Some info has been automatically translated. Show original language

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.

%{current} / %{total}1 / 1
Top guest favorite
A sunlit terrace features a private pool, set against a backdrop of lush hills and a scenic view of the sea. A shaded pergola shelters a dining area, providing an inviting space for outdoor meals.
Guesthouse in Glossa
4.97 out of 5 average rating, 37 reviews

Ysyhia - Private cottage with pool.

Ysyhia is modern, bright and airy & has a private pool which is the perfect size for flopping about in. The cottage comprises one open-plan living space including kitchen, dining and lounge, plus separate bedroom and bathroom. It is set in olive and almond groves and looks out across the sea. 1½km from the village, no other buildings are visible from here. Our house is up the hill on the same plot. Each house has its own private access and a fence separates the 'farm' from Ysyhia and its garden.

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
4.95 out of 5 average rating, 130 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 favorite
A private pool is encircled by lush greenery, offering a serene outdoor space. Olive trees provide shade and contribute to the natural setting. The cottage is framed in the background, blending harmoniously with the landscape under a clear sky.
Home in Sporades
5 out of 5 average rating, 32 reviews

Gorgeous Elia Cottage - private pool and sea views

A beautifully designed and rustic country cottage, set in an olive grove overlooking the sea, with a private pool. Elia Cottage is a completely private, detached villa - not overlooked at all. It is well set up for indoor/ outdoor living with several gorgeous outside terraces for eating and relaxing by the pool and enjoying the amazing views of the little island town and the sea beyond. Comfy beds, Egyptian cotton linens and top quality furnishings make this a truly special place to stay.

Guest favorite
Cottage in Skopelos
4.96 out of 5 average rating, 26 reviews

MULBERRY TREE COTTAGE A PERFECT ESCAPE

3 cute cottages, named Mulberry tree, Daphne and Chestnut tree, with private pool each one, and very nice surrounded terraces full of trees, plants and flowers, located at Potami (means river) area, between Agnontas beach and Panormos beach. They are full of character with elegant interior decors, entirely suited to the gloriously peaceful rural setting. They are set on the hillside overlooking the Potami valley, on land that has been in the owner's family for over 100 years.

Superhost
An aerial view showcases a private pool surrounded by a spacious patio. Two sun loungers are positioned near the edge of the pool, with two umbrellas providing shade. An outdoor dining area is visible, featuring a shaded pergola and lush greenery enhancing the setting.
Home in Sporades
5 out of 5 average rating, 3 reviews

Villa Aster

Unwind at this beautiful luxury villa located just a few minutes from the best beaches of the island. Α marvelous, comfortable and fully equipped 3 bedroom villa, that can accommodate up to 6 people, featuring a private pool and breathtaking sea view. Nestled in a picturesque landscape just over Tzaneria and Sklithri beach, this newly built villa offers an idyllic escape for those seeking both relaxation and adventure in the heart of the Aegean.

Top guest favorite
A covered outdoor seating area features two wicker armchairs and a small table, positioned to capture views of the sea. A sunset casts warm hues across the horizon, while sheer curtains billow gently in the breeze.
Villa in Glossa
5 out of 5 average rating, 18 reviews

Aigaio Villa, gaze the sunset over the Aegean sea

In a rural area following the olive groves landscape just 2 kilometers away from the picturesque village of Glossa, Aigaio pool Villa appears with spectacular sea and mountain views. Gazing the sunset over the Aegean, where the sea meets the horizon, is a unique asset for our guests to utterly enjoy in serenity and complete silence. Experience the ultimate get away, discover local treasures & enjoy this ideal place for relaxation.

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, 23 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 favorite
A contemporary villa features a stone façade and expansive windows overlooking a private pool. Sun loungers are positioned on a paved terrace, surrounded by lush greenery, with olive trees visible in the background. The structure integrates with the natural landscape, offering inviting outdoor living space.
Villa in Skopelos,Magnisia,Greece
5 out of 5 average rating, 22 reviews

Villa Kingstone

Η βίλα μας βρίσκεται σε απόσταση 600 μέτρων από το κέντρο της χώρας της Σκοπέλου. Σ' ένα ειδυλλιακό τοπίο με ελιές, μόλις 200 μέτρα από την πλαζ, με την πιο υπέροχη πανοραμική θέα, φτιαγμένη με μεράκι και αγάπη στην φύση και τον άνθρωπο. Ένα υπέροχο νεόκτιστο κτίριο με δική του πισίνα, προσφέρει εξαιρετική διαμονή στους ταξιδιώτες του κόσμου που αγαπούν να έχουν μια από τις καλύτερες επιλογές για τις διακοπές τους.

Guest favorite
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, 16 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 favorite
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.

Top guest favorite
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, 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!

Top guest favorite
An aerial view showcases a country house surrounded by lush olive trees. A private pool is visible next to a spacious wooden deck with lounge chairs. The home features a stone exterior and a shaded outdoor area, blending seamlessly with the natural landscape.
Cottage in Magnesia
4.99 out of 5 average rating, 139 reviews

country cottage at pilio mountain

old coutry house situeted in tsagarada ,stone made dated 1911 , BBQ place (URL HIDDEN) TV ,hot water ,heating,fireplace,hairdryer, iron ,alarm system 7 min from milopotamos beach and 6 from village tsagarada,perfect for summer and winter

Popular amenities for Thessaly rentals with a pool

Destinations to explore

  1. Airbnb
  2. Greece
  3. Thessaly
  4. Rentals with pools