
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.

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

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.

Double Studio Nymphes Pefkochori
Situated in Pefkohori, 2.7 km from Paralia Glarokabos, Nymphes Deluxe Accommodation features rooms with garden views and free WiFi. All rooms boast a kitchenette and a private bathroom. The hotel has family rooms. All rooms are fitted with air conditioning, a flat-screen TV with satellite channels, a fridge, a kettle, a shower, a hairdryer and a wardrobe. The nearest airport is Thessaloniki, 80 km from Nymphes Deluxe Accommodation, and the property offers a paid airport shuttle service.

Exclusive new villa with private pool - 4BR
On a hill in the traditional village of Nea Fokaia in Kassandra, Chalkidiki, those modern stone houses are built in harmony with the landscape. The view from the swimming pool area is expanding towards the olive trees and sea and the access to the nearest beach is an only seven-minute walking distance. Those modern stone villas with private pool create a relaxed and restful environment. They are light and airy designed in alignment with indoor-outdoor living concept.

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 Pebbles #1
Enjoy your stay with friends and family in full privacy in this elegant villa with full amenities. The villa has three comfortable bedrooms with en suite bathrooms. An extra WC with storage space and laundry facilities provide extra comfort to your stay. The kitchen is fully equipped including all appliances for a convenient stay Entertainment system with smart TV and media player allowing you to access your Netflix or other accounts.

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.

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.

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.

"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!

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

Villa Palma Posidi – Private Pool

NarBen Pool Villa

Sea Wind Luxury Villa with Private Heated Pool

Seaview Villas - Villa Poseidon with private Pool

Villa with Private Pool

Dreamhouse for up to 11 in amazing location !

Skopelos Panormos Lux Villa Geraki

Villa Daphne
Condo rentals with a pool

Country house with amazing sea view.

Simon King apartments

Apartment with pool in Kallithea, Halkidiki

Villa Eva

Magic holidays

Sea side apt with swimming pool & parking #1

Stone and pine

Aya Pool Apartment in Kallithea
Other holiday rentals with a pool

Villa "OURANIA", luxury building with pool

Villa Grace

Elegant Villa with Sea View and Pool

Orchid House

Artemis' Garden Deluxe Apartment

Villa Nereides

Infinite Blue Villa

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




