14 August 25 Destinations, Autumn, Beautiful homes,

Our Top 10 Dream Villas in The Best Autumn Holiday Destinations

Discover luxury autumn getaways in Europe. For September, October & November holidays, explore our stunning homes in the season’s most beautiful destinations.

When it comes to autumn holidays destinations, certain spots consistently reign supreme. From the golden vineyards of Provence to the sun-soaked coasts of Southern Italy and the vibrant charm of Ibiza in Spain, these regions offer the perfect blend of warm days, tranquil atmospheres, and unforgettable experiences. Read on to discover the best destinations for each month and explore our top 10 luxury villas for an unforgettable autumn getaway in Europe.

Where to Go on Holiday in September?

If you’re wondering where to holiday in September and crave a truly luxurious escape, few destinations can rival Provence, Ibiza, and Italy. These sun-kissed havens offer an extension to summer with perfectly warm days. At the same time, the crowds have departed, leaving behind peaceful landscapes and an unhurried, tranquil atmosphere.

See our articles on September holiday destinations for more inspiration:

Where to Go on Holiday in October?

For where to go on holiday in October, destinations like Provence, Spain, and Greece offer the perfect blend of pleasantly warm days and serene atmospheres. In these top autumn destinations you can explore golden landscapes, lounge on secluded beaches, and, with the summer crowds gone, indulge in bespoke autumn experiences at a slower pace - from fine dining to cultural discoveries at world-famous vineyards.

See our articles on October holiday destinations for more inspiration:

Where to Go on Holiday in November?

Southern Italy, including Puglia and Sicily, along with Portugal and Ibiza, rank among the best places to holiday in November with pleasant but sometimes slightly cooler temperatures. For travellers seeking hot holidays in November or wondering where to go on holiday in November for sun, Marrakech offers perfect sunshine along with effortless luxury.

See our articles on November holiday destinations for more inspiration:

OUR TOP 10 VILLAS IN AUTUMN HOLIDAY DESTINATIONS

Greece - Villa Gaïa

Villa Gaïa rests on a small bluff, overlooking the turquoise waters of the Aegean Sea. Its elegant, modern design features floor-to-ceiling windows that flood the home with natural light, highlighting the golden autumn glow and providing spectacular views of the tranquil sea and surrounding landscape.

Good to Know:

Mainland, Greece
10 guests, 5 bedrooms, 4 bathrooms
Swimming pool, private beach access, villa manager, spa, cinema room
From €22,850 to €45,700 per week

Portugal - Villa Harmonia da Comporta

In the wild and unspoilt nature of Comporta, Villa Harmonia da Comporta rises like a luxurious beach house on golden sands, completely private with no neighbours. Its thatched roofs and wooden slats evoke a relaxed seaside vibe, while the interior combines natural materials, vibrant colour and modern touches set against white walls, creating an airy, bright atmosphere—perfect for enjoying crisp autumn days both indoors and out.

Good to Know:

Comporta & Melides, Portugal
16 guests, 9 bedrooms, 8 bathrooms
Swimming pool, tennis, basketball & volleyball courts, soccer field, fitness space
From €25,505 to €40,805 per week

Provence - Mas Serenya

Nestled in the heart of the Alpilles, Mas Serenya is a Provençal retreat where rustic charm meets refined elegance. During autumn, the surrounding vineyards and olive groves take on rich, warm tones, and the farmhouse’s stone architecture paired with cozy interiors makes it an idyllic hideaway for seasonal relaxation.

Good to Know:

Maussane-les-Alpilles, Provence, France
14 guests, 7 bedrooms, 8 bathrooms
Infinity pool, tennis court, petanque court, spa, fitness room
From €22,850 to €45,700 per week

Provence - Domaine des Vignes

In Saint-Rémy-de-Provence, Domaine des Vignes is the perfect autumn escape. Surrounded by golden fields and unspoilt nature, this private estate harmoniously blends Provençal tradition with contemporary design. Autumn light fills its interiors, creating an inviting ambiance ideal for wine tastings, harvest walks, and tranquil seasonal retreats.

Good to Know:

Saint-Remy-de-Provence, Provence, France
12 guests, 6 bedrooms, 6 bathrooms
Swimming pool, tennis court, petanque court, near a golf course
From €9,000 to €20,405 per week

Ibiza - Villa Blue

Overlooking the sea, Villa Blue is nestled among the trees, offering a serene escape in Ibiza. The crisp autumn air softens the island’s bright landscapes, while the sleek white exterior and interiors in soft cream tones create a calm, reflective atmosphere perfect for enjoying the changing season.

Good to Know:

Ibiza, Spain
10 guests, 5 bedrooms, 5 bathrooms
Swimming pool, petanque court, villa manager, breakfast preparations
From €22,445 to €40,805 per week

Ibiza - Villa Sol y Luna

Perched atop Benimussa Hill and surrounded by 20,000m² of untouched Mediterranean nature, Villa Sol y Luna offers a secluded autumn retreat. With no neighbours in sight, the villa is ideal for truly disconnecting and unwinding in a tranquil autumn rhythm.

Good to Know:

Ibiza, Spain
10 guests, 5 bedrooms, 5 bathrooms
Swimming pool, outdoor kitchen and dining space, surrounded by nature
From €6,530 to €18,360 per week

Italy (Tuscany) - Villa Medicea

Originally constructed in the 1423 and restored with care to reflect all of its 15th century beauty, Villa Medicea is a journey through time. Its historic stature reflects its incredible history, having even been the summer residence of the Medici family in the 18th century. Nestled in the countryside near Florence, during autumn, the countryside glows with amber vineyards and golden rolling hills.

