
Holiday rentals with a pool in South Aegean
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Top-rated rentals with a pool in South Aegean
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Apanema Cavehouse by Otium Villas Santorini
Luxury Cave Villa in Oia | Private Jacuzzi | Caldera Views Experience a refined luxury retreat designed for space and serenity. Perched high on the Oia cliffs, this authentic cavehouse offers an airy, elevated perspective of the Caldera and Aegean Sea. Highlights: Ultimate Privacy: Unobstructed views from your private veranda. Leisure: Custom heated Jacuzzi & stylish lounge area. The Space: King-size master bedroom, spacious living area, and kitchenette. Historic charm meets modern calm.
4.92 out of 5 average rating, 243 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.
4.99 out of 5 average rating, 176 reviews
Martynou View Villas
Martynou View villas 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 from the best beaches of the island. This is an ideal choice for couples. The property offers a spacious living room with kitchen, bathroom,double bed,air condition,coffee machine,TV,fridge,Wi-fi, soundtrack,private parking and a lovely balcony with private heated jacuzzi and stunning sea view!
4.97 out of 5 average rating, 154 reviews
Villa w/Private Pool & Sea View, 400 to the beach
💖 Why Guests Love Kokomo Thea • Private Pool Paradise: Seaview private pool with outdoor shower and sun-soaked lounging space. • Prime Coastal Location: Just 600m from beautiful Lygaria Beach with calm turquoise waters and easy access to the Aegean Sea. • Seamless Connectivity & Entertainment: Fast 75Mbps WiFi and Cosmote TV on a 50’’ HDTV. • Modern Comforts: Built in 2020 with a King Size bed, fully equipped kitchen with Nespresso machine, and a BQ for relaxed private evenings.
5.0 out of 5 average rating, 112 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. Breakfast (Greek natural products) is provided with extra cost of 15 euro per person per day.
5.0 out of 5 average rating, 234 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, and the Ferry Port at approximately 23 km.
4.98 out of 5 average rating, 241 reviews
Krios Luxury Suites ~ Gold
Loads of love and effort for this particular house.This is the second house that we created in the complex. I think it’s my favorite comparing to our first one (Silver) which is right below, maybe because it’s blue! Just a breath away from the beaches of Krios & Marchello, with an amazing view and unique sunsets. The house is located in Krios area which is close to town (Parikia) but far away from the hustle of the town. Here you will find your piece and calmness!
4.99 out of 5 average rating, 102 reviews
Valeria's House
Traditional Cycladic cave - villa made of wood and stone. Panoramic view of Adamas and the port. Large openings allow light to pass unhindered into the space and act as a tableau vivant on the theme of the natural environment. At 40 sq.m. of the interior are included: bedroom, fully equipped kitchen, living room and bathroom. The outdoor area has a swimming pool. Complete privacy, peace and quiet. Central location, 4 minutes from the port and 7 from the airport.
5.0 out of 5 average rating, 123 reviews
Canvas Villas by the sea
The Canva Villas consist of three villas located in Agia Pelagia, just a few meters away from the beach, offering stunning sea views. These modern villas features three floors and can accommodate up to 8 people, providing the perfect balance between relaxation and luxury. Indulge in the ultimate getaway experience with private pools at Canva Villas. They are an ideal choice for enjoying the endless blue and creating unforgettable moments with your loved ones.
4.97 out of 5 average rating, 119 reviews
Villa Katerina
Villa Katerina is a double floor house 62sq.At the first floor there is one living room with kitchen and two single beds .at the second floor there is one bedroom and one big bathroom.There is one big yard 100sq two balconies.The house has amazing sea view from all the floors .It can accommodate up to 4 persons.Also we have barque and hammock.The distance from the sea is 200 meters and the beaches is Placa beach Orkos beach and Mikrivigla Beach
4.81 out of 5 average rating, 183 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.
4.96 out of 5 average rating, 299 reviews
Serra | Caldera View Suite, Private Pool & Hot Tub
Perched above the Aegean, our newly built suites offer panoramic views across the entire Santorini Caldera—from the volcanic cliffs to Fira and Oia. Designed for refined Cycladic luxury, Serra combines modern comfort with authentic Greek hospitality. Relax on your terrace, unwind in your private pool, or soak in your heated jacuzzi while enjoying an elevated, unforgettable island stay.
4.95 out of 5 average rating, 166 reviewsPopular amenities for South Aegean rentals with a pool
House rentals with a pool

Beachfront Villa Cathrin in Plimmiri
5.0 out of 5 average rating, 108 reviews
D'Angelo Sunset Terrace by the windmills
4.98 out of 5 average rating, 152 reviews
Steliana's House _Top Floor with Private Jacuzzi
4.95 out of 5 average rating, 118 reviews
Unique Cycladic Dwelling | Peristeronas Fork House
4.98 out of 5 average rating, 158 reviews
Amaranthine Villa
4.89 out of 5 average rating, 100 reviews
Colors in Naousa
4.98 out of 5 average rating, 131 reviews
La Serena Residence & Farm with Heated Pool
5.0 out of 5 average rating, 106 reviews
STILVI SUITE
4.91 out of 5 average rating, 174 reviewsApartment rentals with a pool

Heleniko - Sea View Luxury Studio
4.98 out of 5 average rating, 145 reviews
Joe's Seafront Apartment
4.95 out of 5 average rating, 101 reviews
Village Christoulis Classic Suite
4.86 out of 5 average rating, 133 reviews
Cave House in Karterados Beach
4.83 out of 5 average rating, 177 reviews
VLIA Mykonos Cove | Private Pool Retreat
4.91 out of 5 average rating, 95 reviews
Luxury Beach Suite Kastraki Jacuzzi & Roof Terrace
4.98 out of 5 average rating, 52 reviews
Family Maisonette Sea-Sunset Suite Outdoor Jacuzzi
4.93 out of 5 average rating, 91 reviews
Luxury Apt. w/ Private Pool only 100m from Beach !
4.96 out of 5 average rating, 53 reviewsHome rentals with a private pool

Santorini Filoxenia Luxury villa
4.99 out of 5 average rating, 191 reviews
Rooftop Private Pool & Sea Views Near Town & Beach
4.99 out of 5 average rating, 227 reviews
Enjoy Nature & Quietness | Harmonia collection
4.98 out of 5 average rating, 171 reviews
Villa Niolos I, Elegant Villa with Souda Bay Views
4.97 out of 5 average rating, 39 reviews
Levantes Luxury Home - Nature Inspired, Pool & BBQ
4.95 out of 5 average rating, 37 reviews
Hector Villa in Plaka
5.0 out of 5 average rating, 12 reviews
16-Boutique Resort Serenity Studio / Pool /Terrace
4.92 out of 5 average rating, 76 reviews
Seaview villa private heated pool 800m from beach
5.0 out of 5 average rating, 15 reviewsDestinations to explore
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- Rentals with pools Greece
- Schoinoussa
- Plaka beach
- Aghia Anna beach
- Agios Georgios Beach
- Mykonos Town Hall
- Pollonia Beach
- Golden Beach, Paros
- Kimolos
- Nisí Síkinos
- Ornos Beach
- Santa Maria
- Mikri Vigla Beach
- Temple of Demeter
- Sarakíniko
- Hawaii Beach
- Alyko Beach
- Castle of Sifnos
- Kolympethres Beach
- Temple of Apollon, Portara
- Amoudi Bay
- Museum Of Prehistoric Thira
- Panagia Ekatontapyliani
- Apollonas Kouros
- Μουσείο Μαρμαροτεχνίας
- Things to do South Aegean
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- Things to do Greece
- Outdoors Greece
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