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

Total vacation rentals
Explore 40 vacation rentals in Skiathos

Nightly prices starting at
Skiathos vacation rentals start at €112 per night before taxes and fees

Verified guest reviews
Over 490 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Skiathos vacation rentals include wi-fi 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.
4.96 out of 5 average rating, 24 reviews
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.
5.0 out of 5 average rating, 5 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.
5.0 out of 5 average rating, 7 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.
4.93 out of 5 average rating, 27 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!
5.0 out of 5 average rating, 55 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.
5.0 out of 5 average rating, 20 reviews
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.
5.0 out of 5 average rating, 9 reviews
Villa Pebbles #2
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.
5.0 out of 5 average rating, 6 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.
5.0 out of 5 average rating, 31 reviews
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.
5.0 out of 5 average rating, 12 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.
5.0 out of 5 average rating, 26 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.
5.0 out of 5 average rating, 53 reviewsPopular amenities for Skiathos rentals with a pool
House rentals with a pool

Pool Villa Maria O with stuning view
4.96 out of 5 average rating, 25 reviews
Villa Daphne
5.0 out of 5 average rating, 13 reviews
The Blue Cottage | Family friendly and peaceful
4.79 out of 5 average rating, 38 reviews
Villa Nanoula
5.0 out of 5 average rating, 13 reviews
kaiti Villa 4
4.66 out of 5 average rating, 44 reviews
DAPHNE COTTAGE PRIVATE POOL PEACEFUL LOCATION
4.95 out of 5 average rating, 20 reviews
Villa Driades Hilltop Residence
4.94 out of 5 average rating, 17 reviews
"Villa Nektaria"
5.0 out of 5 average rating, 3 reviewsOther vacation rentals with a pool

Villa Idealia - Skopelos Island
4.98 out of 5 average rating, 43 reviews
Newly Renovated Villa with Private Pool
4.93 out of 5 average rating, 15 reviews
Starlight Villas, Skiathos
5.0 out of 5 average rating, 29 reviews
Utopia Eco Retreat
4.73 out of 5 average rating, 123 reviews
Villa Sea Breeze - Cape Kanapitsa Skiathos
5.0 out of 5 average rating, 27 reviews
Pool Villa
5.0 out of 5 average rating, 11 reviews
Stone Villa Rochelle
5.0 out of 5 average rating, 3 reviews
Etherial View Villas Skiathos
5.0 out of 5 average rating, 17 reviewsDestinations to explore
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- Family-friendly rentals Skiathos
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- Rentals with pools Greece





