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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Superhost

Home in Σωρός

5 out of 5 average rating, 4 reviews

Thea Hill

Άνετη μεζονέτα 120 τμ περιλαμβάνεται σε συγκρότημα 4 κατοικιών σε ήσυχη τοποθεσία με μαγευτική θέα στον Παγασητικό κόλπο. Διαθέτει 3 υπνοδωμάτια, 2 μπάνια, ευρύχωρο ενιαίο σαλόνι-τραπεζαρία-κουζίνα, μεγάλες βεράντες, κήπο με μπάρμπεκιου και κοινόχρηστη μικρή πισίνα ασφαλή για παιδιά. Πλήρως εξοπλισμένη με ηλεκτρικές συσκευές,Wi-Fi, A/C, πλυντήριο ρούχων & πιάτων, ιδιωτικό πάρκινγκ. Πολύ κοντά σε παραλίες και στην πόλη του Βόλου.Ιδανική για οικογενειακές ή φιλικές αποδράσεις με άνεση και ηρεμία

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Superhost

Home in Sporades

5 out of 5 average rating, 4 reviews

Antāma - Earth & Nature Retreat, Skopelos

Antāma is a private retreat in Agia Marina, Skopelos, where open horizons, olive trees and the calm of nature define experience. Designed with simplicity and elegance, it blends into its surroundings with uninterrupted sea and hillside views. Spend your days by the private pool, soaking in the sun and stillness or enjoy slow moments as the light shifts across the landscape. The space invites you to disconnect from the pace of everyday life and reconnect with what matters-rest, nature and quiet.

ValueLocationOutdoor spaces

Guest favorite

Villa in Sporades

5 out of 5 average rating, 6 reviews

Anemopili above Skopelos town, amazing sea view

Perched on a lush mountain above Skopelos Town, this unique two-bedroom villa combines island charm with modern comfort. Located only 3 km from the nearest beach, it offers spectacular 180-degree views of the Aegean Sea and the green Palouki mountain range all the way to Stafilos beach and the sea between Skopelos and Evia Island. With its unique architecture, panoramic sea and mountain views, and tranquil natural surroundings, this villa offers the perfect setting for a relaxing holiday.

LocationFamilyAccess

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, 138 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.

ValueLocationDecor

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, 51 reviews

Villa Ulyana Kriaritsi - Athos seaview & 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.

FamilyValuePool

Superhost

The villa is showcased at twilight, with soft lighting illuminating its elegant architecture. A well-kept garden surrounds the building, and a swimming pool reflects the evening sky. A stone pavilion is visible in the background, offering a serene outdoor space.

Home in Afytos

4.89 out of 5 average rating, 9 reviews

Villa Sherry

Exklusives Ferienhaus, stilvoll und modern eingerichtet für ein komfortables wohnen für die gesamte Familie und Freunde. Im Erdgeschoss befindet sich das loftartige Wohnzimmer mit Einbauküche und großem Esstisch sowie ein Badezimmer. Im oberen Geschoss befinden sich 5 Schlafzimmer mit zwei Badezimmern und 6 Terrassen. Im Untergeschoss gibt es eine Duschkabine, ein WC, eine Bar und ein weiteres Wohnzimmer. Der Garten beinhaltet einen Swimmingpool, einen Pavillon und einen Grillplatz

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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, 18 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.

FamilyLocationKitchen

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, 31 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.

LocationFamilyAccess

Guest favorite

A serene living area showcases large windows that frame views of the Aegean Sea and surrounding greenery. A light-colored couch and a low coffee table occupy the space, complemented by soft neutral tones. The ceiling features exposed beams, enhancing the modern minimalist design.

Home in Achladias

5 out of 5 average rating, 8 reviews

Elaia 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.

FamilyLocationShared spaces

Superhost

An illuminated infinity pool features a gentle water fountain, creating ripples across the surface. Soft lighting highlights the edges of the pool and reflects off the water, while the surrounding area is softly dimmed, accentuating the tranquil ambiance of the evening.

Home in Sykia Chalkidikis

4.86 out of 5 average rating, 7 reviews

The Diamond of Kriaritsi

Διαθέτουμε νεόχτιστες αυτόνομες βίλες μπροστά στη θάλασσα με ιδιωτικές πισίνες υπερχείλισης, υδρομασάζ και ιδιωτικές αυλές εξοπλισμένες με ανέσεις και με μοντέρνα διακόσμηση. Οι βίλες μας βρίσκονται στην κεντρική παραλία του οικισμού Κριαρίτσι μια από τις 12 καλύτερες παραλίες της Ευρώπης. Επίσης βρίσκεται σε πολύ κοντινή απόσταση από την Ακτή Τηγάνια και από παραθαλάσσια εστιατόρια και μπαρ.

LocationComfortGetting around

Guest favorite

A tranquil pool area is highlighted by a sparkling blue pool surrounded by a stone patio. Two wooden lounge chairs provide a comfortable resting spot under the shade of trees. The distant sea view is complemented by clear skies and the peaceful atmosphere.

Home in Skopelos

4.96 out of 5 average rating, 24 reviews

Pool Villa Maria O with stuning view

Η Villa Maria O βρίσκεται 1,3 χλμ έξω από τη Γλώσσα, είναι σχεδόν στην κορυφή του λόφου. Έχει υπέροχη θέα προς τη θάλασσα, το ηλιοβασίλεμα και το δάσος. Οι υπέροχοι εξωτερικοί χώροι (χώρος πισίνας, χώρος βεράντας) έχουν απόλυτη ιδιωτικοτητα . Το σπίτι είναι χτισμένο σε παραδοσιακό στιλ, είναι άνετο και πλήρως εξοπλισμένο και έχει ιδιωτικό χώρο στάθμευσης. Αρ. ΜΗΤΕ: 0756K91000442401

LocationFamilyBeach

Guest favorite

A private swimming pool is framed by wooden decking, creating a relaxing outdoor space. Comfortable seating areas are positioned near the water. The home features large glass doors that open to the pool, allowing for natural light and seamless indoor-outdoor flow.

Villa in Chalkidiki

5 out of 5 average rating, 17 reviews

Thespis Villa 2

No buildings and people around on 5000 m2 secured and private property. Luxurious home with big balconies, 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 6 person

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