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Vacation rentals with a pool in Thessalia

Find and book unique homes with a pool on Airbnb

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Popular amenities for Thessalia rentals with a pool

House rentals with a pool

Superhost
An aerial view presents a rectangular swimming pool surrounded by a well-manicured lawn. Two sun loungers are positioned on one side, accompanied by large umbrellas for shade. Lush greenery and stone pathways frame the pool area, highlighting a serene outdoor setting.
Home in Leptokarya
4.81 out of 5 average rating, 43 reviews

By the coast of Olympus

Kosta Rating, 5 stars1 week ago
Όλα πολύ καλά!
Guest favorite
A private pool is set within a stone patio, surrounded by wooden loungers. Lush green hills and the sea are visible in the background, offering a serene view. The clear blue sky complements the tranquil atmosphere, inviting relaxation and outdoor enjoyment.
Home in Skopelos
5 out of 5 average rating, 14 reviews

Villa Nirvana

BrunoRating, 5 stars1 week ago
Nous sommes ravis de notre séjour à skopelos et en particulier de la villa où nous avons séjourné. Tout a fait conforme a la description, une situation privilégiée sans vis à vis, parfaitement entretenue. L accueil et le suivi de Manolis (et Chris) ont été parfaits (réactivité, gentillesse). Une voiture ou un scooter sont nécessaires compte tenu de la localisation un peu excentree, garante de tranquillité, en restant proche de la « ville ».
Superhost
A private swimming pool is surrounded by a stone patio, featuring several lounge chairs. Lush greenery and trees frame the area, providing a sense of seclusion. The textured stone walls of the villa can be seen in the background, contributing to the natural setting.
Home in Kriopighi
5 out of 5 average rating, 5 reviews

Forest Villa in Kriopigi

KarolineRating, 5 stars6 days ago
Incredibly beautiful and peaceful place with a very private feel to it. Feels like you’re in your own place far away in a forest but it’s just a quick walk into town. The host was also lovely and so helpful, highly recommend.
Guest favorite
The villa features a private pool surrounded by comfortable lounge chairs, with a shaded area provided by an umbrella. The stone pathway leads to the entrance, while lush greenery and hills create a serene backdrop.
Home in Sporades
4.92 out of 5 average rating, 53 reviews

Skopelos Panormos Lux Vila Geraki

CateRating, 5 stars1 week ago
We had a wonderful week at the villa. We jumped into the pool soon after arriving and felt so calm and relaxed in such a homely retreat, surrounded by olive trees and fruit trees in a beautifully tended garden. It was a delight to watch the fabulous swallows swooping by the pool. The beach is in walking distance, as are several beachside restaurants and a little supermarket. Staying in mid-June, the beach was not that busy, and my partner and I really enjoyed quiet early morning swims in the lovely deep water. We visited other bays and went into Skopelos Town during our stay and always felt very happy to return to Pamormos to Vila Geraki. Eva was very helpful in arranging a car hire for us before we arrived and advised helpfully on various travel queries and was so welcoming when we arrived. We felt well looked after and will remember our trip for years to come.
Superhost
A stone-exterior home is set amidst lush greenery, featuring a private pool surrounded by a spacious patio. Umbrellas provide shade over the lounging area, while a set of stairs leads to additional landscaping. Large glass doors open from the house to the pool area.
Home in Sporades
4.76 out of 5 average rating, 17 reviews

Villa Galazopetra

CharlotteRating, 5 stars9 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 :)
Top guest favorite
A refreshing pool is situated in the foreground, surrounded by a green lawn and a large tree providing shade. In the background, an inviting walkway leads to a stone patio area with a cozy structure. A trampoline is visible to the left, enhancing outdoor activities.
Home in Milina
5 out of 5 average rating, 18 reviews

The Pirates Lodge Milina - Chill-out in Strandnähe

AnneRating, 5 stars2 months ago
We hebben enorm genoten van ons verblijf bij Bibi. Het is een inspirerend ingericht huis met een grote prachtige tuin. Wil je opstaan met een vers geperst sinaasappelsapje uit de tuin? Dan moet je hier zijn. Bibi en haar man waren zeer betrokken bij ons verblijf en zorgen dat wij ons echt thuis voelden, zonder te veel aanwezig te zijn. Dit huisje is zeker een bezoek waard!
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 stars1 month 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, 13 reviews

Villa Driades Hilltop Residence

TomRating, 5 stars5 days ago
The villa was amazing, it was clean and well equipped. Manolis/ his team met us at the port and showed us the way to the villa when we arrived. Would definitely recommend.

Condo rentals with a pool

Guest favorite
Condo in Possidi
4.88 out of 5 average rating, 85 reviews

Country house with amazing sea view.

