Holiday homes & rentals in Cyclades - HomeToGo base64Hash Holiday homes & rentals in Cyclades - HomeToGo

Holiday homes & rentals in Cyclades

Find 53,509 available offers from 46 partners
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Top 15 Recommended holiday lettings in Cyclades

Find your perfect holiday home, apartment or cottage in Cyclades from just £36 per night!

Villa Exomvourgo
Villa ∙ 8 guests ∙ 3 bedrooms

Fully equipped beautiful villa with terrace, barbeque & garden | Good for workation | Pets allowed

Exomvourgo, Tinos, Greece
from £241
per night
from £241
per night
View deal
House Drimalia
House ∙ 5 guests ∙ 1 bedroom

Fully equipped house with terrace & garden | Pets are welcome

Drimalia, Naxos and Lesser Cyclades, Greece
from £56
per night
Outstanding(2 ratings)
from £56
per night
View deal
House Naxos
House ∙ 5 guests ∙ 2 bedrooms

Fully equipped lovely holiday home with terrace

Naxos, Naxos and Lesser Cyclades, Greece
from £224
per night
from £224
per night
View deal
House Akrotiri
House ∙ 4 guests ∙ 2 bedrooms

Holiday home with terrace | Sea view | Perfect for remote work

Akrotiri, Santorini, Greece
from £58
per night
from £58
per night
View deal
Villa Naxos
Villa ∙ 3 guests ∙ 1 bedroom

Villa | Next to the beach

Naxos, Naxos and Lesser Cyclades, Greece
from £69
per night
from £69
per night
View deal
House Paros
House ∙ 4 guests ∙ 2 bedrooms

Family-oriented charming house with garden, BBQ & terrace | Mountain view | Dogs allowed

Paros, Southern Aegean, Greece
from £138
per night
Outstanding(21 ratings)
from £138
per night
View deal
Villa Emporio
Villa ∙ 4 guests ∙ 2 bedrooms

Children-friendly pleasant villa with barbeque, terrace & pool | Mountain view | Perfect for remote work

Emporio, Santorini, Greece
from £100
per night
Outstanding(40 ratings)
from £100
per night
View deal
Apartment Paros
Apartment ∙ 3 guests ∙ 1 bedroom

Flat with BBQ, terrace & garden

Paros, Southern Aegean, Greece
from £68
per night
Outstanding(77 ratings)
from £68
per night
View deal
House Posidonia
House ∙ 6 guests ∙ 3 bedrooms

Holiday home with private pool, terrace & BBQ

Posidonia, Siros Ermoupoli, Greece
from £154
per night
Outstanding(4 ratings)
from £154
per night
View deal
Apartment Kastraki
Apartment ∙ 4 guests ∙ 2 bedrooms

Flat with terrace, garden & barbecue

Kastraki, Naxos, Greece
from £166
per night
from £166
per night
View deal
Apartment Naxos
Apartment ∙ 4 guests ∙ 2 bedrooms

Apartment with 2 rooms for 4 persons

Naxos, Naxos and Lesser Cyclades, Greece
from £52
per night
from £52
per night
View deal
House Fourkovouni
House ∙ 4 guests ∙ 2 bedrooms

Pleasant house | Sea view

Fourkovouni, Milos, Greece
from £18
per night
from £18
per night
View deal
House Naxos
House ∙ 6 guests ∙ 2 bedrooms

Holiday home with terrace

Naxos, Naxos and Lesser Cyclades, Greece
from £44
per night
Excellent(2 ratings)
from £44
per night
View deal
Accommodation Perivolas
Accommodation ∙ 3 guests ∙ 1 bedroom

Charming letting with garden, terrace & pool

Perivolas, Oia, Greece
from £85
per night
Excellent(91 ratings)
from £85
per night
View deal
House Pyrgos Kallistis
House ∙ 4 guests ∙ 2 bedrooms

Fully equipped holiday home with hot tub, terrace & private pool

Pyrgos Kallistis, Santorini, Greece
from £134
per night
Very good(1 rating)
from £134
per night
View deal

Holiday homes and cottages with a garden

Studio flat  Mikonos
from £81 per night
Studio flat ∙ 2 guests ∙ 1 bedroom

Children-friendly beautiful studio with private pool & garden

Mikonos, Mykonos, Greece
Garden
View deal
House  Kanala
from £83 per night
House ∙ 5 guests ∙ 1 bedroom

House with terrace, BBQ & garden | Sea view

Kanala, Kithnos, Greece
Garden
View deal
House  Otzias
from £162 per night
House ∙ 5 guests ∙ 2 bedrooms

Holiday home with hot tub, terrace & garden

5.0
Outstanding(6 ratings)
Otzias, Kea Kithnos, Greece
Garden
View deal
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Holiday lettings and apartments with air conditioning

Villa  Platis Gialos
from £379 per night
Villa ∙ 12 guests ∙ 6 bedrooms

Villa with terrace, garden & private pool

Platis Gialos, Mikonos, Greece
Air conditioning
View deal
Villa  Mesaria
from £180 per night
Villa ∙ 8 guests ∙ 3 bedrooms

