29419+ Private Villas and Holiday Rentals in Cyclades Islands |
Cyclades Islands Holiday Rentals
Villa
10.0Exceptional
(101 Reviews)
6 Bedrooms
5 Baths
12 Guests
2583 ft²
Private Pool
Hot Tub
Fireplace/Heating
Pool
US $2,258/Night
7 Nights - US $15,806
Apartment
- Santorini
- ·
- Exo Gialos
- 0.40 mi to center
10.0Exceptional
(169 Reviews)
7 Bedrooms
3 Baths
8 Guests
538.2 ft²
Oceanfront
Spa
Skiing- Fireplace/Heating
US $368/Night
7 Nights - US $2,575
House
10.0Exceptional
(395 Reviews)
1 Bedroom
1 Bath
Balcony/Terrace
Kitchen
Parking
Air Conditioner
US $124/Night
7 Nights - US $869
House
- Santorini
- ·
- Megalochori
- 0.33 mi to center
10.0Exceptional
(99 Reviews)
2 Bedrooms
2 Baths
4 Guests
1076 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $370/Night
7 Nights - US $2,591
Villa
10.0Exceptional
(96 Reviews)
3 Bedrooms
2 Baths
6 Guests
1033 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $358/Night
7 Nights - US $2,504
House
10.0Exceptional
(94 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Oceanfront
- Fireplace/Heating
Ocean View- Balcony/Terrace
US $545/Night
7 Nights - US $3,815
Villa
10.0Exceptional
(93 Reviews)
2 Bedrooms
2 Baths
5 Guests
861 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
View
US $592/Night
7 Nights - US $4,141
Villa
10.0Exceptional
(89 Reviews)
4 Bedrooms
4 Baths
10 Guests
2368 ft²
- Private Pool
- Pool
- Balcony/Terrace
Breakfast
US $2,280/Night
7 Nights - US $15,957
Luxury Holiday Rentals in Cyclades Islands
Over 10000+ Luxury Holiday Rentals in or Near Cyclades Islands
Apartment
- South Aegean
- ·
- Koufonisia
- 0.68 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Ocean View
- View
- Kitchen
Unlock the Best Price
Villa
- Mykonos
- ·
- Agios Ioannis
- 0.34 mi to center
5 Bedrooms
4 Baths
16 Guests
Private Beach- Pool
- Ocean View
- Balcony/Terrace
Unlock the Best Price
Villa
1 Bedroom
12 Baths
20 Guests
10763.91 ft²
- Pool
- Balcony/Terrace
- Parking
- Air Conditioner
Unlock the Best Price
Villa
- Mykonos
- ·
- Mykonos Town
- 0.20 mi to center
6 Bedrooms
6 Baths
20 Guests
9688 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
Unlock the Best Price
Villa
5 Bedrooms
5 Baths
10 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
Unlock the Best Price
Villa
- Mykonos
- ·
- Agios Ioannis
- 0.47 mi to center
10 Bedrooms
10 Baths
20 Guests
6458 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
Unlock the Best Price
Villa
35 Bedrooms
35 Baths
70 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
Unlock the Best Price
Villa
28 Bedrooms
28 Baths
56 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
Unlock the Best Price
Villa
- Mykonos
- ·
- Platis Gialos
- 0.10 mi to center
10 Bedrooms
10 Baths
20 Guests
- Fireplace/Heating
- Air Conditioner
Internet
Child Friendly
Unlock the Best Price
Top-Rated Holiday Rentals with a Pool in Cyclades Islands
Over 10000+ The Best Private Villas and Holiday Rentals in Cyclades Islands with a Pool
Hotel
- Santorini
- ·
- Imerovigli
- 0.78 mi to center
10.0Exceptional
(593 Reviews)
1 Bath
- Pool
- Ocean View
- Balcony/Terrace
- View
US $215/Night
7 Nights - US $1,505
Apartment
10.0Exceptional
(373 Reviews)
11 Bedrooms
11 Baths
31 Guests
409.03 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $269/Night
7 Nights - US $1,882
Hotel
10.0Exceptional
(301 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $235/Night
7 Nights - US $1,645
Hotel
10.0Exceptional
(291 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $249/Night
7 Nights - US $1,740
Hotel
10.0Exceptional
(269 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $150/Night
7 Nights - US $1,052
House
10.0Exceptional
(263 Reviews)
