Some info has been automatically translated. Show original language

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.

%{current} / %{total}1 / 1
Guest favourite
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.

Guest favourite
Townhouse in Trikala
5 out of 5 average rating, 14 reviews

Cosy house in the village

Το σπίτι αυτό χτίστηκε το 1960, και πρόσφατα ανακαινίστηκε. Ο χώρος που ενοικιάζεται είναι ενιαίος και είναι ενα αυτόνομο τμήμα ενος μεγαλύτερου οικήματος .Ένας όμορφος κήπος με ιδιωτικό παρκιν, μπάρμπεκιου και πισινα εκτείνεται μπροστά του, πλαισιωμένος και προστατευμένος απο καταπράσινα φυτά. Βρίσκεται σε μια ήρεμη γειτονιά στο χωριό των Ταξιαρχών, σε απόσταση 10km ανατολικά της πόλης των Τρικαλων,με όλους τους δημοφιλείς προορισμούς του θεσσαλικού καμπου εύκολα και γρήγορα προσβασιμους.

Top guest favourite
An outdoor terrace features a large olive tree surrounded by a stone-paved area. Colorful planters and lounge chairs provide seating options, with a view of the pool and distant mountains visible in the background.
Home in Skopelos
5 out of 5 average rating, 17 reviews

Villa Nirvana

Escape to your own private paradise at our stunning villa, nestled just 1.5 km away from Skopelos town. Surrounded by fragrant pine and olive trees, this luxurious retreat offers the perfect blend of tranquility and convenience. With elegantly furnished spaces, and a fully equipped kitchen, our villa has everything you need for a comfortable and memorable stay. Lounge by the pool, soak up the sun on the terrace, or explore the charming town and the beautiful beaches of Skopelos with ease.

Guest favourite
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.

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 favourite
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.

Guest favourite
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.

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 overlooking Skopelos Town, Villa Driades is the perfect retreat for families or friends looking for a relaxed island stay. Built from traditional stone, our home has authentic character, with original wooden ceilings and sea-facing windows offering panoramic mountain views. The property’s private pool and spacious yard makes Villa Driades the ideal holiday home.

Guest favourite
The modern villa is illuminated at night by green lighting, highlighting its architectural features. A private pool reflects the soft glow of the lights, while a shaded lounge area is positioned beside the water, surrounded by meticulously arranged plants.
Home in Kallithea
5 out of 5 average rating, 7 reviews

Villa STELiA Halkidiki Kallithea

🌴 Modern design villa with private pool in a quiet location – ideal for 1–4 guests. Enjoy stylish interiors with a sleeping gallery, cozy living area & fully equipped kitchen. Large windows, smart TV with Netflix, lounge in the water & lots of privacy. Perfect for couples, friends or families looking for something special. Only a few minutes to beaches & restaurants. Comfort meets style!

Guest favourite
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

Guest favourite
A modern villa is set against a backdrop of green hills, featuring large glass windows that invite natural light. A private pool reflects the sky, while a shaded seating area with loungers is visible. Lush greenery surrounds the property, enhancing the tranquil environment.
Villa in Platamon
5 out of 5 average rating, 24 reviews

Villa "KLEIO", luxury house with pool

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 favourite
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!

Popular amenities for Thessaly rentals with a pool

Destinations to explore

  1. Airbnb
  2. Greece
  3. Thessaly
  4. Rentals with pools