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

Total vacation rentals
Explore 60 vacation rentals in Skopelos

Nightly prices starting at
Skopelos vacation rentals start at G$16,728 GYD per night before taxes and fees

Verified guest reviews
Over 810 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
60 of Skopelos vacation 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.

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.

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.

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.

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 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.

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 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.

Villa Nanoula
Tucked into the lush hillsides of Skopelos, Villa Nanoula invites you to slow down and soak in breathtaking views, Mediterranean sunlight, and pure island calm. This thoughtfully designed villa features a private pool surrounded by nature, perfect for peaceful relaxation.
Popular amenities for Skopelos rentals with a pool
House rentals with a pool

Villa Daphne

The Blue Cottage | Family friendly and peaceful

Villa Pebbles #2

Pool Villa Maria O with stuning view

Villa Driades Hilltop Residence

Villa Aegea - Private Pool Retreat Skopelos Town

Villa Nana Skopelos

Aether Retreat | Private Pools & Aegean Views
Other vacation rentals with a pool

Villa Danai-Outstanding view,private swimming pool

Anemopili above Skopelos town, amazing sea view

Stargaze Villas - Orion

Villa Potami

Newly Renovated Villa with Private Pool

Villa Koukounaria

Aretousa - Deluxe Pool Apartment

Del Sol Sea front Studio 12
Destinations to explore
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- Rentals with pools Greece





