A villa pool above Lake Como, framed by the mountains across the water

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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.

83+Destinations
2,400+Villas and estates
80%Of guests return
WinnerLuxury Lifestyle Awards 2024, 2025 and 2026

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.

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.

The infinity pool and timber deck of Dream Estate, facing the sea on Ambergris Cay

160+ villas · December to April

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.

Turks and Caicos villas

The pool and shaded terrace of Villa La Plage, with the beach beyond

140+ villas · December to April

St Barts

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

St Barts villas

Villa Le Bleu and its lawns at the water’s edge in Little Harbour, Anguilla

60+ villas · December to May

Anguilla

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

Anguilla villas

The long pool of The Great House running through the palms toward the house

100+ villas · December to April

Barbados

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

Barbados villas

The long pool of Villa Guacamaya running between the house and the palms on Playa Juanillo

80+ villas · December to May

Punta Cana

Villas inside Puntacana Resort & Club and Cap Cana, with golf above the sea and the airport a short drive from the gate.

Punta Cana villas

More in the Caribbean

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.

Aerial view of Chileno Bay, with Cielito del Mar among the palms on the rocks between two beaches

55+ villas · December to April

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.

Los Cabos villas

Casa Palmasola from the air: palapa roofs, a long pool among the palms and the white-sand beach

30+ villas · December to April

Punta Mita

A gated peninsula on the Pacific, where many villas include a private chef and daily housekeeping.

Punta Mita villas

More in Mexico and Central 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.

The Baroque facade of Villa Cetinale near Siena, seen down a gravel walk between clipped box hedges

100+ villas · April to October

Tuscany

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

Tuscany villa rentals

Villa Balbiano on the water at Ossuccio, with wooded mountains behind

25+ villas · Late April to early October

Lake Como

Palazzi on the water, gardens down to the shore and a boat to dinner, about an hour from Milan.

Lake Como villas

More in Italy

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.

The infinity pool of Villa Zeus at sunset, above the sea at Agia Sophia

100+ villas · May to October

Mykonos

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

Mykonos villas

Villa de Sueños, a white stone villa above the sea near Ibiza Town

45+ villas · May to October

Ibiza

Sea-view houses five minutes from Ibiza Town, cliffside estates in Es Cubells and family homes near Santa Eulalia.

Ibiza villas

More around the Mediterranean

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.

A balcony of Chalet Zermatt Peak in winter, above the snow-covered roofs of Zermatt

40 chalets · December to April, June to September

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.

luxury chalets in the Swiss Alps

The French Alps and more ski villages

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.

Villa Libelle seen from the water, with its dock, its terraces and the palms of the Venetian Islands

40+ villas · December to April

Miami

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

Miami villa rentals

The pool of Malibu Merritt Estate at dusk, with the Pacific beyond

60+ villas · All year

California

Houses on the sand in Malibu, estates in the hills of Los Angeles and wine country above Napa Valley.

California villas

More in the United States

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.

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.

WhenWhere to goRead
January to MarchThe 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 MayEaster 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
JuneThe 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 AugustMykonos, 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 OctoberThe 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
NovemberLos Cabos and Punta Mita before the festive weeks, Thanksgiving week included, and the quiet weeks in Miami before the season.Warm Thanksgiving destinations
DecemberChristmas 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.

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.

  1. Tuscany
  2. Turks and Caicos
  3. Lake Como
  4. The Amalfi Coast
  5. The Dominican Republic

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.

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.

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