Holiday rentals with a pool in Skiathos

4.85 out of 5 average rating, 13 reviews

Cottage in Sporades

Del Apartment by the pool

MikeRating, 5 stars9 months ago

We were very happy with our stay in Skopelos. The apartment was perfect for us with two bedrooms with ensuite bathrooms and a small kitchen. Loved the outdoor areas, both our private part and the access to the pool. Extremely clean and the staff maintained the outdoors every day. Not the best beach on the island, but easy access for a quick swim. Good tavernas nearby and walking distance to town center. We highly recommend this place.

5 out of 5 average rating, 13 reviews

Home in Skopelos

Villa Nirvana

LindaRating, 5 stars7 months ago

Beautiful villa with breathtaking views of Skopelos! Manolis and Chris were very kind, always responsive and thoughtful, making sure we had everything we needed. The villa itself was stunning - a serene and quiet place with a private pool that offered the perfect escape. It’s a little uphill on the way to the villa, but it’s walkable, so a car is not really needed unless you have a lot of luggage. All in all an amazing stay with a wonderful host. Highly recommended!

Top Guest favourite

5 out of 5 average rating, 27 reviews

Gorgeous Elia Cottage - private pool and sea views

KathrynRating, 5 stars7 months ago

We really enjoyed our stay at the cottage. Very beautiful location with fabulous views, and the cottage was very nicely furnished with plenty of space. Sally was an excellent host, lots of helpful suggestions as to things to do and restaurants to visit, all of which enhanced our holiday. Skopelos is a stunningly beautiful island, and we definitely plan to return!

4.91 out of 5 average rating, 22 reviews

Home in Skopelos

CHESTNUT TREE COTTAGE PEACEFUL RURAL SETTINGS

RossRating, 5 stars8 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.

5 out of 5 average rating, 34 reviews

Villa in Sporades

Skopelos Blue Heaven Pool Villa in olive grove

AnaRating, 5 stars7 months ago

I have no words to describe how beautiful of a stay we had at Blue Haven Villa! There’s not many places we rent and I feel like I would love it to be my home. It’s set in a private olive grove with tons of room to feel like it’s your own little heaven. The garden and pool patio were perfect for moments of relaxation and stargazing while the interior provided the comfort that makes you never want to leave. Elisabeta, Ana and their family have been the best hosts we have ever had; they felt like long distance relatives welcoming you into their home and sharing the best tips of how to explore the beautiful island of Skopelos. You’ll be welcomed with thoughtful gifts and if lucky- bid farewell with even more. I hope my husband, puppy and I get to visit Skopelos and stay at their villa another time!

5 out of 5 average rating, 4 reviews

Stunning design villa with sea view+pool Skiathos

KimRating, 5 stars9 months ago

Villa Ohlive is tucked away high up on the island. The drive up can be a bit nervy but the view when you get there is incredible. If you have kids that want to party in the old town and catch a taxi back just a reminder it’s around 50euro per trip. The villa is a piece of heaven to escape from the heat and hustle and bustle after a day of sight seeing.

5 out of 5 average rating, 6 reviews

Villa in Achladias

Aerea Villa by Pelagoon Skiathos

ClausRating, 5 stars19 months ago

Thanks for the nice stay, Spyros! We had booked at short notice and unfortunately only stayed one night because of the storm, but we liked it in Pelagoon villa on Achladies Strand. Villas are arranged around a shared large, great pool with barbecue area and community house. In the community area there is breakfast, drinks and from afternoon to evening also fresh and well prepared snacks such as burgers and omelets. Delicious. The villa itself is generously equipped with 2 bedrooms and 2 bathrooms, large living area with kitchen as well as all amenities. Impeccably clean! The child loved that Netflix and youtube were available on the TV and of course the large pool. :-) Spyros has an open ear for the concerns of his guests. It is only a few minutes walk to the beautiful beach including a tavern. Enjoyed our stay and were very pleased with everything. We will be happy to come back. Thank you!

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What guests are saying

Skiathos Modern Villa with private swimming pool

5 out of 5 average rating, 18 reviews6 months ago

We have just enjoyed a fabulous stay at Laura's villa. It provided us with the perfect place to relax and explore this beautiful island. A tranquil setting with amazing views out over the town and sea beyond, with spectacular sunrises. We hadn't appreciated just how easy it was to walk from there into the old town, with its plentiful supply of excellent restaurants and shops. We hired a car to visit some of the gorgeous beaches, all within easy distance and an absolute delight to come back to Laura's Villa. No hesitation in recommending it.

