving, and golf. And that’s not all, the mix of cultures and nationalities which make up the region gives it a unique flavor. The Caribbean people are very well known for their warm welcome and the service offered, they will enchant you!

Casa Favorita - La Romana Province, Dominican Republic

This beautiful property called Casa Favorita will become your “Favorite House” at the time you step and enjoy its private beach, oceanfront location, and breezy ambiance. This luxury Dominican Republic vacation rental occupies a prime setting on the grounds of Casa de Campo, one of the Caribbean’s original—and most exclusive—resort communities. Reserve this full-service, 10 bedroom property for an unforgettable family reunion, once-in-a-lifetime birthday or anniversary celebration, or intimate destination wedding. There are 5 bedrooms with king beds (including several with lounge areas and one with a pool). A holiday at Casa Favorita includes the services of a cook and assistant, bartenders, butlers, housekeepers, and a villa manager. To match the five-star pampering, there are resort-worthy amenities, from a palapa that extends into the water and a palm-lined private beach. You can find this property in Luxuryretreats.com, the price is upon request.

Villa Ela - Saint-Barthelemy, St.Barts

Sophisticated Villa located directly on the beach at Flamands and its exquisite yet understated style, Villa Ela is part of the beautiful simplicity of Caribbean living. This Villa has a multi-tiered hardwood terrace and a large pool, the property's main house comprises a single loft-like space where the kitchen, living, and dining areas all flow together in a calming atmosphere of white fabrics and dark woods. Giving the benefit of enjoying three sides to the ocean breezes, this room helps you to take a fresh break from the sunny beach, also perfect for entertaining, with plentiful, comfortable seating, outdoor dining for 12 or more, and a professional barbecue. On the garden side of the main house, you have your private tennis court, bordered by palms and whispering pines. Villa Ela is a truly exceptional property in a lot of ways: in location, in amenities, design, and decor. The materials and colors selected, along with loving attention to detail, have created a true harmony between the traditional and the updated, making this home a pleasure to live in. You can find this property in Edenrockvillarental.com starting at 6,286 USD per night.

Sanzaru - Sandy Lane, Barbados

Leave this world with memories and not with dreams. What a better way to make some wonderful memories after a stay at the majestic Sanzaru. This is one of the most luxurious private villas not alone in Barbados but the whole of the Caribbean. All of life’s greatest pleasures are right at your fingertips from a crystal salt swimming pool with infinity edge, a shallow sunbathing “beach” area, a luxurious spa, media room, an outdoor cinema with all up to date movies, an open-flamed fire pit, and a beautiful Lanai and patio with breath-taking Caribbean Sea views.

This luxury Caribbean rental has a total of 11 full-size bedrooms that spread between the main house and a very quaint self-contained cottage. All in all this very private property can accommodate a maximum of 24 guests with alluring and spacious bedrooms. And if you feel like you need a massage, this villa has its spa. The area is where aching bodies can be revitalized, at short notice there is a possibility to arrange personalized Spa treatments specific to your needs. There are some general treatments that the therapists offer: Swedish Massages, Thai Massage, Sports/Deep Tissue, Guinot Facials, Caci Facials, Manicure/Pedicure, and more. You can find this property in Worldwidedreamvillas.com starting at 11,000 USD per night.

Long Bay & Santosha Estates - Long Bay, Anguilla

Surround yourself in tropical charm, whether lounging by your private pool with peaceful views of the sea or stepping out to the beach from the back porch, you’ll be transformed by Anguilla’s natural beauty. Santosha Estate offers your heart’s desire with warmth and island charm in complete luxury. The main house features a grand master suite, master suite, king bedroom, and a twin bedroom, great gathering rooms, and wrap-around porches — all with views of the beach and sea, plus four more bedrooms suites and a private gym. This amazing place has a butler, chef, and a housekeeper who will attend to every need, while full-time security will ensure complete privacy.

Anguilla is recently ranked as the #1 Caribbean Island in “Travel and Leisure’s 2020 World’s Best Awards,” Besides, Anguilla was ranked #7 on “Travel and Leisure’s Top 25 Best Islands in the World,” for 2020.  What we are trying to say is that this island is a world-class, known for stunning beaches, friendly locals, and a wide offering of luxury villas and vacation homes with exceptional privacy. To see more information from this Villa go to Luxuryretreats.com starting at 12,166 euros per night.

Pure Turquoise - St. John’s, Antigua and Barbuda

If your idea is to get a tropical escape that includes privacy, luxury, and world-class amenities, Pure Turquoise is for you. A private, waterfront estate designed and decorated with an exquisite style and features private gardens and grounds, breathtaking views, and a bevy of indoor and outdoor living spaces that will satisfy everyone.

Guests enjoy full access to the white sand beaches of the resort and the many water sports are available. Aswell bicycling paths, gourmet restaurants, bars, fitness centers, classes, guided walks, sunset cruises, yoga pavilion, tennis courts, and other seasonally-curated activities. Guests are attended by a butler, chef, and housekeeper. The dining room is a blend of contemporary and island décor, and it opens to the property. Guests can also enjoy time in your private billiards room or just retreat to your large and private suite. With 7 luxurious, king bedrooms - each with private baths, garden access, and more, the Pure Turquoise is a private paradise unlike any other. This Villa is perfect for 14 guests. More information is in Isleblue.co, rates are upon request.

