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Holiday rentals with a pool in Dodecanese Islands

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Top-rated rentals with a pool in Dodecanese Islands

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

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Guest favourite
A private heated mini pool is visible, reflecting the vibrant colors of the sunset. The surrounding area reveals a panoramic view of the village and coastline, with distant land formations softly illuminated in the fading light.
Villa in Pyrgos Kallistis
4.93 out of 5 average rating, 105 reviews

Martynou View Suite

Martynou View Suite is a private property, located in Santorini Pyrgos village.Just a few steps away from restaurants cafe and more shops.Only 10 minutes driving distance from central Fira and the best beaches.This is an ideal choice for couples or small families.Suite offers private parking,a spacious living room with a kitchen, bathroom,double bed,air condition,coffee machine, 2 smart TV,fridge(offer bread jam honey butter),Wi-fi, and a private heated mini pool(jacuzzi)with stunning sea views!

Guest favourite
An open-plan living area featuring textured stone walls and a high arched ceiling. A wooden dining table is surrounded by chairs, with a modern kitchen visible in the background. A cozy seating area offers comfortable sofas, while a small plunge pool is nestled in one corner.
Earthen home in Emporio
4.96 out of 5 average rating, 109 reviews

Canava Villas II - Private Pool - Santorini

Villa#2 comes in 2 level floors and accommodates up to 6 people. On the ground floor there is a master bedroom, bathroom, fully equipped kitchen, lounge and WC. The upper floor provides 4 single floor mattresses or 2 double ones & its own bathroom. Outdoor private pool with Jacuzzi, patio, dinning area and sun lounges! Welcome drinks, basket of seasonal products, Nespresso coffee, Concierge services, A/C, Netflix, daily housekeeping, laundry services and many more amenities are waiting for you!

Top Guest favourite
An outdoor space features two lounge chairs facing an infinity pool that overlooks the sea. Lush greenery surrounds the area, while a clear sky adds brightness to the scene. The pool reflects the serene blue of the water, creating a tranquil atmosphere.
Villa in Pyrgos Kallistis
4.99 out of 5 average rating, 116 reviews

Santorini Sky | Panoramic Villa *NEW*

SPECIAL 2025 RATES. BOOK NOW! As seen in Vanity Fair, Conde Nast Traveller and Architectural Digest, this amazing villa will take your breath away. With panoramic windows in every room, a large private terrace with infinity pool, and a separate heated jacuzzi, you can enjoy incredible sea views from sunrise to spectacular sunset. This is paradise! Includes complimentary access to our Sky Lounge, with breakfast pantry items and snacks throughout the day. Contact us today with any questions!

Top Guest favourite
A heated plunge pool is featured within a uniquely shaped archway, with clear blue water reflecting the sun. A stunning view over the ocean and distant islands is visible through the opening. Decorative cushions and a small table with refreshments enhance the inviting atmosphere.
Villa in Imerovigli
4.99 out of 5 average rating, 157 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.

Guest favourite
A private infinity pool reflects clear blue skies, bordered by a spacious terrace. Sun loungers are arranged nearby, offering a view of the mountains and the sea. The landscape features lush greenery and terraced hills, creating a serene outdoor atmosphere.
Cycladic home in Pyrgos Kallistis
4.95 out of 5 average rating, 244 reviews

Andromaches Villa with private pool

Μια πανέμορφη βίλα με παραδοσιακή και μοντέρνα αρχιτεκτονική, στο κέντρο του παραδοσιακού χωριού Πύργος Καλλιστής, με απόλυτη ιδιωτικότητα και ιδιωτικό χώρο στάθμευσης ακριβώς έξω από την βίλα. Μόλις 250μ από την κεντρική πλατεία του χωριού Πύργος, 5χλμ από τα Φηρά, 7χλμ από το διεθνές αεροδρόμιο της Σαντορίνης αεροδρόμιο και 5χλμ. από το λιμάνι. Ευρύχωρο υπνοδωμάτιο, καθιστικό, μπάνιο με ντους, wc, king size κρεβάτι, ιδιωτική βεράντα με καθιστικό και ιδιωτική πισίνα, με θέα στη θάλασσα.

