
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!
ValueFamilyBeach

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

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.
FamilyLocationCondition

《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.
LocationFamilyBathroom

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.
FamilyLocationComfort

Other the sea
Alta Marea is located in Vamvakies area of Alonissos, about 20 minutes (by car) from Patitiri and 8 minutes from Steni Vala, where you can find supermarkets and restaurants. Less than 50 m from the house there is a quiet beach, with no people. However, if you want something more intense, within 1 km is the famous beach of Agios Dimitrios. From the two terraces of the house you can enjoy the view of Peristera Strait.
ValueFamilyHospitality

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.
LocationNearbyPool

LemonTree Villa | Rooftop Jacuzzi & Sea Views
A Luxurious 3-Bedroom Retreat in Skopelos with a Spectacular Rooftop Terrace. Escape to Villa Lemon Tree, an exquisite 3-bedroom villa in Skopelos that masterfully combines modern elegance with the timeless charm of the Greek islands. From its sophisticated interiors to its breathtaking rooftop amenities, this property is designed to provide an unforgettable luxury experience.
LocationIndoor spacesComfort

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.
LocationBeachCleanliness

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.
LocationFamilyCondition

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.
FamilyLocationAccess

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.
ValueFamilyComfort
Popular amenities for Thessaly villa rentals
Private villa rentals

Gems of Pinakates | Perfect vacation at Pelion
LocationFamilyCondition

Katie's Lemon Tree House
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Skopelos Blue Heaven Pool Villa in olive grove
LocationFamilyPets

Thespis Villa 2
LocationFamilyNearby

Pine Needles Villa Sani
LocationFamilyNearby

Anemopili above Skopelos town, amazing sea view
LocationFamilyView

Anna's Horizon in Damouchari with private sea
LocationFamilyKitchen

Seafront Essence - Beachfront Villa - Halkidiki
LocationFamilyNearby
Luxury villa rentals

Blue Ivy Pool Villa, Vourvourou #FeelsLikeHome
LocationBeachDecor

Ever Blue Villa Private Heated Pool Sunrise Villas
FamilyLocationBeach

Villa Serene - Petrino Villas
FamilyLocationParking

Pelion Luxury Villa Ivy
FamilyValueDecor

daria's home | villa
LocationViewHospitality

Skiathea Villas
LocationFamilyQuiet

Spectacular villa in the heart of a nature reserve and near the sea
LocationFamilyBarbecue

Luxurious Sunny Villa near the beach with a pool
FamilyLocationPool
Villa rentals with a pool

Villa Petra Treelithon Slow Living Seaside resort
LocationFamilyCheck-in

Villa Grace
LocationFamilyIndoor spaces

Orchid House
FamilyLocationNearby

Zeusplace Pool Villa Olympus view Riviera
LocationFamilyLayout

Villa "ERATO", luxurious house with swimming pool
FamilyLocationSleep quality

Villa Pebbles #1
LocationFamilyCleanliness

Villa Kingstone
LocationFamilyQuiet

Marani Villa Ι with Private Pool
LocationFamilyIndoor spaces
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