Presidents’ Week 2027 · Our shortlist
February 13 to 21, 2027.

A family with older kids or three generations needs bedrooms under one roof, a place to gather and a short trip from the airport.
These eight hotels have villas, residences or multi-bedroom suites, across Turks & Caicos, Los Cabos, the Riviera Maya and St. Barths.

Wymara Villas at Sunset Cove run to six bedrooms, the larger ones with two pools and a swim platform over the water; the Amuse villas add a water slide. The 97-room resort on Grace Bay is a short shuttle away, and the airport is about a mile off.
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Book the Estate wing: residences up to four bedrooms, including beach-level residences with pools. Eleven acres on Grace Bay, the complimentary KidsTown programme, and fifteen minutes from the airport.
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Casa Twin Dolphin has four bedrooms and Casa Cardon five, with daily breakfast for every Casa guest and roundtrip private airport transfers when you book through us. Walk-in snorkeling on Santa Maria Bay, three pools, tennis and pickleball keep older kids busy.
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Sky Villas run from three to five bedrooms, including the Four Bedroom Signature Sky Villa, with floor-to-ceiling windows and private terraces. The protected cove is one of the few swimmable beaches in Los Cabos, and migrating whales pass between November and April.
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Eighteen three- and four-bedroom residences, each with a kitchen, terrace and private pool; the ground-floor villa runs to 4,603 square feet and sleeps eight. The whole group shares the resort’s spa, restaurants and Greg Norman-designed golf course.
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Villas run from two to six bedrooms, and the six-bedroom Founders Villa sits on the beach. Every suite has an oversized terrace and 24-hour butler service, with Sense spa and El Camaleón golf on the property.
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The five-bedroom Villa de France has two pools and its own spa room; for a smaller family there are two-bedroom garden, beach and tropical suites. It sits on Flamands Beach, about four miles from the airport.
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Villas Nina, Rockstar and Frangipani are the hotel’s private houses, and Eden Rock Villa Rental manages more than 220 villas across the island with hotel service. Booked through us, roundtrip private airport transfers are included, and the airport is about two miles away.
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Ages, bedrooms, who needs the quiet room. Send us your Presidents’ Week dates and we’ll tell you which villa fits.
Check my datesSaturday, February 13 to Sunday, February 21, 2027. Presidents’ Day is Monday, February 15, and New York City public schools’ Midwinter Recess runs February 15 to 19.
It falls in the dry season everywhere on this list. December through April is the driest stretch in Turks & Caicos and on the Riviera Maya, and St. Barths’ dry season. Los Cabos is dry from October through May, with warm days and cool nights.
Wymara is about a mile from Providenciales airport and Grace Bay Club about fifteen minutes. In St. Barths, Eden Rock is about two miles from the airport, with roundtrip private transfers included when you book through us.
Yes. You pay the hotel’s own rate. Booked through us, these hotels add their Virtuoso extras in writing: daily breakfast (or a breakfast credit) for up to two guests per bedroom, an upgrade on arrival when available, and early check-in or late check-out. Most add a resort credit, and Eden Rock adds roundtrip private airport transfers.
You pay the hotel directly. We confirm availability, attach the extras in writing and hold the villa or suite.
