A white-washed village with blue doors and windows, a pool, and a staircase leading to a rooftop.

Holiday Homes in Cyclades Islands

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Cyclades Islands holiday homes

Junior Suite, Hot Tub, Sea View

MAEVA Santorini Suites

MAEVA Santorini Suites
Santorini
9.8 out of 10, Exceptional, (8 reviews)
"Tha place is nice , it was nice to get in to the hot tub after a long trip"
United States
Allan
The price is €104
includes taxes & fees
17 Jul - 18 Jul
MAEVA Santorini Suites
Pool

Holiday Home 'Mont' Rock Villas 3' with Sea View, Wi-Fi and Air Conditioning

Holiday Home 'Mont' Rock Villas 3' with Sea View, Wi-Fi and Air Conditioning
??se?d???a S????
10.0 out of 10, Exceptional, (2 reviews)
"Pros: Υπέροχοι οι οικοδεσπότες! Θα επανέλθουμε σίγουρα!!! Ευχαριστούμε πολύ για όλα!"
Greece
Anonymous traveller
The price is €295
includes taxes & fees
18 Jul - 19 Jul
Holiday Home 'Mont' Rock Villas 3' with Sea View, Wi-Fi and Air Conditioning
Studio (Thetis Cave Studio) | Balcony view

Thetis Cave Houses

Thetis Cave Houses
Santorini
9.6 out of 10, Exceptional, (34 reviews)
"The view from the private balcony was truly magnificent, both at sunset and during the day, and it made us feel really special. Our host, Timis, the porter, and the room service staff were all very kind and provided excellent service. It would have been even better if the amenities had included a knife and cutting board, but overall, the experience was fantastic."
United Kingdom
Tetsuharu
The price is €236
includes taxes & fees
17 Jul - 18 Jul
Thetis Cave Houses
Luxury House, Sea View | Outdoor dining

DENIS Summer Living

DENIS Summer Living
Santorini
The price is €154
includes taxes & fees
20 Jul - 21 Jul
DENIS Summer Living
House

Stema Suite 1

Stema Suite 1
Tripití
10.0 out of 10, Exceptional, (2 reviews)
"The room was great! Had a functional kitchenette and worked great for breakfasts and lunches. The couch and TV were great, and the bed was comfy! "
Canada
Katherine
The price is €331
includes taxes & fees
23 Jul - 24 Jul
Stema Suite 1
Superior Cave Suite with Hot Tub & Caldera View

Luxus VIP Suites

Luxus VIP Suites
Santorini
9.8 out of 10, Exceptional, (64 reviews)
"They place was beautiful such a fantastic place and breathtaking views "
United States
Eleni
The price is €469
includes taxes & fees
21 Jul - 22 Jul
Luxus VIP Suites
Villa (Balance) | View from room

Good Life Greece Eco Villas

Good Life Greece Eco Villas
Syros
9.0 out of 10, Wonderful, (2 reviews)
"Great place for a relaxing holiday. Beautiful villas transporting you to serene, peaceful village life. Apartment has all the modern facilities so we have the best of both worlds..modern amenities surrounded by village tranquility."
Malaysia
wing mow
The price is €143
includes taxes & fees
31 Jul - 1 Aug
Good Life Greece Eco Villas
Honeymoon Quadruple Room, Patio, Sea View

FANI DREAM SUITE 2&3 By Vilos Suites

FANI DREAM SUITE 2&3 By Vilos Suites
Apollonia
9.0 out of 10, Wonderful, (2 reviews)
"Location, location, location! Right ON the water. Beautiful beach just a short walk away. Pretty secluded except for the 5 or so houses in the cove. Everything in driving distance. "
United States
Athena
The price is €591
includes taxes & fees
18 Jul - 19 Jul
FANI DREAM SUITE 2&3 By Vilos Suites
Deluxe Suite, Sea View | Interior

DelMar Suites Syros

DelMar Suites Syros
Finikas
The price is €258
includes taxes & fees
4 Aug - 5 Aug
DelMar Suites Syros
Exterior detail

Oak Farm Traditional Family House

Oak Farm Traditional Family House
Andros
The price is €657
includes taxes & fees
21 Jul - 22 Jul
Oak Farm Traditional Family House
Exterior

FANI DREAM SUITE By Vilos Suites

FANI DREAM SUITE By Vilos Suites
Apollonia
The price is €796
includes taxes & fees
2 Aug - 3 Aug
FANI DREAM SUITE By Vilos Suites
Junior Suite with Caldera-Sea View and Private Outdoor Hot Tub | Terrace/patio

Bligos Villas

Bligos Villas
Santorini
10.0 out of 10, Exceptional, (27 reviews)
"Anastasia was great and made the whole experience amazing. Only feedback is to have shower curtains on the shower to prevent water coming out and provide additional privacy."
United States
RAJANEESH BALLUR MARIGOWDA
The price is €332
includes taxes & fees
19 Jul - 20 Jul
Bligos Villas
Outdoor dining