Villa in Sporades

What guests are saying

Villa Nereides

4.9 out of 5 average rating, 49 reviews8 months ago

We stayed with the family in George's place. He was immediately very friendly and hospitable. She even gave us a taste of an exquisite homemade cheese. The house is exactly as described on the site. It is very comfortable for 6 people and offers a garden where I could even pick great figs and lemons. The only small problem is that the house is attached to the road that connects the port to the western part of the island and therefore, despite being totally immersed in the greenery affected by the noise of cars and scooters. But this absolutely does not disturb the night's rest as the double windows are very well insulating. Overall we are very happy with our stay in George's place.

Villa in Sporades

What guests are saying

Brand new Villa 100m from the sea in Skopelos Town

4.92 out of 5 average rating, 26 reviews7 months ago

Lovely villa in a fabulous location. Is a little hike with the suitcases if they are heavy from the port but well worth it. Even though building either side it was very quiet and didn’t realise it was going on. The view from pool is lovely. Local restaurants are very nice recommended by Nassia. Can even walk all around the harbour and little town. A local supermarket 5 mins walk which has everything you need. So no need for car hire a few back packs were enough. Has everything you need in the villa for an enjoyable stay. Nassia is quick to respond to any questions. Would Recommend this Villa. Thank you for an enjoyable stay. One thing would say definitely book the ferry as they get very full indeed.

Villa in Sporades

What guests are saying

Pool Villa With Stunning Views

5 out of 5 average rating, 4 reviews9 months ago

Would give a 10 star review if I could! The pictures do not do this place justice - you really get the wow factor when you walk in. My family and I had a very special holiday and this is certainly in part due to how friendly, helpful & considerate our hosts were! We absolutely loved our stay - the villa has everything you need, is in a very peaceful and scenic location and the set up of the villa can take you from day to night. You will not regret booking!

Villa in Sporades

What guests are saying

Villa Nina - Private Pool - Magnificent Views

4.89 out of 5 average rating, 9 reviews8 months ago

We absolutely loved our stay at Villa Nina and would thoroughly recommend this house. Andonis couldn't have been more helpful. He gave us lots of tips for places and restaurants to visit around the island. The house is beautiful with breathtaking views over Skopelos town. We arrived on Saturday evening and were very impressed that the owner had left us the ingredients for an evening meal, a bottle of wine and lots of delicious home grown fruit. We fell in love with Skopelos and will definitely be back to this villa.

Villa in Skopelos

What guests are saying

Christine's House

4.71 out of 5 average rating, 7 reviews30 months ago

A million stars across the board for this house, location, experience, and Mimmi and Theo, the incredible hosts. We stayed for one month and it was the perfect stay. I don’t throw “perfect” around lightly..Mimmi and Theo created something magical. The only regret we have is not booking more time. We’re already planning our trip back next summer. 12/10 recommend

Villa in Skopelos

What guests are saying

Utopia Eco Retreat

4.82 out of 5 average rating, 65 reviews1 week ago

We loved our stay at K&M Villa's, and Dimitri met us and farewelled us which was lovely. We booked very last minute as our previously booked airbnb cancelled on us. It was quite nice being a little walk out of town, and the back garden more than made up for a view - we loved lounging around. From this apartment you are very close to the airport to go and watch the famous landings and take offs. We loved sitting outside so much that we were very reluctant to see the rest of the island. You don't get access to a washing machine with this one, which is very unusual. And you need to ask for an iron and ironing board. We loved Akrogiali restaurant which is not very far from the apartment with lovely views while you're enjoying the food. We are travelling Greece for 5 months so I'm going to start writing if we paid the environment tax or not on each booking. On this one we were asked for 2 euros a night for both of us.

Villa in Skiathos

What guests are saying

Amazing sea view villa with private pool

5 out of 5 average rating, 3 reviews9 months ago

Words can’t describe how incredible the view is from the villa. Every terrace gives another gift of uninterrupted sea views. The rooftop offers a view I will remember forever. The villa was beautifully decorated and furnished, spotlessly clean and a wonderful place to unwind. The pool was a great size with plenty of room to do lengths or bob around on a lilo. Once we got the hang of the short drive to town, it was very easy. Roula was lovely and very welcoming, helping us to find the villa and waiting patiently for us. An absolutely five star, spectacular villa that we will certainly return to. Thank you for a wonderful stay.

