Holiday rentals with a pool in Skopelos

4.97 out of 5 average rating, 31 reviews

Guest house in Glossa

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.

5 out of 5 average rating, 14 reviews

Home in Skopelos

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.

5 out of 5 average rating, 28 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.

5 out of 5 average rating, 29 reviews

Villa in Stafylos

Stunning Sea Views, Infinity Pool, Peaceful, wI-FI

Peaceful pool villa, two floors, spacious, 800m from Stafilos beach, 4 km to Skopelos town and port.There is private infinity pool. The house is set in its own fenced grounds with fabulous views across the Aegean 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 long dirt road .The place is good for couples, families,nature lovers . Fast Wifi. Both bedrooms and living room are airconditioned.

Superhost

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.

5 out of 5 average rating, 36 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!

4.93 out of 5 average rating, 27 reviews

Brand new Villa 100m from the sea in Skopelos Town

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.

5 out of 5 average rating, 14 reviews

Villa Kingstone 2

Η νεόδμητη βίλα Kingstone βρίσκεται σε απόσταση 800 μέτρων από το κέντρο της χώρας της Σκοπέλου. Σ' ένα ειδυλλιακό τοπίο με ελιές, μόλις 300 μέτρα από την πλαζ, με την πιο υπέροχη πανοραμική θέα, φτιαγμένη με μεράκι και αγάπη στην φύση και στον άνθρωπο. Ένα υπέροχο αρχιτεκτονικά κτίριο με δική του πισίνα, προσφέρει εξαιρετική διαμονή στους ταξιδιώτες του κόσμου που αγαπούν να έχουν μια από τις καλύτερες επιλογές για τις διακοπές τους.

4.87 out of 5 average rating, 30 reviews

Flat in Skopelos

Del Sol Seafront Studio 11

Amidst olive groves, this beach-front small resort is located only 700 metres from Skopelos tawn and is reached along a pleasant flat coastal road with views to the open sea and subsequent cooling breeze. The 4 two storey buildings stand in 7000 metres land, it is combination of studios and apartments in a big garden with a pool and tennis court, for the exclusive use of our guests.

4.98 out of 5 average rating, 47 reviews

Cottage in Sporades

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.

4.95 out of 5 average rating, 41 reviews

Skopelos Villa "Konstans"

The abundant bright and unlimited view from the users mood of the house, rejuvenate the soul and relax the spirit! Enjoy dinner or your child, adding the text to fill with the endless blue of the tunic and the sea! The home is only available to one customer. The pool is private and only for customers renting the house. There are no other people staying in the area of the house.

4.85 out of 5 average rating, 26 reviews

Cottage in Skopelos

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.

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Popular amenities for Skopelos rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.86 out of 5 average rating, 7 reviews

Villa Kanaris

ClareRating, 5 stars2 weeks ago

The Villa is stunning. It’s far enough away from the main town to feel secluded but close enough to easily pop down and get supplies. Views were stunning, we even saw deer! We will come back. Two main bedrooms are great and spacious, but the lower 2 rooms are very small and 2 adults would struggle to be in them a week. The whole place is beautifully designed. The right amount of traditional vs modern and clean. Everything you need is there (towels/linen/hairdryers). We loved it.

Home in Glossa

4.82 out of 5 average rating, 11 reviews

Luxury Villa With Private Pool & Amazing Views!

AmandaRating, 5 stars10 months ago

Shane’s place has got to be one of the most beautiful spots on the island! We enjoyed every aspect of it, our one regret is not spending MORE time there.

5 out of 5 average rating, 6 reviews

Etherial View Villas Skiathos

StephRating, 5 stars1 month ago

Without a doubt, the BEST vacation we have ever had! Not only because of the stunning island, it’s friendly locals and the most spectacular villa (sporting the most beautiful views) but also because of the INCREDIBLE hosts. My sister and I both agree they made our trip extraordinary! Nothing was too much trouble and their hospitality was above and beyond. We are so grateful to have stayed here and are already planning our next trip back to this breathtaking villa (having only left a few hours ago!) Absolutely do not hesitate to book this slice of heaven, but be warned, you will not want to leave! And when you do, make sure to visit Ginfish, the coolest drinks spot on the island! Thank you so much Tasos and Kriton, we can’t wait to come back ❤️

Superhost

GunnarRating, 5 stars1 month ago

Villa Aster

New house with extraordinary views. Walking distance to beautiful beach and great restaurants. Wonderful host.

4.92 out of 5 average rating, 52 reviews

Skopelos Panormos Lux Villa Geraki

CateRating, 5 stars1 week ago

We had a wonderful week at the villa. We jumped into the pool soon after arriving and felt so calm and relaxed in such a homely retreat, surrounded by olive trees and fruit trees in a beautifully tended garden. It was a delight to watch the fabulous swallows swooping by the pool. The beach is in walking distance, as are several beachside restaurants and a little supermarket. Staying in mid-June, the beach was not that busy, and my partner and I really enjoyed quiet early morning swims in the lovely deep water. We visited other bays and went into Skopelos Town during our stay and always felt very happy to return to Pamormos to Vila Geraki. Eva was very helpful in arranging a car hire for us before we arrived and advised helpfully on various travel queries and was so welcoming when we arrived. We felt well looked after and will remember our trip for years to come.

Superhost

4.76 out of 5 average rating, 17 reviews

Villa Galazopetra

CharlotteRating, 5 stars9 months ago

Everything was perfect for us. We stayed here for one week and loved the privacy of the apartment and especially the view. The apartment ist really beautiful and has everything we needed. The pool was a great plus as well! You definitely need a car to get there and you should be an advanced driver for the road up there but also for the entrance to the apartment (very steep and narrow - depending on the rented car kind of hard to turn around the car in there so we decided to drive in there backwards after two days which worked way better for us) Overall - we would definitively come back it was one of the best airbnb experiences we had so far! Dimitri’s and his whole team was also really helpful the whole time :)

5 out of 5 average rating, 43 reviews

Home in Σκοπελος

Villa Savvina with stunning view

BetsyRating, 5 stars8 months ago

INCREDIBLE!!! The host was so wonderful and even offered us transportation to and from the port during departure and arrival. The hosts son, Lory, was so incredibly kind and even drove us to the port at 6:00 so we could make our 7:00 ferry ride! Airbnb was beautiful, but tricky to get to. BUT, host gave numbers of highly recommended taxi service. Taxis were always quick to arrive. The view is unbeatable. The space was perfect for a couple. The city is absolutely beautiful. Already planning our next trip, and I hope we get to return to Villa Savvina! Huge thanks to the host and his family 😇