Esperos seaside suite in Adamas, Milos

Esperos seaside suite in Adamas, Milos
Adamas
The price is €508
includes taxes & fees
6 Aug - 7 Aug
Esperos seaside suite in Adamas, Milos
Elite House, 2 Bedrooms

Milos Zen Suites

Milos Zen Suites
Milos
8.8 out of 10, Excellent, (6 reviews)
"This property was absolutely gorgeous and well cared for! The views were incredible! The host was friendly, sweet and accommodating. We would definitely stay here again! "
United States
Francesco
The price is €371
includes taxes & fees
6 Aug - 7 Aug
Milos Zen Suites
Exterior

Stema Suite 2

Stema Suite 2
Tripití
10.0 out of 10, Exceptional, (1 review)
"Magnifique séjour dans cet appartement, très bien décoré avec goût, les amenities étaient digne d’un hôtel, crème, savon, kit beauté… il y avait même de la nourriture dans le frigo pour le petit déjeuner ! Très bien situé dans le petit village de Trypiti et à proximité à pieds de plusieurs bons restaurants. L’hôte était très aimable, nous recommandons cet endroit à 100% ! "
France
Chloé
The price is €331
includes taxes & fees
20 Jul - 21 Jul
Stema Suite 2
Two Bedroom Sea View House | Terrace/patio

Boheme Beach Houses

Boheme Beach Houses
Mykonos
10.0 out of 10, Exceptional, (3 reviews)
"An amazing stay - beautiful property with amazing views over Elia beach. Staff were excellent and always on hand. Top tip transport is needed as it’s quite a distance from shops etc but ample parking. "
United Kingdom
Paul
The price is €153
includes taxes & fees
17 Jul - 18 Jul
Boheme Beach Houses
Outdoor dining

2-Bedroom House in Milos with Unforgettable Aegean Sea Views

2-Bedroom House in Milos with Unforgettable Aegean Sea Views
Kipos
10.0 out of 10, Exceptional, (4 reviews)
"My daughter and her friends were very impressed with the property. But they were even more impressed with the level of service and care they received from the host. They couldn't stop talking about how nice the place was and how well they were treated....."
United States
Dan W.
The price is €823
includes taxes & fees
30 Jul - 31 Jul
2-Bedroom House in Milos with Unforgettable Aegean Sea Views
Smart TV, fireplace

Villa Vino - Calme Cycladique

Villa Vino - Calme Cycladique
Isterni
The price is €741
includes taxes & fees
7 Aug - 8 Aug
Villa Vino - Calme Cycladique
Luxury House, 1 Bedroom, Hot Tub, Ocean View | View from room

Caldera's Dream Cave House with hot tub

Caldera's Dream Cave House with hot tub
Santorini
10.0 out of 10, Exceptional, (3 reviews)
"Comunicación with the host was great everything looks better in person love this location"
United States
Jesus
The price is €638
includes taxes & fees
8 Aug - 9 Aug
Caldera's Dream Cave House with hot tub
Exterior

Adyton Luxury Suites & Pools Mykonos

Adyton Luxury Suites & Pools Mykonos
Mykonos
The price is €307
includes taxes & fees
17 Jul - 18 Jul
Adyton Luxury Suites & Pools Mykonos
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cyclades Islands Hotel Reviews

Caldera Premium Villas - Adults Only

Caldera Premium Villas - Adults Only

10/10 Excellent
"Our stay at Caldera Premium Villas was absolutely unforgettable! From the moment we arrived, the staff went above and beyond to make us feel welcome. Every single person was warm, friendly, and genuinely eager to help with recommendations, transportation, and anything else we needed. Their hospitality truly made our trip special. The breakfast each morning was fantastic, with a great variety of fresh, delicious options that we enjoyed while overlooking one of the most breathtaking views in Santorini. Waking up to the stunning caldera every day was an experience we'll never forget. The pool was the perfect place to relax after exploring the island. The views from the pool were incredible, making it easy to spend hours soaking up the scenery. The location couldn't have been better. Everything was within easy walking distance—restaurants, shops, cafes, and the famous Santorini sunsets were all just steps away. It was the perfect home base for exploring without ever feeling far from the action. If you're looking for an unforgettable stay in Santorini, Caldera Premium Villas is the place to book. Between the spectacular views, delicious breakfast, beautiful pool, unbeatable location, and the most amazing staff, this was easily one of the best hotel experiences we've ever had. We can't wait to go back!"
Shenita 1-night trip
Posted 5 hours ago
Caldera Premium Villas - Adults Only

Find out more about Cyclades Islands

Cyclades Islands Holiday Homes information

Number of reviews
152
Accommodation
55 Holiday Homes
Lowest Price
€104
Highest Price
€823