
Holiday rentals with a pool in Skiathos
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Skiathos

Total holiday rentals
Explore 40 holiday rentals in Skiathos

Nightly prices starting at
Skiathos holiday rentals start at $165 SGD per night before taxes and fees

Verified guest reviews
Over 490 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Skiathos holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Skiathos rentals

4.7 Average rating
Skiathos stays receive an average rating of 4.7 out of 5 from guests
Top-rated rentals with a pool in Skiathos
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Spectacular villa in the heart of a nature reserve and near the sea
In the heart of a nature reserve, a new, quiet and luxurious villa with a swimming pool and a three-minute drive from the most beautiful beaches in Skiathos and 10 minutes from the city center. The villa consists of 3 double bedrooms with air conditioning in each room. The downstairs apartment includes a bedroom, a large and luxurious bathroom, a living room, a fully equipped kitchen, a work area, and a spacious dining area. The upper apartment includes a separate entrance, two luxurious bedrooms, a living room, a bathroom, a fully equipped kitchen, and a balcony overlooking the nature reserve and the sea. Air conditioning in all rooms, smart TV in all bedrooms and living rooms, and internet available throughout the house.

Antāma - Earth & Nature Retreat, Skopelos
Antāma is a private retreat in Agia Marina, Skopelos, where open horizons, olive trees and the calm of nature define experience. Designed with simplicity and elegance, it blends into its surroundings with uninterrupted sea and hillside views. Spend your days by the private pool, soaking in the sun and stillness or enjoy slow moments as the light shifts across the landscape. The space invites you to disconnect from the pace of everyday life and reconnect with what matters-rest, nature and quiet.

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.

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.

Villa Aster
Unwind at this beautiful luxury villa located just a few minutes from the best beaches of the island. Α marvelous, comfortable and fully equipped 3 bedroom villa, that can accommodate up to 6 people, featuring a private pool and breathtaking sea view. Nestled in a picturesque landscape just over Tzaneria and Sklithri beach, this newly built villa offers an idyllic escape for those seeking both relaxation and adventure in the heart of the Aegean.

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 Ascend - Petrino Villas
Spectacular Villa Ascend Nestled in a privileged location just a short drive from Skopelos Town and the main port, Villa Ascend offers breathtaking panoramic views and a peaceful setting designed for ultimate relaxation. Enjoy long sunny days by your private swimming pool, unwind on the spacious terraces overlooking the stunning Skopelos landscape, and experience complete privacy surrounded by nature.

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.

Villa Kingstone
Our villa is located 600 meters from the center of Skopelos. In an idyllic landscape with olive trees, just 200 meters from the beach, with the most wonderful panoramic view, built with passion and love for nature and people. A wonderful newly built building with its own pool, offers an excellent stay to travelers of the world who love to have one of the best options for their holidays.

Stargaze Villas - Orion
Villa Orion is a brand-new building of 100 sqm with 2 bedrooms, 1 sofa bed and 3 bathrooms that can accommodate 4-6 guests. The villa has its own entrance and parking, while the comfortable outdoor area is complemented by the impressive private infinity pool, two beautiful living areas covered with a roof and pergola and a built-in barbecue with a spacious dining area.

Pool Villa Maria O with stuning view
Villa Maria O is located 1.3 km outside of Language, it is almost at the top of the hill. There are great views towards the sea, the sunset, and the woods. The lovely outdoor spaces (pool area, terrace area) have complete privacy . The house is built in traditional style, it is cozy and fully equipped and has private parking. Mother's NO.: 0756K91000442401
Popular amenities for Skiathos rentals with a pool
House rentals with a pool

Villa Nanoula

The Blue Cottage | Family friendly and peaceful

Villa Daphne

Villa Pebbles #2

Skopelos Panormos Lux Villa Geraki

DAPHNE COTTAGE PRIVATE POOL PEACEFUL LOCATION

Villa Driades Hilltop Residence

kaiti Villa 4
Other holiday rentals with a pool

Villa Nereides

Newly Renovated Villa with Private Pool

Villa Potami

Utopia Eco Retreat

Villa Ftelia Oasis, Skiathos

Elissaios-Brand New Renovated Pool Villa

Atrium Villas II

Skiathos Modern Villa with private swimming pool
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