Vacation rentals with a pool in Thessaly

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.

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

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!

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.

Villa Driades Hilltop Residence

Located at the top of Raches Hill above Skopelos town, Villa Driades is an ideal luxury vacation home for a family or a company of friends. It is build with the traditional Skopelos mountain house style, while at the same moment it is equipped with modern touches to make your stay as comfortable as possible. Enjoy a spectacular view of the Aegean Sea and the surrounding mountains while relaxing at your private pool.

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.

Villa Mariel Skopelos

Villa Mariel is a newly build private villa of 80 sq.m, located on the hillside above Skopelos Chora. Its design was inspired by the Greek island architecture, including white-washed interiors and minimal interior decoration. ♥ Breathtaking eastern view ♥ Total privacy ♥ Just 2km from Skopelos port ♥ Luxurious facilities (SONOS speaker, Netflix, SMEG appliances) ♥ Private pool + outdoor lounge area ♥ Gas BBQ

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!

"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!

Villa "KLEIO", luxury house 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.

Artemis' Garden Deluxe Apartment

♥♥♥Kick back and relax in this calm, stylish and luxurious apartment surrounded by a lush green garden. ♥♥♥ Rest assured that the all your needs will be met with a fully equipped kitchen and a large stone-built outdoors BBQ facility. A luxurious stay for your well-deserved unforgettable vacations in Skopelos!

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.