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83 destinations · 2,400+ villas and estates
Luxury Villa Destinations
Where would you like to wake up?
Haute Retreats offers more than 2,400 villas and estates in 83 destinations, from beach houses on Grace Bay and in St Barts to estates in Tuscany, palazzi on Lake Como, villas above the sea in Mykonos and chalets in Zermatt and Courchevel. This page brings every destination together, with where to go in each month and which places suit which trip. Every booking includes a 24/7 concierge. Tell us your dates and your group: a specialist replies within 24 hours with a tailored selection of villas that fit, and their current rates.
Every destination
Our destinations, region by region
Each destination has its own page, with villas by area, the best months to go and how far ahead to book. Start with a region, or search all 2,400+ villas above.
- The Caribbean
- Mexico and Costa Rica
- Italy
- Greece, Spain and France
- The Alps
- The United States
- Further afield
- Month by month
800+ villas · Best from December to April
The Caribbean
Warm all year, with the season from December to April and Christmas, New Year, Presidents’ week and Easter booking first. Each island has its own pace: see all our Caribbean villa rentals.

Turks and Caicos
The white sand of Grace Bay, the still lagoons of the south shore, and Ambergris Cay, a private island with its own runway.

St Barts
Houses on the sand at Flamands and Lorient, villas on the hills above St Jean and Gustavia for dinner.

Anguilla
Long white beaches, calm water and a serious table, from Meads Bay and Shoal Bay to Little Harbour.

Barbados
The calm west coast of Sandy Lane and Holetown, and family houses on the long beaches of St Peter.

Punta Cana
Villas inside Puntacana Resort & Club and Cap Cana, with golf above the sea and the airport a short drive from the gate.
- Dominican Republic villas160+ villas, from Casa de Campo to private resorts on the north coast
- Casa de Campo villasOceanfront homes at La Romana
- St Martin villasTerres Basses and the French side of the island
Villas in the Bahamas, Jamaica, Grand Cayman and the British Virgin Islands are in the search above.
230+ villas in Mexico · Best from December to April
Mexico and Costa Rica
Winter sun on two coasts: the Pacific of Los Cabos and Punta Mita, and the Caribbean of the Riviera Maya and Tulum, with humpback whales passing Los Cabos in winter. See all our luxury villas in Mexico.

Los Cabos
Beachfront houses in Palmilla, estates on the coves of the Corridor and villas on the cliffs of Pedregal, with whales offshore in winter.

Punta Mita
A gated peninsula on the Pacific, where many villas include a private chef and daily housekeeping.
- Tulum villas with a private chefBeach houses on the bays north of Tulum
- Playa del Carmen villasPlayacar and the Riviera Maya
- Puerto Vallarta villasOn the Bay of Banderas, south of Punta Mita
- Costa Rica villasCentral America
270+ villas · Best from April to October
Italy
Vineyards and hill towns, palazzi on the lakes and villas above the sea. Tuscany is a villa destination all year; the coast and the lakes are at their best from May to September. See all our luxury villas in Italy.

Tuscany
Chianti farmhouses, Val d’Orcia estates and staffed villas outside Florence, every one visited by our team before we offer it.

Lake Como
Palazzi on the water, gardens down to the shore and a boat to dinner, about an hour from Milan.
- Amalfi Coast villasPositano and the cliffs above the sea
- Sicily villasBaroque towns, Etna and the sea
- Sardinia villasThe Costa Smeralda and beyond
- Umbria villasThe green heart of Italy, next to Tuscany
Choosing between them? Read Lake Como, the Amalfi Coast or Tuscany.
Best from May to October
Greece, Spain and France
The Mediterranean summer, from the bays of Mykonos to the coves of Ibiza and the villas of the French Riviera. July and August are the liveliest weeks; May, June and September bring a warm sea and more choice of houses.

Mykonos
Houses on the hill above Psarou and Ornos, homes that look down on Mykonos Town, and the long view to Delos.

Ibiza
Sea-view houses five minutes from Ibiza Town, cliffside estates in Es Cubells and family homes near Santa Eulalia.
- Luxury villas in GreeceMykonos, Santorini, Paros and the islands
- Spain villasIbiza, Mallorca and Marbella
- Mallorca villasPort d’Andratx, Deià and the country inland
- French Riviera villasFrom Saint-Tropez to Cap Ferrat
- Croatia villasSplit, Hvar and the Dalmatian coast
Also: Santorini villas, Paros villas, Marbella villas and villas in France. Choosing in Spain? Read Ibiza, Mallorca or Marbella.
Ski season from December to April
The Alps
Chalets in France and Switzerland, with Christmas, New Year and the February school holidays booking first; in summer, the mountains are for hiking, golf and the Verbier Festival.

