Photo by KMykonos Town, or Chora, is the Cyclades' most glamorous capital: windmills, Little Venice and a labyrinth of marble lanes laid out, tradition says, to baffle pirates. Our more than 220 luxury villas in and around Mykonos Town put dinner, galleries and the harbour within walking distance, with private pools and concierge service waiting above the crowds.
Updated October 2026
- Walkable Chora with windmills, Little Venice and designer boutiques
- More than 220 luxury villas with private pools and Aegean views
- Sunsets over Little Venice and the Kato Mili windmills
- Quick access to Psarou, Ornos and Platis Gialos beaches
- Concierge support for yachts, chefs and restaurant bookings
Mykonos Town in pictures
What's on in Mykonos Town
- April, dates vary
Greek Orthodox Easter
Candlelit processions wind through the whitewashed lanes and midnight fireworks light the harbour before the island's summer season begins. Mykonos at its most authentic.
- 15 August
Feast of Panagia Tourliani, Ano Mera
The Assumption is celebrated at the sixteenth-century monastery of Panagia Tourliani in Ano Mera with services and village festivities. The island's most important religious feast.
- Late August
XLSIOR Mykonos
One of the world's biggest gay summer festivals brings a week of international DJs and beach parties to the island. Book villas and tables months in advance.
- Odd-numbered years, dates vary
Mykonos Biennale
A boutique arts biennale scatters film, performance and installations through the town's historic spaces. A cultural counterpoint to the beach-club calendar.
Mykonos Town through the seasons
- Spring (April – May)
Whitewash, windmills and quiet lanes
Little Venice and the Kato Mili windmills without the crowds, Easter celebrations and the season's first warm swims. The best light of the year for the photogenic old town.
- Summer (June – August)
Beach clubs and harbour nights
The island's legendary season: the beach clubs at Psarou and Paradise by day, sunset cocktails in Little Venice and world-class DJs after dark. A private villa is the essential retreat from it all.
- Autumn (September – October)
Warm seas and easier tables
The Aegean stays warm, the meltemi wind softens and the best restaurants finally have space. Delos day trips are at their most pleasant.
- Winter (November – March)
The islanders' Mykonos
Most clubs close and the town returns to its fishing-village self, with locals' kafeneia and bracing harbour walks. For those curious about the island behind the glamour.
All 158 villas in Mykonos Town
Every home in Mykonos Town that can be booked with Smiling House, as a plain list.
- 4 Br - Exclusive Villa in a Unique Location Overlooking the Old Harbor
- 6 Bedroom Deluxe Villa with Pool
- A Truly Private Seafront Home in Aleomandra
- Absolute Luxury Villa For Intimate Family Getaway
- Absolute Summer Heaven Mykonos Villa
- All Time Favorite Villa in the Heart of Mykonos
- Amazing 10BR Villa in the Fantasy Island
- Amazing 12BR Mykonos Villa
- Amazing Family Villa Villa With Superb Views And The Perfect Location
- Amazing Hillside Villa
- Amazing Holiday Villa with Immaculate Furniture
- Amazing Minimal Villa With Private Infinity Pool
- Amazing Villa With Superb Exterior And Cycladic Scenery
- An exquisite villa with alfresco areas which are a sight to behold
- Artistic Hideaway With Infinity Views
- BREATHTAKING MYKONIAN VILLA WITH POOL
- Bay Villa with Beach Views
- Beautiful 8 BR With Peaceful Sea View Sceneries
- Beautiful Luxury Retreat with Endless Sea Views
- Beautiful Villa in an Amazing Location
- Blissful Mykonos Villa with Pool and Spa
- Bright Villa With Sea Facing Pool
- Captivating Deluxe Villa Overlooking the Bay of Kalafatis
- Charming 8 BR Villa With Tennis Court And Pool
- Charming Mykonos Villa with Two Suites
- Chic Villa Overlooking the Gleaming Sea
- Contemporary Cycladic Villa With Infinity Pool
- Contemporary Design Meets Aegean Bliss
- Contemporary Design Meets Island Peace
- Contemporary Luxury Near Elia Beach
- Contemporary Villa Overlooking Blue Waters
- Cozy Villa With Sea View Pool
- Cozy Villa in a Perfect Place
- Cycladic Design Sunset View Villa
- Delightful Area Villa with Amazing Scenes
- Deluxe Modern Villa with Luxurious Amenities
- Deluxe Mykonos Villa With Postcard-like Sunset Views
- Divine Designer Villa with Deep Blue Pool
- Dream Getaway With Sunsets and Sea
- Elegant 9 BR With Amazing Walk In Closet
- Elegant Architecture Meets Nature’s Beauty
