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Vacation rentals with a pool in Santorini caldera

Find and book unique homes with a pool on Airbnb

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Popular amenities for Santorini caldera rentals with a pool

House rentals with a pool

Guest favorite
A private terrace is showcased with a refreshing whirlpool and lounge chair. Bright yellow accents frame the glass doors, which offer views of the tranquil surroundings. The clear blue sky and trees are visible in the background, enhancing the outdoor space's openness.
Home in Kamari
4.98 out of 5 average rating, 50 reviews

New Earth Home-View & Outdoor Refreshing Whirlpool

MuraliRating, 5 stars1 month ago
The space is amazing and great for the cost. The host is super responsive and always gave great recommendations for all the questions we had. Would definitely recommend :)
Superhost
A private pool is set within a sunlit terrace, offering panoramic views of the sea. The pool's clear water reflects the blue sky, while white-washed walls create a serene atmosphere. Relaxing lounge chairs are positioned nearby, inviting relaxation against the scenic backdrop.
Home in Θήρα
4.9 out of 5 average rating, 155 reviews

STILVI SUITE

PeterRating, 5 stars2 weeks ago
Our stay at Stilvi Suite was fantastic-very clean and well maintained. It was located on a path which made it easy to get anywhere we wished. Georgia was the perfect host, answering many questions we had and calming the media hyped concerns on area seismic activity. She made efforts to check-in with us and was so accommodating. Her recommendations were very helpful (transportation, restaurants and sailing adventure) and her candid feedback was appreciated. Beautiful sunset and relaxing in/by the pool was a plus!
Top guest favorite
An aerial view reveals a tranquil swimming pool surrounded by a tiled patio. Nearby, a table is set for dining, accompanied by six chairs. Two sun loungers are positioned adjacent to the pool, creating a serene outdoor space.
Home in Emporio
5 out of 5 average rating, 10 reviews

Sugarwhite Suite with not Heated Private Pool 1

EliotRating, 5 stars1 month ago
No complaints, it was great from start to finish. Eleni and Nina are very responsive, pleasant and always attentive. The accommodation was impeccable, good location, clean… Frankly it's nice to travel in such conditions. We had breakfast included every morning, with something new every day! I would recommend this place without so much as a second thought and we thank Eleni and Nina for their hospitality, kindness and caring, thank you for everything!
Guest favorite
An outdoor area is depicted featuring a cozy daybed with soft cushions adjacent to a private Jacuzzi. A stone wall provides privacy, while a wooden pergola offers shade. A clear blue sky enhances the serene atmosphere of this relaxing space.
Home in Megalochori
5 out of 5 average rating, 11 reviews

LyMaRou Collection Suite 6, Pool & Private Hot Tub

BenedikteRating, 5 stars6 days ago
Great place, excellent pool, and tier own little courtyard with a hot tub .. Megalohori is the cutest village, full of little restaurants etc, cafes, and not overrun by tourists, super quaint <3
Top guest favorite
An infinity pool stretches seamlessly towards the horizon, surrounded by a clear blue sky with fluffy clouds. The shimmering water reflects the scenic landscape, offering views of the nearby villages and coastline of Santorini.
Home in Pyrgos Kallistis
4.96 out of 5 average rating, 127 reviews

AROMA CAVAS Suite with caldera view

KathRating, 5 stars2 days ago
We chose Nikos’s fabulous apartment , as it was in Pyrgos a authentic Greek village only twenty minutes from Fira . It was the best possible choice , beautiful views , we got a stellar sunsets and the nearby restaurants were superb. The apartment is very spacious, comfortable beds and pool was a lovely touch too, on a warm day. The wine from Nikos’s grandpa was delicious. All great standouts ,the biggest takeaway is the passion Nikos has for home ,family and culture . A excellent host who wants his guests to appreciate all the wonderful things Santorini has to offer. We loved our time in Pyrgos and more than highly recommend this apartment , it’s great value and absolutely brilliant ! Thanks Nikos we wish you well in all your future endeavours.
Superhost
Home in Panagia Kalou
4.76 out of 5 average rating, 21 reviews

