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Thanksgiving 2025: 7 Trending Destinations for Luxury Villa Rentals


News provided by

Haute Retreats LLC

Sep 24, 2025, 14:25 ET

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thanksgiving holidays in luxury villa rentals in the caribbean
thanksgiving holidays in luxury villa rentals in the caribbean

Thanksgiving 2025 is no longer just about turkey at home—families are booking luxury villa rentals in trending destinations like Turks & Caicos, St. Barts, Punta Cana, Tuscany, Los Cabos, Anguilla, and Lake Como. Villas offer privacy, space, and curated experiences that resorts can't match, from private chefs preparing holiday feasts to concierge-arranged yacht charters and cultural tours. Twice named Best Luxury Villa Rental Company in the World, Haute Retreats curates handpicked estates worldwide and provides 24/7 concierge service, ensuring Thanksgiving becomes an extraordinary memory. Learn more at www.hauteretreats.com.

MIAMI, Sept. 24, 2025 /PRNewswire-PRWeb/ -- Thanksgiving is one of America's most cherished holidays—a time to gather, reflect, and celebrate with loved ones. But in 2025, families are choosing to swap the traditional dinner table for something more extraordinary: luxury villa rentalsin stunning destinations across the globe.

From sun-drenched Caribbean beaches to Italy's rolling hills, Thanksgiving is no longer just about turkey—it's about creating memories in extraordinary settings. Villas offer privacy, personalized service, and tailor-made experiencesthat resorts simply cannot provide. At the forefront of this travel evolution is Haute Retreats, the award-winning villa company recognized globally for curating only the finest homes and delivering white-glove service.

Here are the seven trending destinations where families are booking their Thanksgiving 2025 holiday.

Turks & Caicos: A Thanksgiving with Caribbean Spice

Why it's trending: With direct flights from New York, Miami, and other major U.S. cities, Turks & Caicos is one of the easiest luxury escapes for Thanksgiving. Grace Bay Beach, consistently ranked among the best in the world, offers calm waters and family-friendly activities.

Thanksgiving twist: Forget the crowded buffet—imagine a private chef preparing roast turkey seasoned with island spices, accompanied by grilled lobster and rum-infused pumpkin pie. Villas in Turks & Caicos often come with private pools, beachfront access, and staff who make guests feel at home.

Haute Retreats insight: Families booking through Haute Retreats enjoy curated villa collections in Grace Bay and Emerald Point, with concierge services arranging everything from snorkeling excursions to private yacht charters.

St. Barts: Chic Thanksgiving Under the Stars

Why it's trending: St. Barts has become synonymous with luxury. Its exclusivity, French-Caribbean culture, and high-end dining scene attract discerning travelers. For Thanksgiving 2025, the island is seeing increased bookings for extended family stays.

Thanksgiving twist: Haute Retreats' villas in St. Barts offer ocean-view dining terraces where families can host Thanksgiving dinner under the stars, with champagne toasts and menus blending French haute cuisine with American tradition.

What makes it special: Unlike resorts, villas allow for complete privacy—ideal for families who want Thanksgiving to feel intimate, yet elevated.

Punta Cana, Dominican Republic: Thanksgiving for the Whole Family

Why it's trending: Punta Cana continues to rise as a Thanksgiving favorite thanks to its accessibility, family-friendly beaches, and villas designed for large groups.

Thanksgiving twist: Picture a multi-generational feast prepared by in-house chefs while children play in the villa's private pool. After dinner, families can gather in outdoor lounges to watch football on large screens set up under the stars.

Haute Retreats advantage: Haute Retreats specializes in Cap Cana estates, where staff includes chefs, butlers, and concierge teams who anticipate every need. Villas come with golf-cart access, beach clubs, and wellness amenities.

Tuscany, Italy: A European Thanksgiving in Truffle Season

Why it's trending: For families seeking culture and culinary indulgence, Tuscany is the perfect European escape for Thanksgiving 2025. November coincides with truffle season and the olive harvest, making it an unforgettable gastronomic experience.

