Waterfront vacation rentals in Aegean Sea

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Top-rated waterfront rentals in Aegean Sea

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Guest favorite

Cycladic home in Oia Santorini Cyclades

4.93 out of 5 average rating, 150 reviews

SantoriniParadise: HELIOS cave house, sunset view!

HELIOS Cave house is a spacey, well-lit home. In the heart of old Oia, it offers unobstructed view of Santorini's famous sunsets. 'SISTERHOOD of the traveling pants' was filmed just there! HELIOS private terrace is on top the cave house and it is exclusive for HELIOS guests. Jacuzzi for 3 persons is available on Tuesday, Thursday & Saturday, just 2 minutes away. Breakfast provisions: honey, butter, marmalade, sugar, milk, cereal, bread, cheese, ham, fruits, yoghurt, tea and 3 kinds of coffee.

Jan 21 – 28

G$128,720 GYD per night

Guest favorite

Cycladic home in Santorini

4.96 out of 5 average rating, 106 reviews

Yposkafo Suites - Villa - Santorini Firostefani

Villa "Yposkafo Suites" combines tradition, elegance and comfort. It's located in the front of the Caldera, in the most wonderful place of the island, almost next to the famously photographed church "Three Bells" of Fira, 7-8 minute walk from the center of Fira. It has a small semi-outdoors heated pool, with panoramic view, κing size beds, with new (2022) anatomical mattresses, and a big private porch, with an exquisite endless view of the famous volcano, the Aeggean sea and the sunset.

Oct 11 – 18

G$64,122 GYD per night

Guest favorite

Cave in Red beach

4.96 out of 5 average rating, 104 reviews

Cueva del Pescador

Enjoy two luxurious, newly-remodeled cave dwellings only two meters from the sea: Cueva de olas and Cueva del pescador! These gorgeous spaces are perfect for discerning honeymooners, couples, or anyone who wants to take a break from the real world -- and from the typical tourist traffic of Santorini. Cueva de olas was originally the residence of a local fisherman; Cueva del pescador was his boat-house. Traditional decor and outstanding hospitably complete this perfect, unique rentals!

Jul 13 – 20

G$59,329 GYD per night

Superhost

Cycladic home in Imerovigli

4.93 out of 5 average rating, 284 reviews

Pura Vida Cave House

When we acquired the Pura Vida Cave House it was a deserted Gem.. We immediately fell in love with the spot, on the top of a 300 meter cliff - nothing to block your sight but the end of the horizon. We put together a team to reconstruct it entirely, keeping the initial design of the house and blending it with modern touches and technology. The result is a Cycladic beauty, built into the rock, white as can be, to host a couple or a small family, in a fun and elegant environment!

Mar 4 – 11

G$87,509 GYD per night

Superhost

Cycladic home in Monolithos

4.84 out of 5 average rating, 101 reviews

Sea & Sand Luxury Beach House

This elegant and comfortable, newly renovated studio in the traditional Cycladic style, is located right by the beach of Agia Paraskevi. In a quiet area, away from the crowds and noise, it makes a perfect location for those who wish to have a relaxed and private vacation. While offering the advantage of tranquillity, the studio is also only 10-15 minutes on foot from the Kamari area which features a multitude of restaurants, coffee shops as well as other stores.

Oct 17 – 24

G$21,493 GYD per night

Guest favorite

Apartment in Thira

4.93 out of 5 average rating, 179 reviews

Artemisia Apartment 3

Located in the picturesque village of Imerovigli, Artemisia Apartment offers self-catering accommodation, as well as a spacious furnished terrace with amazing views of the caldera and the volcano. Complimentary Wi-Fi is provided in all areas . Artemisia's apartment features wood furniture, a 26'LCD TV, a small fridge with a freezer , a kettle, and a coffee maker for breakfast and cooking utensils. The bathroom includes free toiletries and a hairdryer.

Oct 1 – 8

G$42,984 GYD per night

Guest favorite

Home in Fira

4.98 out of 5 average rating, 146 reviews

Barocco Bello Studio

Welcome to Barocco Bello Studio The house is at Firostefani which means the "Crown of Fira". This area is one of the highest points on the Caldera giving it a unobstructed and magnificent view of the sea, the volcano and most of Santorini. The main city center Fira is a ten-minute walk along one of the most scenic roads of the island. Although a traditional house it contains the most modern amenities , and the interior design has a pop Baroque flavor

Apr 12 – 19

G$38,984 GYD per night

Guest favorite

Cycladic home in Akrotiri

4.98 out of 5 average rating, 124 reviews

Akrorama - Spilia , private cave pool

Spilia suite by Akrorama is located in Akrotiri overlooking the caldera and the volcanic islands . The suite has Private, Infinity Cave style, heated plunge pool with Jet system. There is a king size bed that can accommodate two person and a sofa bed for extra adult . Daily breakfast is included and served in your suite. Inform us about your arrival details in advance , we can arrange a taxi/transfer for you. Renovated interior 2024 photos coming soon!

Oct 6 – 13

G$71,750 GYD per night

Guest favorite

Cycladic home in Oia

4.92 out of 5 average rating, 133 reviews

3 Caves suite with Hot-Tub and Caldera View in Oia

Discover tranquility in the heart of Oia at 3 Caves Villa. This luxurious suite seamlessly blends traditional cave-home charm with modern comforts. With a private terrace boasting a bubbling hot tub and panoramic views of the sea, volcano, and caldera, relaxation is inevitable. Explore Oia's treasures within easy reach, then retreat to your cozy bedroom and sleek bathroom for a restful night. Welcome to your unforgettable Santorini escape.

Oct 29 – Nov 5

G$94,420 GYD per night

Guest favorite

Villa in Imerovigli

4.99 out of 5 average rating, 157 reviews

Villa Aronia

This immaculate, 80 m^2 and fully equipped Villa invites comfort and tranquility. Highlights include breathtaking view, secluded beach, only 20 meters away, spacious garden setting for relaxing and entertaining and private parking. Perfect for anyone, this home is ideally positioned to enjoy all year round in Santorini.

Nov 25 – Dec 2

G$76,397 GYD per night

Guest favorite

Cycladic home in Oia, Santorini

4.92 out of 5 average rating, 181 reviews

Apanema Cavehouse Secluded Views

Apanema Villa is a luxurious villa in the most quiet, reserved part of Oia; only a 5 minute walk from the centre of the town. It has a large private veranda with an outdoor heated jacuzzi pool overlooking the caldera, with stunning, unobstructed views of the volcano and the Aegean sea.

Apr 14 – 21

G$110,989 GYD per night

Guest favorite

Apartment in Imerovigli

4.87 out of 5 average rating, 104 reviews

Olia Dome, 2 bedrooms, 2 jacuzzis and volcano view

Olia Dome is part of Olia villas & suites, a brand new property that opened in 2019. Located in Imerovigli and at the highest point of the caldera, offering a breathtaking view of the caldera and the volcano. The indoor areas of the Dome are 70 sqm and the outdoor areas are 85 sqm

Oct 6 – 13

G$104,909 GYD per night