HomeAmericasBest Caribbean Rental Villas, Including this $25 Million Gem

Best Caribbean Rental Villas, Including this $25 Million Gem

Founded in 1991 with a single villa in the Burgundy region of France catering to cycling enthusiasts HostedVillas has since expanded globally, most recently in 2018 adding the Americas and the Caribbean with over 750 new hand-selected properties. 

The company offers a full-service hosted experience, so anything and everything you need at your villa, before, during and after your stay. In this issue, we look at a few of the top picks from the Caribbean.

1. Villa Infinity, Tryall Club, Jamaica

Maximum occupancy: 10 

Green Global certified and winner of multiple awards for its focus on sustainability, Tryall Club has consistently made numerous best lists of Caribbean resorts. Its golf course hosted the Johnnie Walker World Championships from 1991 to 1995, won by Fred Couples (twice), Nick Faldo, Larry Mize, and Ernie Els. Not a bad line-up.

Best Caribbean Rental Villas
Credit: HostedVillas

From its elevated perch, this premier, 5-bedroom, 5.5 bathroom Villa Infinity offers spacious rooms and a large outdoor area that lends itself so perfectly to barefoot living. 

Best Caribbean Rental Villas
Credit: HostedVillas

Villa Infinity is located 40 minutes from MBJ airport and five minutes from the beach is fully staffed with a butler, daily housekeeping, chef, house manager, gardener, and laundress.

Best Caribbean Rental Villas
Credit: HostedVillas

This villa is perfect for a family getaway as the private pool has a long shallow entrance, and the large outdoor living space includes a beautiful outdoor fireplace and seating area and the complimentary golf carts allows the whole family to explore the surrounding resort amenities including the tennis courts, fitness center, kids club, beach, massage center, and Tryall Club Golf Course. 

Villa Infinity

2.  Aqua Bay, Tryall Club, Jamaica

Max occupancy: 8

Best Caribbean Rental Villas
Credit: HostedVillas

Also at Tryall Club, Aqua Bay boasts not only a zero-edge heated pool with spa, but two swimming holes on the coastal strip that are fed with seawater and are adjacent to an elevated white sand beach. 

Best Caribbean Rental Villas
Credit: HostedVillas

Thirty-five minutes from MBJ airport, this 5-bedroom and 6-bathroom villa come fully staffed with a butler, daily housekeeping, chef, house manager, gardener, and laundress. 

Best Caribbean Rental Villas
Credit: HostedVillas

Guests here enjoy a private gym with Peloton bikes, private massage room, movie den, golf carts, a firepit and access to the resort amenities including tennis, fitness center, kids club, beach, massage center, and Tryall Club Golf Course. 

Acqua Bay

3.  La Dolce Vita, Turks & Caicos

Maximum occupancy: 18

Valued at over $25 million, La Dolce Vita was selected by Robb Report in 2017 as its favorite luxury villa in the world on a list of 10. The magazine says the residence “set a new standard. With a chic and modern Caribbean design, more than 20,000 sq. ft. of indoor and outdoor living space, easy beach access, a massive infinity pool, and sea views at every turn.”

Best Caribbean Rental Villas
Credit: HostedVillas

La Dolce Vita sits on the shores of Provo’s Long Bay Beach and is a 25-minute drive from PLS airport. It features a modern design both inside and out and stretches out over more than 12,300 sq. ft. of interior space and offers more than 430 feet of beachfront. 

Best Caribbean Rental Villas
Credit: HostedVillas

With nine bedrooms, 13 bathrooms, two oceanfront pools, two oceanfront hot tubs, two wet bars, and two oceanfront fire pits, this is the perfect villa for entertaining large parties. The three separate buildings, each beautifully decorated buildings ensure privacy for all 18 guests. 

Best Caribbean Rental Villas
Credit: HostedVillas

La Dolce Vita comes fully equipped with kayaks, paddleboards, two-person paddle boat and snorkel equipment. Guests arrive at a complimentary start-up bar and pre-stocked staples and can sit back and fully relax as the amazing staff including housekeepers, personal concierge and chef take care of everything. 

La Dolce Vita

4.  Amazing Grace, Turks & Caicos

Maximum occupancy: 10

Another stunner, Forbes says of Amazing Grace, “The gorgeous five-bedroom villa is modeled after a plantation manor and located directly on Grace Bay Beach (with) whitewashed wood and custom stone finishes as well as charming verandas overlooking the large private pool.

Best Caribbean Rental Villas
Credit: HostedVillas

A 9,700 sq. ft. villa on 7.5 acres you have direct access to a 600 feet stretch of white sand beach, just 15 minutes from PLS airport. 

Best Caribbean Rental Villas
Credit: HostedVillas

There’s also a private, 50-ft. heated pool, a private dock, a private chef, butler, and on-call concierge services. Amazing Grace offers 5-bedrooms, 5.5 bathrooms and comes fully staffed with a chef, butler, housekeeper, and personal concierge. 

Best Caribbean Rental Villas
Credit: HostedVillas

This villa is perfect for families as it offers a range of bed sizes (king, queen and twin) and the villa offers plenty of family-friendly activities such as beach volleyball, table tennis, and bicycles. 

Amazing Grace

5.  Sun Serenity, Cayman

Max occupancy: 16

The Cayman Islands is noted for its award-winning beaches, and not only does Sun Serenity sit on one of the highest-rated beaches it was also featured on the cover of Miami Home & Decor. Conde Nast calls its Rum Point location the perfect place “to toast a sunset.”

Best Caribbean Rental Villas
Credit: HostedVillas

The 7,800 sq. ft. beachfront villa sits on the sandy shores of Cayman Kai at Rum Point, 45 minutes from Owen Roberts International Airport (GCM) in Grand Cayman. Consisting of six luxuriously-appointed en suite bedrooms – four being oceanfront – this is easily one of the most sought-after addresses in all of Cayman. 

Best Caribbean Rental Villas
Credit: HostedVillas

A few notable features of this grand property include a 70 ft. wide pool with water immersed loungers and a swim-up bar, a poolside summer kitchen, a foosball table, and two kayaks. 

Sun Serenity

6.  Seafire Penthouse, Cayman

Max occupancy: 10

For those of you who like high-rise living, Seafire Resort has been voted by both Travel + Leisure (#22) and Conde Nast Traveler (#6) readers among the best in the Caribbean. Global Wellness awarded the spa top marks as well.

Best Caribbean Rental Villas
Credit: HostedVillas

Located 20 minutes from Owen Roberts International Airport (GCM), along one of the quietest stretches of Grand Cayman’s famed Seven Mile Beach, this 4-bedroom luxury penthouse is set adjacent to the Kimpton Seafire Resort + Spa, where you enjoy full access to the various amenities and services. 

Best Caribbean Rental Villas
Credit: HostedVillas

With elevated ceilings and views from more than 100 ft. above sea level and a floor plan that extends across the entire tower, allowing for three open-air terraces, guests here never get tired of the view. 

Best Caribbean Rental Villas
Credit: HostedVillas

Shared amenities and facilities include a rooftop terrace with bar, sunbeds, and barbecue, underground parking, 2 swimming pools, spa center, fitness center, restaurants, and beach. Guests will enjoy daily maid service and 24/7 security.

Seafire Penthouse

VIP Contact

For more information contact Aurélie Gilles, Experience Manager, aurelie@hostedvillas.com mobile 647-523-4275 or office 1-800-374-6637 Ext. 310.

Doug Gollanhttp://douggollandotcom.wordpress.com
I am Editor-in-Chief of Private Jet Card Comparisons and DG Amazing Experiences, and a Contributor to Forbes.com.
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