Santorini's Rising Sun Private Villa

BillRating, 5 stars10 months ago
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!
Top guest favorite
An outdoor area features a sleek infinity pool that blends seamlessly with the horizon. Nearby, a shaded seating area with a thatched umbrella is complemented by colorful cushions. The calm sea and anchored boats create a serene backdrop.
Home in Santorini
4.95 out of 5 average rating, 20 reviews

Le Grand Blue Villa with Private Pool & Sea View

ArdenRating, 5 stars2 weeks ago
Everything was absolutely perfect! The people in Akrotiri were so warm and welcoming! I would recommend staying here over Fira or Oia any time! Just gorgeous!! John was the best and always available anytime of the day. I can't say enough wonderful things about this beautiful home??
Top guest favorite
A terrace features a plunge pool surrounded by tiled surfaces. A suspended chair adds a relaxing touch, with potted flowers bringing a hint of color. The view includes clear blue skies and a glimpse of distant buildings, enhancing the outdoor ambiance.
Home in Mesaria
4.95 out of 5 average rating, 170 reviews

Villa Helena Santorini- Private Plunge Pool & BBQ

AnnaRating, 5 stars2 days ago
This is one of the nicest places I have stayed at! There were 3 of us and plenty of extra room. It was very clean and the outside pool was amazing. It is a little bit of a walk to the public transportation but very worth it to stay here! Elena was very helpful when communicating with us when it came to transportation and how certain things work.

Condo rentals with a pool

The outdoor area features a tranquil swimming pool surrounded by lounge chairs under soft lighting, creating a relaxed ambiance. The building presents a mix of traditional architecture and modern design, with multiple windows reflecting the evening light.
Condo in Fira
4.67 out of 5 average rating, 3 reviews

Akrotiri Santorini Two bedroom apartment & pool

GaryRating, 5 stars23 months ago
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.
Superhost
A serene plunge pool is featured in the foreground, with crystal clear water reflecting the sky. A minimalist white structure with red accents is situated nearby, overlooking a vast expanse of blue ocean and distant land.
Condo in Tholos
4.59 out of 5 average rating, 22 reviews

Superior Suite with Plunge Pool @Aplada Suites

OliverRating, 5 stars11 months ago
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.
Guest favorite
A serene view of the swimming pool surrounded by lush greenery and vibrant flowers. The pool's blue water reflects the clear sky, while pomegranate and citrus trees frame the area, creating an inviting outdoor space for relaxation.
Condo in Fira
4.9 out of 5 average rating, 121 reviews

Garden Aprtmnt 2p, Karterados Beach

ColyneRating, 5 stars9 months ago
Thanks to Helen, who prepared water and snacks for us because we were arriving late. Really available, very responsive. The place is clean and bigger than it looks in the pictures. Everything is great.
Guest favorite
A shared outdoor pool area is surrounded by comfortable sunbeds and umbrellas, providing ample space for relaxation. The crystal-clear water reflects the blue sky, while lush greenery and blooming flower beds add natural beauty to the setting.
Condo in Oia
4.9 out of 5 average rating, 60 reviews

Junior Suite Hot Tub Garden View "Baxedes"

AnnetteRating, 5 stars7 months ago
Beautiful three night stay at Apanomeria Boutique Residence with Soritis end of October 2024. Fantastic communication with Soritis, helpful information appreciated throughout our vacation, journey! Lovely surroundings, warm spa Pool and hot shower. Lovely clean homely Apartment. Plentiful places to sit and relax. Walking distance to Sunset, restaurants and bars. We hired a ATV and drove to beaches on other side of Santorini. Beautiful bakeries across the island! Big thank you to Soritis’s mama, the cake we were given was delicious 😋 🌷🌷 Thank you Soritis, we really enjoyed our stay! Enjoy the rest of your year!! Warm regards Annette & Brad (Australia)
Superhost
An inviting outdoor pool is surrounded by sun loungers and shaded by large umbrellas. A dining area with wooden seating is visible in the background, framed by a stone wall and natural scenery, creating a relaxing outdoor space.
Condo in Exo Gonia
4.91 out of 5 average rating, 175 reviews