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $518/Night
7 Nights - US $3,623
Hotel
10.0Exceptional
(256 Reviews)
1 Bath
- Spa
- Pool
- Balcony/Terrace
- Breakfast
US $1,309/Night
7 Nights - US $9,161
Hotel
10.0Exceptional
(234 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $354/Night
7 Nights - US $2,477
Hotel
10.0Exceptional
(221 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $806/Night
7 Nights - US $5,643
Pet-Friendly Holiday Rentals in Cyclades Islands
Over 6277+ Pet-Friendly Holiday Rentals in or Near Cyclades Islands
Villa
- Santorini
- ·
- Firostefani
- 0.10 mi to center
10.0Exceptional
(69 Reviews)
3 Bedrooms
2 Baths
6 Guests
1292 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,543/Night
7 Nights - US $10,804
House
- Tinos
- ·
- Tinos Town
- 0.25 mi to center
10.0Exceptional
(121 Reviews)
9 Bedrooms
6 Baths
18 Guests
439.53 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
US $125/Night
7 Nights - US $875
Villa
- Santorini
- ·
- Imerovigli
- 1.07 mi to center
10.0Exceptional
(29 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $318/Night
7 Nights - US $2,226
Villa
10.0Exceptional
(68 Reviews)
2 Bedrooms
2 Baths
6 Guests
969 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $857/Night
7 Nights - US $5,998
Villa
- South Aegean
- ·
- Naxos
- 4.74 mi to center
10.0Exceptional
(118 Reviews)
9 Bedrooms
11 Baths
34 Guests
585.29 ft²
- Oceanfront
- Spa
- Fireplace/Heating
- Pool
US $416/Night
7 Nights - US $2,914
Villa
10.0Exceptional
(66 Reviews)
3 Bedrooms
2 Baths
8 Guests
1464 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,461/Night
7 Nights - US $10,229
Villa
10.0Exceptional
(58 Reviews)
3 Bedrooms
3 Baths
6 Guests
1184 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $330/Night
7 Nights - US $2,310
Villa
- South Aegean
- ·
- Naxos
- 8.02 mi to center
10.0Exceptional
(53 Reviews)
6 Bedrooms
5 Baths
15 Guests
3122 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $467/Night
7 Nights - US $3,267
Villa
10.0Exceptional
(49 Reviews)
4 Bedrooms
2 Baths
8 Guests
1345 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,298/Night
7 Nights - US $9,083
Large Holiday Rentals and Private Villas in Cyclades Islands
Over 12352+ Large Holiday Rentals and Private Villas in or Near Cyclades Islands
Villa
- Santorini
- ·
- Imerovigli
- 0.99 mi to center
10.0Exceptional
(81 Reviews)
3 Bedrooms
3 Baths
8 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,406/Night
7 Nights - US $9,842
Villa
- Santorini
- ·
- Imerovigli
- 0.97 mi to center
10.0Exceptional
(99 Reviews)
5 Bedrooms
5 Baths
11 Guests
757.06 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
US $496/Night
7 Nights - US $3,470
Villa
10.0Exceptional
(46 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $267/Night
7 Nights - US $1,870
Villa
10.0Exceptional
(80 Reviews)
5 Bedrooms
3 Baths
14 Guests
2691 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $725/Night
7 Nights - US $5,074
Apartment
- South Aegean
- ·
- Santorini
- 2.75 mi to center
10.0Exceptional
(93 Reviews)
9 Bedrooms
8 Baths
20 Guests
615.08 ft²
- Oceanfront
- Spa
- Fireplace/Heating
- Pool
US $450/Night
7 Nights - US $3,153
Villa
10.0Exceptional
(79 Reviews)
6 Bedrooms
1 Bath
12 Guests
3767 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Spa
US $784/Night
7 Nights - US $5,491
Villa
10.0Exceptional
(73 Reviews)
2 Bedrooms
1 Bath
5 Guests
958 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $805/Night
7 Nights - US $5,636
Villa
10.0Exceptional
(68 Reviews)
3 Bedrooms
2 Baths
8 Guests
969 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $786/Night
7 Nights - US $5,499
Villa
10.0Exceptional
(66 Reviews)
6 Bedrooms
4 Baths
13 Guests
