
Vacation 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.
0 of 0 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Skiathos rentals with a pool
House rentals with a pool

Home in Sporades
5 out of 5 average rating, 4 reviewsAllure Luxury Villas 2, Skiathos
JaneRating, 5 stars34 months ago
This villa is simply beautiful; the views are outstanding and the property spacious, stylish and well designed. The pool is a great size; the various indoor and outdoor seating areas mean you are able to lie in or out of the sun in comfort; the AC is great; there was a fabulous welcome pack on arrival and a friendly guide to help us navigate up the mountain to this island retreat. One of the nicest villas we have ever stayed in…Highly recommended for anyone looking for tranquility, stunning views and time away from the rush of daily life.

Home in Glossa
4.82 out of 5 average rating, 11 reviewsLuxury Villa With Private Pool & Amazing Views!
AmandaRating, 5 stars10 months ago
Shane’s place has got to be one of the most beautiful spots on the island! We enjoyed every aspect of it, our one regret is not spending MORE time there.
Superhost

Home in Sporades
Villa Aster
GunnarRating, 5 stars1 month ago
New house with extraordinary views. Walking distance to beautiful beach and great restaurants. Wonderful host.

Home in Skiathos
5 out of 5 average rating, 4 reviewsVilla Polygono Skiathos
MatthewRating, 5 stars10 months ago
This Fantastic, modern house carved into the hillside with the best views of Skiathos was the perfect holiday for us and our friends. This holiday, for us, was all about R&R, its peaceful, private and quiet with a refreshing pool that is the perfect size for the little ones as it’s not too deep but deep enough for the adults to get a few lengths in! The journey into the town is quite significant if by foot and should only be taken on by experienced walkers, its downhill all the way and quite steep, by car it’s around 10mins, we hired a small 4x4 which was perfect for the supermarket runs and brief trips into town and as a party off 8 we used a minibus service if we wanted to go and eat in the town. This holiday was everything we wanted but be mindful that if you are the type who wants to be around the hustle and bustle of the town everyday, eating and drinking l, then ensure to factor in expenses for transport. I can’t speak highly enough for Natzi (the host) and his maintenance team
Guest favorite

Home in Σκοπελος
5 out of 5 average rating, 43 reviewsVilla Savvina with stunning view
DietmarRating, 5 stars2 weeks ago
Das Haus hat unsere Erwartungen voll erfüllt! Der Blick vom Haus und vom Pool aus auf Skopelos Stadt und die Bucht ist wunderschön - man genießt absolute Ruhe. Der Pool liegt den ganzen Tag über in der Sonne - wir haben ihn jeden Tag morgens und nachmittags genutzt. Stylianos und sein Team (Andreas und Lory) waren jederzeit kurzfristig erreichbar und unglaublich hilfsbereit - vielen Dank dafür🙏🏻😊 Bei unserer Ankunft lagen Getränke und etwas zu essen im Kühlschrank als Erstversorgung bereit. Die Anfahrt zum Haus ist nicht ganz einfach, besonders der letzte Abschnitt führt über eine holprige, unbefestigte Straße. Man gewöhnt sich allerdings schnell daran. Auf dem Weg nach Skopelos Stadt (5-10 Minuten) findet man mehrere Einkaufsmöglichkeiten (Supermarkt, Obst und Gemüsehändler) und eine Reihe von Restaurants und Tavernen. Insgesamt haben wir eine sehr schöne und erholsame Urlaubswoche auf Skopelos verbracht.
Superhost

Home in Koukounaries
4.67 out of 5 average rating, 39 reviewskaiti Villa 4
Shirley & ColinRating, 5 stars9 months ago
We had a lovely stay the villa was really nice ,and well maintained it was a great location for us , the area is lovely and very easy to catch the bus into Skiathos .Alexandros was very kind and easy to communicate with us . Thanks for having us .
Guest favorite

Home in Sporades
4.97 out of 5 average rating, 33 reviewsVilla Potami
AndreasRating, 5 stars9 months ago
Wir haben uns total wohl gefühlt. Das Haus, die Lage, der Ausblick, die Ruhe, der Garten, der Pool, der Grill. Einfach alles war perfekt. Spiros holte uns am Hafen ab, nachdem wir unseren Mietwagen in Empfang genommen hatten und fuhr mit uns in die Unterkunft. Er war auch während unseres Aufenthalts immer erreichbar und kümmerte sich zwischendurch in Absprache mit uns um das Anwesen. Ein wahrer Gentleman und ein toller sympathischer Mensch. Den Pool haben wir häufig genutzt und uns darin abgekühlt. Die Ruhe und Privatsphäre im Garten hoch oben über der Insel war einfach traumhaft. Wir werden irgendwann wiederkommen. Bis dahin drücken wir die Daumen für gutes Wetter und eine gute Olivenernte.
Superhost

Home in Skopelos
4.91 out of 5 average rating, 22 reviewsCHESTNUT TREE COTTAGE PEACEFUL RURAL SETTINGS
RossRating, 5 stars10 months ago
We had a wonderful stay at Chestnut Tree Cottage. The location is incredibly peaceful and the accommodation was clean and contained everything we needed. Pipitsa was incredibly helpful and we couldn’t recommend this accommodation highly enough.
Quick stats about vacation rentals with a pool in Skiathos
Total rentals
30 properties
Nightly prices starting at
G$12,553 GYD before taxes and fees
Total number of reviews
300 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
30 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Destinations to explore
- Euboea Vacation rentals
- East Attica Regional Unit Vacation rentals
- Central Athens Regional Unit Vacation rentals
- Athens Vacation rentals
- Halkidiki Vacation rentals
- Milos Vacation rentals
- Thessaloniki Vacation rentals
- Islands Vacation rentals
- Thasos Vacation rentals
- Lefkada Vacation rentals
- Mykonos Vacation rentals
- Paros Vacation rentals
- House rentals Skiathos
- Beach house rentals Skiathos
- Rentals with outdoor seating Skiathos
- Beachfront rentals Skiathos
- Hotel rentals Skiathos
- Condo rentals Skiathos
- Serviced apartment rentals Skiathos
- Family-friendly rentals Skiathos
- Villa rentals Skiathos
- Rentals with a washer and dryer Skiathos
- Rentals with a fireplace Skiathos
- Smoking-friendly rentals Skiathos
- Rentals with beach access Skiathos
- Waterfront rentals Skiathos
- Apartment rentals Skiathos
- Pet-friendly rentals Skiathos
- Kid-friendly rentals Skiathos
- Rentals with a patio Skiathos
- Rentals with pools Greece
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom