
Holiday rentals with a pool in Skiathos
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Skiathos
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

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.

וילה מרהיבה בלב שמורת טבע ובקרבת הים
בלב שמורת טבע, וילה חדשה, שקטה ומפנקת עם בריכת שחייה ובמרחק שלש דקות נסיעה מהחופים היפים ביותר בסקיאתוס ו- 10 דקות ממרכז העיר. הוילה כוללת 3 חדרי שינה זוגיים עם מיזוג אויר בכל חדר. הדירה התחתונה כוללת חדר שינה, חדר רחצה גדול ומפנק, סלון, מטבח מאובזר, פינת עבודה ופינת אוכל מרווחת. הדירה העליונה כוללת כניסה נפרדת, שני חדרי שינה מפנקים, סלון, חדר רחצה , מטבח מאובזר ומרפסת הצופה לשמורת הטבע ולים. מיזוג אויר בכל החדרים, טלויזיה חכמה בכל חדרי השינה ובחדרי הסלון ואינטרנט זמין בכל הבית.

MULBERRY TREE COTTAGE A PERFECT ESCAPE
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.

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.

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.

Petra Villa by Pelagoon Skiathos
The mesmerizing Pelagoon Villa in the quiet village of Achladies on Skiathos Island, is a beautiful example of minimalism and contemporary architecture. The chic home boasts sublime views over the glistering Aegean Sea and is easily one of the most exceptional villas on the island. Set among olive trees and verdant greenery, it is the perfect haven for those seeking tranquility and seclusion during their stay.

Banana Beach Villa
With breathtaking sea view and a three minute walk (on a private path) to the amazing Banana Beach, our newly built 70sqm villa is the perfect place for a private, quiet and safe vacation. Banana Beach, world-renowned for its turquoise waters, golden sand and mesmerizing sunsets, is considered among the most beautiful and exclusive beaches of Skiathos island.

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 Skiathos rentals with a pool
House rentals with a pool

"Villa Nektaria"

Villa Cassiope – 3BR Retreat with Private Pool

Etherial View Villas Skiathos

Chris Rea villa in Skiathos town

Skopelos Panormos Lux Vila Geraki

Villa Daphne

Pool Villa Maria O with stuning view

kaiti Villa 4
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Luxury charming villa, private pool, guest house
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 £44 per night before taxes and fees

Verified guest reviews
Over 420 verified reviews to help you choose

Family-friendly holiday rentals
10 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

4.8 Average rating
Skiathos stays are highly rated by guests – averaging 4.8 out of 5!
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