2368 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,093/Night
7 Nights - US $7,651
Wheelchair Accessible Holiday Homes in Cyclades Islands
Over 702+ Wheelchair Accessible Holiday Homes in or Near Cyclades Islands
Villa
- South Aegean
- ·
- Naxos
- 2.72 mi to center
10.0Exceptional
(27 Reviews)
3 Bedrooms
4 Baths
6 Guests
3229 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,569/Night
7 Nights - US $10,986
Villa
- South Aegean
- ·
- Paros
- 5.86 mi to center
10.0Exceptional
(23 Reviews)
5 Bedrooms
3 Baths
10 Guests
3229.17 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- View
US $913/Night
7 Nights - US $6,391
House
10.0Exceptional
(95 Reviews)
1 Bedroom
1 Bath
- Pool
- Ocean View
- Balcony/Terrace
- View
US $167/Night
7 Nights - US $1,172
Villa
- Santorini
- ·
- Imerovigli
- 0.95 mi to center
10.0Exceptional
(20 Reviews)
2 Bedrooms
2 Baths
7 Guests
861 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $387/Night
7 Nights - US $2,708
Villa
10.0Exceptional
(11 Reviews)
3 Bedrooms
4 Baths
10 Guests
1291.67 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $217/Night
7 Nights - US $1,519
House
- South Aegean
- ·
- Amorgos
- 2.75 mi to center
10.0Exceptional
(17 Reviews)
3 Bedrooms
1 Bath
6 Guests
1378 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $105/Night
7 Nights - US $732
Villa
10.0Exceptional
(11 Reviews)
4 Bedrooms
5 Baths
10 Guests
1938 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $633/Night
7 Nights - US $4,431
Apartment
10.0Exceptional
(9 Reviews)
2 Bedrooms
1 Bath
4 Guests
592 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $270/Night
7 Nights - US $1,891
Villa
- South Aegean
- ·
- Kithnos
- 6.20 mi to center
10.0Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
915 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $217/Night
7 Nights - US $1,519
Cyclades Islands Private Villas and Holiday Homes Under $200
Over 11365+ Cyclades Islands Private Villas and Holiday Homes Under $200
House
- Santorini
- ·
- Imerovigli
- 0.70 mi to center
10.0Exceptional
(50 Reviews)
1 Bedroom
2 Baths
4 Guests
581 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $183/Night
7 Nights - US $1,278
House
- South Aegean
- ·
- Santorini
- 0.81 mi to center
10.0Exceptional
(241 Reviews)
1 Bedroom
1 Bath
- Spa
- Balcony/Terrace
- Kitchen
- Parking
US $137/Night
7 Nights - US $959
House
10.0Exceptional
(35 Reviews)
2 Bedrooms
1 Bath
5 Guests
1033 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $166/Night
7 Nights - US $1,161
Apartment
- Naxos
- ·
- Old Town Naxos
- 0.28 mi to center
10.0Exceptional
(55 Reviews)
2 Bedrooms
1 Bath
5 Guests
699.65 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
US $166/Night
7 Nights - US $1,160
House
- South Aegean
- ·
- Naxos
- 11.80 mi to center
10.0Exceptional
(34 Reviews)
1 Bedroom
1 Bath
4 Guests
484 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $129/Night
7 Nights - US $900
House
10.0Exceptional
(30 Reviews)
2 Bedrooms
2 Baths
5 Guests
807 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $187/Night
7 Nights - US $1,309
Cottage
- Santorini
- ·
- Agios Georgios
- 0.37 mi to center
10.0Exceptional
(30 Reviews)
1 Bedroom
1 Bath
5 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $94/Night
7 Nights - US $659
Apartment
- Santorini
- ·
- Imerovigli
- 0.96 mi to center
10.0Exceptional
(23 Reviews)
1 Bedroom
1 Bath
4 Guests
753 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $133/Night
7 Nights - US $932
Instantly Bookable Holiday Homes in Cyclades Islands
Over 9168+ Instantly Bookable Holiday Homes in or Near Cyclades Islands
House
10.0Exceptional
(71 Reviews)
3 Bedrooms
2 Baths
5 Guests
1399 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $427/Night