Fowl Cay Island - Exuma, Bahamas

Fowl Cay Island redefines the meaning of luxury resort. Six beautiful separate villas are situated on this expansive sandy area, available for rent separately, depending on the size of your group, or all together. Whomever you travel to Fowl Cay with, prepare to the breathtaking views exclusivity of a private island. Guests enjoy full-time housekeeping, a house manager, chef, and host. Breakfast, snacks, and lunch will be prepared depending on your food style. Normally in this villa, dinner is served at the 5-star Hill House Restaurant. Enjoy playing on the tennis court, snorkeling, and even a bocce ball court.

A seamless fusion of natural beauty and classic architecture characterizes each villa. Admire the colorful walls, while furnishings that are sure to remind you of the comforts of home make for a cozy and liveable space. Big bright windows lined with spacious porches let the natural light shine through each home. The island has 13 bedrooms in total, comfortably accommodating up to 26 guests. All bedrooms have either a king-size bed or two twin beds with air conditioning and ceiling fans in each room to keep cool in the warm Caribbean nights. Most importantly, every bedroom on the island is equipped with its own en-suite to provide that added sense of privacy. More information in Luxuryretreats.com starting of 14,766 euros per night.

Seaclusion Oasis - Caicos Islands, Turks and Caicos Islands

Located on the peaceful shores of Grace Bay, luxury island lifestyle. This chic five-bedroom, the five-bathroom villa offers world-class amenities with amazing oceanfront views. The villa features striking modern design both indoors and out with expansive living space totaling more than 5,500 square feet. Guests enjoy superlative elevated service and an exclusive set of ultra-luxury amenities. Dive yourself in handmade luxury at this stunning Turks & Caicos Villa. Seaclusion Oasis is up for more than 16 guests, having 13 bedrooms and 16 beds. For more information, Rentalescapes.com starting with a price of 11,500 USD each night.

Coconut Walk - Seven Mile Beach, Cayman Islands

 Get ready for the most luxurious vacation on Seven Mile Beach. This idyllic location is directly on one of the top-rated beaches in the world. Spend your days on the soft white sand and warm Cayman sun. Lounge around the stunning pool or hang out in one of the hammocks. End each day on the veranda for an alfresco meal and a cocktail with a perfect sunset. You will never forget your time on this perfect beach. This mansion by the sea has incredible interiors, high ceilings, and a gourmet kitchen fit for a professional Chef. Every room is designed and detailed to create an unforgettably gorgeous villa. The privacy-seeking guests fall in love with this property year after year due to the gated estate privacy on the famous Seven Mile Beach.

From panoramic turquoise views to lavishly decorated interiors, Coconut Walk is the luxury villa we all have been dreaming of. It’s perfect for more than 16 guests and has 8 bedrooms. More information Rentalescapes.com from 4,450 USD per night.

Evangeline - Jumby Bay Island, Antigua and Barbuda

Evangeline is a six-bedroom mansion with a tennis court, infinity pool, dock and private beach (1,142 m2/15,510 sq. ft). Set on a private beach on the northeast corner of Jumby Bay Island, Evangeline was designed by renowned architect Andrew Goodenough. The estate is spread across an immaculately groomed, palm-studded tropical landscape surrounded by the sea and rock outcroppings, adjacent to a private beach and boat dock.

The home has local artwork, including paintings and intricate displays of mosaic tile, making it an atmosphere of Antiguan charm with an interior palette of neutral tones, inviting Caribbean accents in orange, sea-foam green and turquoise. The main house is comprised of a great room with dining and living areas, a study, a spacious kitchen, and a master bedroom offering a living area, private terrace, and an en-suite bathroom with an outdoor garden tub. Edging a courtyard and opening out to a glistening infinity pool, the guest house features a sitting room, a second master bedroom, and three king-bedded rooms with private terraces. And if you are feeling sporty there is a private tennis court. Up for 16 guests. For more information go to thevillacollection.co.uk starting at 12,180 euros per night.

Sanctuary Estate - Parrot Cay, Turks and Caicos Islands

The Sanctuary Estate, peaceful spirit property, is the ultimate in Caribbean villa rentals, comprising the main house with three bedrooms, plus two four-bedroom guest villas which can be rented individually or together. The interior design was made by Donna Karan — with warm wood and cool limestone interiors, dotted with antiques from Karan’s global travels. Each guesthouse is comprised of a second-floor master bedroom/living area with 360-degree water views, three other en-suite bedrooms, as well as an infinity pool. COMO Parrot Cay can provide the ideal setting for any type of event, whether it’s a wedding celebration with a private foot-in-the-sand dinner, an executive gathering, or an employee retreat (for up to 60 people). Up for 16 guests with 11 rooms and 11 bedrooms. More information in Villas.byunique.com, the price is upon request.