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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.

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Guest favorite
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 in Tsagkarada
5 out of 5 average rating, 13 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

Top guest favorite
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 favorite
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.

Guest favorite
The villa is reflected in the still waters of the infinity pool, showcasing modern architecture with a smooth wooden deck and well-lit entrance. Comfortable outdoor lounge areas and the surrounding landscape create a serene atmosphere at twilight.
Villa in Sporades
4.89 out of 5 average rating, 19 reviews

Villa Grace

Discover unparalleled luxury on enchanting Skopelos island. Surrounded by majestic pine-clad peaks, our villa offers an oasis of serenity. Lounge by the infinity pool, enveloped in breathtaking views, or retreat to the tranquil garden oasis. Our spacious outdoor areas, including a built-in seating area, invite moments of relaxation and al fresco dining. Inside, a sumptuous kitchen awaits, ensuring every moment is one of indulgence and comfort. Your ultimate Greek island escape beckons.

Guest favorite
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 out of 5 average rating, 5 reviews

Villa Erifili by Pelion Esties

Η Villa Erifili εκτείνεται σε δύο επίπεδα. Στο πρώτο επίπεδο είναι το ευρύχωρο καθιστικό, η πλήρως εξοπλισμένη κουζίνα και ένα μεγάλο μπάνιο με ντουζιέρα. Μια ξύλινη σκάλα οδηγεί στον όροφο όπου βρίσκονται τα τρία υπνοδωμάτια και ένα ακόμη μεγάλο μπάνιο. Δυνατότητα πρόσβασης στην καταπράσινη αυλή υπάρχει και από τους δύο ορόφους. Στον εξωτερικό χώρο υπάρχει παραδοσιακός ξυλόφουρνος σκεπαστός με πέργκολα και τραπεζαρία με ξύλινο τραπέζι. Γύρω από την μικρή πισίνα υπάρχουν ξαπλώστρες.

Top guest favorite
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

Stunning Sea Views, Infinity Pool, Peaceful, wI-FI

Peaceful pool villa, two floors, spacious, 800m from Stafilos beach, 4 km to Skopelos town and port.There is private infinity pool. The house is set in its own fenced grounds with fabulous views across the Aegean 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 long dirt road .The place is good for couples, families,nature lovers . Fast Wifi. Both bedrooms and living room are airconditioned.

Top guest favorite
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 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, 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.

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, 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 favorite
A spacious sleeping area features a large bed with a light-colored coverlet and decorative pillows. An eye-catching octopus mural adorns the wall behind the bed. Natural light enters through large glass doors, which offer views of the surrounding landscape.
Home in Sporades
5 out of 5 average rating, 15 reviews

"Candlelight" with stunning views Alonissos

"Candlelight" cottage offers stunning views of the sea towards Skopelos. The cottage lies in the middle of old olive trees and is at walking distance to small beaches with crystal clear water. The whole property is surrounded by forests, mediterranean herbs and shrubs creating a totally secluded environment. Ideal place for demanding nature lovers!

Guest favorite
A contemporary villa showcases a mix of stone and modern materials, featuring large glass doors that promote natural light. Outdoor seating is arranged on a spacious patio, with a surrounding view of greenery and well-maintained landscaping, complementing the tranquil setting.
Villa in Platamon
5 out of 5 average rating, 15 reviews

Βίλα "ΟΥΡΑΝΙΑ", 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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