7 Nights - US $2,987
Villa
10.0Exceptional
(14 Reviews)
5 Bedrooms
1 Bath
10 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Spa
US $1,401/Night
7 Nights - US $9,807
House
10.0Exceptional
(68 Reviews)
4 Bedrooms
2 Baths
6 Guests
1421 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $271/Night
7 Nights - US $1,899
Apartment
- Naxos
- ·
- Agios Prokopios
- 0.42 mi to center
9.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
3 Guests
699.65 ft²
- Balcony/Terrace
Pet Friendly- Parking
- Air Conditioner
US $226/Night
7 Nights - US $1,579
House
10.0Exceptional
(63 Reviews)
2 Bedrooms
1 Bath
4 Guests
484 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $215/Night
7 Nights - US $1,502
House
10.0Exceptional
(58 Reviews)
3 Bedrooms
2 Baths
6 Guests
1130 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $354/Night
7 Nights - US $2,480
Villa
10.0Exceptional
(57 Reviews)
3 Bedrooms
3 Baths
7 Guests
861 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $1,695/Night
7 Nights - US $11,866
Villa
10.0Exceptional
(52 Reviews)
4 Bedrooms
3 Baths
8 Guests
2260 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $2,024/Night
7 Nights - US $14,171
Book a Last Minute Place to Stay in Cyclades Islands
About Casai's Private Villas and Holiday Rentals in Cyclades Islands
Discover more than 29419 vacation rentals available in Cyclades Islands. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Cyclades Islands.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Cyclades Islands, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Cyclades Islands. On average, places to stay near Cyclades Islands offer 668.32 ft², with nightly prices averaging US $630.
With Casai, finding and comparing holiday rentals in Cyclades Islands is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Show more
Show less
Top Accommodation Types in Cyclades Islands
| Type | Count |
|---|---|
| Holiday Apartments | 9346 |
| Villas | 9040 |
| Vacation Homes | 7206 |
| Cottages | 70 |
Use these Quick Filters to Find a Holiday Rental in Cyclades Islands
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Cyclades Islands.
Top Attractions Around Cyclades Islands, GR
Casai offers a large selection of top attractions around Cyclades Islands . Research things to do on your vacation before you visit Cyclades Islands.
Other Places to Stay in Cyclades Islands, GR
Frequently Asked Questions About Cyclades Islands?
What are the top holiday rentals in Cyclades Islands?
With numerous options available in Cyclades Islands, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Cyclades Islands:
- Absolute Bliss
- Homeric Poems
- Costa Marina Villa
- Agrabeli Paros
- Santorini Crystal Blue
- Aria Suites
- Winery Hotel 1870
- Atrina Canava 1894
- Andronis Boutique Hotel
- Symphony Suites
How many holiday rentals have private pools in Cyclades Islands?
Discover a selection of holiday rentals with private pools near Cyclades Islands with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Caldera View Private Villa with Private Pool/Heated Jacuzzi/Amazing Sunset
- Aethra Vegan Caves
- Santorini Heights
- Mansion Kyani- Spectacular Santorini villa- Car included- Private & Spacious
Which holiday homes in Cyclades Islands are best for families?
If you're searching for a family-friendly holiday home in Cyclades Islands, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Cyclades Islands:
How many Casai.nz holiday rentals are available in Cyclades Islands?
As of 2026, Casai boasts over 29419 properties listed in the Cyclades Islands area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Cyclades Islands.
People Also Ask
Finding the best prices in Cyclades Islands
Map
