For those craving warm-destination real estate opportunities during the cold winter months, these branded residences offer the best of both worlds: penthouse accommodations with access to five-star resort amenities in three of the Caribbean’s best islands: Anguilla, Barbados, and Turks & Caicos.  Here is a look at three of the luxury penthouses currently on the market in the Caribbean.

Four Seasons Private Residences Anguilla, Dorado Penthouse

Dorado Penthouse in the Caribbean

A residential community of authentic Caribbean-inspired homes ranging from one-bedroom Deluxe Studios to five-bedroom Beachfront Villas, all with unobstructed views of the ocean or direct access to beach and water Four Seasons Private Residences Anguilla will re-introduce stunning designs by Kelly Wearstler. Residents enjoy access to all resort amenities such as bars, outdoor lounges and restaurants, spa, pool and water sport activities. 

Offered at $4.5 million and located on the northwestern shore of the island of Anguilla, this Four Seasons Private Residence boasts 3,704 sq. feet alongside pristine Meads Bay beachfront with sweeping views of the breaking surf. Meticulously crafted by celebrity designer Kelly Wearstler, the three-bedroom and three-bathroom Penthouse offers unobstructed views of the ocean and direct access to the beach and water. Owners also enjoy access to the world-class amenities and superior service the world has come to expect from the Four Seasons brand. Encircled by sugar-sand beaches and clear turquoise sea, the Four Seasons Residences are located along the northwestern shore offering 3,200 feet of pristine beachfront and sweeping views of the breaking surf.

Andaz Turks & Caicos Residences at Grace Bay, Penthouse H

Located along 5.5 acres of pristine Grace Bay Beach, the 74-unit branded luxury residences are integrated into the hotel’s operational program while providing access to a full suite of services and amenities including: dining at four restaurants and bars, state-of-the-art indoor wellbeing facility with an outdoor garden yoga studio and full service indoor/outdoor spa with dedicated luxury concierge services. 

Offered at $6 million, the four-bedroom, 4.5-bath Penthouse H spans across 6,411 square feet of living space. Inspired by a combination of urban luxury and the ethos of indoor/outdoor Caribbean living, the residence boasts a 1,490-square foot private terrace with covered area for al fresco dining, plunge pool, wet bar and entertainment center. 

The unique Penthouse H features unobstructed panoramic ocean views from its premier position on the 7th floor. With 10-foot floor-to-ceiling windows and sliding glass doors, Penthouse exudes a light-filled, airy ambiance. Designer Modus Operandi A+D Inc., seamlessly blends the vibrancy of Andaz with the culture and history of the Turks & Caicos islands through the juxtaposition of casual Caribbean-style luxury with chic, modern lines. Interior highlights include custom millwork, Spanish porcelain tile floors and solid wood doors with brushed stainless-steel hardware.

Saint Peter’s Bay Resort and Residences, Villa 511

Saint Peter’s Bay Luxury Resort & Residences is situated on Barbados’ pristine northwest coastline. Consisting of a unique collection of three- and five-bedroom beachfront villas for home ownership and rental, St. Peter’s Bay Resort & Residences offers villa-style residences spread over 1.4 acres of pristine beach with crystal clear water – encapsulating Barbados’ appeal in one of its most exclusive settings. The luxurious, but deeply relaxed beachfront resort features a lagoon-style swimming pool, fitness center, a water sports activity center, and a beachfront dining venue. The property’s villas showcase the traditional Caribbean architecture and maximizes open living spaces with generously sized private terraces with spa pools. Saint Peter’s Bay guests and homeowners have access to sister resort, Port Ferdinand Yacht & Beach Club Residences and its wealth of amenities including spa, Nikki Beach Club.

Offered at $5.9 million, the luxury resort’s five-bedroom five-bath Deluxe Penthouse Villa 511 is situated on the top floor offering sweeping views of the Caribbean Sea. Equipped with an enormous covered patio with bar and outdoor dining, rooftop sundeck with outdoor kitchen and gazebo and 360-degree views, sparkling rooftop plunge pool, and custom furnishings by renowned interior design company Archer’s Hall, this 6,350-square foot residence embodies the indoor/outdoor living of Barbados.