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Holiday rentals with a pool in Skiathos

Find and book unique homes with a pool on Airbnb

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Popular amenities for Skiathos rentals with a pool

House rentals with a pool

Home in Sporades
5 out of 5 average rating, 4 reviews

Allure 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 reviews

Luxury 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.
Top guest favourite
Home in Sporades
5 out of 5 average rating, 6 reviews

Etherial View Villas Skiathos

StephRating, 5 stars1 month ago
Without a doubt, the BEST vacation we have ever had! Not only because of the stunning island, it’s friendly locals and the most spectacular villa (sporting the most beautiful views) but also because of the INCREDIBLE hosts. My sister and I both agree they made our trip extraordinary! Nothing was too much trouble and their hospitality was above and beyond. We are so grateful to have stayed here and are already planning our next trip back to this breathtaking villa (having only left a few hours ago!) Absolutely do not hesitate to book this slice of heaven, but be warned, you will not want to leave! And when you do, make sure to visit Ginfish, the coolest drinks spot on the island! Thank you so much Tasos and Kriton, we can’t wait to come back ❤️
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.
Top guest favourite
Home in Skiathos
5 out of 5 average rating, 20 reviews

Chris Rea villa in Skiathos town

MattRating, 5 stars8 months ago
Immaculately clean, perfect location, and the definition of luxury. The pool and hot tub are spectacular! Private parking and 5-10 minute walk to all the hot spots in Skiathos. Chris was so kind and generous to us. He really takes great care and has great pride in his place. The furniture inside and out is extremely comfortable. High ceilings, high windows, truly a must see. Perfect for our honeymoon!
Home in Skiathos
5 out of 5 average rating, 4 reviews

Villa 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
Home in Stafylos
5 out of 5 average rating, 4 reviews

Terpsis Origin Villa

KatrinaRating, 5 stars3 weeks ago
This was one of the most beautiful places we have ever stayed! The kitchen is very well equipped, the living area is small but lovely, the bedroom is beautiful and the pool is gorgeous and always looks so inviting. The area is quiet but within easy driving distance of Skopelos Town, the taxis are readily available and the bus passes by every couple of hours which makes it very easy. Pandelis was so communicative and had many local recommendations for us - he also brought us two Skopelos pies that his mother cooked for us which were absolutely phenomenal. Honestly, we can’t recommend this place highly enough, it’s the perfect place to stay!
Guest favourite
Home in Σκοπελος
5 out of 5 average rating, 43 reviews

Villa Savvina with stunning view

BetsyRating, 5 stars8 months ago
INCREDIBLE!!! The host was so wonderful and even offered us transportation to and from the port during departure and arrival. The hosts son, Lory, was so incredibly kind and even drove us to the port at 6:00 so we could make our 7:00 ferry ride! Airbnb was beautiful, but tricky to get to. BUT, host gave numbers of highly recommended taxi service. Taxis were always quick to arrive. The view is unbeatable. The space was perfect for a couple. The city is absolutely beautiful. Already planning our next trip, and I hope we get to return to Villa Savvina! Huge thanks to the host and his family 😇

Quick stats about holiday rentals with a pool in Skiathos

  • Total rentals

    30 properties

  • Nightly prices starting at

    $77 SGD 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

  1. Airbnb
  2. Greece
  3. Skiathos
  4. Rentals with pools