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Vacation rentals with a pool in Skopelos

Find and book unique homes with a pool on Airbnb

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Popular amenities for Skopelos rentals with a pool

House rentals with a pool

A private pool area features sun loungers beside the water, shaded by a large umbrella. A stone wall and potted plant provide a rustic backdrop, while the Aegean Sea glistens in the distance under a clear sky.
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.
Superhost
An aerial view showcases a private pool surrounded by a spacious patio. Two sun loungers are positioned near the edge of the pool, with two umbrellas providing shade. An outdoor dining area is visible, featuring a shaded pergola and lush greenery enhancing the setting.
Home in Sporades

Villa Aster

GunnarRating, 5 stars2 weeks ago
New house with extraordinary views. Walking distance to beautiful beach and great restaurants. Wonderful host.
Superhost
A spacious sleeping area features a large bed with a light-colored coverlet and decorative pillows. An eye-catching octopus mural adorns the wall behind the bed. Natural light enters through large glass doors, which offer views of the surrounding landscape.
Home in Sporades
5 out of 5 average rating, 4 reviews

"Candlelight" with stunning views Alonissos

KalliRating, 5 stars9 months ago
Τα 5 αστέρια είναι λίγα… Ένα ιδανικό μέρος για ιδιωτικότητα, επαφή με τη φύση, χαλάρωση και ηρεμία! Αν η εικόνα του σπιτιού μας είναι μέρος του χαρακτήρα μας…τότε η Catherine & ο Alexander είναι υπέροχοι, ξεχωριστοί! Ένα σπίτι με κάθε γωνιά του προσεγμένη.Με πινελιές που έχουν τις εικόνες των οικοδεσποτών από τα ταξίδια τους. Ένα μπαλκόνι βυθισμένο στα πεύκα, με θέα το απέραντο γαλάζιο! Καλαίσθητα έπιπλα, ξεχωριστή διακόσμηση, πεντακάθαρα λινά υφάσματα σε όλο σχεδόν το σπίτι ακόμη και στο king size κρεβάτι μας. Λεπτομέρειες σε όλο το σπίτι ακόμη και καθημερινές χρηστικές που δείχνουν πως η φιλοξενία αυτή γίνεται με αγάπη! Ευχαριστούμε γιατί δώσατε στις ημέρες των διακοπών μας τη ξεχωριστή πινελιά να νιώθουμε σαν το σπίτι μας!
Superhost
Home in Sporades
4.81 out of 5 average rating, 16 reviews

Villa Galazopetra

CharlotteRating, 5 stars8 months ago
Everything was perfect for us. We stayed here for one week and loved the privacy of the apartment and especially the view. The apartment ist really beautiful and has everything we needed. The pool was a great plus as well! You definitely need a car to get there and you should be an advanced driver for the road up there but also for the entrance to the apartment (very steep and narrow - depending on the rented car kind of hard to turn around the car in there so we decided to drive in there backwards after two days which worked way better for us) Overall - we would definitively come back it was one of the best airbnb experiences we had so far! Dimitri’s and his whole team was also really helpful the whole time :)
Guest favorite
The pool area is highlighted by a clear blue swimming pool, surrounded by wooden sun loungers and umbrellas. Lush greenery and distant mountains frame the scene, with views extending to the coastline and the Aegean Sea. A shaded seating area enhances the outdoor space.
Home in Σκοπελος
5 out of 5 average rating, 42 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 stars8 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 .
Top guest favorite
A clear, oval-shaped pool reflects the landscape while surrounded by a stone terrace. Olive trees are visible in the background, and a quaint cottage is positioned to the side, with rolling hills beyond. The scene is soft-lit by natural sunlight.
Home in Sporades
5 out of 5 average rating, 28 reviews

Gorgeous Elia Cottage - private pool and sea views

JackRating, 5 stars4 weeks ago
We had a wonderful time at Elia Cottage. Its a perfect location and setting - so peaceful and quiet, surrounded by olive trees and beautiful gardens. A car is definitely recommended to explore the island, but if you wanted a week of relaxation at the cottage it's not necessary. The cottage is perfect, with everything you could need, and more. The beds are comfy, the showers are hot and powerful, and the pool is such a treat. Sally is a fantastic host and we would love to stay here again in the future.
Superhost
The villa's exterior showcases a two-story structure with a tranquil pool surrounded by stone pathways. The patio is furnished with seating under shaded trees, while the windows reflect the warm evening light. Lush greenery enhances the serene outdoor environment.
Home in Sporades
5 out of 5 average rating, 12 reviews

Villa Driades Hilltop Residence

MaayanRating, 5 stars9 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!

Condo rentals with a pool

A balcony features two dark wicker chairs positioned around a small table. A scenic view of the sea and lush greenery is visible in the background, with a swimming pool partially seen below. A pot of pink flowers adds a touch of color to the setting.
Condo in Agios Dimitrios Piliou
4.83 out of 5 average rating, 6 reviews

AEGEAN PARADISE 50 meters from the beach!

DaivaRating, 5 stars22 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!
Guest favorite
A large outdoor swimming pool is surrounded by a paved area, with sun loungers and an umbrella nearby. Lush greenery and trees create a natural backdrop, while a multi-story building is visible in the distance, providing a sense of spaciousness and tranquility in the environment.
Condo in Vasilika
5 out of 5 average rating, 23 reviews

Seagull studio with pool on the beach,Vasilika

ΝατασσαRating, 5 stars10 months ago
Το καλύτερο κατάλυμμα στο Ψαροπούλι ! Η κ. Λίνα ηταν πολύ φιλόξενη , διακριτική και ευγενική.Νιωσαμε σαν στο σπίτι μας! Περιποιημένος κηπος και πεντακάθαρη πισίνα. Είχαμε την παραλία ένα βήμα από το στούντιο, το οποίο είχε όλα τα απαραίτητα. Δεν μπορώ να παραλείψω τους πίνακες ζωγραφικής δημιουργίες της ίδιας της κ. Λίνας που κοσμούσαν το κατάλυμμα μας. Συγχαρητήρια κ . Λίνα και σας ευχαριστούμε πολύ για όλα.
A spacious villa is set amidst lush greenery, featuring a clear blue swimming pool. Sun loungers are arranged around the pool area, and the façade of the house presents large windows. The distant view reveals the blue sea and rolling hills under a clear sky.
Condo in Sporades

Villa Eva

EdRating, 5 stars34 months ago
What a wonderful stay! The house was great… everything is new and well-done. The location is perfect… just a couple km from Skopelos Town. It has everything you need for a fantastic vacation!
A panoramic view captures the sparkling sea and a well-maintained garden area with a swimming pool. The layout includes lounging areas, umbrellas, and greenery, creating a serene outdoor environment. The scene is complemented by clear blue skies and distant coastal features.
Condo in GR

Suite Lia / Iliahtida apartments & pool bar

Quick stats about vacation rentals with a pool in Skopelos

  • Total rentals

    60 properties

  • Nightly prices starting at

    $60 before taxes and fees

  • Total number of reviews

    660 reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

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