The Swiss Alps
Catered chalets a short walk from the car-free village of Zermatt, chalets with private spas above Verbier, and quiet houses in Klosters.
- Courchevel 1850 chaletsCatered chalets in the Three Valleys
- Méribel chaletsFamily chalets in the Three Valleys
- Val d’Isère chaletsCatered chalets in Savoie
- Zermatt chaletsUnder the Matterhorn, car-free
- Verbier chaletsChalets above the village, some with private spas
- Aspen chaletsColorado, for skiing closer to home
See every chalet in our ski holidays collection.
Best all year
The United States
Miami from December to April, Malibu and Los Angeles all year, wine country at harvest time and the mountains of Colorado in winter.

Miami
Waterfront houses with their own docks on the Venetian and Hibiscus islands, and oceanfront residences on Miami Beach.

California
Houses on the sand in Malibu, estates in the hills of Los Angeles and wine country above Napa Valley.
- Malibu villasHouses on the sand at Broad Beach and on the bluffs
- Colorado chaletsAspen and Telluride
Asia, Africa and the Middle East
Further afield
Villas with staff in Thailand, villas in Bali, houses on the Atlantic seaboard of Cape Town and residences in Dubai, and villas in Mauritius, the Seychelles, Morocco, Niseko and Bora Bora in the search above.
- Thailand villasPhuket and Koh Samui, with staff
- Bali villasBali and Indonesia
- Cape Town villasCamps Bay and the Atlantic seaboard
- Dubai villasVillas and mansions
When to go
Where to go, month by month
Our specialists send guests where the weather, the sea and the calendar are at their best. This is where we send them, month by month.
| When | Where to go | Read |
|---|---|---|
| January to March | The Caribbean at its best in Turks and Caicos, St Barts, Anguilla and Barbados; dry, sunny weeks in Los Cabos and Punta Mita, with humpback whales off Los Cabos; and the heart of the ski season in Courchevel and Zermatt. | The best Caribbean islands in MarchThe best countries to visit in March |
| April and May | Easter in the Caribbean and in Punta Cana; the gardens of Lake Como in bloom; spring in Tuscany, with wildflowers and mild days; and spring skiing in the Alps in April. | Where to travel in AprilLake Como in MayThe best Caribbean islands in May |
| June | The Mediterranean season opens in Mykonos and Ibiza; Tuscany and Lake Como in early summer; and in Turks and Caicos, warm water and little rain. | The best Caribbean islands in June |
| July and August | Mykonos, Ibiza, the Amalfi Coast, Sardinia and Lake Como at their liveliest; summer in the Swiss Alps; beach days in Malibu; and Barbados, outside the main hurricane track. | Islands outside the hurricane beltWhere rich people vacation |
| September and October | The grape harvest in Tuscany and in Napa Valley; a warm sea and a gentler pace in Mykonos; late summer on Lake Como; and the quiet season in the Caribbean, when the Atlantic hurricane season still runs. | Where is hot in October |
| November | Los Cabos and Punta Mita before the festive weeks, Thanksgiving week included, and the quiet weeks in Miami before the season. | Warm Thanksgiving destinations |
| December | Christmas and New Year in St Barts, Turks and Caicos, Anguilla, Barbados and Los Cabos; Art Basel and New Year over the bay in Miami; and the Alps at their most festive. | Warm destinations in DecemberThe best places to go for New YearChristmas villa rentals |
Book 9 to 12 months ahead for June to September and the holidays, and 6 to 9 months ahead for spring and autumn. The Atlantic hurricane season runs from June 1 to November 30: your specialist advises on the island and the weeks.
Start with the trip
Choose by the trip you have in mind
Some trips start with a place, others with an occasion. These collections cut across every destination.
- Beachfront villasHouses on the sand, from Grace Bay to the Pacific coast of Mexico.
- Fully staffed villasEstates listed as fully staffed, for families and groups who want every meal looked after.
- Large villas and estatesThe houses that sleep the most guests, for reunions, milestone birthdays and groups of friends.
- Christmas and New Year villasVillas and chalets for the holidays, in the sun or in the snow.
- Ski chaletsChalets in Courchevel, Zermatt, Verbier and Aspen.
- Golf villasVillas near championship courses, from Puntacana Resort & Club to Punta Mita.
- Wedding villasEstates for a wedding weekend or a celebration with the whole family.
- Food and wine villasVillas among the vineyards, with tastings and a chef arranged by our concierge.
- Wellness villasSpace to rest, with in-villa spa treatments and wellness arranged for you.
- Short flights from New YorkThe beach within a few hours of New York. Also from Miami and Los Angeles.
