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.

1 of 1 pages1 / 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
4.95 out of 5 average rating, 20 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

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

Guest favourite
Townhouse in Trikala
5 out of 5 average rating, 16 reviews

Cosy house in the village

Το σπίτι αυτό χτίστηκε το 1960, και πρόσφατα ανακαινίστηκε. Ο χώρος που ενοικιάζεται είναι ενιαίος και είναι ενα αυτόνομο τμήμα ενος μεγαλύτερου οικήματος .Ένας όμορφος κήπος με ιδιωτικό παρκιν, μπάρμπεκιου και πισινα εκτείνεται μπροστά του, πλαισιωμένος και προστατευμένος απο καταπράσινα φυτά. Βρίσκεται σε μια ήρεμη γειτονιά στο χωριό των Ταξιαρχών, σε απόσταση 10km ανατολικά της πόλης των Τρικαλων,με όλους τους δημοφιλείς προορισμούς του θεσσαλικού καμπου εύκολα και γρήγορα προσβασιμους.

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
4.96 out of 5 average rating, 134 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
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 in Skopelos
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.

Guest favourite
Tiny home in Kassandra
4.86 out of 5 average rating, 7 reviews

Sea & Forest Retreat | Mili Resort

Escape to a unique glamping retreat in the heart of the Kassandra forest in Halkidiki. Wake up to breathtaking sea views, fresh pine-scented air, and complete tranquility. This stylish bungalow combines hotel comfort with the privacy of a nature escape. Ideal for up to 4 guests, it offers a relaxing setting surrounded by forest and sea. Guests also enjoy access to our beautiful swimming pool and all the comforts needed for a memorable stay.

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, 28 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 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.

Superhost
A private pool is framed by lush greenery and flowering plants, set against a backdrop of rolling mountains. A lounge chair with a towel rests beside the pool, inviting relaxation under the clear blue sky.
Home in Sporades
4.94 out of 5 average rating, 17 reviews

Villa Driades Hilltop Residence

Located at the top of Raches Hill overlooking Skopelos Town, Villa Driades is the perfect retreat for families or friends looking for a relaxed island stay. Built from traditional stone, our home has authentic character, with original wooden ceilings and sea-facing windows offering panoramic mountain views. The property’s private pool and spacious yard makes Villa Driades the ideal holiday home.

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 in Sporades
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.

Guest favourite
The modern villa is illuminated at night by green lighting, highlighting its architectural features. A private pool reflects the soft glow of the lights, while a shaded lounge area is positioned beside the water, surrounded by meticulously arranged plants.
Home in Kallithea
5 out of 5 average rating, 9 reviews

Villa STELiA Halkidiki Kallithea

🌴 Modern design villa with private pool in a quiet location – ideal for 1–4 guests. Enjoy stylish interiors with a sleeping gallery, cozy living area & fully equipped kitchen. Large windows, smart TV with Netflix, lounge in the water & lots of privacy. Perfect for couples, friends or families looking for something special. Only a few minutes to beaches & restaurants. Comfort meets style!

Guest favourite
The image captures a private swimming pool with crystal-clear water, overlooking a panoramic view of the sea and distant coastline. Lush greenery frames the pool area, enhancing the serene setting. A gentle skyline of hills and towns adds depth to the landscape.
Villa in Skiathos
4.94 out of 5 average rating, 31 reviews

Villa Katerina

Fully renovated with private swimming pool, Villa Katerina located in the hill with an amazing panoramic sea view. This place is very quiet, suitable for 6 people fully equipment with jacuzzi. Provide certain degree of privacy in a 12000m2 landscaped garden with numerous olive trees.

Popular amenities for Thessaly rentals with a pool

Destinations to explore

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