Vacation rentals with a pool in Aegean Sea

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Top-rated rentals with a pool in Aegean Sea

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Guest favorite

Cycladic home in Oia, Greece

4.95 out of 5 average rating, 292 reviews

Island blue, postcard perfect view & private pool

Traditional cave house located in the most famous location in Santorini Island with breathtaking postcard perfect views of the blue domed churches! 2 bedrooms, double beds 2 cave bathrooms. Outdoor heated pool with view! Next door to Santorini blue, Eternity & new home Serenity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities. Our other villas Santorini blue,Eternity,Serenity,Captains blue, Secret garden,Sailing & Sky blue

Jan 17 – 24

G$89,768 GYD per night

Guest favorite

Villa in Imerovigli, Santorini, Thira, Cyclades, Greece

4.98 out of 5 average rating, 105 reviews

Ventus Paradiso Villa, Outdoor Heated Plunge Pool

Our cave villa comes with sentimental value as it belonged to our grandmother. Dated back to 1920's brings a great heritage. The villa was totally renovated in 2015, transforming a traditional cave into a luxury residence following faithfully the unique cycladic architecture with exceptional modern esthetics. The villa consists of two bedrooms with ensuite bathrooms, a dining area and a small kitchenette. It features a heated plunge pool and an upper terrace with panoramic view over Caldera.

Jan 18 – 25

G$100,883 GYD per night

Guest favorite

Apartment in Mikonos, Greece

4.98 out of 5 average rating, 115 reviews

Sunset Villa w. Infinity Pool near Beach and Town

This new property stands at the top of the hill, overlooking Agios Giannis beach. It sleeps up to 4 guests. The outdoor area is very large and private The breathtaking infinity pool with sunbeds has an amazing view of the Aegean Sea and the island of Delos. While laying on the sunbeds, you have the feeling that the pool and the sea are one, as the sea starts where the pool ends and it provides the most amazing sunset views you will ever see in your life Read the Reviews for more information

Sep 4 – 11

G$130,027 GYD per night

Guest favorite

Guest suite in Oía, Greece

4.98 out of 5 average rating, 148 reviews

Suite with Outdoor Plunge Pool & Blue Domes View

Located in the very heart of Oia, at a secluded position on the famous caldera of Santorini, Oia Spirit is a stylish complex of 8 stand-alone traditional cave houses, with access to a shared cave pool. This suite additionally features a private outdoor plunge pool. The view from its terrace is stunning, featuring the caldera and the two iconic blue domes of Oia. Santorini International Airport is about 17 km from Oia Spirit Boutique Residences, and the Ferry Port at approximately 23 km.

Nov 10 – 17

G$91,494 GYD per night

Guest favorite

Villa in Venio Daskalio

4.98 out of 5 average rating, 48 reviews

Forecastle

Our beautiful Villa is located in a hidden heaven mounted rock, which is covered by the sea as far as the human eye can see. The rough, authentic beauty of nature is beautifully linked to the superior design and luxury of the building. Our villa will be a pleasant surprise with its minimal design, in absolute respect to the simple lines of nature, with a view to the sun emerging from the mountains of Evia. A small staircase leads to a private rock beach with calming crystal clear waters.

Feb 5 – 12

G$123,172 GYD per night

Guest favorite

Cave in Santorini, Greece

4.99 out of 5 average rating, 253 reviews

Hector Luxury Cave

Hector Luxury Cave, carved into the unique caldera cliff for more than 250 years was totally renovated during 2016. It is located in the center of the old part of Oia village with breath-taking views over the Caldera cliffs The Hector Luxury Cave is one of the three family owned Cave listings in Oia Village! The three different listings one on top of the other: The Hector Cave House The Hector Luxury Cave The Hector Caldera Nest ΕΣΛ/Licence number: 1167K91000977901

Apr 3 – 10

G$158,274 GYD per night

Guest favorite

Cottage in Kythira, Greece

4.99 out of 5 average rating, 74 reviews

The Byzantine Chapel Kythira

The BYZANTINE CHAPEL COTTAGE is a truly romantic hideaway. Enjoy complete and total privacy with exceptional sea views and starry nights from your private terrace. LGBTQ+ friendly, clothing optional, and secluded; the chapel is self-contained: comprising a lounge, equipped kitchen (+espresso machine); Shower/WC suite and a mezzanine bedroom. It has its own private access. Experience a perfect night's sleep, wrapped in luxurious bedlinen on a good quality mattress.

Mar 19 – 26

G$26,863 GYD per night

Guest favorite

Home in Míkonos, Greece

4.92 out of 5 average rating, 106 reviews

Mykonos Perla Town House- Pool & Parking, Serviced

Renovated in 2023 and supremely located on a small hilltop, over the town’s sea-front square, the town house offers the luxury of being less than a minute’s walk away from the center of Mykonos, yet enjoying the benefits of privacy, of a shared pool and of private parking. House cleaning is every 3 days and every two days during July & August. The compound is designed by the most celebrated and internationally recognized architect in Greece. Area = 75m2.

Sep 11 – 18

G$116,201 GYD per night

Guest favorite

Cave in Thira, Greece

5.0 out of 5 average rating, 67 reviews

Cave Villa With Heated Plunge Pool & Caldera View

A traditional cave villa with modern touches that can accomodate up to four people with spacious veranda and breathtaking caldera views. Lathouri Cave Villa is perched on the famous caldera cliffside overlooking the Aegean sea and the two volcanic islands Palia and Nea Kameni. The traditional cycladic architecture along with the unique scenery makes it the perfect choice for those who want to enjoy a relaxing vacation in the lap of luxury.

Oct 31 – Nov 7

G$87,567 GYD per night

Guest favorite

Place to stay in Vothonas, Greece

4.96 out of 5 average rating, 188 reviews

Mystagoge Retreat with subterranean pool/jacuzzi

Mystagoge Retreat is a unique traditional house, which can accommodate up to two people. A private heated indoor cave pool with jacuzzi will be waiting for you to offer a mystic experience. A light breakfast basket with rusks, jam, honey, tea coffee, milk and butter. Amenities included are WI-FI, air-conditioning, in all areas of house, free parking, sun filled traditional yard with sunbeds, dining area and shared BBQ.

Apr 24 – May 1

G$128,122 GYD per night

Guest favorite

Villa in Urla, Turkey

5.0 out of 5 average rating, 29 reviews

Villa where you will find your heart surrounded by nature

Come and experience this peaceful experience with your friends or family in a free Aegean villa nestled in nature with fruit trees on 12 acres of land in Urla Kekliktepe. To make your beautiful moments more enjoyable, you can go to the center of Urla at a moment and have a pleasant time. You can visit popular spots, vineyards, seaside and chat in the peaceful atmosphere of your home in nature again.

Jan 7 – 14

G$103,517 GYD per night

Guest favorite

Villa in Mahallesi Paşalimanı, Çeşme, Turkey

4.98 out of 5 average rating, 48 reviews

Ardic Villa

A peaceful villa in Ardic, one of the reputable areas of Çeşme, surrounded on three sides by green area, intertwined with nature, with partial sea views. 3.60 ceiling height a private pool that only you will use. Large stone fireplace with top top and 3 sides covered by the pool teak and oak furniture. gorgeous landscaping

Dec 25 – Jan 1

G$10,080 GYD per night