Our research
The most in-demand villa destinations of 2026
Our Billionaire Villa Index ranks the world’s most in-demand ultra-luxury villa destinations. In the 2026 edition, these five lead the list.
The Haute Retreats difference
The same standard in every destination
Wherever you go, the way we look after a stay does not change. We call it the Haute Standard.
One specialist, start to finish
The person who helps you choose the destination also holds the house, the chef and the transfers, so nothing is explained twice.
Twenty-one days of planning
Three weeks before arrival your specialist builds a brief: who is coming, who cannot manage stairs, what everyone eats. The house is ready before you land.
A 24/7 concierge, included
Private chefs, yacht days, private jets, transfers and vetted nannies, arranged for you in whichever destination you choose.
Eight in ten guests return
80% of our guests come back, and our Elite Guest Privileges reward longer stays.
Speak to a specialist
Not sure where to go? Ask us
Tell us when you can travel, who is coming and what the trip is for. A specialist compares the destinations that suit those weeks and sends a tailored selection of villas within 24 hours, with their current rates, at no cost. Behind every stay is our concierge team, led by Monica.
- Toll-free, US and Canada+1 888 279 6444
- Miami+1 305 432 1731
- WhatsApp, 24/7+1 305 432 1731
- Email[email protected]
Questions
Choosing a destination: your questions
What are the best destinations for a luxury villa vacation?
It depends on the month. In our 2026 Billionaire Villa Index, the most in-demand villa destinations were Tuscany, Turks and Caicos, Lake Como, the Amalfi Coast and the Dominican Republic. From December to April the Caribbean and the Pacific coast of Mexico lead; from May to October, Italy, Mykonos and Ibiza; and for skiing, the Alps from December to April.
Where is warm in winter for a villa holiday?
The Caribbean and Mexico. From December to April, Turks and Caicos, St Barts, Anguilla, Barbados and the Dominican Republic have their sunniest, most settled weeks, and Los Cabos and Punta Mita have dry, sunny days, with humpback whales passing Los Cabos. Miami's season also runs from December to April.
Where should we rent a villa in Europe in summer?
Mykonos and Ibiza for the sea and the beach clubs, Tuscany for vineyards and hill towns, and Lake Como, the Amalfi Coast and Sardinia for the water. July and August are the liveliest weeks and book first; June and September bring a warm sea and more choice of houses.
How far ahead should I book a luxury villa?
Book 9 to 12 months ahead for June to September and for the holidays, and 6 to 9 months ahead for spring and autumn. The largest houses in the most requested destinations go first. Outside the peak weeks shorter notice often works: tell us your dates and we confirm which villas are free within 24 hours.
Which destinations are best for a large group?
Those with estates built for a crowd: the large estates of Tuscany, Lake Como, Turks and Caicos, where Ambergris Cay is a private island with its own runway, and Anguilla and the Dominican Republic, where ÀNI offers private resorts for a single group. Our large villas collection brings together the houses that sleep the most guests.
Do your villas come with staff and a private chef?
It depends on the house: our villas range from serviced homes to fully staffed estates. In Punta Mita many villas include a private chef and daily housekeeping, and in Los Cabos several include a chef and a butler. Elsewhere our concierge arranges a chef, a nanny or extra staff, and every booking includes a 24/7 concierge.
How much does it cost to rent a luxury villa?
The rate depends on the destination, the season, the size of the house, the staff included and the length of the stay, and many villas set a minimum stay in high season. Rates change through the year, so we quote current rates for your dates and your group, for the villas that fit.
Which villa destinations are a short flight from New York or Miami?
From New York, the Bahamas, Turks and Caicos and Anguilla are three to five hours away on a nonstop flight. From Miami, the Bahamas, Turks and Caicos, the Dominican Republic and Anguilla are all reached by nonstop flights of about three hours or less.
The journal
Plan the trip: our destination guides
More in the Haute Retreats Journal.
Where would you like to wake up?
Tell us your dates, your group and the kind of trip you have in mind. A specialist replies within 24 hours with a tailored selection of villas and their current rates.
Toll-free, US and Canada +1 888 279 6444 · Miami +1 305 432 1731
Destinations updated October 2026