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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.

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Guest favourite
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.
Villa
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

Guest favourite
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
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.

Guest favourite
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
4.95 out of 5 average rating, 22 reviews

וילה מרהיבה בלב שמורת טבע ובקרבת הים

בלב שמורת טבע, וילה חדשה, שקטה ומפנקת עם בריכת שחייה ובמרחק שלש דקות נסיעה מהחופים היפים ביותר בסקיאתוס ו- 10 דקות ממרכז העיר. הוילה כוללת 3 חדרי שינה זוגיים עם מיזוג אויר בכל חדר. הדירה התחתונה כוללת חדר שינה, חדר רחצה גדול ומפנק, סלון, מטבח מאובזר, פינת עבודה ופינת אוכל מרווחת. הדירה העליונה כוללת כניסה נפרדת, שני חדרי שינה מפנקים, סלון, חדר רחצה , מטבח מאובזר ומרפסת הצופה לשמורת הטבע ולים. מיזוג אויר בכל החדרים, טלויזיה חכמה בכל חדרי השינה ובחדרי הסלון ואינטרנט זמין בכל הבית.

Guest favourite
Villa
5 out of 5 average rating, 5 reviews

Mirage Luxury Living

*Mirage Luxury Living* Πρόκειται για μια βίλα με πανοραμική θέα στη θάλασσα και στον επιβλητικό Όλυμπο, σχεδιασμένη με σύγχρονη αρχιτεκτονική φιλοσοφία και minimal αισθητική, για επισκέπτες που αναζητούν υψηλής ποιότητας διαμονή. Διαθέτει μεγάλη αυλή με άνετο μπαλκόνι, ιδιωτική πισίνα και ιδιωτικό parking. Βρίσκεται μόλις 100 μέτρα από τη θάλασσα σε πολύ ήσυχη γειτονιά και 2 χιλιόμετρα από το κέντρο της Νέας Ποτίδαιας. Ιδανικό περιβάλλον για χαλάρωση και ξεκούραση.

Top guest favourite
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
5 out of 5 average rating, 46 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!

Top guest favourite
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
5 out of 5 average rating, 13 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.

Top guest favourite
An aerial view of a private pool surrounded by a stone terrace features two sunbeds with towels neatly placed on them. A small side table is positioned next to a sunbed, offering a convenient space for refreshments. Lush greenery is also visible, creating a serene atmosphere.
Villa
5 out of 5 average rating, 22 reviews

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.

Guest favourite
The modern villa is illuminated at night by green lighting, highlighting its architectural features. A private pool reflects the soft glow of the lights, while a shaded lounge area is positioned beside the water, surrounded by meticulously arranged plants.
Home
5 out of 5 average rating, 8 reviews

Villa STELiA Halkidiki Kallithea

🌴 Moderne Design-Villa mit Privatpool in ruhiger Lage – ideal für 1–4 Gäste. Genieß stylisches Interior mit Schlafgalerie, gemütlichem Wohnbereich & voll ausgestatteter Küche. Große Fenster, Smart-TV mit Netflix, Lounge im Wasser & viel Privatsphäre. Perfekt für Paare, Freunde oder Familien, die das Besondere suchen. Nur wenige Minuten zu Stränden & Restaurants. Komfort trifft Stil!

Top guest favourite
The tranquil pool is illuminated under the evening sky, reflecting soft light from the surrounding area. The villa's exterior is visible, paired with outdoor seating under a shaded structure. Lush greenery decorates the hillside in the background, contributing to a serene atmosphere.
Home
4.97 out of 5 average rating, 36 reviews

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.

Guest favourite
An open-air terrace features comfortable seating arrangements and a dining table, overlooking a private swimming pool. Soft outdoor lighting enhances the serene atmosphere, while lush greenery surrounds the space, creating a secluded retreat. The structure's large glass doors provide a seamless transition to the indoor living area.
Villa
4.96 out of 5 average rating, 28 reviews

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

Guest favourite
An airy living and dining area features large windows with ocean views, complemented by natural light. A comfortable sofa and a cozy pouf are situated near a minimalist entertainment unit. A wooden dining table with six chairs invites leisurely meals, while a textured rug enhances the space.
Villa
5 out of 5 average rating, 6 reviews

Villa Phos Two Skiathos

Experience the perfect blend of comfort, elegance, and breathtaking surroundings at Villa Phos Two Skiathos, a beautifully designed upper-floor retreat that invites you to relax and unwind. Spanning 120 square meters, this villa is an ideal haven for couples, families, or groups of friends seeking a serene escape in the heart of the Aegean.

Guest favourite
A modern villa is set against a backdrop of green hills, featuring large glass windows that invite natural light. A private pool reflects the sky, while a shaded seating area with loungers is visible. Lush greenery surrounds the property, enhancing the tranquil environment.
Villa
5 out of 5 average rating, 24 reviews

Βίλα "ΚΛΕΙΩ", πολυτελές οίκημα με πισίνα

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.

Popular amenities for Thessaly rentals with a pool

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