
Holiday 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.

Infinite Blue Villa
Introducing our new private villa that surpasses every expectation. Villa sits at the edge of a pine forest in Kriopigi, Kassandra, offering a spectacular sea view. This one-storey villa is impeccably designed, great care and attention can be seen in every detail of decoration and furniture which have truly high qualities. It is nested within a beautiful garden with olive trees and lawn. Make some memories at this unique and family-friendly place, located just 2 minutes walk from the sandy beach

Villa Evridiki by Pelion Esties
Διώροφη παραδοσιακή κατοικία στον Άγ. Γεώργιο Νηλείας Πηλίου. Κτήριο του 1900, με πηλιορείτικη αρχιτεκτονική, και άνετο σύγχρονο εσωτερικό, έτοιμο να φιλοξενήσει 7 επισκέπτες, διαθέτοντας 4 υπνοδωμάτια, 2 μπάνια, καθιστικό, τραπεζαρία και πλήρως εξοπλισμένη κουζίνα. Πρόσβαση έχετε από ένα παραδοσιακό πλακόστρωτο δρόμο "καλντερίμι", περίπου 100 μέτρων. Η μεγάλη πλακόστρωτη αυλή και η μικρή πισίνα χαρίζουν στους επισκέπτες μοναδικές στιγμές χαλάρωσης και μια ανεπανάληπτη θέα του Παγασητικού.

Cosy house in the village
Το σπίτι αυτό χτίστηκε το 1960, και πρόσφατα ανακαινίστηκε. Ο χώρος που ενοικιάζεται είναι ενιαίος και είναι ενα αυτόνομο τμήμα ενος μεγαλύτερου οικήματος .Ένας όμορφος κήπος με ιδιωτικό παρκιν, μπάρμπεκιου και πισινα εκτείνεται μπροστά του, πλαισιωμένος και προστατευμένος απο καταπράσινα φυτά. Βρίσκεται σε μια ήρεμη γειτονιά στο χωριό των Ταξιαρχών, σε απόσταση 10km ανατολικά της πόλης των Τρικαλων,με όλους τους δημοφιλείς προορισμούς του θεσσαλικού καμπου εύκολα και γρήγορα προσβασιμους.

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

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.

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.

Villa Mariel Skopelos
Inspired by Greek island architecture, Villa Mariel is a newly built private villa located on the hillside above Skopelos Town. Featuring whitewashed interiors and minimal décor, the home offers a serene and contemporary island experience with complete privacy. Guests can enjoy a private pool, a lounge patio, and a gas barbecue, making it ideal for relaxed outdoor living and entertaining.

Banana Beach Villa
With breathtaking sea view and a three minute walk (on a private path) to the amazing Banana Beach, our newly built 70sqm villa is the perfect place for a private, quiet and safe vacation. Banana Beach, world-renowned for its turquoise waters, golden sand and mesmerizing sunsets, is considered among the most beautiful and exclusive beaches of Skiathos island.

Thespis Villa 3
No buildings and people around on 5000 m2 secured and private property. Luxurious home with big balconie and private swimming pool , build in an open field with unobstructed views. A perfect place for naturalists and lovers of marked paths / trails and just few km from the sea. It is fully furnished / equipped and can accommodate up to 4 person

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.

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!
Popular amenities for Thessaly rentals with a pool
House rentals with a pool

NarBen Pool Villa

Villa with Private Pool

Skopelos Panormos Lux Villa Geraki

DAPHNE COTTAGE PRIVATE POOL PEACEFUL LOCATION

Modern villas with shared pool

Villa Daphne

Dimitra's Scenery

Pool Villa Maria O with stuning view
Condo rentals with a pool

Country house with amazing sea view.

Apartment with pool in Kallithea, Halkidiki

Villa Eva

White Lion - Kallithea - Apartments

Magic holidays

Sea side apt with swimming pool & parking #1

Stone and pine

Kallithea love paradise pool & garden
Other holiday rentals with a pool

Aenaon - Villa with Private Pool/Panoramic view

Newly Renovated Villa with Private Pool

Etherial View Villas Skiathos

Voreas Residence in Kissos Village with Pool

Swell Villa by Cypresses Villas

Villa Nereides

Aether Retreat | Private Pools & Aegean Views

Aigaio Villa, gaze the sunset over the Aegean sea
Destinations to explore
- Beachfront rentals Thessaly
- Rentals with beach access Thessaly
- Tiny house rentals Thessaly
- Resort rentals Thessaly
- Aparthotel rentals Thessaly
- Rentals with an EV charger Thessaly
- Loft rentals Thessaly
- Boutique hotels Thessaly
- Serviced apartment rentals Thessaly
- Apartment rentals Thessaly
- Townhouse rentals Thessaly
- Family-friendly rentals Thessaly
- Cottage rentals Thessaly
- Rentals with a hot tub Thessaly
- House rentals Thessaly
- Pet-friendly rentals Thessaly
- Rentals with breakfast Thessaly
- Condo rentals Thessaly
- Rentals with outdoor seating Thessaly
- Bungalow rentals Thessaly
- Rentals with a fireplace Thessaly
- Guesthouse rentals Thessaly
- Rentals with a washing machine and dryer Thessaly
- Hotel rooms Thessaly
- Ski-in/ski-out rentals Thessaly
- Rentals with lake access Thessaly
- Holiday home rentals Thessaly
- Villa rentals Thessaly
- Farmstay rentals Thessaly
- Fitness-friendly rentals Thessaly
- Waterfront rentals Thessaly
- Cycladic house rentals Thessaly
- Earth house rentals Thessaly
- Bed and breakfasts Thessaly
- Rentals with a fire pit Thessaly
- Smoking-friendly rentals Thessaly
- Rentals with a kayak Thessaly
- Private suite rentals Thessaly
- Rentals with an accessible height bed Thessaly
- Rentals with a patio Thessaly
- Rentals with pools Greece





