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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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Top Guest favourite
An aerial view of a spacious property showcases a blend of natural beauty and architectural charm. Lush greenery surrounds the house, which features a distinctive stone roof. The inviting pool is framed by lounge chairs and umbrellas, surrounded by terraced gardens, creating a tranquil outdoor oasis.
Villa in Ano Volos
5 out of 5 average rating, 8 reviews

Pelion Luxury Villa Ivy

Welcome to this magnificent residence nestled in the prestigious foothills of Mount Pelion, Ano Volos. A statement of luxury and sophistication. Spanning an internal area of approximately 300 sm, with parking and guesthouse covering over 100 sm, this property is the epitome of elegant living. The Villa has been meticulously re-built offering an eclectic mix of an English country house and Greek mountain Villa all in one! SAUNA-SPA POOL - HAMMAM. PRIVATE CHEF AND MASSEUSE AVAILABLE ON REQUEST

Superhost
A spacious living area features a modern design with a sectional sofa in varied hues. A sleek coffee table sits in the center, while a wall-mounted television is positioned above a minimalist console. Natural light fills the space through large windows, highlighting wooden flooring.
Home in Kriopighi
4.9 out of 5 average rating, 20 reviews

Modern villas with shared pool

Η βίλα ανήκει σε μοντέρνο συγκρότημα 5 κομψών βιλών με κοινή πισινα και υπέροχη θέα. Κάθε βίλα 4 ατόμων, είναι 65μ2, με 2 υπνοδωμάτια και 2 μπάνια (με ντους). Πλήρως εξοπλισμένη κουζίνα (φούρνο, φούρνος μικροκυμάτων, καφετιέρα espresso, βραστήρας, τοστιέρα, πλυντήριο πιάτων κλπ) επιπλα εξωτερικού χώρου, BBQ, παιδική χαρά, κήπος, πάρκινγκ, κλιματισμός, wifi. Βρίσκεται 10 λεπτά με τα πόδια απο την κοντινοτερη παραλία, 10 λεπτά απο το χωριό Κρυοπηγη και 80Km απο το αεροδρόμιο της Θεσσαλονίκης.

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
A two-story villa features a spacious balcony supported by stone pillars, offering views of the landscaped garden. The ground level includes a patio with metal furniture, surrounded by lush green grass and tall, leafy trees. The exterior showcases a blend of stone and vibrant pastel walls.
Villa in Afytos
5 out of 5 average rating, 3 reviews

Elegant Villa with Sea View and Pool

Newly renovated and offering all amenities for a relaxing and enjoyable stay, this 3-bedroom villa is the perfect setting for your next holiday. Located in a charming stone-built complex with a shared pool, the villa is ideal for families or small groups. The nearest beach is just a short walk away, making beach days effortless. Sit back and enjoy stunning views of the Toroneos Gulf and adjacent olive grove or discover the wonders of Halkidiki – either way you’ll feel right at home!

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

וילה מרהיבה בלב שמורת טבע ובקרבת הים

בלב שמורת טבע, וילה חדשה, שקטה ומפנקת עם בריכת שחייה ובמרחק שלש דקות נסיעה מהחופים היפים ביותר בסקיאתוס ו- 10 דקות ממרכז העיר. הוילה כוללת 3 חדרי שינה זוגיים עם מיזוג אויר בכל חדר. הדירה התחתונה כוללת חדר שינה, חדר רחצה גדול ומפנק, סלון, מטבח מאובזר, פינת עבודה ופינת אוכל מרווחת. הדירה העליונה כוללת כניסה נפרדת, שני חדרי שינה מפנקים, סלון, חדר רחצה , מטבח מאובזר ומרפסת הצופה לשמורת הטבע ולים. מיזוג אויר בכל החדרים, טלויזיה חכמה בכל חדרי השינה ובחדרי הסלון ואינטרנט זמין בכל הבית.

Top Guest favourite
A dining area features a table set with fruit and drinks, surrounded by white chairs. An umbrella provides shade, and panoramic sea views are visible in the background, enhancing the serene ambience. The scenery includes hills and clear blue waters under a bright sky.
Villa in Stafylos
5 out of 5 average rating, 35 reviews

Villa Natura, Stunning Sea Views, Infinity Pool

Infinity pool villa with fabulous views across the Aegean, Peaceful. It has two floors, spacious. 800m from Stafilos beach, 4 km to Skopelos town and port. The house is set in its own fenced grounds and is surrounded by almond and olive trees. You are free to walk over the private grounds. It is reached from the main road through a 500m narrow rural road . The place is good for couples, families, nature lovers . Both bedrooms and living room are airconditioned.There is WIFI

Top Guest favourite
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, 43 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 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.
Home in Skopelos
5 out of 5 average rating, 11 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 in Sporades
5 out of 5 average rating, 24 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 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 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 in Skiathos
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.

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