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Holiday 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 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
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 favourite
The exterior of the Villa Erifili features a stone façade complemented by bright wooden shutters. A set of stairs leads to the main entrance, with a small person visible in the doorway. Sun loungers are positioned on a wooden deck beside a small pool surrounded by greenery.
Villa
5 out of 5 average rating, 5 reviews

Villa Erifili by Pelion Esties

Η Villa Erifili εκτείνεται σε δύο επίπεδα. Στο πρώτο επίπεδο είναι το ευρύχωρο καθιστικό, η πλήρως εξοπλισμένη κουζίνα και ένα μεγάλο μπάνιο με ντουζιέρα. Μια ξύλινη σκάλα οδηγεί στον όροφο όπου βρίσκονται τα τρία υπνοδωμάτια και ένα ακόμη μεγάλο μπάνιο. Δυνατότητα πρόσβασης στην καταπράσινη αυλή υπάρχει και από τους δύο ορόφους. Στον εξωτερικό χώρο υπάρχει παραδοσιακός ξυλόφουρνος σκεπαστός με πέργκολα και τραπεζαρία με ξύλινο τραπέζι. Γύρω από την μικρή πισίνα υπάρχουν ξαπλώστρες.

Guest favourite
Villa
5 out of 5 average rating, 5 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
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.

Superhost
A modern villa is depicted with large glass windows and sliding doors that open to a deck and private pool. The outdoor area features lounge chairs, a dining set, and landscaped greenery, providing a spacious and inviting environment for relaxation.
Holiday park
5 out of 5 average rating, 6 reviews

4RosesVillas - Blue Rose Villa

4RosesVillas offers a luxury accommodation in Plaka Litochorou . It consists of 4 villas with access to 4 seasonal outdoor swimming pools and terraces with outdoor furniture, and barbecue facilities, one for each villa . Each villa has a private pool, a garden, , and free private parking. Plaka Litohoro beach is 5 min by foot and Leptokarya Beach is 2 km from the villa, while Litohoro is 2 km and Dion is 15 km from the property.

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
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 favourite
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
5 out of 5 average rating, 22 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.

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
5 out of 5 average rating, 8 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 outdoor terrace featuring a private pool overlooks a stunning coastal landscape. Surrounding olive trees frame the view of the sea and mountains in the distance, while the clear blue sky enhances the serene atmosphere of the setting.
Villa
4.96 out of 5 average rating, 49 reviews

Skopelos Villa "Constantine"

The abundant bright and unlimited view from the users mood of the house, rejuvenate the soul and relax the spirit! Enjoy dinner or your child, adding the text to fill with the endless blue of the tunic and the sea! The home is only available to one customer. The pool is private and only for customers renting the house. There are no other people staying in the area of the house.

Top guest favourite
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
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 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
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

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
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

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