
Villa holiday rentals in Thessaly
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Top-rated villa rentals in Thessaly
Guests agree: These villas are highly rated for location, cleanliness and more.

The Ambassador Residence. Traditional stone house
Secluded traditional stone house at the edge of Katichori / Portaria, view of Volos bay & Pilio Mountain. The estate, filled with fruit & walnut trees, is engulfed by nature (ideal for relaxation). Centrally located for the exploration of Pilion mountain & Coastal areas. 5min drive from Portaria (or trek up cobblestone paths), 20min from Volos (renowned for sea food meze & tsipouro), 25min from Chania ski resort. *please note: The house is reachable by foot only, the car stops 120m away!
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Olives and Vines Retreat Villa
Escape to our beautiful countryside villa with breathtaking panoramic views of Mount Olympus and the Aegean Sea. Surrounded by lush landscaped Mediterranean gardens, it offers total privacy. The tastefully furnished home has 4 air-conditioned bedrooms, a living room, and 3 outdoor dining areas, perfect for relaxation, gatherings, or yoga retreats. Family friendly with a playground, it's designed with love, sustainability, and attention to detail—ideal for creating unforgettable memories.
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Skopelos Blue Heaven Pool Villa in olive grove
Welcome to your perfect getaway! Blue Heaven Pool Villa is a flat villa that offers everything you need for a relaxing vacation. The villa is just 1.3 km from Skopelos Chora and 3 km from Staphylos beach. Enjoy your private pool, where you can soak up the sun or take a refreshing dip. The outdoor BBQ area is perfect for al fresco dining and making unforgettable memories with loved ones. Book your stay today and experience the ultimate comfort and relaxation!
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Villa Tzeni Palios Panteleimon
Relax with the whole family at this peaceful place to stay. Villa Tzeni manages to balance local architecture and the modern comforts required for a relaxing hospitality. The location is ideal for enjoying the peaks of Mount Olympus. The center of old Panteleimonas is 200m away while the sea is 10 minutes away by car. Rooms have wooden furniture and stone walls. It has 3 fireplaces, 2 bedrooms, a large bathroom and a toilet. Suitable choice for all seasons.
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《Mana earth》
We restored a family home in 1955 and coupled the local, traditional element with the modern way of life. The estate is located on a hill opposite the Byzantine castle of Toroni and its famous coast. The villa offers unlimited sea and mountain views. It provides a green space of 500 sq.m., with an appropriately landscaped space for real rest. The location is literally unique as it is close and at the same time far from the many.
ValueFamilyOutdoor spaces

VillaAvaton magnificent sea view and Skopelos town
Villa Avaton is a jewel of pure and sophisticated Skopelitian architecture: a 140 square meters, two-level property, all in white, perched on a hillside with breath-taking, panoramic views over the Skopelos town and Alonissos boasting a large open plan living area indoors and outdoors and offering privacy and seclusion in a very idyllic spot. In the premises of the house a large private pool boasts, with panoramic sea views.
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Villa Mariel Skopelos
Inspired by Greek island architecture, Villa Mariel is a newly built private villa located on the hillside above Skopelos Town. Featuring whitewashed interiors and minimal décor, the home offers a serene and contemporary island experience with complete privacy. Guests can enjoy a private pool, a lounge patio, and a gas barbecue, making it ideal for relaxed outdoor living and entertaining.
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Villa Phos Two Skiathos
Experience the perfect blend of comfort, elegance, and breathtaking surroundings at Villa Phos Two Skiathos, a beautifully designed upper-floor retreat that invites you to relax and unwind. Spanning 120 square meters, this villa is an ideal haven for couples, families, or groups of friends seeking a serene escape in the heart of the Aegean.
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Villa LAAS 4 (New listing for 2026) Μεζονέτα
Η villa LAAS αποτελεί μέρος ενός συγκροτήματος παραθεριστικών κατοικιών. Με θέα στον Παγασητικό, περιστοιχισμένη από ελαιώνες, υπόσχεται στους επισκέπτες μια ξεχωριστή εμπειρία διακοπών γεμάτη ανανέωση. Ήσυχη τοποθεσία. Ακύμαντη θάλασσα. Όμορφες οικογενειακές διακοπές κοντά στη φύση. σε αυτόν τον ήρεμο, κομψό χώρο.
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Skiathos Villa Ira
Villa Ira consists of a large living room with spacious sofas with a special design adapted to modern Architecture, a balcony with a wonderful view of the beaches of Banana and Koukounaries. Even full kitchen for the preparation of breakfast and meals. Two bedrooms with a lovely balcony and high quality mattresses.
LocationFamilyWi-Fi

Boutique country house with astonishing view
* New mattresses 2025! * Renovated old stone two-level house in a plot with astonishing view to aegean sea located in the highest part of the traditional village Zagora. Great choice for families, group of friends or couples seeking peacefulness and comfort for their vacation; either summer or winter.
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Villa Ambrosia, beach house, Platanidia, Pelion II
A lovely Beach house with 2 floors, interior area, plus the balcony with a dining table, situated in front of a beach with sea view with a nice common garden and space. New, finished in 19. In Platanidia, Pelion.
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Popular amenities for Thessaly villa rentals
Private villa rentals

Villa Grace
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Katie's Lemon Tree House
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Thespis Villa 2
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Pine Needles Villa Sani
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Anna's Horizon in Damouchari with private sea
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Anemopili above Skopelos town, amazing sea view
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Basili' s & Despoina"s Home
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Seafront Essence - Beachfront Villa - Halkidiki
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Luxury villa rentals

Ever Blue Villa Private Heated Pool Sunrise Villas
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Blue Ivy Pool Villa, Vourvourou #FeelsLikeHome
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Pelion Luxury Villa Ivy
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Villa Kingstone 2
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daria's home | villa
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Skiathea Villas
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Spectacular villa in the heart of a nature reserve and near the sea
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Luxurious Sunny Villa near the beach with a pool
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Villa rentals with a pool

Villa Serene - Petrino Villas
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Villa Petra Treelithon Slow Living Seaside resort
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Orchid House
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Villa Erifili spectacular view, private pool.
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Villa Polygon Skiathos
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Zeusplace Pool Villa Olympus view Riviera
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Villa "ERATO", luxurious house with swimming pool
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Mirage Luxury Living
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