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Holiday rentals with a pool in Skopelos

Find and book unique homes with a pool on Airbnb

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 £60 per night before taxes and fees

  • Verified guest reviews

    Over 810 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    60 of Skopelos holiday rentals include wifi 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!

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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Superhost
Villa
5 out of 5 average rating, 4 reviews

Anemopili above Skopelos town, amazing sea view

Perched on a lush mountain above Skopelos Town, this unique two-bedroom villa combines island charm with modern comfort. Located only 3 km from the nearest beach, it offers spectacular 180-degree views of the Aegean Sea and the green Palouki mountain range all the way to Stafilos beach and the sea between Skopelos and Evia Island. With its unique architecture, panoramic sea and mountain views, and tranquil natural surroundings, this villa offers the perfect setting for a relaxing holiday.

Top 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
4.91 out of 5 average rating, 23 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.

Guest favourite
An outdoor area features a private pool surrounded by lounge chairs and a dining table with four chairs. The villa stands two stories tall, with a balcony overlooking an olive grove and the surrounding hills. Sunlight brightens the space, enhancing the serene atmosphere.
Villa
4.96 out of 5 average rating, 51 reviews

Penelope - Private Pool Villa near stafilos beach

This fully equipped home offers everything you need for a comfortable and relaxing stay. Located just a 10-minute drive from Skopelos Town, it provides easy access to restaurants, shops, and the island’s charming harbor, while still offering complete seclusion. The road leading to the property is fully paved, and with no neighboring houses around, you’ll experience absolute tranquility — ideal for couples, families, or anyone seeking a quiet getaway close to nature

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, 50 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, 16 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
Villa
4.93 out of 5 average rating, 14 reviews

Newly Renovated Villa with Private Pool

Villa Pine Trees is a fully renovated private villa in Skopelos, offering a peaceful retreat surrounded by nature. The villa features 2 bedrooms, 2 bathrooms, a fully equipped kitchen, and comfortable indoor spaces. Guests enjoy a 5x8 m private pool, gas BBQ, and multiple outdoor relaxation areas. Daily housekeeping, air conditioning, and fast Wi-Fi are included. Located just 2.5 km from Panormos Beach and 8 km from Skopelos Town, with a bus stop nearby.

Guest favourite
Flat
4.9 out of 5 average rating, 10 reviews

Artemis' Garden Deluxe Apartment

Set within a picturesque Greek garden, this Deluxe Apartment is surrounded by native flowers and local greenery. The building has three apartments, each with its own entrance, offering privacy and personal space. The Deluxe Apartment is on the ground floor with direct garden access, opening onto a spacious outdoor area with a dining table under grape vines and a lounge with comfortable seating for relaxing at any time of day or night.

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
5 out of 5 average rating, 28 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.

Top guest favourite
A contemporary villa features a stone façade and expansive windows overlooking a private pool. Sun loungers are positioned on a paved terrace, surrounded by lush greenery, with olive trees visible in the background. The structure integrates with the natural landscape, offering inviting outdoor living space.
Villa
5 out of 5 average rating, 24 reviews

Villa Kingstone

Η βίλα μας βρίσκεται σε απόσταση 600 μέτρων από το κέντρο της χώρας της Σκοπέλου. Σ' ένα ειδυλλιακό τοπίο με ελιές, μόλις 200 μέτρα από την πλαζ, με την πιο υπέροχη πανοραμική θέα, φτιαγμένη με μεράκι και αγάπη στην φύση και τον άνθρωπο. Ένα υπέροχο νεόκτιστο 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.

Superhost
A private pool is framed by lush greenery and flowering plants, set against a backdrop of rolling mountains. A lounge chair with a towel rests beside the pool, inviting relaxation under the clear blue sky.
Home
4.94 out of 5 average rating, 17 reviews

Villa Driades Hilltop Residence

Located at the top of Raches Hill overlooking Skopelos Town, Villa Driades is the perfect retreat for families or friends looking for a relaxed island stay. Built from traditional stone, our home has authentic character, with original wooden ceilings and sea-facing windows offering panoramic mountain views. The property’s private pool and spacious yard makes Villa Driades the ideal holiday home.

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, 23 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
A serene pool area is framed by lush green grass, offering expansive views of the Aegean Sea and distant mountains. This space features a private swimming pool, sun loungers, and an umbrella-shaded seating area, ideal for relaxation and outdoor dining.
Home
5 out of 5 average rating, 50 reviews

Villa Savvina with stunning view

1 bedroom villa exclusively for 2 pax, mostly for couples With private swimming pool (8.00x3,80) Shower cabin made of transparent glass Washing machine in the shower / toilet restroom Big terrace with comfortable built in sofas under the shade of a sturdy sun tent. Total sq: 106m2 Essential car.

Popular amenities for Skopelos rentals with a pool

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  2. Greece
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  4. Rentals with pools