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Vacation 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

Top guest favorite
Home in Sporades
4.93 out of 5 average rating, 14 reviews

Avgeri Villa

CarmenRating, 5 stars10 months ago
We had an amazing stay at Avgeri Villa! Vicky was incredibly friendly and helpful, making us feel welcome from the moment we arrived. The villa was spotless, and the quiet surroundings provided the perfect escape from the hustle and bustle of daily life. The beautiful view was a highlight of our trip, offering a serene backdrop for our mornings and evenings. We couldn't have asked for a better experience and highly recommend staying here. Thank you, Vicky, for your wonderful hospitality!
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 favorite
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 favorite
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 😇
Superhost
Home in Koukounaries
4.67 out of 5 average rating, 39 reviews

kaiti 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 reviews

Villa Potami

SarahRating, 5 stars4 weeks ago
Spiros was so lovely and welcoming - the best interaction I’ve had with an AirBnB host. He made us feel like his home was ours. His country home is beautiful, perfect for a couple who want privacy while still being able to connect with nature. The house is super clean, including the outdoor areas and pool. A car is definitely needed, as well as a confident driver, as you need to drive up the mountain and the road is quite rocky just before you reach the house. I would highly recommend this home for your stay in Skopelos, and we hope to return to this amazing island soon.

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

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