Holiday rentals with a pool in Skopelos

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Top-rated rentals with a pool in Skopelos

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Guesthouse in Glossa, Skopelos Island

4.96 out of 5 average rating, 28 reviews

Ysyhia - Private cottage with pool.

Ysyhia is modern, bright and airy & has a private pool which is the perfect size for flopping about in. The cottage comprises one open-plan living space including kitchen, dining and lounge, plus separate bedroom and bathroom. It is set in olive and almond groves and looks out across the sea. 1½km from the village, no other buildings are visible from here. Our house is up the hill on the same plot. Each house has its own private access and a fence separates the 'farm' from Ysyhia and its garden.

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Apartment in Sporades

4.85 out of 5 average rating, 13 reviews

Del Apartment by the pool

This new addition to the existing Del Sol complex is all you need when looking for the perfect holiday retrieve. Ideally situated on the promenade road of Skopelos town, the Del & Sol consists of 2 semi-detacheds 2 bedroom apts with two bathrooms sharing the pool of the complex. Situated on the highest level of the complex boasting great sea views and town views. Newly built, those 2 apartments own private terraces , each one has a BBQ, land-line wifi connection, spacious surroundings.

Guest favourite

Home in Skopelos

5 out of 5 average rating, 13 reviews

Villa Nirvana

Escape to your own private paradise at our stunning villa, nestled just 1.5 km away from Skopelos town. Surrounded by fragrant pine and olive trees, this luxurious retreat offers the perfect blend of tranquility and convenience. With elegantly furnished spaces, and a fully equipped kitchen, our villa has everything you need for a comfortable and memorable stay. Lounge by the pool, soak up the sun on the terrace, or explore the charming town and the beautiful beaches of Skopelos with ease.

Guest favourite

Home in Sporades

5 out of 5 average rating, 27 reviews

Gorgeous Elia Cottage - private pool and sea views

A beautifully designed and rustic country cottage, set in an olive grove overlooking the sea, with a private pool. Elia Cottage is a completely private, detached villa - not overlooked at all. It is well set up for indoor/ outdoor living with several gorgeous outside terraces for eating and relaxing by the pool and enjoying the amazing views of the little island town and the sea beyond. Comfy beds, Egyptian cotton linens and top quality furnishings make this a truly special place to stay.

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Home in Skopelos

4.91 out of 5 average rating, 22 reviews

CHESTNUT TREE COTTAGE PEACEFUL RURAL SETTINGS

3 cute cottages, named Mulberry tree, Daphne and Chestnut tree, with private pool each one, and very nice surrounded terraces full of trees, plants and flowers, located at Potami (means river) area, between Agnontas beach and Panormos beach. They are full of character with elegant interior decors, entirely suited to the gloriously peaceful rural setting. They are set on the hillside overlooking the Potami valley, on land that has been in the owner's family for over 100 years.

Guest favourite

Villa in Sporades

5 out of 5 average rating, 34 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!

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Villa in Panormos

4.67 out of 5 average rating, 12 reviews

Olea villa 1 bedroom swimming pool and sea view

Olea Skopelos villas are located in a green hill in Skopelos island. In 1800 it operated as an olive oil distillery. Some of the old equipment is refurbished and displayed on the property. Our houses are ready to provide you everything you need for your vacation. Next to Glossa village & some of the most famous beaches the houses combine great sea view & a magical nature scenery. The property has a swimming pool, spacious bathroom & parking space.

Guest favourite

Villa in Glossa

5 out of 5 average rating, 12 reviews

Villa Calliopé, Beautiful Views, Pool & Garden

Villa Calliopé is situated halfway between the charming harbor of Loutraki and the ancient village of Puera. It is close to all amenities, supermarket, shops and tavernas. The closest beach is only 5 minutes by car. The view from the villa over the Aegean Sea is breathtaking and offers a unique sunset view. The villa has a wooded garden, private swimming pool, barbecue area for comfortable dining and private parking.

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Villa in Achladias

5 out of 5 average rating, 6 reviews

Aerea 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.

Guest favourite

Cottage in Sporades

4.98 out of 5 average rating, 47 reviews

Hilltop Prive Gem w/ Big Garden, 360° View & Pool

Country Villa Kalimera is a newly restored traditional stone-built farmhouse in Skopelos. The cottage has a cliff pool, jaw-dropping terrace views, tree-covered dining areas & a big garden. With breathtaking landscape and wide-open spaces, we offer a cozy retreat for your getaway. The property is secluded & private, yet only 8 min drive from Skopelos town & 10 min from the closest beach.

Guest favourite

Cottage in Skopelos

4.92 out of 5 average rating, 25 reviews

Romantic Lemonia Cottage, Private Pool & Sea View

Lemonia Cottage has a magic all of its own. An original greek 'Kalivi' lovingly renovated in recent years, sitting in its own private flower, fruit and vegetable gardens in an idyllic position situated halfway up the hillside above Skopelos town. A beautiful private pool, truly breathtaking sea and harbour views to mountains and the neighbouring Island of Alonissos beyond.

Guest favourite

Villa in Skopelos

5 out of 5 average rating, 13 reviews

Skopelos Country Villa -Delfi

Country Villa Delfi is for visitors who are in ultimate need of relaxation. The panoramic, majestic sea and mountain views all around you will certainly rejuvenate you. The ample space both inside and out offers relaxing holidays. Wake up in Heaven with the sunrise colours right across the Aegean Sea. Go to sleep with a billion stars above you!