Vacation rentals with a pool in Mesaria
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Top-rated rentals with a pool in Mesaria
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Mesaria rentals with a pool
House rentals with a pool
Home in Oia
4.92 out of 5 average rating, 60 reviewsChrista's home
We had the most incredible stay at Christa’s home. We couldn’t believe how lucky we were to find this gem! Christa was a wonderful host, the location is just 2 minutes from the centre of everything yet it’s so peaceful, there is a shop and taxi rank at the end of the drive, the apartment was clean and perfect. The animals we felt really made the experience, they would greet us every morning and we loved getting to know their individual personalities. We found it difficult saying goodbye to them all! Christa very kindly arranged the airport transfers for us, sent us recommendations and informed us of a firework event that was happening in Fira. We also watched some beautiful sunrises and sunsets from the garden. Personally we think this is a better option than staying in the centre as some of the hotels are rather overlooked, whereas this offers a peaceful, secluded retreat but at the same time you get to experience beautiful Oia! We 100% recommend staying, it’s a very special place!
Home in Emporio
4.87 out of 5 average rating, 154 reviewsLatipi House
Eleftheria was so helpful, our flight was delayed and he wait to check us in. Personally I think the place looks better in real life. We rented a car and there was free parking outside sometimes was busy but just a short walk. It’s on the other side of town but nice to be away from the crowds. There is a couple restaurants and supermarket within walking distance so you can always get things. It was perfect and would definitely stay again. Phe from London.
Home in Karterádos
4.91 out of 5 average rating, 64 reviewsTriple garden view(3)
Staying at this place was a fantastic experience. The host arranged transport from the port for us, assisted with renting an ATV, and provided great recommendations on the best places to visit in Santorini. Communication was excellent, and I highly recommend this residence!
Home in Mesa Katikies, Thira
4.95 out of 5 average rating, 22 reviewsCally Cave House with Private Pool near Fira
Callaway Cave was a great facility. It is great for families or groups. It is private and in a quiet location but still close enough for a short walk to Fira (walk is uphill). The house allows for each group have private quarters but areas that you can all hang out together. Each cave house is unique and has a small kitchen and nice bathrooms. The pool area is also very nice. The host is extremely helpful and really helps to getting you around. He went out of his way to help our large group see Santorini. I would highly recommend this residence if staying at Santorini.
Home in Pirgos Kallistis
4.97 out of 5 average rating, 120 reviewsAROMA CAVAS Suite with caldera view
I can’t say enough about Nikos. He is by far the best host we ever had. From day one he was full of info about where to go, what to do and of course the nice restaurants. The place is very nice and clean. The pool is definitely a plus but the weather was a bit cold for swimming. Lastly the airport is a 10-minute ride away. Nikos please is a must if you are visiting Santorini. Thanks for everything and the going away present🙏
Home in Panagia Kalou
4.76 out of 5 average rating, 21 reviewsSantorini's Rising Sun Private Villa
The Villa is beautiful with lots of space. Very convenient to everything on the island. Host is great and would highly recommend if you’re looking for some privacy!
Home in Santorini
5 out of 5 average rating, 15 reviewsVilla Ersa @home by the sea
Beatrice welcomed us right by the house after she had already organized our rental car. During the entire stay, she was extremely nice and helpful also with other good tips. The accommodation is new, very tastefully decorated, well equipped, absolutely quiet, although only 5 minutes by car from the airport and wonderfully located about 100 mt from the beach. The travel time (last week of October) was perfect as pleasant temperatures, only a few tourists left, but most restaurants and cultural events still available. In short: highly recommended!
Home in Mesaria
4.95 out of 5 average rating, 163 reviewsVilla Helena Santorini- Private Plunge Pool & BBQ
Very quiet area, You must rent a four track or a car. Close to restaurants, shopping, and beaches
Condo rentals with a pool
Condo in Perissa
4.71 out of 5 average rating, 17 reviewsMaisonette 30 meters from Perissa Beach
Noud just had a great 9-day vacation. The accommodation is clean and well maintained by the service woman whom we thank. Air conditioning is functional. The pool is really great! sunny in the afternoon and shaded in the middle of the afternoon which is really a plus. Everything is within walking distance, and we even had private parking. The place is located right in the center of Perissa facing the sea. it's just great with children. The staff is very nice, the receptionists are always smiling, pleasant, and available to help us in our research. I really recommend this place. thank you again
Condo in Imerovigli
4.95 out of 5 average rating, 77 reviewsFamily Maisonette Sea-Sunset Suite Outdoor Jacuzzi
If you asked me what the worst part of staying here was, it would be that the shower is so big I had to walk across to grab my shampoo! So not a bad thing at all! I was in communication prior to our stay as it was going to be my mom’s birthday while we were there. Our host arranged a beautiful wine tour of the island and a private dinner at sunset, and a specialized cake, it was the best birthday I could provide for my mom! Speaking of sunset, forget staying in Oia, while I am sure it is beautiful, nothing can compare to the beauty and ease of the sunset at this location. One evening there were two other people that were close for sunset, and that was it. They also provide easy transports between Oia and Fira so you don’t have to worry about trying to walk when it gets too hot out. Oh, and let me tell you. The breakfast that is provided here is seriously the best! So many different breakfast options right to your room. This was definitely the best breakfasts we had while in Greece!
