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Vacation rentals with a pool in Thessaly

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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
The villa is set on a gentle slope, framed by green shrubs and tall cypress trees. The white exterior contrasts with the terracotta roof, while a spacious balcony provides a view of the surrounding nature.
Villa in Sporades
4.95 out of 5 average rating, 22 reviews

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

In the heart of a nature reserve, a new, quiet and luxurious villa with a swimming pool and a three-minute drive from the most beautiful beaches in Skiathos and 10 minutes from the city center. The villa consists of 3 double bedrooms with air conditioning in each room. The downstairs apartment includes a bedroom, a large and luxurious bathroom, a living room, a fully equipped kitchen, a work area, and a spacious dining area. The upper apartment includes a separate entrance, two luxurious bedrooms, a living room, a bathroom, a fully equipped kitchen, and a balcony overlooking the nature reserve and the sea. Air conditioning in all rooms, smart TV in all bedrooms and living rooms, and internet available throughout the house.

Superhost
An outdoor area features two large pools, one with a spa and the other infinity-style. The surrounding landscape includes lush greenery and distant views of the sea. Clear blue skies enhance the tranquil setting, while orange lifebuoys add a touch of safety.
Villa in Municipality of Pallini
4.94 out of 5 average rating, 18 reviews

Infinite Blue Villa

Introducing our new private villa that surpasses every expectation. Villa sits at the edge of a pine forest in Kriopigi, Kassandra, offering a spectacular sea view. This one-storey villa is impeccably designed, great care and attention can be seen in every detail of decoration and furniture which have truly high qualities. It is nested within a beautiful garden with olive trees and lawn. Make some memories at this unique and family-friendly place, located just 2 minutes walk from the sandy beach

Guest favorite
A wooden deck is featured with two lounge chairs positioned near a small pool, offering views of the mountains and water. A table with refreshments is also present, inviting relaxation in a serene outdoor setting.
Home in Volos
4.95 out of 5 average rating, 131 reviews

Anna's Poolside Villa

Anna's Villa is located in the dreamlike location of a traditional settlement of Makrinitsa. Walking through the traditional cobbled streets and within the dense, evergreen vegetation of the magical mountain, you will find yourself in our beautiful setting that is ideal for both families and couples, and for those of any age. Provides all-in-one amenities, giving you unique moments of relaxation and well-being.For the house you have to walk 100 meters in the traditional cobbled streets.

Guest favorite
A spacious terrace features comfortable lounge chairs positioned towards the sea, providing an unobstructed view of the water and distant mountains. A pool is visible nearby, blending seamlessly into the tranquil outdoor setting, highlighted by clear blue skies and gentle waves.
Guest suite in Sykia Chalkidikis
4.92 out of 5 average rating, 49 reviews

Villa Ulyana Kriaritsi - Athos sea view & Spa

Apartment of 80 sq m on the ground floor of villa in antique Greek style with gorgeous seaview and Mount Athos! Complete solitude, detox from megacities and people, unity with virgin nature - the former lands of the Athos monastery! To the sea 270 m. Within walking distance of sandy and rocky beaches, which noone knows about. 15 sandy organized beaches are within 10 km - most beautiful beaches of Sithonia! All vital infrastructure is in sufficient proximity and works ALL YEAR ROUND.

Superhost
Villa in Halkidiki
5 out of 5 average rating, 4 reviews

Mirage Luxury Living

*Mirage Luxury Living* Πρόκειται για μια βίλα με πανοραμική θέα στη θάλασσα και στον επιβλητικό Όλυμπο, σχεδιασμένη με σύγχρονη αρχιτεκτονική φιλοσοφία και minimal αισθητική, για επισκέπτες που αναζητούν υψηλής ποιότητας διαμονή. Διαθέτει μεγάλη αυλή με άνετο μπαλκόνι, ιδιωτική πισίνα και ιδιωτικό parking. Βρίσκεται μόλις 100 μέτρα από τη θάλασσα σε πολύ ήσυχη γειτονιά και 2 χιλιόμετρα από το κέντρο της Νέας Ποτίδαιας. Ιδανικό περιβάλλον για χαλάρωση και ξεκούραση.

Top guest favorite
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, 45 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!

Top 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.
Villa in Skopelos
5 out of 5 average rating, 13 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 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, 26 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.

Superhost
A private pool is framed by lush greenery and flowering plants, set against a backdrop of rolling mountains. A lounge chair with a towel rests beside the pool, inviting relaxation under the clear blue sky.
Home in Sporades
5 out of 5 average rating, 15 reviews

Villa Driades Hilltop Residence

Located at the top of Raches Hill above Skopelos town, Villa Driades is an ideal luxury vacation home for a family or a company of friends. It is build with the traditional Skopelos mountain house style, while at the same moment it is equipped with modern touches to make your stay as comfortable as possible. Enjoy a spectacular view of the Aegean Sea and the surrounding mountains while relaxing at your private pool.

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.

Top guest favorite
An aerial view of a private pool surrounded by a stone terrace features two sunbeds with towels neatly placed on them. A small side table is positioned next to a sunbed, offering a convenient space for refreshments. Lush greenery is also visible, creating a serene atmosphere.
Villa in Sporades
5 out of 5 average rating, 21 reviews

Villa Mariel Skopelos

Villa Mariel is a newly built private villa of 80 sq.m, located on the hillside above Skopelos Chora. Its design was inspired by the Greek island architecture, including white-washed interiors and minimal interior decoration. ♥ Breathtaking eastern view ♥ Total privacy ♥ Just 2km from Skopelos port ♥ Luxurious facilities (SONOS speaker, Netflix, SMEG appliances) ♥ Private pool + outdoor lounge area ♥ Gas BBQ

Guest favorite
An open-air terrace features comfortable seating arrangements and a dining table, overlooking a private swimming pool. Soft outdoor lighting enhances the serene atmosphere, while lush greenery surrounds the space, creating a secluded retreat. The structure's large glass doors provide a seamless transition to the indoor living area.
Villa in Chalkidiki
4.96 out of 5 average rating, 28 reviews

Thespis Villa 3

No buildings and people around on 5000 m2 secured and private property. Luxurious home with big balconie and private swimming pool , build in an open field with unobstructed views. A perfect place for naturalists and lovers of marked paths / trails and just few km from the sea. It is fully furnished / equipped and can accommodate up to 4 person

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