Vacation rentals with a pool in Cyclades

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Cyclades

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Serviced apartment in Plintri

4.99 out of 5 average rating, 116 reviews

Seaview suite/private pool/Mykonos/amallinisuites

39m² luxurious suite and 30m² dining patio with private swimming pool, hot tub spa for 3, magnificent seaview, large furnished outdoor area around pool. 1 bedroom, living room, fully equipped kitchen. Bedroom features a queen size bed with anatomic mattress.Living room features a large sofa and cushions filled with goose feathers, can accommodate a child or 1 adult. SMART SAMSUNG TV 55" and free NETFLIX. Bluetooth HiFi sound system. 5 stars Relaxing and Prestigious accommodation with privacy!

Guest favorite

Guest suite in Oía

4.98 out of 5 average rating, 174 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.

Guest favorite

Cycladic home in Megalochori

4.98 out of 5 average rating, 123 reviews

Ambeli Sunset Villa/private heated pool

Ambeli sunset villa's unique allocation provides the famous sunset view at the caldera avoiding the overcrowding of the famous cities of Santorini. Trying to provide 5 stars services for our guests, we serve breakfast daily privately inside the villa (included in the rate) as well as the daily cleaning service Additionally, as no facilities are public, Guests are experiencing the use of the pool in maximum privacy while the view from the terrace promises romantic and memorable sunsets.

Guest favorite

Cycladic home in Oia

4.98 out of 5 average rating, 240 reviews

Santorini blue, caldera views, private pool

Traditional Santorini cave house with famous blue dome churches, postcard perfect caldera views in the heart of Oia. next to main path.. Private plunge heated pool with panoramic views. Next to Island blue, Serenity &Eternity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities Other villas : Island blue, Eternity,Serenity,Captains blue, Secret garden, Sailing &Sky blue Flexible on pandemic related cancellations!

Guest favorite

Cycladic home in Imerovigli

4.96 out of 5 average rating, 226 reviews

Sea Horizon

The time has come for me to make my own paradise available to you. Sea Horizon is the new ideal getaway for romantic holidays. Unique seaview, breathtaking sunrises! Reflecting the traditional Cycladic architecture, the villa provides the utmost in privacy and comfort. Feel like home and relax in the private swimming pool! Welcome basket with fruits and wine! We love making our guests happy! Celebrate your special occasion with us and enjoy a complimentary cake!

Guest favorite

Cave in Santorini

4.96 out of 5 average rating, 345 reviews

Hector Cave House

Hector Cave House, carved into the unique caldera cliff for more than 250 years, was originally used as a wine cellar. Then it became a family owned complex of three different properties that opened its doors to share its unique character to travelers from around the world. 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

Guest favorite

Cycladic home in Akrotiri

5 out of 5 average rating, 178 reviews

Akrorama - Anemos , private pool

Anemos suite is located in Akrotiri overlooking the caldera and the volcanic islands . It is a suite with Private, Infinity heated Cave style plunge pool with Jet system and private patio. There is a king size bed that can accommodate two person. Daily breakfast is included and served in your suite . There is a cleaning service included. Inform us about your arrival details in advance , we can arrange a taxi/transfer for you.

Guest favorite

Place to stay in Vothonas

4.95 out of 5 average rating, 229 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.

Guest favorite

Cave in Thira

4.98 out of 5 average rating, 102 reviews

Villa Cloud, Heated private pool, Caldera view

This exceptional villa is 75 Sq.m, originally built inside volcanic soil has now been reconstructed with a luxurious contemporary futuristic twist. This unique property with its innovative space and surreal construction is embodied with sound motion and visual essence. The villa comprises of a fully equipped kitchen and dining/lounge area which overlooks an intoxicating volcanic view, and peaceful mesmerising sea view.

Guest favorite

Cycladic home in Oia

4.99 out of 5 average rating, 166 reviews

By the Mill, Caldera, Oia

100 sq meters of traditional cave house - 3 bedrooms and 3 bathrooms, spread over 3 levels of 100 square meters of private terraces and private plunge pool. At Oia's heart - incredible volcano, caldera & sunset views all year round. Easy access, and remarkable privacy, as well as daily housekeeping and plunge pool maintenance.... By the Mill is your dream Santorini home!

Guest favorite

Cycladic home in Pyrgos Kallistis

4.96 out of 5 average rating, 251 reviews

Santorini Mayia Cave House with Private Cave Pool

Discover the real Santorini, beyond the crowded touristic routes. Mayia Cave House is a renovated 19th century traditional cycladic cave house in the quiet medieval village of Pyrgos. Offers all modern amenities, a spectacular private large warmed cave pool, a private hot tub in the terrace and incredible views over Santorini, including the famous sunset.

Guest favorite

Cycladic home in Οία, Σαντορίνη

4.9 out of 5 average rating, 155 reviews

Michelangelo Beach Villa with Sea View

Michelangelo Beach Villa is a perfect getaway destination for those seeking contact with nature and peace of mind. The villa is decorated in respect to the island's tradition, in pastel colors so our guests can take in as much of nature's and sea's beauty as they can. The fresh water hydromassage is not operating during December, January and February.