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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
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
4.96 out of 5 average rating, 25 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
Home in Σωρός
5.0 out of 5 average rating, 6 reviews

Thea Hill

Comfortable 120 sqm maisonette included in a complex of 4 houses in a quiet location with magnificent views of the Pagasetic Gulf. It has 3 bedrooms, 2 bathrooms, a spacious single living-dining-kitchen, large verandas, a garden with a barbecue and a shared small pool safe for children. Fully equipped with electrical appliances, Wi-Fi, A/C, washing machine & dishwasher, private parking. Very close to beaches and the city of Volos. Ideal for family or friendly getaways with comfort and tranquility

Guest favourite
Home in Sporades
5.0 out of 5 average rating, 5 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.

Top guest favourite
Home in Kassandreia
5.0 out of 5 average rating, 12 reviews

Sani Petra Retreat

Brand new large villa with a private pool and a huge garden. Set at Sani forest, this luxury house features a private pool, 4 beds, shaded terraces, BBQ area and a beautifully planted large garden. With easy access to Sani resort, beaches and restaurants (5 mins drive), it’s ideal for couples, families or friends seeking calm, nature and elegance! Surrounded by pine forest with hiking trails, it’s a natural base for walkers as well as beach and pool days. Google Sani Petra Retreat for more!

Superhost
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
4.92 out of 5 average rating, 143 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 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
4.92 out of 5 average rating, 52 reviews

Villa Ulyana Kriaritsi - Athos sea view & 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.

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
5.0 out of 5 average rating, 55 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!

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 in Agios Georgios Nileias
5.0 out of 5 average rating, 9 reviews

Villa Erifili by Pelion Esties

Villa Erifili extends on two levels. On the first level is the spacious living room, the fully equipped kitchen and a large bathroom with shower. A wooden staircase leads to the floor where the three bedrooms and another large bathroom are located. Access to the green courtyard is available from both floors. Outside there is a traditional wood-fired oven covered with a pergola and a dining area with a wooden table. Around the small pool there are sunbeds.

Guest favourite
Home in Pefkochori
4.96 out of 5 average rating, 24 reviews

Villa Alati Treelithon Slow Living Seaside resort

A brand new stone-built villa in the middle of a lush olive grove. Next to the pool, overlooking the sea and just 100 meters away from it. Create memories in this unique, serene family-friendly space and enjoy the Mediterranean breeze in the shade of the pines. Within a 5-minute walk you can find the beach bars Glarokavos and Elephant, while in less than 5 minutes by car you can enjoy the wonderful beach in front of "Xenia" and the beach bar Cabana.

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
5.0 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.

Top 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
5.0 out of 5 average rating, 20 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.

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, 94 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!

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