Villa with terrace, private pool & barbecue

Mesaria, Santorini, Greece
Air conditioning
View deal
House  Naxos
from £44 per night
House ∙ 6 guests ∙ 2 bedrooms

Fully equipped nice house with terrace | Mountain view

4.6
Excellent(2 ratings)
Naxos, Naxos and Lesser Cyclades, Greece
Air conditioning
View deal
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Best holiday homes with a patio or terrace

Villa  Ano Siros
from £280 per night
Villa ∙ 14 guests ∙ 7 bedrooms

Family-friendly pleasant villa with garden | Beach view

Ano Siros, Siros Ermoupoli, Greece
Balcony/Patio
View deal
House  Ampelas
from £52 per night
House ∙ 2 guests ∙ 1 bedroom

Family-oriented wonderful holiday home | Suitable for remote work

Ampelas, Paros, Greece
Balcony/Patio
View deal
House  Filoti
from £56 per night
House ∙ 5 guests ∙ 1 bedroom

Holiday home with garden & terrace | Mountain view

5.0
Outstanding(2 ratings)
Filoti, Drimalia, Greece
Balcony/Patio
View deal
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Budget-friendly Holiday Homes in Cyclades

Find Fantastic yet Cheap Lettings

House Galini
from £106 per night
House ∙ 6 guests ∙ 2 bedrooms

Holiday home with terrace & garden | Suitable for remote work

Galini, Naxos, Greece
View deal
Villa Finikia
-21%
£158
from £124 per night
Villa ∙ 3 guests ∙ 1 bedroom

Villa | Mountain view

Finikia, Ia, Greece
View deal
Accommodation Imerovigli
from £64 per night
Accommodation ∙ 3 guests ∙ 1 bedroom

Letting with terrace, BBQ & garden | Sea view

4.5
Excellent(151 ratings)
Imerovigli, Santorini, Greece
View deal

Top-Rated Lettings and Properties in Cyclades

Book Holiday Letting Offers with the Highest User Rating

Accommodation Akrotiri
from £68 per night
Accommodation ∙ 3 guests ∙ 1 bedroom

Letting with pool & terrace

4.9
Outstanding(8 ratings)
Akrotiri, Santorini, Greece
View deal
Apartment Tourlos
from £54 per night
Apartment ∙ 3 guests ∙ 1 bedroom

Flat with pool | Dogs allowed

5.0
Outstanding(1 rating)
Tourlos, Mikonos, Greece
View deal
House Paros
from £174 per night
House ∙ 4 guests ∙ 2 bedrooms

Child-friendly nice house with barbeque, pool & terrace | Sea view

4.8
Outstanding(18 ratings)
Paros, Southern Aegean, Greece
View deal

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Trust in the quality and comfort of your stay with verified guest reviews.

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Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

Smart search made simple

Transform holiday planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of holiday homes.

Popular holiday rental amenities in Cyclades

  • Pool (28,369)
  • WiFi (52,015)
  • Air conditioning (49,693)
  • Balcony/patio (41,787)
  • Kitchen (30,687)
  • Grill (8,118)
  • Washing machine (20,499)
  • TV (46,874)
  • Parking (1,574)
  • Garden (29,987)
  • Dishwasher (6,365)
  • Fishing (11,661)

More than half of the holiday lettings provide a pool, which makes Cyclades a fantastic holiday destination for travellers looking to spend their holidays poolside. Accommodation options with pools in Cyclades have an average price of £512 per night. Most of the listed accommodation options with pools are hotel room. More than half of Cyclades's properties including a pool are situated within 2 kilometres of water, so you can spend your days lounging by the pool or the waterfront.

Price and Availability Index for Cyclades

Click on any bar to see price and availability information

Holiday Letting Price Information in Cyclades

The graph shows the average letting prices for the next twelve months in Cyclades. The most expensive week to book a holiday letting in Cyclades is in July (25/07 – 01/08). In May (02/05 – 09/05), prices will hit an average low of £312 per night.

Rental availability information in Cyclades

Check out the above graph to find out how many holiday rentals are available in Cyclades (in %). The week with the highest booking rate in the next 6 months is in March (07/03 – 14/03), when 93% of the holiday lettings are booked. Conversely, 57% of the lettings are still available during a week in June (20/06 – 27/06).

Holiday homes in the Cyclades offer UNESCO sites and azure seas

Houses perch like sugar cubes on the olive green mountains of the Cyclades, a chain of islands off the coast of Greece. Your holiday home overlooks turquoise seas and borders idyllic beaches and ancient sites of cultural interest. There is a rich contemporary food scene incorporating the fresh seafood caught minutes from your front door.

What are the best places to discover the arts and culture of Cyclades?

Ancient heritage sites

Parikia Archaeological Museum is one of the most important collections of ancient art and artefacts in Greece. Hellenistic and Mycenaean objects join Neolithic finds and statues at this enthralling museum.

Once you arrive in Hora, make your way to its 13th Century neighbourhood, Kastro. Tucked behind the waterfront, it is a scramble of alleyways ascending the hilltop. On your way, Venetian mansions and a ruined castle pique your interest.