Top Guest favourite
A bright and airy bedroom is presented with a spacious bed dressed in white linens. A straw basket rests on the floor, accompanied by a woven throw. Framed by open blue windows, greenery is visible outside, enhancing the natural light streaming into the room.
Earthen home in Agios Nikolaos,Ammoudara,Lasithi
4.97 out of 5 average rating, 187 reviews

The Nest

Pleasant accommodation in a residential complex. A renovated (2018) apartment drowned in a cretan garden full of olive trees, lemon trees, carob trees, cypresses, scents and bird ticks. A quite, bohemian, distinctive nest next to the sea for couples, families and even group of friends who seek the bliss of nature, 5 km from Agios Nikolaos.An attempt to overcome the dividing line between indoor and natural environments and reconcile the Greek tradition with modernism and comfort

Top Guest favourite
An outdoor dining area features a long table set with plates and glasses. A natural stone structure provides shade, adorned with decorative shells. In the background, the sun sets over the sea, casting a warm glow on the surrounding greenery.
Cycladic home in Imerovigli
4.96 out of 5 average rating, 251 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!

Top Guest favourite
The outdoor area features a private swimming pool with crystal-clear water, surrounded by sunbeds and lush landscaping. A shaded lounging area with an airy canopy provides a serene view of the surrounding vineyards, while the warm sunset creates a tranquil ambiance.
Villa in Fira
4.97 out of 5 average rating, 183 reviews

Ambeli Luxury Villa|Private Pool |HotTub&Breakfast

Ambeli Villa is situated in the region of Megalochori, with a total living space of 530sq.m. A newly anti-seismic constructed building covering all the official guidelines to maximize the security of our guests offers four gracious bedrooms and 4 bathrooms, which can accommodate up to 9 guests. The swimming pool and the outdoor heated Jacuzzi will offer you a sense of relaxation and wellness. "Homemade breakfast" and daily housekeeping are included at the price

Top Guest favourite
An arched window frames a serene view of the mountains and sea. A private heated jacuzzi and two light-colored bean bags are positioned on the terrace, complemented by potted plants. The natural light enhances the minimalist design of the outdoor space.
Apartment in Pyrgos Kallistis
5 out of 5 average rating, 212 reviews

Star Infinity Suite with private heated Jacuzzi.

Star Santorini Infinity Suites is brand new complex of 3 suites each one with private heated jacuzzi and one shared swimming pool. An exclusive location provides a marvelous seashore&mountain landscape. This Suite is with two bedrooms (one bedroom is loft style bedroom). Two bathrooms,one living area with kitchenette,two balconies,one private jacuzzi and one shared swimming pool.Greek breakfast (only from local fresh products) is served every morning.

Superhost
A private swimming pool is framed by sun loungers, offering a serene space for relaxation. A stone terrace features a shaded dining area, with stunning views of the sunset over the calm sea, creating a peaceful atmosphere.
Villa in Panagia Kalou
4.9 out of 5 average rating, 131 reviews

Abelomilos Luxury by The Sea

Abelomilos Luxurie by The Sea is a brand new, luxurious villa consisted of two elegantly decorated bedrooms, fully equipped kitchen, two bathrooms, and a tastefully decorated living room. It also has a private swimming pool where guests can relax overlooking the stunning view over the emerald waters of the Aegean Sea. It is an ideal choice for people with high aesthetics and those who want to enjoy their holidays in an environment of Quiet.

Top Guest favourite
A private indoor cave pool is set within a smooth, naturally formed alcove, with gentle lighting reflecting off the water’s surface. A staircase is visible in the background, leading to a brightly lit area, enhancing the cave's unique ambiance.
Place to stay in Vothonas
4.96 out of 5 average rating, 270 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 favourite
An upper balcony features a private hot tub alongside a jetted plunge pool, both overlooking a serene landscape. A panoramic view includes the sea and distant islands, with soft hues of twilight casting a tranquil ambiance.
Cave in Fira
4.95 out of 5 average rating, 113 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.

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