
Holiday rentals with a pool in Aegean
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Top-rated rentals with a pool in Aegean
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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
FamilyLocationWi-Fi
4.95 out of 5 average rating, 415 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.
LocationFamilyLayout
4.99 out of 5 average rating, 176 reviews
Infinity Pool • Luxury Villa • Sea View
Enjoy breathtaking sunsets and panoramic views of the Caldera, volcano and Aegean Sea from your private pool and terrace. Located in Pyrgos, Vista Dall Alto combines privacy, comfort and easy access to every corner of Santorini. The villa features 2 comfortable bedrooms, 2 modern bathrooms, a fully equipped kitchen and spacious indoor and outdoor living areas. Enjoy complimentary breakfast delivery and daily housekeeping while relaxing by your private pool and enjoying sunset views.
FamilyValueView
4.96 out of 5 average rating, 206 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!
LocationValuePool
4.97 out of 5 average rating, 153 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.
ValueLocationCleanliness
5.0 out of 5 average rating, 112 reviews
Revelis Canava
Revelis Canava is a beautiful cave style villa situated right in the center of Fira but still away from the crowed spots. In a spacious and cozy environment you will be able to relax and enjoy the island of Santorini. The terrace, with the lounge area and the heated mini pool, is the ideal spot to watch the spectacular view that the Caldera offers, fantastic sunset colors and relaxing scenery. The second bedroom which is a cave bed as well as the pool are ideal for children.
LocationValueDecor
4.99 out of 5 average rating, 114 reviews
Naxea Villas II
An ethereal 3-bedroom villa, shinning up Orkos’ scenic hillside, with a private pool, a breathtaking sunset view, and hand-picked boheme stylistic hues. Thanks to their prime location, Naxea Villas wondrously combine the calmness of the Aegean with the refreshing power of the island's mountainous scenery, offering a magical destination for families, couples, groups and digital nomads, and an opportunity to experience Naxos at the epitome of comfort, luxury, and authenticity..
LocationFamilyParking
4.96 out of 5 average rating, 109 reviews
Suite with 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. Right out of a post card between the two iconic blue domes of Oia. This suite has a private terrace with astonishing panoramic view to the caldera and the blue domes. Santorini International Airport is about 17 km from Oia Spirit, and the Ferry Port at approximately 23 km.
FamilyValueNearby
4.99 out of 5 average rating, 236 reviews
Infinity Private Pool 500m from Beach & MykonoTown
5 Min walk to Ornos Beach and 10 Min drive to Mykonos Town Stunning two bedroom property with a private pool and breathtaking sea views of Ornos bay Just a few steps away from the beach and Ornos town where you can find a plethora of restaurants, supermarkets, bakeries and beach bars This property was created with guests comfort in mind, and decorated with the timeless modern Cycladic design, providing you with a relaxing getaway for friends, families or a pair of couples
LocationValuePool
4.95 out of 5 average rating, 232 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.
FamilyValueCheck-in
4.96 out of 5 average rating, 298 reviews
Mykonos Divino 1 bd Sea View Villa - private pool
Mykonos Divino is a brand new complex ideally located at the peak of the hill "Agia-Sofia", above of the New Port of Mykonos and just 3km away from Mykonos town (Chora). Due to this location, offers panoramic and breathtaking views of Mykonos town, New port and the endless blue of Aegean Sea and some Cyclades Islands including the ancient sacred Island of Delos. All the villas in our complex have private swimming pools.
FamilyLocationTV
4.99 out of 5 average rating, 269 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!
ValueLocationHiking
4.99 out of 5 average rating, 212 reviewsPopular amenities for Aegean rentals with a pool
House rentals with a pool

Beachfront Villa Cathrin in Plimmiri
LocationFamilyAccess
5.0 out of 5 average rating, 108 reviews
Krios Luxury Suites ~ Gold
LocationValueTV
4.99 out of 5 average rating, 102 reviews
La Serena Residence & Farm with Heated Pool
LocationFamilyBeach
5.0 out of 5 average rating, 106 reviews
D'Angelo Sunset Terrace by the windmills
ValueLocationLong stay
4.98 out of 5 average rating, 152 reviews
View for 2
ValueLocationAir conditioning
4.97 out of 5 average rating, 147 reviews
Unique Cycladic Dwelling | Peristeronas Fork House
FamilyValueAmenities
4.98 out of 5 average rating, 158 reviews
Colors in Naousa
FamilyLocationCheckout
4.98 out of 5 average rating, 131 reviews
White Villa Milos
LocationFamilyPool
4.9 out of 5 average rating, 112 reviewsCondo rentals with a pool

Heleniko - Sea View Luxury Studio
ValueFamilyView
4.98 out of 5 average rating, 145 reviews
Design Suite A - sea view, sharing pool, Bar, Gym
FamilyLocationCheckout
4.84 out of 5 average rating, 135 reviews
Joe's Seafront Apartment
FamilyLocationIndoor spaces
4.95 out of 5 average rating, 100 reviews
Village Christoulis Classic Suite
ValueLocationWi-Fi
4.86 out of 5 average rating, 133 reviews
Cave House in Karterados Beach
LocationValueWalkability
4.83 out of 5 average rating, 177 reviews
Paradisia Villas-Navy Blue 2 bd Villa/Private Pool
LocationFamilyCondition
4.94 out of 5 average rating, 47 reviews
VLIA Mykonos Cove | Private Pool Retreat
LocationFamilyLaundry
4.91 out of 5 average rating, 95 reviews
Luxury Apt. w/ Private Pool only 100m from Beach !
LocationFamilyHospitality
4.96 out of 5 average rating, 53 reviewsHome rentals with a private pool

Santorini Filoxenia Luxury villa
ValueLocationView
4.99 out of 5 average rating, 190 reviews
Enjoy Nature & Quietness | Harmonia collection
LocationValueBeach
4.98 out of 5 average rating, 171 reviews
Villa Niolos I, Elegant Villa with Souda Bay Views
FamilyLocationAmenities
4.97 out of 5 average rating, 39 reviews
Superior Eolia Villa
LocationFamilyWi-Fi
5.0 out of 5 average rating, 4 reviews
Wave Villa
LocationFamilyQuiet
5.0 out of 5 average rating, 4 reviews
16-Boutique Resort Serenity Studio / Pool /Terrace
LocationFamilyHospitality
4.92 out of 5 average rating, 76 reviews
Hector Villa in Plaka
LocationFamilyLayout
5.0 out of 5 average rating, 12 reviews
Lily's Cottage, sea view villa with private pool!
LocationFamilyWi-Fi
5.0 out of 5 average rating, 46 reviewsDestinations to explore
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