Villa in Kalivia

What guests are saying

Charming New 2 Bedroom Villa

4.92 out of 5 average rating, 12 reviews9 months ago

We absolutely loved our stay at Villa Elpiniki. Kostas was such a friendly and accommodating host. The photos shown are as described, and the pool is wonderful. Every day after we explored Skiathos, we would return home to our beds made and the villa cleaned. Kostas was available to drive us to and from the town, the airport, the Princess Resort, etc. which was cheaper than a taxi and much more convenient. The villa is located at the top of a hill with a path of stairs that lead very close to the beach, a very good Gyro spot, and a market. The bus also stops right near the villa which was very convenient. Thank you Kostas for being a wonderful host & now friend! We hope to be back here in the future!

Apartment in Troulos

What guests are saying

Aloupi Pool Apartment

5 out of 5 average rating, 6 reviews7 months ago

Everything was great! Because we didn't have transportation they offered to take us to the house themselves, which is very convenient since it has a lot of walking uphill and with the luggage it would be difficult, as several taxis do not go up the last turn a distance of about 100m. The pool was wonderful, although it was missing tile, so the paint peels off on you if it was leaning down or on the side but it was easy to leave afterwards so there was no problem. We would go back 100% .

Apartment in Sporades

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Popular amenities for Skiathos rentals with a pool

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Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.94 out of 5 average rating, 47 reviews

Skopelos Panormos Lux Villa Geraki

BlaneserRating, 5 stars6 months ago

Our host Eva was fantastic, organised taxis, seacabs, rental car and pizza for our arrival prior to leaving home. She kept in touch throughout our journey and our stay. The villa was absolutely stunning, beautiful garden, comfortable beds, clean pool, cosy fire for the evening. We had a great stay and would come back in a second. The island was amazing. Lots of blue sea, clean beaches and excellent snorkeling opportunities.

Home in Skopelos Sporades

4.73 out of 5 average rating, 44 reviews

Skopelos country House Agravlis

LisaRating, 5 stars8 months ago

Lovely traditional country house with pool, house and linen clean, kitchen well equipped. Great peaceful location surrounded by chickens, sheep, olive and fruit trees. Kids loved the pool and swing. Pool was cleaned and well maintained by Kostas during our stay. Kostas is a kind and friendly host who is easily contactable House is close to Skopelos town, restaurants and supermarket but would recommend a car.

4.67 out of 5 average rating, 39 reviews

Home in Koukounaries

kaiti Villa 4

Shirley & ColinRating, 5 stars7 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 .

5 out of 5 average rating, 11 reviews

Villa Driades Hilltop Residence

MaayanRating, 5 stars8 months ago

We had a great time in the villa. It’s located in the middle of nature which makes it very peaceful to stay in. Manolis was super communicative and helpful, we had a great stay!

4.89 out of 5 average rating, 18 reviews

Luxury charming villa, private pool, guest house

EmmaRating, 5 stars8 months ago

Had a lovely stay. Amazing pool and views of sunset. Enjoyed lots and trips and exploring the northern side of the island

Top Guest favourite

Home in Klima

5 out of 5 average rating, 10 reviews

The Music House - holiday villa with private pool

KateRating, 5 stars9 months ago

This is one of the most beautiful and magical places we have ever stayed. This villa feels like something out of a dream with the incredible views and cosy surroundings. We didn't want to leave and can't wait to come back one day. We rented a car to explore the island but found ourselves wanting to be around the villa as much as possible - making meals in the well stocked kitchen, lounging by the pool, or playing the piano. We absolutely loved it here!

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Condo rentals with a pool

Condo in Agios Dimitrios Piliou

4.83 out of 5 average rating, 6 reviews

AEGEAN PARADISE 50 meters from the beach!

DaivaRating, 5 stars20 months ago

Wonderful, fully equipped place for family if 4. Located very close to everything: beach, shops, bar, restaurants, but at the same time very quite and isolated from the noise. Parking downstairs super comfortable, as little village during the weekend days can be filled with cars. Host very friendly & helpful. Highly recommend!