Karpimo Suites, Samarina House

CaitlinRating, 5 stars2 weeks ago
We had a lovely stay here! Maria very welcoming and lovely host, the place was clean, comfortable and well kept. The pool was lovely too. I would bear in mind the location, it’s not very close to the main towns so a car is needed, luckily this was fine for us and we appreciated the peaceful nature of the spot. For the wine enthusiasts, there are a few vineyards within walking distance so it is also possible to enjoy this without having to drive. Overall a great place to stay :)
Superhost
An infinity pool extends towards the horizon, where the deep blue sea meets the sky. A vibrant yellow drink rests on the ledge beside the pool, reflecting the serene atmosphere of the surroundings.
Condo in Fira
5 out of 5 average rating, 3 reviews

Blue Apartment Eos Villa Imerovigli

MarcRating, 5 stars118 months ago
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.
An indoor swimming pool with shimmering turquoise water flows through a cave-styled design. Soft light filters through an archway at the far end, creating an ethereal atmosphere. The surrounding walls exhibit smooth, neutral tones, enhancing the tranquil setting.
Condo in Fira
4.43 out of 5 average rating, 7 reviews

Offer!!! Cave Pool Villa

SarahRating, 5 stars33 months ago
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!
An outdoor terrace features a private plunge pool surrounded by a sunshade and several lounge chairs. Lush greenery provides privacy, while a distant view of the ocean is visible beyond the pool area, creating a serene outdoor setting.
Condo in Kamari

Suite G 7

LynnRating, 5 stars8 months ago
Airbnb was exactly as photos. Very authentic Greek type home. Host was extremely helpful and even arranged transportation for our group. Breakfast was included and quite good ! Would not hesitate to return when in Santori

Home rentals with a private pool

Luxe
A modern kitchenette features sleek cabinetry and a minimalist design. Natural light flows through glass doors leading to a terrace with views of the pool. A wooden dining table is set with a bowl of fruit and a glass of juice, complemented by two black stools.
Villa in Santorini
5 out of 5 average rating, 18 reviews

Eolia Senior Villa

TaylorRating, 5 stars1 month ago
This place was amazing. They were able to accommodate a flexible check in and check out process. They were able to help coordinate some day of things for us and they had many recommendations. Would definitely stay here again, and was by far the best place we stayed at during our Greece trip!
Top guest favorite
The villa showcases a private pool in vibrant turquoise, surrounded by comfortable sun loungers and chic seating areas. The whitewashed structure features a covered terrace that offers shade. Lush greenery and decorative accents enhance the tranquil environment.
Cycladic home in Kamari
4.99 out of 5 average rating, 165 reviews

Santoxenia luxury Villa

MatthewRating, 5 stars4 days ago
This place is located in a more secluded neighborhood surrounded by locals just a short walk from Kamari beach. It’s a nice break from the crowded tourism of Oia and Fira. Kamari beach itself is beautiful and surrounded by shops and restaurants. It’s the perfect base camp for an ATV/buggy excursion. The house is very close to the airport and you will see and hear the planes land and takeoff, but it’s not a distraction and honestly pretty neat. The hospitality and friendliness of the hosts is second to none. They provided incredible breakfast spreads each morning and turndown service while we were out exploring. Set your expectations, as the views of the ocean are limited from the house, but this place is a real gem and I highly recommend it.
Guest favorite
An entrance view reveals a bright outdoor terrace adorned with vibrant bougainvillea flowers. The space features a seating area with a gray bench and a clear pathway leading to the rest of the grounds, highlighted by sunny weather and blue skies.
Cycladic home in Megalochori
5 out of 5 average rating, 28 reviews

Traditional House "Erini" with pool

ValérieRating, 5 stars1 month ago
Amazing house! Everything is great! Very neat decoration and layout. Everything is great! It's beautiful! The views are breathtaking. The village is very nice and it's easy to escape to visit different parts of the island. And what a welcome! Mark being nearby welcomes us in person with very good recommendations and a lot of information about local life. It was really interesting to be able to connect with Mark. Thanks again for everything!
Luxe
A serene outdoor space features a bright blue pool beside a shaded seating area. Neutral-toned furniture is arranged for relaxation against a backdrop of a stony wall and lush greenery. The view opens up to the ocean and clear sky, enhancing the tranquil setting.
Villa in Exo Gonia

Eolia Superior Villa

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