Some info has been automatically translated. Show original language

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.

%{current} / %{total}1 / 1
Superhost
An outdoor area features two large pools, one with a spa and the other infinity-style. The surrounding landscape includes lush greenery and distant views of the sea. Clear blue skies enhance the tranquil setting, while orange lifebuoys add a touch of safety.
Villa in Municipality of Pallini
4.94 out of 5 average rating, 18 reviews

Infinite Blue Villa

Introducing our new private villa that surpasses every expectation. Villa sits at the edge of a pine forest in Kriopigi, Kassandra, offering a spectacular sea view. This one-storey villa is impeccably designed, great care and attention can be seen in every detail of decoration and furniture which have truly high qualities. It is nested within a beautiful garden with olive trees and lawn. Make some memories at this unique and family-friendly place, located just 2 minutes walk from the sandy beach

Superhost
An outdoor dining area is shaded under a woven canopy, featuring a wooden table accompanied by six woven chairs. Soft shadows decorate the concrete floor, while lush greenery can be seen in the background, enhancing the serene ambiance.
Home in Pefkochori
4.94 out of 5 average rating, 16 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.

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.

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!

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

Superhost
A private balcony features a small table and two chairs, complemented by potted plants. The view includes the hotel's infinity pool, surrounding greenery, and distant mountains against a clear blue sky.
Holiday home in Vourvourou
4.92 out of 5 average rating, 24 reviews

Elegant Suite | Anmian Suites

Have you ever dreamed of swimming in emerald blue waters gazing at the mythic mountains? Well, Vourvourou is all about that – a dreamy location that offers undivided beauty with a cosmopolitan air. Enjoy a fruity cocktail at the beach bar, take a boat tour around the small exotic islands, and dive into the endless blue. Explore the mountainside, or bike to the nearby village. Anmian Suites has an adults only policy. As such, minimum children age accepted is 12 years old.

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.

Guest favourite
A shaded outdoor patio area is presented, featuring comfortable seating arrangements with natural materials. A stone path leads to a shared pool area surrounded by olive trees and sunbeds, all beneath a clear blue sky that enhances the tranquil ambiance.
Bungalow in Afytos
4.98 out of 5 average rating, 62 reviews

"Four Olives" Luxury Rooms - Mayor #FeelsLikeHome

Brand new "Four Olives" Luxury Rooms in Afitos, named after indigenous olive tree varieties - Maxima, Uberina, Regalis and Mayor. These 4 rooms give off a unique Mediterranean feeling combined with charm and luxury. A breath away from Afitos and the beach, they are the perfect get-away for a short stay away from daily routine!

Popular amenities for Thessaly rentals with a pool

Destinations to explore

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