Greece is a dream destination for a host of reasons. From its incredible historical sites to unbelievable natural beauty, the place certainly deserves to be on your bucket list. Scattered all around the mainland are over 6,000 islands, of which 227 are inhabited, and these are a major draw for tourists for their azure waters and dreamy landscapes. One of its islands, Skiathos in the Aegean Sea, is a must-visit spot. It’s popular among the young crowd because of its thriving club culture and nightlife. Besides the parties, Skiathos has more than 60 beaches including its most famous Koukounaries beach with its lush pine forest and the gorgeous Lalária with its stunning white rock formations. If you’re looking for the ultimate luxurious getaway this summer, opting for a premium stay with relaxing amenities would be perfect! Check out the best villas with pool in Skiathos, Greece, for an unforgettable vacation.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to pool. The image galleries get refreshed with the latest updates regularly. They were last updated on April 14, 2024.
1. Plush villa on the hills, Skiathos Town (from USD 846)
Nestled in an olive grove on the gentle, rolling hills of Skiathos, this plush villa overlooks the Aegean Sea and the town and promises to be a private and luxurious getaway for you and your loved ones. The infinity pool offers incredible views and generous natural beauty everywhere you look. It’s a great place to gather with your group as you take in the vistas. It even has light fixtures, so you can enjoy an evening dip.
Although the rental sits higher up in the hills, many beaches and other attractions, such as Achladies Beach, are within a 2-mi (3-km) radius, so you are never far away from an exciting outing.
Top guest reviews
Cleanliness:
clean lots of space really nice pool with a viewRead more reviewsHost:
the hosts and their staff were very helpful and responsive
2. Villa Iliana, Kalivia (from USD 286)
This newly-built villa is a little outside the main town, with lovely views of the Aegean Sea. The villa offers a comfortable stay for a medium-sized group and has surrounding lush greenery and a pretty garden. Guests can enjoy an outdoor barbecue in the garden and marvel over the spectacular views of the sea and the open sky from its private infinity pool. The pool area also has adjacent sun loungers at your disposal. The open-air dining area is an added luxury where guests can soak up the idyllic atmosphere.
The beautiful Lalaria Beach is only 1.7 mi (2.7 km) away, and other beaches are even closer.
Top guest reviews
Cleanliness:
the villa had everything we needed was very clean comfortable & was very tastefully decoratedthe villa had everything we needed was very clean comfortable & was very tastefully decoratedHost:
the owner stamatis was so helpful and friendly and picked us up from the airport and dropped us backstamatis is an excellent host the house is beautiful comfortable and the area is very peacefulstamatis was very helpfulRead more reviewsLocation:
the villa is as advertised and a perfect locationall in all a lovely place to stayall in all a lovely place to stay
3. Peaceful retreat next to the beach, Punta (from USD 325)
This lovely villa is a combination of an apartment and a studio apartment. With gorgeous views of the Aegean Sea and the town across the water, it offers a relaxing escape whether you swim in the outdoor infinity pool or enjoy a moment of calm contemplation on the spacious covered porch. You can also sunbathe on the sun loungers. The interiors are simple and neat, and guests are provided with all amenities for a comfortable stay.
The villa is on a serene hill surrounded by trees, and one can walk down the steps to hit the beach below.
Top guest reviews
Host:
katerina was a brilliant hostkaterina was always available on the phone if required and very responsivekaterina was always available on the phone if required and very responsiveRead more reviewsLocation:
great location however must have your own transportationbest location of any villa we have stayed at
4. Skiathos Repos Villas, Agia Paraskevi (from USD 173)
This property consists of two newly constructed, elegant villas tastefully decorated to give you a comfortable and stylish vacation. The massive outdoor pool with surrounding sun loungers is secluded but open enough to enjoy the surrounding green views. The outdoor seating area has plush furniture for guests to lounge and enjoy the views of the hills. Overall, the place offers a cosy and relaxing atmosphere, which is what you need from an island vacation.
Top guest reviews
Cleanliness:
the villa is beautiful clean and a modern mediterranean-style houseHost:
sofia is very kind and say’s to call her anytime if you need anythingsofia is lovely helpful and friendlyRead more reviewsLocation:
it is located in a private country setting yet easy walk to the beach
5. Elegant villa with stunning sea views, Kolios (from USD 499)
If your idea of a soothing vacation involves sipping on cocktails while dipping in a private outdoor pool with open views of the olive groves and the Aegean Sea, then you need to check out this elegant and spacious villa. You can enjoy a barbecue dinner on a fresh summery night under the stars or soak in the indoor whirlpool as you indulge in a few drinks.
From its stylish stonework on the exterior to the soothing pastel shades used in the interiors, it is truly a luxurious escape from everyday life.
Top guest reviews
Amenities & Room:
the grounds are stunning as it the infinity poolwe spent most of our days round the pool having a lovely timeCleanliness:
everything is high spec clean and well kitted outHost:
the owners are brilliant and can’t do enough for youthe location is great and the lovely owners and support staff are so welcoming and cannot do enoughalexandros and his family were brilliant and very helpful and friendlyRead more reviewsLocation:
infinity blue is a great local restaurant and within easy walk of the villait really is a 5* property with a superb locationwhat a wonderful and beautiful place to stay
6. Skiathea Villas, Agia Paraskevi (from USD 600)
This charming property has a lot going for it. The comfortable living room with plush furniture offers spectacular bay views and is flooded with sunlight all day, giving the place a cheerful and natural feel. There are thoughtful interior touches, such as flower decor and wicker art pieces.
