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Vacation rentals with a pool in Thessaly

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Thessaly

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
A cozy living space features a wooden beam ceiling and warm lighting. A modern fireplace is set into a natural wood mantel. Comfortable seating includes a plush chair and a sectional on a soft area rug, complemented by a glass coffee table and decorative accents.
Villa in Tsagkarada
5 out of 5 average rating, 13 reviews

Valdita Sunrise Tsagkarada

Sunrise Tsagkarada is a 2-5min drive from the beaches of Mylopotamos and Fakistra, while they offer several options for traditional or elegant lunch/dinner options It has started to sell online, and it is really selling fast. The location is here: https://goo.gl/maps/5LSxA6uFfBp All villas are fully equipped with the latest technology and comfort combined with traditional style and color. The Villas carry extra premium Cocomat beds, 1 or 2 bathrooms, large living room and dining place, fully equipped kitchen, A/C, Flat TVs in each room, access to Pool and Kiosk with free sunbeds and towels, WiFi, parking next to Villa

Top guest favorite
An aerial view of a spacious property showcases a blend of natural beauty and architectural charm. Lush greenery surrounds the house, which features a distinctive stone roof. The inviting pool is framed by lounge chairs and umbrellas, surrounded by terraced gardens, creating a tranquil outdoor oasis.
Villa in Ano Volos
5 out of 5 average rating, 8 reviews

Pelion Luxury Villa Ivy

Welcome to this magnificent residence nestled in the prestigious foothills of Mount Pelion, Ano Volos. A statement of luxury and sophistication. Spanning an internal area of approximately 300 sm, with parking and guesthouse covering over 100 sm, this property is the epitome of elegant living. The Villa has been meticulously re-built offering an eclectic mix of an English country house and Greek mountain Villa all in one! SAUNA-SPA POOL - HAMMAM. PRIVATE CHEF AND MASSEUSE AVAILABLE ON REQUEST

Top guest favorite
A dining area features a table set with fruit and drinks, surrounded by white chairs. An umbrella provides shade, and panoramic sea views are visible in the background, enhancing the serene ambience. The scenery includes hills and clear blue waters under a bright sky.
Villa in Stafylos
5 out of 5 average rating, 35 reviews

Stunning Sea Views, Infinity Pool, Peaceful, wI-FI

Peaceful pool villa, two floors, spacious, 800m from Stafilos beach, 4 km to Skopelos town and port.There is private infinity pool. The house is set in its own fenced grounds with fabulous views across the Aegean and is surrounded by almond and olive trees. You are free to walk over the private grounds. It is reached from the main road through a 500m long dirt road .The place is good for couples, families,nature lovers . Fast Wifi. Both bedrooms and living room are airconditioned.

Guest favorite
Cottage in Skopelos
4.96 out of 5 average rating, 26 reviews

MULBERRY TREE COTTAGE A PERFECT ESCAPE

3 cute cottages, named Mulberry tree, Daphne and Chestnut tree, with private pool each one, and very nice surrounded terraces full of trees, plants and flowers, located at Potami (means river) area, between Agnontas beach and Panormos beach. They are full of character with elegant interior decors, entirely suited to the gloriously peaceful rural setting. They are set on the hillside overlooking the Potami valley, on land that has been in the owner's family for over 100 years.

Guest favorite
A serene outdoor space is showcased with a modern pool overlooking the sea and town of Skopelos. Sun loungers are positioned beside the pool, while gentle clouds drift across a colorful sky. Natural stone and a smooth deck enhance the tranquil atmosphere of the surroundings.
Home in Skopelos
5 out of 5 average rating, 11 reviews

Jonina Resort

Jonina Resort is for those who are looking to stay at a small paradise on earth with a breathtaking view of the sea and the town of Skopelos. If you have relaxation and tranquility as a priority on your holidays then you are looking for the right accommodation! Here you will find privacy and enjoy the filling of calmness and peacefulness beside the pool waterfall. Visit Jonina Resort so you can make unforgettable memories in your own small heaven on earth.

