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.

LocationValueGetting around

4.96 out of 5 average rating, 25 reviews

Guest favorite

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

FamilyLocationLong stay

4.89 out of 5 average rating, 9 reviews

Guest favorite

Home in Kassandreia

Sani Petra Retreat @sanipetraretreat

Brand new large villa with a private pool and a huge garden. Set at Sani forest, this luxury house features a private pool, 4 beds, shaded terraces, BBQ area and a beautifully planted large garden. With easy access to Sani resort, beaches and restaurants (5 mins drive), it’s ideal for couples, families or friends seeking calm, nature and elegance! Surrounded by pine forest with hiking trails, it’s a natural base for walkers as well as beach and pool days. Google Sani Petra Retreat for more!

LocationFamilyAmenities

4.85 out of 5 average rating, 13 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.

FamilyLocationGetting around

4.92 out of 5 average rating, 53 reviews

Guest favorite

A serene pool area is highlighted, reflecting soft blue tones. The surrounding space features spacious areas with draped curtains and a well-lit seating area, creating an inviting environment. Windows offer glimpses of the interior, enhancing the sense of openness and accessibility.

Home in Trikala

4-seasons pool villa-near METEORA

Luxury two-storey villa near the center of Trikala , with pool with hot tub, with large fireplace, jacuzzi in the bathroom, painted ceilings, central heating, air conditioning fully equipped kitchen. 5 minutes from the city center and 5 minutes from the Mill of the Elves, near the Tsitsanis museum. Ideal for escapes, just 20 km from the unique Meteora, 35 km from the beautiful mountain villages of Elati, Pertouli, (ski resort) and 50 km from the magnificent lake Plastira.

LocationFamilyComfort

4.94 out of 5 average rating, 36 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!

LocationFamilyIndoor spaces

5.0 out of 5 average rating, 59 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.

ValueFamilyAccuracy

4.96 out of 5 average rating, 25 reviews

Top guest favorite

A covered veranda is adorned with bougainvillea, offering shaded seating at a wooden dining table. Potted plants are placed strategically around the space, enhancing the garden view. The horizon reveals the sea beyond the olive grove and lush greenery.

Villa in Alonnísou

Villa Maria swimming pool and great sea view

Villa Maria is a 100m2 red roofed villa set in a large olive grove (7000m2) situated 175 metres above sea level. There’s a lovely view over the sea and islands and the area around the olive grove is covered with pine woods and olives. Private pool in the garden close to the house. 28m2. The owners have their house in the same olive grove and we offer fresh eggs, grapes and fresh fruits from various fruit trees when we have.

ValueLocationComfort

5.0 out of 5 average rating, 22 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.

FamilyLocationDecor

5.0 out of 5 average rating, 33 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.

LocationValueDecor

5.0 out of 5 average rating, 21 reviews

Top guest favorite

The exterior of a villa is showcased at dusk, featuring a private pool surrounded by lounge chairs. A dining table is set with glasses and colorful snacks. The building exhibits warm lighting from windows, complementing the serene garden space.

Villa in Glossa

Villa Calliopé, magnificent view, pool and garden

Villa Calliopé is located halfway between the charming port of Loutraki and the ancient village of Glossa. It is close to all amenities, supermarket, shops and taverns. The nearest beach is only 5 minutes away by car. The villa's view of the Aegean Sea is breathtaking and offers a unique sunset show. The villa has a garden, private pool, barbecue area for comfortable dining and private parking.

LocationFamilyView

5.0 out of 5 average rating, 24 reviews

Guest favorite

Home in Kato Gatzea

Altamar Villa by Cypresses Villas

Altamar Villa by Villa Cypresses is a brand-new villa with traditional style, offering endless sea views amidst lush olive groves in South Pelion. Perfect for families and groups, it accommodates up to 8 guests, features a private pool and jacuzzi, and is 17 km from Volos, providing a peaceful and comfortable stay.

LocationFamilyAccuracy

5.0 out of 5 average rating, 5 reviews