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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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Superhost
Home
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

Superhost
Home
5 out of 5 average rating, 3 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.

Superhost
Home
4.95 out of 5 average rating, 20 reviews

Villa Alati Treelithon Slow Living Seaside resort

Μια ολοκαίνουρια πετρόχτιστη βίλλα στη μέση ενός καταπράσινου ελαιώνα. Δίπλα στην πισίνα, με θέα τη θάλασσα και μόλις στα 100 μέτρα μακρυά από αυτή. Δημιουργήστε αναμνήσεις σε αυτόν τον μοναδικό, γαλήνιο χώρο κατάλληλο για οικογένειες και απολαύστε τη Μεσογειακή αύρα στη σκιά των πέυκων. Σε απόσταση 5’ με τα πόδια βρίσκονται τα beach bar Γλαρόκαβος και Elephant ενω σε λιγότερο απο 5 λεπτά με το αυτοκίνητο μπορείτε να απολαύσετε την υπέροχη παραλία μπροστά στο «Ξενία» και το beach bar Cabana.

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
4.96 out of 5 average rating, 137 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.

Top guest favourite
The villa is reflected in the still waters of the infinity pool, showcasing modern architecture with a smooth wooden deck and well-lit entrance. Comfortable outdoor lounge areas and the surrounding landscape create a serene atmosphere at twilight.
Villa
4.92 out of 5 average rating, 25 reviews

Villa Grace

Discover unparalleled luxury on enchanting Skopelos island. Surrounded by majestic pine-clad peaks, our villa offers an oasis of serenity. Lounge by the infinity pool, enveloped in breathtaking views, or retreat to the tranquil garden oasis. Our spacious outdoor areas, including a built-in seating area, invite moments of relaxation and al fresco dining. Inside, a sumptuous kitchen awaits, ensuring every moment is one of indulgence and comfort. Your ultimate Greek island escape beckons.

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, 16 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 favourite
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
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.

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, 23 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.

Top guest favourite
An airy living and dining area features large windows with ocean views, complemented by natural light. A comfortable sofa and a cozy pouf are situated near a minimalist entertainment unit. A wooden dining table with six chairs invites leisurely meals, while a textured rug enhances the space.
Villa
5 out of 5 average rating, 7 reviews

Villa Phos Two Skiathos

Experience the perfect blend of comfort, elegance, and breathtaking surroundings at Villa Phos Two Skiathos, a beautifully designed upper-floor retreat that invites you to relax and unwind. Spanning 120 square meters, this villa is an ideal haven for couples, families, or groups of friends seeking a serene escape in the heart of the Aegean.

Guest favourite
A serene pool area is framed by lush green grass, offering expansive views of the Aegean Sea and distant mountains. This space features a private swimming pool, sun loungers, and an umbrella-shaded seating area, ideal for relaxation and outdoor dining.
Home
5 out of 5 average rating, 51 reviews

Villa Savvina with stunning view

1 bedroom villa exclusively for 2 pax, mostly for couples With private swimming pool (8.00x3,80) Shower cabin made of transparent glass Washing machine in the shower / toilet restroom Big terrace with comfortable built in sofas under the shade of a sturdy sun tent. Total sq: 106m2 Essential car.

Guest favourite
Home
5 out of 5 average rating, 10 reviews

Villa Nanoula

Tucked into the lush hillsides of Skopelos, Villa Nanoula invites you to slow down and soak in breathtaking views, Mediterranean sunlight, and pure island calm. This thoughtfully designed villa features a private pool surrounded by nature, perfect for peaceful relaxation.

Top guest favourite
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
5 out of 5 average rating, 23 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.

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