Top guest favorite
A contemporary villa features a stone façade and expansive windows overlooking a private pool. Sun loungers are positioned on a paved terrace, surrounded by lush greenery, with olive trees visible in the background. The structure integrates with the natural landscape, offering inviting outdoor living space.
Villa in Skopelos,Magnisia,Greece
5 out of 5 average rating, 22 reviews

Villa Kingstone

Η βίλα μας βρίσκεται σε απόσταση 600 μέτρων από το κέντρο της χώρας της Σκοπέλου. Σ' ένα ειδυλλιακό τοπίο με ελιές, μόλις 200 μέτρα από την πλαζ, με την πιο υπέροχη πανοραμική θέα, φτιαγμένη με μεράκι και αγάπη στην φύση και τον άνθρωπο. Ένα υπέροχο νεόκτιστο κτίριο με δική του πισίνα, προσφέρει εξαιρετική διαμονή στους ταξιδιώτες του κόσμου που αγαπούν να έχουν μια από τις καλύτερες επιλογές για τις διακοπές τους.

Guest favorite
An infinity pool extends toward the Aegean Sea, framed by olive trees and sun loungers. The serene water reflects the sky, and distant islands can be seen on the horizon. The minimalist design complements the tranquil setting, ideal for relaxation.
Home in Sporades
5 out of 5 average rating, 17 reviews

Hydrea Villa by Pelagoon Skiathos

The mesmerizing Pelagoon Villa in the quiet village of Achladies on Skiathos Island, is a beautiful example of minimalism and contemporary architecture. The chic home boasts sublime views over the glistering Aegean Sea and is easily one of the most exceptional villas on the island. Set among olive trees and verdant greenery, it is the perfect haven for those seeking tranquility and seclusion during their stay.

Guest favorite
The tranquil pool is illuminated under the evening sky, reflecting soft light from the surrounding area. The villa's exterior is visible, paired with outdoor seating under a shaded structure. Lush greenery decorates the hillside in the background, contributing to a serene atmosphere.
Home in Skiathos
4.97 out of 5 average rating, 36 reviews

Banana Beach Villa

With breathtaking sea view and a three minute walk (on a private path) to the amazing Banana Beach, our newly built 70sqm villa is the perfect place for a private, quiet and safe vacation. Banana Beach, world-renowned for its turquoise waters, golden sand and mesmerizing sunsets, is considered among the most beautiful and exclusive beaches of Skiathos island.

Guest favorite
A contemporary villa showcases a mix of stone and modern materials, featuring large glass doors that promote natural light. Outdoor seating is arranged on a spacious patio, with a surrounding view of greenery and well-maintained landscaping, complementing the tranquil setting.
Villa in Platamon
5 out of 5 average rating, 15 reviews

Βίλα "ΟΥΡΑΝΙΑ", πολυτελές οίκημα με πισίνα

A unique space of comfort and luxury, part of the SUNRISE PLATAMON VILLAS complex, the ideal choice for relaxation, surrounded by olive trees and a variety of plants and herbs. Romance at the same time with a touch of luxury, but also direct access to sea and mountain activities for the most adventurous travelers.

Top guest favorite
The private infinity pool reflects the soft evening light, framed by a stone pavilion with outdoor dining. Spectacular views of the Pagasetic Gulf and distant hills are visible, creating a serene outdoor space perfect for relaxation.
Villa in Milies
4.96 out of 5 average rating, 89 reviews

Akrolithos Villa - Private Pool, Breathtaking View

Overlooking the Pagasetic gulf, Akrolithos Villa can guarantee an unforgettable experience. It is a fully equipped, stone-built property with a private infinity pool, garden and barbecue area, located at the picturesque village of Milies. The ideal choice for families, couples or friends!

Guest favorite
A serene setting is showcased with a modern stone villa beside a tranquil salt-water pool. Olive trees frame the scene, and the warm hues of sunset paint the sky. The outdoor terrace is visible, providing a comfortable area for relaxation.
Villa in Skopelos
5 out of 5 average rating, 19 reviews

Villa Serene - Petrino Villas

Stunning Villa Serene within a short drive from Skopelos Town and the main port. Excellent location with magnificent views, built for your comfort and peace of mind. Equipped with all modern amenities and a private pool for a totally relaxed holiday.

Top guest favorite
An aerial view showcases a country house surrounded by lush olive trees. A private pool is visible next to a spacious wooden deck with lounge chairs. The home features a stone exterior and a shaded outdoor area, blending seamlessly with the natural landscape.
Cottage in Magnesia
4.99 out of 5 average rating, 141 reviews

country cottage at pilio mountain

old coutry house situeted in tsagarada ,stone made dated 1911 , BBQ place (URL HIDDEN) TV ,hot water ,heating,fireplace,hairdryer, iron ,alarm system 7 min from milopotamos beach and 6 from village tsagarada,perfect for summer and winter

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