Holiday rentals with a pool in Thessaly

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.

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

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.

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.

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.

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.

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.

4.96 out of 5 average rating, 26 reviews

Cottage

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.

Lounge chairs are positioned on a lush green lawn beside a sparkling pool. Olive trees provide shade in the background, while a dining area is visible, surrounded by potted plants. The clear blue sky enhances the serene outdoor setting.

5 out of 5 average rating, 43 reviews

Skopelos Blue Heaven Pool Villa in olive grove

Welcome to your perfect getaway! Blue Heaven Pool Villa is a flat villa that offers everything you need for a relaxing vacation. The villa is just 1.3 km from Skopelos Chora and 3 km from Staphylos beach. Enjoy your private pool, where you can soak up the sun or take a refreshing dip. The outdoor BBQ area is perfect for al fresco dining and making unforgettable memories with loved ones. Book your stay today and experience the ultimate comfort and relaxation!

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.

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.

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.

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.

An inviting infinity pool reflects the Aegean Sea, surrounded by a spacious terrace featuring modern lounge chairs and a small table. Lush greenery enhances the serene landscape, with a scenic view of the coastline and buildings nestled among the hills in the background.

5 out of 5 average rating, 9 reviews

Petra 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.

5 out of 5 average rating, 15 reviews

Villa "OURANIA", luxury building with pool

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.

5 out of 5 average rating, 19 reviews

Villa Serene - Petrino Villas

Stunning Villa Serene within a short drive from Skopelos Town and the main port. Excellent location with magnificent views, built for your comfort and peace of mind. Equipped with all modern amenities and a private pool for a totally relaxed holiday.