Condo in Thera
4.67 out of 5 average rating, 3 reviewsAkrotiri Santorini Two bedroom apartment & pool
Mr. Kostas reached out to us in plenty of time, set everything up from our transfers, rental cars, excursions, dinners, sunset cruise, etc. He MADE out trip and helped us experience everything we wanted to do in Santorini and maximized all of our available time. He is simply the best! We are forever grateful! for him! The villas we quiet and relaxing, food, drinks, service was top notch. All the staff were extremely helpful and kind. Vitali provided superb service, and he did a little of everything around there. On site breakfast was very good. But none would have been possible without Mr. Kostas, we cannot thank him enough.
Condo in Tholos
4.7 out of 5 average rating, 20 reviewsSuperior Suite with Plunge Pool @Aplada Suites
A wonderful place to stay! It strikes the perfect balance of seclusion and accessibility, being just a short walk from Oia. The plunge pool offers incredible views of the sea, making the experience truly exceptional. Yiannis was incredibly helpful, assisting with our bags from the car to the accommodation and again during checkout. Nothing was too much trouble for him! His excellent recommendations for restaurants and activities greatly enhanced our time on Santorini.
Condo in Thira
4.9 out of 5 average rating, 121 reviewsGarden Aprtmnt 2p, Karterados Beach
Thanks to Helen, who prepared water and snacks for us as we were arriving late. Really available, responds very quickly. The place is clean and bigger than it looks in the photos. It's all nonsense
Condo in Thira
5 out of 5 average rating, 3 reviewsBlue Apartment Eos Villa Imerovigli
George was a great host and made us feel welcome right from the start. He sorted out our airport transfers, ATV hire etc as soon as we asked and also had great recommendations for what bars, restaurants we should try. The accommodation and the pool were great and spotless when we arrived and throughout, so I would most definitely recommend staying at Eos Villas as it's the perfect location on the island between all the main areas you'd want to visit anyway.
Condo in Thira
4.43 out of 5 average rating, 7 reviewsOffer!!! Cave Pool Villa
We had an amazing stay at George’s place. The Villa was beautiful and close to everything. Staff was incredibly helpful and organized our activities/rides. We can’t wait to come back!
Home rentals with a private pool
Villa in Santorini
5 out of 5 average rating, 15 reviewsEolia Senior Villa
We absolutely loved our stay and couldn’t recommend it more! The house is so beautifully done, very clean and comfortable. There are so many little sun spots to relax in. Markos was so wonderful for our check in, he was at the house ready and waiting for us to walk through everything. We were gifted some iced tea, fruit & wine with the house which was greatly appreciated. Thank you so much for having us, we loved it.
Cycladic home in Kamari
4.99 out of 5 average rating, 161 reviewsSantoxenia luxury Villa
Oh goodness what an incredible island! And this villa was just beautiful. There was plenty of outdoor space and furniture for everyone. The bathrooms were stocked beautifully. We were not able to locate beach access and the airport is so nearby that the flight noise was a bit distracting; but the host family at this AirBnB was top notch. They had fresh fruit and juices in the refrigerator. They gave us a tour of the home and showed us all that we needed to know. We then gathered on the back patio and they provided welcome ice creams and water. The daily breakfasts were out of this world and truly some of the best meals we had on any of the 3 islands we visited. They provided every need and even went above and beyond. They truly made you feel welcome and even made us a goodbye cheesecake and gift. They truly take pride in their ability to provide a great experience and made you feel like family. My only wish would have been to have more time with the family
Cycladic home in Megalochori
5 out of 5 average rating, 27 reviewsLovingly Restored Traditional House "Erini"
We thoroughly enjoyed our stay! The house was beautiful in a nice quiet area with a great village with restaurants, shops and an unreal bakery nearby! There was a bus stop at the bakery to get you into Fira which is where you can connect to Oia and the airport/port if you don’t opt for a private transfer. The house was immaculate and prefect for the six of us! Mark was incredibly helpful and responsive which made our stay a breeze! Would highly recommend.
Quick stats about vacation rentals with a pool in Mesaria
Total rentals
80 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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