Thanksgiving twist: Instead of the usual pumpkin pie, families savor turkey with white truffles and Chianti wine, enjoyed in Renaissance villas overlooking rolling hills. Haute Retreats' Tuscan estates offer historic charm with modern comforts, combining American traditions with Italian flair.

Why it works: Villas provide private kitchens, grand dining rooms, and staff to prepare authentic feasts. Families can also enjoy wine tastings, cooking classes, and cultural tours curated by Haute Retreats' concierge.

Los Cabos, Mexico: Sunsets and Storytelling

Why it's trending: Los Cabos is booming as a luxury holiday destination, with swimmable beaches, direct flights from the U.S., and world-class villas. Safety and exclusivity are strong selling points for families considering Mexico for Thanksgiving 2025.

Thanksgiving twist: Families gather around oceanfront firepits for storytelling after Thanksgiving dinner, watching the Pacific sunset. Villas offer infinity pools, panoramic terraces, and private staff who elevate every moment.

Haute Retreats selection: Haute Retreats features Cabo's finest villas, many within gated communities, ensuring privacy and security. Concierge teams arrange everything from private boat tours to chef-led cooking experiences.

Anguilla: Barefoot Luxury Thanksgiving

Why it's trending: Anguilla is known for unspoiled beaches and understated elegance. In 2025, it's trending among luxury travelers seeking exclusivity.

Thanksgiving twist: Imagine a gourmet dinner served barefoot on the sand, curated by a villa chef. Post-dinner, families enjoy live local music arranged by Haute Retreats' concierge.

Why villas are key: Unlike hotels, private estates in Anguilla offer the freedom to design every detail—whether that's a formal Thanksgiving banquet or a casual seaside gathering.

Lake Como, Italy: A Thanksgiving of Elegance and Reflection

Why it's trending: While most think of summer on Lake Como, autumn offers breathtaking scenery, mild weather, and peaceful privacy. Villas here combine old-world charm with luxury service.

Thanksgiving twist: Families gather in Renaissance dining halls with lakeside views, where chefs blend American traditions with Italian artistry. After dinner, guests stroll gardens once enjoyed by nobility.

Why it resonates: Lake Como's villas are perfect for families seeking an elegant, reflective holiday, where tradition meets European culture.

Why Haute Retreats?

As the Best Luxury Villa Rental Company in the World 2024 & 2025, Haute Retreats offers something no resort can: handpicked properties, concierge precision, and the "Haute Moments" philosophy. Every villa is personally vetted to meet five-star standards, and every stay is supported by 24/7 service.

Families choose Haute Retreats because:

  • Personalization – every Thanksgiving is designed around traditions and preferences.
  • Global portfolio – from the Caribbean to Italy, Haute Retreats curates the most exclusive estates.
  • Trust & expertise – with years of experience, the brand guarantees consistency, safety, and excellence.

Booking Thanksgiving 2025: Plan Ahead

Demand for Thanksgiving villas is skyrocketing, with prime estates already booking out months in advance. Families planning Thanksgiving 2025 should secure villas now to ensure the best selection.

Booking early with Haute Retreats means more than a reservation—it means a tailored holiday experience, from airport transfers and private chefs to yacht charters and curated cultural tours.

How to Contact Haute Retreats

To explore luxury villa rentals for Thanksgiving 2025, connect directly with Haute Retreats:

  • Website: www.hauteretreats.com
  • Email: [email protected]
  • Phone/WhatsApp: +39 333 2065514 (Italy HQ) / +1 (305) 432- 1731

Thanksgiving will always be about gratitude and togetherness—but where you gather matters. Resorts may offer convenience, but they can't deliver the privacy, space, and personalization that families now expect.

In 2025, the ultimate Thanksgiving holiday means trading crowded ballrooms for ocean terraces, busy buffets for private chefs, and standardized schedules for tailor-made experiences. With Haute Retreats, Thanksgiving becomes not just a holiday, but an extraordinary memory that lives on long after the last slice of pie is served.

Media Contact

Angelica Crudo, Haute Retreats LLC, 1 305 432- 1731, [email protected], Haute Retreats LLC

SOURCE Haute Retreats LLC

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