There’s a beautiful 40-sq m (430-sq. ft.) swimming pool outdoors which overlooks the grassy slopes and the brilliant sea. You can also access pool towels in this rental. The patio is a great space to enjoy unhurried meals while appreciating the natural splendour in every direction.
Top guest reviews
Amenities & Room:
the accommodation is very clean with a special mention for the quiet and efficient air conditioningCleanliness:
the pool and pool are is a clean and relaxing spacethe pool is immaculately clean at all times and crystal clearthe rooms and bathrooms are well equipt and very cleanHost:
filippos was so helpful and accommodating and available to help us whenever neededexcellent host fast response time and a fabulous place to stay and relaxRead more reviewsLocation:
the villa is beautiful and the location is perfecta car is recommended although local bus very good
7. Newly constructed villa in the lap of nature, Vigles
This pretty villa is a newly constructed rental, guaranteeing not to disappoint the needs and tastes of modern travellers. Situated in the lap of nature, it feels like the perfect escape from the stresses of daily life. The peaceful environs and the sunlight interiors are almost meditative. Moreover, it’s only a five-minute drive from the excitement of the main town.
You can access the free-form swimming pool or lounge on the sun beds. The nearest beach is an even shorter drive, and the cherry on top is that you get a free car rental when you book this place, so you never have to worry about your mobility.
Top guest reviews
Amenities & Room:
the private pool was fantastic as were the views from the balconiesthe kitchen bedroms pool and terraces is quite new and well maintainedCleanliness:
villa is immaculately clean and spaciousvery soon we were enjoying our superbly clean villakept very clean inside and out with lovely plants and trees all aroundHost:
owners are lovely and very attentivevery well looked after by the owners and family even dropped in some fresh salad and vegRead more reviewsLocation:
villa is fantastic free car fantastic if you like hill walking location is fantastic thank you eleni and skiathoswhat a wonderful place to stay
8. Villa Roni, Kalivia (from USD 363)
Holiday in style in this three-level villa that is nestled amid lush olive groves and has abundant open space, perfect for a relaxing getaway. There is plenty to do for guests without even stepping out. You can swim in the private outdoor pool and sunbathe on the sun loungers. Alternatively, enjoy a barbecue on the lawn or make your pizza in the stone oven.
From the porch on the higher level, you get a spectacular view of the distant sea and the surrounding hills, and this is the perfect spot for a romantic dinner or a refreshing breakfast.
Top guest reviews
Amenities & Room:
what you see is what you get a beautiful pool with fantastic views in a very peaceful locationthe villa is well equipped and comfortable and the welcome pack was much appreciatedthere was plenty of space for them to run around and they loved the poolHost:
the information provided by the owners about the house and the island was really usefultracey was very helpful and responded to our questions by email very promptlythe owner of the villa is extremely helpful and easy to deal withthe owners are extremely responsive flexible organized and helpfulthe staff cleaning the pool and looking after the garden were friendly and helpfulRead more reviewsLocation:
very close to the town with three very good taverners within walking distanceideal location with only a short drive into townthe villa itself is beautiful and the location is stunningwalking to the nearest taverna for dinner was lovelycan recommend the beach and taverna sklithri (bus stop 11) for a lovely meal in idyllic bay
9. Allure Luxury Villas, Kehria (from USD 312)
A majestic stone facade, lovely sea and sunset views and spacious interiors with thoughtful decor touches are some of the defining features of this classy and vibrant villa. Moreover, you can swim in the private infinity pool overlooking the lush greenery or lounge on the sun beds. The swimming pool also has installed lights for an enjoyable evening soak. Alternatively, chill by the poolside seating area or chat by the gazebo.
Situated in the exclusive Kehria, this villa is about 6 km (4 mi) from the main town and the airport. Those with an adventurous spirit will delight in exciting hiking trails leading to a forest.
10. Villa Erifili, Skiathos Town (from USD 326)
Located in the heart of the island of Skiathos amid bountiful greenery and soulful solitude, Villa Erifili offers spellbinding views of the town, the nearby islands, and the sparkling Aegean Sea. Additionally, the building is wrapped with profusely green and flowering climbers.
The outdoor, free-form pool mirrors the glorious blue sky and provides a nice spot to take a break when you’re not out exploring this stunning island. However, remember to look after the children when they use the pool amenity.
Top guest reviews
Amenities & Room:
we particularly enjoyed the spectacular views plane spotting and stargazing nights from the enormous patio and pool areaupstairs you find another comfortable sofa in one of the bedrooms which invites you to read and snoozeRead more reviewsHost:
the hosts where incredible and very helpfulwonderful stay the owners are very kind to support the guests
Your own little piece of paradise
The island of Skiathos in the Aegean Sea is incredibly beautiful and filled with exciting things to do. Adding to the appeal of the place is this selection of luxurious villas with private pools that will instantly elevate your experience and make you feel as if you are in your own private little paradise. So, start planning for the trip of a lifetime today!
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