- Elegant Design Meets Mykonos Serenity
- Elegant Greek villa with private pool
- Elegant Mykonos Villa With Sea Views
- Elegant Villa by Kalo Livadi Beach
- Exquisite Villa Close to Mykonos Town
- Fantastic Newly Built Villa
- Fantastic Superb Villa with Luxurious Amenities
- Glamorous Mykonos Villa With Sea View
- Gorgeous Beachfront Villa With Private Infinity Pool
- Grand 4 Bedroom Mansion Villa with Pool
- Grand Suite Villa with Designer Furniture
- Hidden Gem Near Mykonos Hotspots
- High-end Designed Villa Overlooking Ornos Bay
- Ideal Mykonian Villa with Mesmerizing Sunset Views
- Lavish Agios Lazaros Hilltop Hideaway
- Lavish Mykonos Resort With Infinity Pools
- Located near the famous Alemagou beach bar, it offers uninterrupted views of beautiful Ftelia beach
- Luminous Villa With Soothing Ambience
- Luxurious 5 BR Villa With Gym And Outdoor Jacuzzi
- Luxurious 6 BR Villa With Designer Furniture
- Luxurious 7 BR Villa With Heated Swimming Pool
- Luxurious And Stylish Experience On A Seafront Location
- Luxurious Mykonos Villa With Infinity Pool
- Luxurious Mykonos Villa with Sea Views
- Luxurious Paradise With Gym And Stunning Views
- Luxurious Villa With Elegant Architecture And Pool
- Luxurious Villa With Gym And Tennis Court
- Luxurious Villa With Sauna And Massage Room
- Luxurious Villa right by the Beach
- Luxury 4 Bedroom Villa with Pool
- Luxury 5-Bedroom Villa in Mykonos
- Luxury Bay View Villa Marisol Retreat
- Luxury Living Steps From Beach
- Luxury Mykonos Villa with Sea Views
- Luxury Retreat Overlooking Aegean Sea
- Luxury Villa With Quintessential Greek Island Scenery
- Luxury Villa with Infinity Pool in Mykonos
- Luxury Villa with Infinity Pools in Mykonos
- Luxury Villa with Pools in Mykonos
- Luxury Villa with Sea Views in Mykonos
- Luxury Villa with Sea Views in Mykonos
- Magnificent villa in Mykonos with private pool
- Majestic Town Villa with a Stunning Sunset Garden
- Marvelous 6 BR Villa Overlooking the Psarou Bay
- Modern Gem Located In Mykonos' Most Beautiful Location
- Modern Villa With Private Pool And Fragrant Gardens
- Most Idyllic Seafront Villa On The Island Of Mykonos
- Most Luxurious Estate W/ Breathtaking Sunsets
- Mykonos Luxury Hillside Villa With Divine Views
- Mykonos 7-Bedroom Retreat with Aegean Views
- Mykonos Luxury Villa with Pool Jacuzzi
- Mykonos Villa With Garden With A Superb View
- New Dream Villa Surrounded by Peaceful Sea
- Beachfront Six-Bedroom Villas in Mykonos Town
- One-bedroom Suite with Sea Views in Mykonos
- Outstanding Villa a Walk Away to The Beach
- Panoramic Aegean Views Luxury Stay
- Perfect 9BR Villa for Family and Friends Retreat
- Perfect Combination of Traditional Cycladic Architecture and Modern Luxury
- Posh Villa Set In The Heart Of The Glamorous Mykonos
- Premium Location Luxury Villa Right Above The Famous Psarou Beach
- Private Infinity Pool Sea View Escape
- Private Luxury Mykonos Villa In Ftelia
- RELAXED, NATURAL ATMOSPHERE WITH GLORIOUS VIEWS
- Relaxing 17Br Villa With Deluxe Pool Loungers
- Oceanview Pool Villa in Mykonos Town
- Romantic Retreat Overlooking Aegean Sea
- Scenic Villa in Kanalia With Pool
- Sea View Villa in Mikonos
- Sea Vista Bliss Mykonos Luxury Escape
- Seaside Luxury Retreat with panoramic views
- Seaside Villa With Modern Comforts
- Seaview Mykonos Villa Poolside Paradise
- Seaview Villa With Heated Infinity Pool
- Secluded 6 Bedroom Sanctuary Overlooking Mykonos Town
- Secluded Seaside Villa in Mykonos
- Serene Heaven Villa with infinity pool
- Serene Seaside Villa with Infinite Sea Views
- Sleek Minimalistic Villa With Jacuzzi and Swimming Pool
- Sophisticated Comfort Near Mykonos Attractions
- Sophisticated Getaway Above Mykonos Beaches
- Sophisticated Stay With Breathtaking Scenery
- Spacious 13 BR Villa With Gym And Amazing Views
- Spacious 13 Bedroom Villa with Aesthetic Furniture
- Spacious 9 Bedroom Villa with Aesthetic Furniture
- Spacious Mykonos Villa with Pool & Beach
- Special 4 BR Villa Overlooking the Sea
- Spectacular Big Villa With Picturesque Surroundings
- Stunning 4 BR With Mezmerizing Sunset Views
- Stunning 8-Bedroom Mykonos Villa with Jacuzzi
- Stunning Cycladic Retreat with Aegean Vistas
- Stunning Mykonian Villa with Beautiful Sea Views
- Stunning Mykonian Villa with dual infinity pools
- Stunning Villa Near Mykonos Port
- Stunning Villa with Aegean Sea Views
- Stunning Villa with Sea Views in Mykonos
- Stunning contemporary villa with outdoor pool
