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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
A cozy living space features a wooden beam ceiling and warm lighting. A modern fireplace is set into a natural wood mantel. Comfortable seating includes a plush chair and a sectional on a soft area rug, complemented by a glass coffee table and decorative accents.
Villa
5 out of 5 average rating, 14 reviews

Valdita Sunrise Tsagkarada

Sunrise Tsagkarada is a 2-5min drive from the beaches of Mylopotamos and Fakistra, while they offer several options for traditional or elegant lunch/dinner options It has started to sell online, and it is really selling fast. The location is here: https://goo.gl/maps/5LSxA6uFfBp All villas are fully equipped with the latest technology and comfort combined with traditional style and color. The Villas carry extra premium Cocomat beds, 1 or 2 bathrooms, large living room and dining place, fully equipped kitchen, A/C, Flat TVs in each room, access to Pool and Kiosk with free sunbeds and towels, WiFi, parking next to Villa

Guest favourite
A tranquil outdoor space features a private pool surrounded by wooden decking and lounge chairs. Soft lighting enhances the scene as dusk settles, revealing a backdrop of distant hills and a glimpse of the water. Cozy seating options invite relaxation.
Home
4.97 out of 5 average rating, 31 reviews

Seaview Villas - Villa Poseidon with private Pool

The Villa is located in Vourvourou,one of the most beautiful places on the 2nd peninsula of Halkidiki. It's situated in a particularly privileged position,as the villas in the complex are built amphitheatrically in an all-green area of 4200m² with a panoramic view of the small islands of the Sigitikos Gulf and the imposing Mount Athos in the background. Constitute an oasis of tranquility & luxury. It's the ideal place for relaxation for everyone seeking exceptional and comfortable accommodation.

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
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

Guest favourite
Townhouse
5 out of 5 average rating, 15 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
4.95 out of 5 average rating, 132 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
5 out of 5 average rating, 14 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
Tiny home
5 out of 5 average rating, 5 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
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
5 out of 5 average rating, 18 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
5 out of 5 average rating, 15 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.

Top 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
5 out of 5 average rating, 22 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.

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
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 modern villa is set against a backdrop of green hills, featuring large glass windows that invite natural light. A private pool reflects the sky, while a shaded seating area with loungers is visible. Lush greenery surrounds the property, enhancing the tranquil environment.
Villa
5 out of 5 average rating, 24 reviews

Βίλα "ΚΛΕΙΩ", πολυτελές οίκημα με πισίνα

A unique space of comfort and luxury, part of the SUNRISE PLATAMON VILLAS complex, the ideal choice for relaxation, surrounded by olive trees and a variety of plants and herbs. Romance at the same time with a touch of luxury, but also direct access to sea and mountain activities for the most adventurous travelers.

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