Good to Know:

Florence, Tuscany, Italy
14 guests, 7 bedrooms, 7 bathrooms
Swimming pool, tennis and petanque courts, fitness room, library
From €58,145 to €76,255 per week

Italy (Puglia) - Villa Repertorio

Tucked among centuries-old olive trees, Villa Repertorio offers a refined autumn escape in the heart of Puglia. Just minutes from the whitewashed villages of the Valle d'Itria, the Adriatic coast, and the historic charm of Polignano a Mare and Monopoli, it’s an ideal base for exploring southern Italy in the mild, sun-filled autumn.

Good to Know:

Ostuni, Puglia, Italy
8 guests, 4 bedrooms, 4 bathrooms
Infinity pool, surrounded by nature, outdoor kitchen & dining space, rooftop lounge
From €8,600 to €12,855 per week

Italy (Sicily) - Villa Primodiale

Villa Primordiale elegantly blends traditional charm with contemporary design, offering a full immersion in the Sicily's natural beauty in autumn. Nestled in a peaceful setting, it provides easy access to the island's rich cultural and historical treasures.

Good to Know:

Sicily, Italy
8 guests, 4 bedrooms, 4 bathrooms
Swimming pool, surrounded by nature, no neighbours, outdoor dining space
From €7,135 to €19,525 per week

Marrakech - Dar Kemgia

Situated in the Palmeraie, just 15 minutes from Marrakech’s vibrant centre, Dar Kemgia captures the warm, earthy tones of autumn in Morocco. Inspired by the city’s historic ramparts, the house features intricate craftsmanship and cosy interiors, making it the perfect seasonal escape.

Good to Know:

Marrakech, Morocco
20 guests, 9 bedrooms, 9 bathrooms
Swimming pool, in villa staff, meal preparations, movie room, massage room, billards room, tennis and petanque courts, outdoor bar, kitchen and dining
From €44,885 to €59,165 per week

AUTUMN LUXURY CONCIERGE SERVICES

Imagine sipping fine wines amid Provence’s golden vineyards, exploring sun-drenched olive groves in Greece, or indulging in a chef-prepared feast during Italy’s harvest season. From private vineyard tours and truffle-hunting adventures to bespoke cooking classes, sailing excursions along Portugal’s dramatic coastline or sunset cruises in the Balearics, every detail can be tailored to your tastes

pexels-i-brahim-acikgoz-438595482-32620523 pexels-mladen-janic-137412-30721329

Our luxury concierge designs each autumn escape to reflect your vision, ensuring seamless experiences, exclusive access, and unforgettable memories for you and your loved ones.

FAQ: THE BEST AUTUMN HOLIDAY DESTINATIONS

Where is the best place to travel in autumn?

In autumn, Provence and Italy especially in the south stand out as the perfect destinations, each offering a rich tapestry of seasonal beauty.

Provence transforms into a golden dreamscape, with vineyards heavy with grapes ready for harvest, lavender fields fading into soft mauves, and local markets brimming with truffles, figs, and chestnuts.

Meanwhile, Italy glows under a softer light, from Tuscany’s rolling hills draped in amber vines to the sun-warmed Amalfi Coast, now blissfully free of summer crowds.

Both regions offer not only spectacular landscapes but also culinary delights and cultural treasures that are even more enchanting when savoured at a slower, autumn pace.

Where is the best holiday destination for September?

For a September getaway, Provence, Ibiza, and Italy offer an irresistible mix of beauty, culture, and perfect late-summer weather.

Provence basks in golden light as the grape harvest begins, markets overflow with seasonal produce, and the crowds thin, leaving its hilltop villages and lavender-scented landscapes serene.

Ibiza shifts into a more relaxed rhythm after the peak season, with warm seas, quieter beaches, and a vibrant yet mellow festive scene.

Meanwhile, Italy is at its most alluring, from Tuscany’s sun-dappled vineyards to the Amalfi Coast’s sparkling shores, offering rich history, exquisite cuisine, and a lingering warmth that makes exploring a pleasure.

Where is the best holiday destination for October?

In October, Provence, Spain, and Greece shine as exceptional holiday destinations, each offering their own autumn magic.

Provence is awash with golden vineyards, crisp mornings, and bustling markets filled with seasonal delicacies like truffles and chestnuts.

Spain, enjoys a gentle warmth perfect for exploring without the summer crowds and summer heat.

Meanwhile, Greece basks in lingering sunshine, with crystal-clear seas still inviting for a swim, ancient sites bathed in soft light, and islands that feel blissfully tranquil, making it an idyllic escape before winter sets in.

Where is the best holiday destination for November?

In November, Southern Italy—including Puglia and Sicily—along with Comporta in Portugal and Ibiza in Spain, offer a serene, sunlit escape before winter arrives.

Southern Italy’s olive groves, baroque towns, and coastal vistas glow in the soft autumn light, while Comporta’s wild dunes, pine forests, and golden beaches remain blissfully quiet, perfect for long walks and slow living.

Ibiza, in its tranquil off-season, reveals its natural beauty with hidden coves, warm waters, and a relaxed pace, making all three destinations ideal for soaking up mild weather, authentic flavours, and peaceful moments far from the winter chill.

Our Top 10 Dream Villas in The Best Autumn Holiday Destinations

Where to Go on Holiday in September?

Where to Go on Holiday in October?

Where to Go on Holiday in November?