Vacation rentals with a pool in Thessaly

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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

The villa is set on a gentle slope, framed by green shrubs and tall cypress trees. The white exterior contrasts with the terracotta roof, while a spacious balcony provides a view of the surrounding nature.

Villa in Sporades

Spectacular villa in the heart of a nature reserve and near the sea

In the heart of a nature reserve, a new, quiet and luxurious villa with a swimming pool and a three-minute drive from the most beautiful beaches in Skiathos and 10 minutes from the city center. The villa consists of 3 double bedrooms with air conditioning in each room. The downstairs apartment includes a bedroom, a large and luxurious bathroom, a living room, a fully equipped kitchen, a work area, and a spacious dining area. The upper apartment includes a separate entrance, two luxurious bedrooms, a living room, a bathroom, a fully equipped kitchen, and a balcony overlooking the nature reserve and the sea. Air conditioning in all rooms, smart TV in all bedrooms and living rooms, and internet available throughout the house.

ValueFamilySleep quality

4.96 out of 5 average rating, 25 reviews

Superhost

Home in Σωρός

Thea Hill

Comfortable 120 sqm maisonette included in a complex of 4 houses in a quiet location with magnificent views of the Pagasetic Gulf. It has 3 bedrooms, 2 bathrooms, a spacious single living-dining-kitchen, large verandas, a garden with a barbecue and a shared small pool safe for children. Fully equipped with electrical appliances, Wi-Fi, A/C, washing machine & dishwasher, private parking. Very close to beaches and the city of Volos. Ideal for family or friendly getaways with comfort and tranquility

FamilyLocationQuiet

4.86 out of 5 average rating, 7 reviews

Guest favorite

The villa is depicted from an elevated perspective, showcasing its modern architecture nestled among lush greenery. A spacious terrace leads to a serene overflowing swimming pool, highlighting the tranquil outdoor living space and the sloping landscape surrounding the residence.

Home in Kalandra

Villa Roje

The villa, located in Halkidiki, offers a unique view on the gulf of Posidi and Olympos Mountain. The residence of 250 m2 has a capacity to accommodate 7 people: the living room, the kitchen, 3 rooms (2 rooms with a double bed, one room with 2 single beds), 2 bathrooms with toilets and an independent toilet are situated at the first floor. A master room with its bathroom and the office are situated at the second floor. The house is ideal for 2 couples with 2 kids each or 6 adults with 2 kids.

LocationFamilyOutdoor spaces

4.94 out of 5 average rating, 35 reviews

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

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

LocationValueAmenities

5.0 out of 5 average rating, 11 reviews

Superhost

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

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.

LocationFamilyComfort

4.92 out of 5 average rating, 143 reviews

Superhost

A spacious terrace features comfortable lounge chairs positioned towards the sea, providing an unobstructed view of the water and distant mountains. A pool is visible nearby, blending seamlessly into the tranquil outdoor setting, highlighted by clear blue skies and gentle waves.

Guest suite in Sykia

Villa Ulyana Kriaritsi - Athos sea view & Spa

Apartment of 80 sq m on the ground floor of villa in antique Greek style with gorgeous seaview and Mount Athos! Complete solitude, detox from megacities and people, unity with virgin nature - the former lands of the Athos monastery! To the sea 270 m. Within walking distance of sandy and rocky beaches, which noone knows about. 15 sandy organized beaches are within 10 km - most beautiful beaches of Sithonia! All vital infrastructure is in sufficient proximity and works ALL YEAR ROUND.

ValueFamilyDecor

4.92 out of 5 average rating, 52 reviews

Top guest favorite

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.

Villa in Sporades

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!

LocationValueKitchen

5.0 out of 5 average rating, 57 reviews

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.

Villa in Skópalos

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.

ValueLocationBathroom

5.0 out of 5 average rating, 21 reviews

Guest favorite

Home in Pefkochori

Villa Alati Treelithon Slow Living Seaside resort

A brand new stone-built villa in the middle of a lush olive grove. Next to the pool, overlooking the sea and just 100 meters away from it. Create memories in this unique, serene family-friendly space and enjoy the Mediterranean breeze in the shade of the pines. Within a 5-minute walk you can find the beach bars Glarokavos and Elephant, while in less than 5 minutes by car you can enjoy the wonderful beach in front of "Xenia" and the beach bar Cabana.

FamilyValueLaundry

4.96 out of 5 average rating, 25 reviews

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

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.

LocationFamilyPool

5.0 out of 5 average rating, 31 reviews

Top 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

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.

FamilyValueAccuracy

5.0 out of 5 average rating, 21 reviews

Top guest favorite

The private infinity pool reflects the soft evening light, framed by a stone pavilion with outdoor dining. Spectacular views of the Pagasetic Gulf and distant hills are visible, creating a serene outdoor space perfect for relaxation.

Villa in Milies

Akrolithos Villa - Private Pool, Breathtaking View

Overlooking the Pagasetic gulf, Akrolithos Villa can guarantee an unforgettable experience. It is a fully equipped, stone-built property with a private infinity pool, garden and barbecue area, located at the picturesque village of Milies. The ideal choice for families, couples or friends!

ValueFamilyPool

4.96 out of 5 average rating, 96 reviews