JoeRating, 5 stars1 week ago
We had an excellent stay in the area for a wedding. The host was very responsive with recommendations and her parents were generous enough to give us a ride to our wedding and even picked us up after! The hospitality shown to us was incredible with food and water for us on arrival and great help navigating the surrounding area to find the best spots to do our desired activities. They went above and beyond anything we could have expected from an Air BnB host!
A rectangular communal pool is surrounded by a paved area and greenery. Two metal ladders provide access to the water, which reflects the surrounding trees. Safety buoys are visible on the side, adding to the pool's inviting atmosphere.
Condo in Kallithea
4.71 out of 5 average rating, 14 reviews

Apartment with pool in Kallithea, Halkidiki

MariosRating, 5 stars10 months ago
Απίστευτη φιλοξενία. Το διαμέρισμα ήταν πεντακάθαρο με διαθέσιμες όλες της χρήσιμες οικοσυσκευές που χρειάζεται μία οικογένεια στην καθημερινότητά της . Ο κ. Θεόδωρος και η κ. Μαίρη ήταν πάντα πρόσχαροι και διαθέσιμοι στις ερωτήσεις που υπήρχαν. Ένας χώρος να νιώθεις σαν στο σπίτι σου, πολύ κοντά στο κέντρο της Καλλιθέας χωρίς να χρειάζεσαι να χρησιμοποιήσεις το αυτοκίνητο σου και μόλις ελάχιστα λεπτά μακρυά από τις πεντακάθαρες παραλίες. Εύχομαι όλα τα διαμερίσματα να παραδειγματιστούν από αυτό.
A dining area is set on a spacious patio, featuring a glass table surrounded by six chairs. Potted plants provide greenery, while a panoramic view of the sea and hills is visible in the background under clear blue skies.
Condo in Siviri
5 out of 5 average rating, 4 reviews

Magic holidays

ElenaRating, 5 stars82 months ago
We stayed in Alex's place for 7 days and the whole experience was just amazing. Firstly I want to thank Alex for being so helpful with changing the arriving date for us, with so short notice. The place is perfect if you want to relax and recharge your batteries: -big terrace with breathtaking view -clean pool amenities -lift to a privat wild beach -Close to shops, restaurants and bars Thank you again and we will definelly be back!
Guest favorite
A large swimming pool is framed by white sun umbrellas and lounge chairs, creating a refreshing atmosphere. The crystal-clear water reflects the sky, while the surrounding garden features several trees and shrubs. The villa is visible in the background, surrounded by a serene landscape.
Condo in Moles Kalives
4.97 out of 5 average rating, 32 reviews

Sea side apt with swimming pool & parking #1

VassilikiRating, 5 stars3 days ago
Der Aufenthalt bei Ioannis und seiner Familie war toll, sie sind sehr herzliche und freundliche Gastgeber, ich habe mich über meinen gesamten Aufenthalt sehr wohl gefühlt. Die Unterkunft entspricht genau der Beschreibung, der Innen als auch der Außenbereich sind top gepflegt, sauber und ordentlich, der Pool ist das Highlight, das Meer erreicht man in 5 Minuten zu Fuß. Die Gegend ist ruhig und nicht so überlaufen, somit ideal zum entspannen und relaxen, ich kann die Unterkunft zu 100 % weiterempfehlen, vielen lieben Dank für alles und bis zum nächsten Mal.
An outdoor terrace features a round table adorned with a floral tablecloth, surrounded by four white chairs with cushions. A vibrant potted plant and a charcoal grill are visible in the background, along with greenery that adds a natural touch to the setting.
Condo in Siviri
4.9 out of 5 average rating, 10 reviews

Πέτρα και πεύκο

GordanaRating, 5 stars10 months ago
We spent 10 days in the house and the experience exceeded our expectations, you will undoubtedly feel at home in this house. The whole complex is pleasant and quiet, and in the middle of August you can get away from crowds, noise and parking problems here. In the house you will find equipment that you even didn't know you needed. Charliaos' mother will see you off and welcome you warmly, and in between you will have complete privacy. Highly recommended
A private terrace is visible beyond lush green plants, featuring a small table and chairs set for outdoor relaxation. Delicate curtains frame the doorway, allowing a glimpse of the interior space through large glass doors.
Condo in Kallithea
4.78 out of 5 average rating, 9 reviews

Kallithea love paradise pool & garden

DominiqueRating, 5 stars8 months ago
The place looked exactly like in the pictures and was very clean and tidy. Communication was very easy and fast. The kitchen had all the typical appliances but was a bit small to prepare larger meals so made great use of the restaurants close by.
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 stars11 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.

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