Where are the unique attractions in Cyclades?

Explore the Cyclades

Mykonos is the place to party. Cruise ships pour glamorous visitors into the city daily. As a consequence, the city has a cosmopolitan atmosphere, with cute cafes and a boutique bar scene.

Delos is considered a sacred island and the birthplace of Apollo and Artemis. The ancient shrine here is a UNESCO World Heritage Site. The ruins are still enough to spark the imagination and transport you back thousands of years to its heyday.

Akrotiri's ancient Minoan ruins were discovered recently under volcanic ash in Santorini. Similar to Pompeii, you can explore the city just as it was at the time of the eruption in 1613 BCE.

Information about holiday rentals in Cyclades

🏡 Holiday homes available 53,509 rentals
🌙 Nightly prices from £36
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly rentals 10,138 properties
🏊 Holiday rentals with pools 28,024 properties
84 reviews
Cyclades holiday rentals have an average rating of 4.5/5 across 84 reviews left by travellers.

Frequently Asked Questions

What is the nightly price for a holiday home in Cyclades?

Nightly rates for holiday rentals in Cyclades start from around £36. Rates will depend on location, property size, and extras like a pool or pet-friendly access. Check HomeToGo to see current rates and discounts.

How many holiday homes are available to rent in Cyclades? And what are the most popular types of holiday lets?

There are 53,509 holiday lettings from 46 different providers on offer in Cyclades. Holiday homes in Cyclades often include spacious villas and apartment rentals. These properties are perfect for families, couples, or groups looking for a cosy base. Use HomeToGo to easily find the top-rated holiday rental for your trip.

What is the most searched holiday home amenity in Cyclades?

When choosing a holiday home in Cyclades, consider looking for a place with Pool, Internet, or Air conditioning, which are the three most popular amenities for this destination.

Do you offer holiday homes with a swimming pool in Cyclades?

Yes, 52% of holiday homes in Cyclades come with a swimming pool. They’re ideal for cooling off on sunny days or relaxing poolside, with 28,024 properties to choose from. Use the 'pool' filter on HomeToGo to see your options.

What's the best time of year to travel to Cyclades?

July and August are the best months for sun lovers in Cyclades.

Can you get discounts on holiday lettings in Cyclades?

You can find brilliant bargains on holiday lets in Cyclades with the nightly price of a rental beginning at £36 - and HomeToGo has introduced plenty of filters that mean it's a piece of cake to find the best deals. When considering different dates for your break, search with HomeToGo's flexible dates technology to quickly locate great value date options and get discounts of as much as 10%. Furthermore, HomeToGo's 'distance from' filter can help you find top quality accommodation offers in lower-price, under-the-radar locales with good proximity to your desired destination, whether that's the coastline, a swimming lake, winter sports area or town centre. Book early to get the best of a wide range of offers and low prices - and do so without worries by utilising HomeToGo's 'free cancellation' filter when searching for holiday accommodation.

What are the advantages of finding a holiday letting in Cyclades with HomeToGo?

From increased privacy away from the crowds to more space in which to have fun with your travel companions, holiday rentals in Cyclades bring a variety of bonuses. HomeToGo lets you read real reviews written by previous guests, and searching is secure, simple, and hassle-free - so with 53,509 deals from 46 providers in the region, you're bound to locate the perfect place to stay with the amenities and features to suit you in Cyclades.

Do you offer holiday accommodation for couples in Cyclades?

Absolutely – couples love the range of holiday lettings available in Cyclades. Whether you’re after seclusion or a city break, there’s something for every type of trip. HomeToGo helps you discover the best spots for two.

Can I book a waterfront holiday rental in Cyclades?

Yes, there are 53313 waterfront holiday lets available in Cyclades. Staying close to the water is ideal for scenic views and a relaxing atmosphere. Filter your search by ‘Near water’ on HomeToGo to see your options.

Why should I book my holiday rental with HomeToGo?

HomeToGo offers over 15 million holiday rentals worldwide, so there’s something for everyone. With smart filters, tailored recommendations and a Best Price Guarantee, booking is simple and stress-free. Your next great stay is just a few clicks away.

Can I find family-friendly holiday lettings in Cyclades?

Yes, many holiday homes in Cyclades are ideal for families, with plenty of space and useful amenities. You’ll find options for every budget and family size. Use HomeToGo to explore family-friendly holiday cottages with ease.

Can I cancel my holiday rental booking for free?

Worried about changes? Plenty of holiday rentals listed on HomeToGo come with free cancellation options. Always read the terms to avoid surprises.

Is it possible to rent a holiday home for a weekend getaway in Cyclades?

Need a weekend getaway in Cyclades? Lots of holiday rentals offer short stays for a quick and easy break. You’ll find plenty of holiday homes that accept 2-3 night bookings. Discover your ideal holiday home with ease on HomeToGo.

Are there any last-minute holiday rental deals in Cyclades?

Yes, HomeToGo regularly features last-minute holiday deals in Cyclades, perfect for spontaneous getaways. With HomeToGo, you can find great value — and save up to 10%, even at short notice. Use HomeToGo’s filters to see what’s available right now.

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