- Stunning villa with pool and splendid sea views
- Stylish 5 BR Villa With Superb Views Of The Harbor
- Stylish Mykonos Villa With Jacuzzi
- Stylish Villa With Sea View Pool
- Summer Of A Lifetime In Luxury Mykonos Villa
- Sunset Views Villa with Delightful Furniture
- Superb Villa Perfect for Families
- The Blue Villa in The Southeast
- Traditional White Mykonian With Modern Vibe
- Tranquil Coastal Villa with Hammam
- Tranquil Mediterranean Retreat With Pool
- Tranquil Mykonos Escape With Sublime Views
- True Mykonian-style 3BR Villa in Tourlos
- ULTIMATE MYKONOS VILLA WITH GLORIOUS SEA VISTAS
- Ultra Luxury Sunset View Villa Overlooking Mykonos
- Unique Cycladic Villa With Sea and Sunset Views
- Unique Private Villa Designed with Elegence
- Vibrant Mykonos Villa Very Near From The Picturesque Alleyways Of Chora
- Villa With Absolute Privacy and Close Proximity to
- Whitewashed Luxury With Epic Views
Smiling House also offers a concierge for private chefs, transfers, ski instructors, yachts and cars, a VIP Club with first access to new residences and member rates, chalets for sale in the Gstaad region through its real estate division and instantly bookable homes with live availability.
The Area: Chora and its Cycladic charm
Chora is the island's beating heart: marble-paved lanes, bougainvillea against whitewash, and the Kato Mili windmills crowning the rise above the harbour. In Little Venice, eighteenth-century captains' houses drop straight to the sea, the classic spot for a sunset aperitif, while the Paraportiani church and the old port anchor the town's Cycladic character. What sets a stay here apart is life on foot: coffee in a shaded square, an evening stroll to dinner, no car needed until you want a beach further afield. A villa on the slopes above town, or in the hills just behind, adds the privacy and panoramic views that Chora's tight lanes cannot.
Where to stay: choosing a luxury villa in Mykonos Town
Our more than 220 luxury villas in Mykonos Town and its encircling hills suit travellers who want walkability paired with seclusion. Homes above Chora look over the harbour and the Aegean, many with infinity pools angled at the sunset. Around Tourlos and Agios Stefanos, villas sit above the new port, convenient for yacht and ferry arrivals with town ten minutes away. For a beach on the doorstep, choose Ornos, Psarou or Platis Gialos, organised bays a short drive south. And if you would rather trade the town for the island's remoter sands at Elia or Kalafati, our island-wide Mykonos collection covers those. Expect minimalist Cycladic interiors, generous terraces and discreet service.
Things to do
Lose the map in Chora's lanes, where designer boutiques, jewellers and galleries fill the alleys between chapels, and the town's archaeological and maritime museums repay a slow hour. Boats leave the old port for Delos, the ancient sacred island half an hour offshore and the essential excursion. Photograph the windmills at first light before the day boats land, swim at Ornos or Agios Ioannis facing Delos across the water, or charter a yacht for the southern coves. Your concierge can secure beach-club daybeds, spa treatments, guides for Delos and the tables that book out weeks ahead in season.
Dining and nightlife
Chora is a dining capital in miniature. Tavernas serve grilled fish, Greek meze and Mykonian louza and kopanisti, while a roster of ambitious kitchens brings refined Mediterranean cooking to the waterfront and the back lanes. Little Venice takes the sunset shift, cocktails passed over heads as waves hit the terraces. Later, the town's bars and clubs draw an international crowd, with the scene continuing at the beach clubs along the southern coast. The advantage of a villa is choosing your dose: in the thick of it by night, silence and a private pool by morning, with concierge holding the reservations.
When to visit and getting there
The season runs roughly from May to October. June and September offer warm seas, long days and a more relaxed town, while July and August bring peak heat, energy and crowds. Mykonos Island National Airport (JMK) receives seasonal flights from many European cities and year-round connections via Athens, and the transfer into town takes minutes. Ferries and high-speed catamarans link the new port at Tourlos with Piraeus, Rafina and neighbouring Cyclades such as Paros, Naxos and Santorini. Smiling House can arrange private airport and port transfers so your arrival is seamless.





