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Holiday rentals with a pool in Skopelos

Find and book unique homes with a pool on Airbnb

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
The villa is reflected in the still waters of the infinity pool, showcasing modern architecture with a smooth wooden deck and well-lit entrance. Comfortable outdoor lounge areas and the surrounding landscape create a serene atmosphere at twilight.
Villa in Sporades
4.89 out of 5 average rating, 19 reviews

Villa Grace

Discover unparalleled luxury on enchanting Skopelos island. Surrounded by majestic pine-clad peaks, our villa offers an oasis of serenity. Lounge by the infinity pool, enveloped in breathtaking views, or retreat to the tranquil garden oasis. Our spacious outdoor areas, including a built-in seating area, invite moments of relaxation and al fresco dining. Inside, a sumptuous kitchen awaits, ensuring every moment is one of indulgence and comfort. Your ultimate Greek island escape beckons.

Top Guest favourite
A dining area features a table set with fruit and drinks, surrounded by white chairs. An umbrella provides shade, and panoramic sea views are visible in the background, enhancing the serene ambience. The scenery includes hills and clear blue waters under a bright sky.
Villa in Stafylos
5 out of 5 average rating, 35 reviews

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

Guest favourite
Home in Skopelos
5 out of 5 average rating, 17 reviews

DAPHNE COTTAGE PRIVATE POOL PEACEFUL LOCATION

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 family for over 100 years.

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 in Sporades
5 out of 5 average rating, 43 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.
Home in Skopelos
5 out of 5 average rating, 11 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.

Guest favourite
An aerial view of a modern villa with a terracotta roof, surrounded by olive trees. A sparkling swimming pool is seen in the foreground, complemented by a patio area with outdoor seating. A gravel driveway leads to the villa, with a vehicle parked nearby.
Villa in Sporades
4.94 out of 5 average rating, 35 reviews

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.

Top Guest favourite
An outdoor terrace features a wooden deck, a circular table, and comfortable seating. Nearby, a swimming pool reflects the evening sky. Soft lighting illuminates the surroundings, enhancing the view of the town and hills in the distance under a twilight backdrop.
Villa in Sporades
5 out of 5 average rating, 19 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.

Top Guest favourite
A large private pool shimmers under the evening light, surrounded by wooden sunbeds and umbrellas. The stone-paved terrace features cozy seating areas, enhancing the outdoor space's inviting ambiance. Olive trees frame the scene, completing the tranquil hillside setting with views beyond.
Villa in Sporades
5 out of 5 average rating, 24 reviews

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.

Guest favourite
An aerial view of a modern villa nestled among lush greenery, featuring a private pool surrounded by lounge chairs. The spacious terrace and outdoor seating area are visible, with panoramic mountain views in the background.
Home in Skopelos
5 out of 5 average rating, 5 reviews

Villa Ascend - Petrino Villas

Spectacular Villa Ascend is within a short drive from Skopelos Town and the main port. Excellent location with panoramic views, built for your comfort and peace of mind. Equipped with all modern amenities and private pool for a totally relaxed holiday. A newly remodeled villa with a private pool, accommodating up to 8 guests and featuring an independent cottage for 2, ensuring privacy and an unforgettable stay.

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 in Sporades
5 out of 5 average rating, 21 reviews

Villa Mariel Skopelos

Villa Mariel is a newly build private villa of 80 sq.m, located on the hillside above Skopelos Chora. Its design was inspired by the Greek island architecture, including white-washed interiors and minimal interior decoration. ♥ Breathtaking eastern view ♥ Total privacy ♥ Just 2km from Skopelos port ♥ Luxurious facilities (SONOS speaker, Netflix, SMEG appliances) ♥ Private pool + outdoor lounge area ♥ Gas BBQ

Guest favourite
An outdoor terrace featuring a private pool overlooks a stunning coastal landscape. Surrounding olive trees frame the view of the sea and mountains in the distance, while the clear blue sky enhances the serene atmosphere of the setting.
Villa in Sporades
4.96 out of 5 average rating, 49 reviews

Skopelos Villa "Constantine"

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.

Superhost
The exterior of the villa features a charming pink facade with blue window shutters and door. A small table with chairs is placed on a stone patio, surrounded by lush greenery and blooming flowers, providing a serene entrance to the residence.
Cottage in Skopelos
4.68 out of 5 average rating, 108 reviews

Charming pink villa in olive grove

Armoloi villa, 1,5 km from town, easy walk, shared pool with Armoloi, 'Charming villa in an olive grove' Armoloi Cotto,very private, cool, amongst trees , beautiful garden. Sleeps max 3, supermarkets next door, 'Rosemary ' cafe and restaurant,at 2 minutes walk. Ideal for couples searching for a peaceful vacation.

Popular amenities for Skopelos rentals with a pool

Quick stats about holiday rentals with a pool in Skopelos

  • Total holiday rentals

    Explore 60 holiday rentals in Skopelos

  • Nightly prices starting at

    Skopelos holiday rentals start at $58 AUD per night before taxes and fees

  • Verified guest reviews

    Over 830 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Skopelos holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Skopelos rentals

  • 4.9 Average rating

    Skopelos stays are highly rated by guests—averaging 4.9 out of 5!

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