
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 $106 NZD per night before taxes and fees

Verified guest reviews
Over 790 verified reviews to help you choose

Family-friendly holiday rentals
50 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!
Top-rated rentals with a pool in Skopelos
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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.

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

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.

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

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.

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.

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.

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.

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.

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.

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.
Popular amenities for Skopelos rentals with a pool
House rentals with a pool

Villa Vainas Belvedere - Sea View & Pool

Antāma - Earth & Nature Retreat, Skopelos

Skopelos Panormos Lux Villa Geraki

Villa Nanoula

Villa Savvina with stunning view

Aether Retreat | Private Pools & Aegean Views

Villa Daphne

Villa Vista
Other holiday rentals with a pool

Villa Myli - Peaceful Getaway in Skopelos

Charming pink villa in olive grove

Sunshine Pool Villa

Villa Nereides

Villa Rafael | Infinity Pool & Chapel in Skopelos

Villa Stefani Skopelos

Country Villa Kalimera | Hilltop Villa with Pool

Elissaios-Brand New Renovated Pool Villa
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