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Villa holiday rentals in Thessaly

Find and book unique villas on Airbnb

Top-rated villa rentals in Thessaly

Guests agree: These villas are highly rated for location, cleanliness and more.

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Guest favourite
Villa in Katochori
4.94 out of 5 average rating, 31 reviews

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!

ValueLocationGetting around

Top Guest favourite
Villa in Litochoro
4.97 out of 5 average rating, 34 reviews

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.

LocationFamilyBeach

Top Guest favourite
Lounge chairs are positioned on a lush green lawn beside a sparkling pool. Olive trees provide shade in the background, while a dining area is visible, surrounded by potted plants. The clear blue sky enhances the serene outdoor setting.
Villa in Sporades
5 out of 5 average rating, 53 reviews

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!

ValueFamilyComfort

Guest favourite
A charming villa is surrounded by lush greenery and features a red-tiled roof. A spacious porch offers seating and views of the garden, while stone pathways lead through the well-maintained landscape. The nearby trees provide shade and enhance the serene atmosphere.
Villa in Panteleimon
4.94 out of 5 average rating, 34 reviews

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.

FamilyLocationCleanliness

Top Guest favourite
A wooden table is set outdoors, presenting plates of seafood and vegetable dishes alongside two glasses of red wine. A bottle of wine rests in the background, with a scenic view of the sea and greenery visible in the distance.
Villa in Poligiros
4.96 out of 5 average rating, 110 reviews

《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.

LocationValueWalkability

Top Guest favourite
A large private pool shimmers under the evening light, surrounded by wooden sunbeds and umbrellas. The stone-paved terrace features cozy seating areas, enhancing the outdoor space's inviting ambiance. Olive trees frame the scene, completing the tranquil hillside setting with views beyond.
Villa in Sporades
5 out of 5 average rating, 31 reviews

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.

FamilyLocationPool

Guest favourite
Villa in Sporades
5 out of 5 average rating, 24 reviews

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.

LocationGetting aroundLaundry

Top Guest favourite
An airy living and dining area features large windows with ocean views, complemented by natural light. A comfortable sofa and a cozy pouf are situated near a minimalist entertainment unit. A wooden dining table with six chairs invites leisurely meals, while a textured rug enhances the space.
Villa in Sporades
5 out of 5 average rating, 7 reviews

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.

LocationGetting aroundOutdoor spaces

Superhost
Villa in Afissos
4.75 out of 5 average rating, 4 reviews

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.

FamilyLocationBeach

Guest favourite
A bright bedroom features a spacious bed, light wood beams on the ceiling, and large windows that open to a private balcony. A neutral color scheme is complemented by soft curtains. A tray with a book and a cup is placed on the bed.
Villa in Koukounaries
5 out of 5 average rating, 22 reviews

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.

FamilyLocationHospitality

Superhost
The hallway features a wooden railing beside stone walls, creating a rustic charm. Natural light filters in through large windows, accentuating the warm wooden flooring. A small green plant and decorative candles add subtle touches to the inviting space.
Villa in Zagora
4.94 out of 5 average rating, 110 reviews

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.

FamilyLocationKitchen

Superhost
A charming entryway features natural stone walls and a covered porch, complemented by outdoor lighting. A dining table is visible through large glass doors, inviting connections between indoor and outdoor spaces. Lush greenery enhances the peaceful setting, creating a welcoming first impression.
Villa in Platanidia
4.8 out of 5 average rating, 15 reviews

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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