
Villa holiday rentals in Thessaly
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Top-rated villa rentals in Thessaly
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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!
LocationValueQuiet

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.
LocationFamilyNearby

Seafront Essence - Beachfront Villa - Halkidiki
Our villa's truly seafront location sets it apart from the rest. Nestled right on the beach, the property boasts direct access to the pristine shores through its own exclusive door. This unparalleled proximity to the crystal-clear waters of the Mediterranean Sea provides our guests with an unrivaled experience of beachside living. Step outside and immerse yourself in the sun-soaked serenity, gentle sea breeze, and calming sounds of the waves, all at your doorstep.
ValueFamilyIndoor spaces

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.
LocationFamilyWalkability

《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.
LocationValueHiking

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.
LocationFamilyBeach

Pine Needles Villa Sani
Villa into Sani's pine woods forest. 20' on foot from Koutsoupia beach, Sani beach, Sani Resort and Marina. Garden and balcony in addition to the unique scenery to spend quality time with your loved ones. Private parking spots: 2 The unique position of our villa ensures that you get both the relaxation you seek but also you can have all the amenities that Sani Beach Provide.
FamilyLocationNearby

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.
LocationNearbyAmenities

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.
FamilyLocationCleanliness

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.
FamilyLocationCheck-in

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.
LocationFamilyCleanliness

Basili' s & Despoina"s Home
A comfortable, bright accommodation with a view from all its parts. It guarantees a stay with a lot of quiet, coolness and a nice environment. Very close (10-12 minutes) to the center of Larissa with easy parking, pet friendly with spaces in the yard for hours of daydreaming and relaxation.
ValueLocationIndoor spaces
Popular amenities for Thessaly villa rentals
Private villa rentals

Villa Grace
LocationFamilyView

Skopelos Blue Heaven Pool Villa in olive grove
FamilyLocationComfort

Katie's Lemon Tree House
LocationFamilyHeating

Thespis Villa 2
FamilyLocationGetting around

Anna's Horizon in Damouchari with private sea
FamilyLocationSleep quality

Anemopili above Skopelos town, amazing sea view
FamilyLocationView

Villa Ambrosia, beach house, Platanidia, Pelion II
LocationFamilyCondition

Spectacular villa in the heart of a nature reserve and near the sea
LocationFamilyAmenities
Luxury villa rentals

Ever Blue Villa Private Heated Pool Sunrise Villas
LocationFamilyComfort

Blue Ivy Pool Villa, Vourvourou #FeelsLikeHome
LocationDecorPool

Pelion Luxury Villa Ivy
LocationValuePool

Villa Kingstone 2
FamilyLocationKitchen

Villa Pebbles #1
LocationFamilyAccuracy

daria's home | villa
LocationHospitalityView

Skiathea Villas
FamilyValueCheck-in

Luxurious Sunny Villa near the beach with a pool
FamilyLocationCheck-in
Villa rentals with a pool

Villa Serene - Petrino Villas
LocationFamilyView

Villa Castro Elassona
LocationFamilyView

Villa Petra Treelithon Slow Living Seaside resort
ValueFamilyBathroom

Sunshine Pool Villa
LocationFamilyPool

Orchid House
LocationFamilySleep quality

Zeusplace Pool Villa Olympus view Riviera
FamilyLocationHospitality

Villa "ERATO", luxurious house with swimming pool
LocationFamilyKitchen

Mirage Luxury Living
FamilyLocationComfort
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