30042+ Private Villas and Holiday Rentals in Cyclades Islands |
Cyclades Islands Holiday Rentals
Villa
10.0Exceptional
(104 Reviews)
6 Bedrooms
5 Baths
12 Guests
2583 ft²
Private Pool
Hot Tub
Fireplace/Heating
Pool
US $2,056/Night
7 Nights - US $14,389
House
10.0Exceptional
(410 Reviews)
1 Bedroom
1 Bath
Balcony/Terrace
Kitchen
Parking
Air Conditioner
US $109/Night
7 Nights - US $763
House
- Santorini
- ·
- Megalochori
- 0.33 mi to center
10.0Exceptional
(101 Reviews)
2 Bedrooms
2 Baths
4 Guests
1076 ft²
- Private Pool
Oceanfront- Fireplace/Heating
- Pool
US $356/Night
7 Nights - US $2,494
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
10.0Exceptional
(98 Reviews)
3 Bedrooms
2 Baths
6 Guests
1033 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $392/Night
7 Nights - US $2,742
Villa
10.0Exceptional
(96 Reviews)
2 Bedrooms
2 Baths
5 Guests
861 ft²
- Fireplace/Heating
Ocean View- Balcony/Terrace
View
US $546/Night
7 Nights - US $3,825
Villa
10.0Exceptional
(91 Reviews)
4 Bedrooms
4 Baths
10 Guests
2368 ft²
- Private Pool
- Pool
- Balcony/Terrace
Breakfast
US $1,648/Night
7 Nights - US $11,539
Villa
10.0Exceptional
(79 Reviews)
6 Bedrooms
1 Bath
12 Guests
3767 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Spa
US $1,097/Night
7 Nights - US $7,682
Luxury Holiday Rentals in Cyclades Islands
Over 10000+ Luxury Holiday Rentals in or Near Cyclades Islands
Villa
- Mykonos
- ·
- Agios Ioannis
- 0.34 mi to center
5 Bedrooms
4 Baths
16 Guests
Private Beach- Pool
- Ocean View
- Balcony/Terrace
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Villa
1 Bedroom
12 Baths
20 Guests
10763.91 ft²
- Pool
- Balcony/Terrace
- Parking
- Air Conditioner
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Villa
35 Bedrooms
35 Baths
70 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
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Apartment
1 Bedroom
1 Bath
2 Guests
30 ft²
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
Unlock the Best Price
Villa
28 Bedrooms
28 Baths
56 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
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Apartment
12 Bedrooms
14 Baths
26 Guests
4305.56 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
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Apartment
- Naxos
- ·
- Old Town Naxos
- 0.25 mi to center
2 Bedrooms
1 Bath
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
Internet
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New
Villa
5 Bedrooms
5 Baths
10 Guests
5920 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
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House
- Santorini
- ·
- Megalochori
- 0.38 mi to center
5 Bedrooms
5 Baths
10 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
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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
- 0.26 mi to center
10.0Exceptional
(1003 Reviews)
1 Bath
- Hot Tub
- Spa
- Pool
- Balcony/Terrace
US $198/Night
7 Nights - US $1,384
Hotel
- Santorini
- ·
- Imerovigli
- 0.78 mi to center
10.0Exceptional
(623 Reviews)
1 Bath
- Pool
- Ocean View
- Balcony/Terrace
- View
US $404/Night
7 Nights - US $2,825
Apartment
10.0Exceptional
(371 Reviews)
11 Bedrooms
11 Baths
32 Guests
409.03 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $269/Night
7 Nights - US $1,882
Hotel
10.0Exceptional
(331 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $235/Night
7 Nights - US $1,645
Hotel
10.0Exceptional
(307 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $478/Night
7 Nights - US $3,344
Hotel
10.0Exceptional
(281 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $246/Night
7 Nights - US $1,724
House
10.0Exceptional
(271 Reviews)
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $510/Night
7 Nights - US $3,569
Hotel
10.0Exceptional
(257 Reviews)
1 Bath
- Spa
- Pool
- Balcony/Terrace
- Breakfast
US $947/Night
7 Nights - US $6,629
Hotel
10.0Exceptional
(235 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $425/Night
7 Nights - US $2,976
Pet-Friendly Holiday Rentals in Cyclades Islands
Over 6567+ Pet-Friendly Holiday Rentals in or Near Cyclades Islands
Villa
10.0Exceptional
(71 Reviews)
2 Bedrooms
2 Baths
6 Guests
969 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $781/Night
7 Nights - US $5,465
Apartment
- South Aegean
- ·
- Naxos
- 4.74 mi to center
10.0Exceptional
(119 Reviews)
9 Bedrooms
11 Baths
34 Guests
585.29 ft²
- Oceanfront
- Spa
- Fireplace/Heating
- Pool
US $416/Night
7 Nights - US $2,914
Bed & Breakfast
10.0Exceptional
(26 Reviews)
1 Bedroom
1 Bath
- Spa
- Pool
- Ocean View
- Balcony/Terrace
US $275/Night
7 Nights - US $1,925
Villa
10.0Exceptional
(66 Reviews)
3 Bedrooms
2 Baths
8 Guests
1464 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,611/Night
7 Nights - US $11,276
Apartment
- South Aegean
- ·
- Santorini
- 2.75 mi to center
10.0Exceptional
(91 Reviews)
12 Bedrooms
14 Baths
29 Guests
717.6 ft²
- Oceanfront
- Spa
- Fireplace/Heating
- Pool
US $464/Night
7 Nights - US $3,245
Villa
10.0Exceptional
(59 Reviews)
3 Bedrooms
3 Baths
6 Guests
1184 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $317/Night
7 Nights - US $2,219
Villa
- South Aegean
- ·
- Naxos
- 8.02 mi to center
10.0Exceptional
(54 Reviews)
6 Bedrooms
5 Baths
15 Guests
3122 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $465/Night
7 Nights - US $3,257
House
10.0Exceptional
(48 Reviews)
3 Bedrooms
2 Baths
7 Guests
1076 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $562/Night
7 Nights - US $3,935
Villa
10.0Exceptional
(35 Reviews)
6 Bedrooms
5 Baths
12 Guests
2368 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $827/Night
7 Nights - US $5,787
Large Holiday Rentals and Private Villas in Cyclades Islands
Over 12485+ Large Holiday Rentals and Private Villas in or Near Cyclades Islands
Villa
10.0Exceptional
(74 Reviews)
2 Bedrooms
1 Bath
5 Guests
958 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $403/Night
7 Nights - US $2,822
Villa
- Santorini
- ·
- Imerovigli
- 0.97 mi to center
10.0Exceptional
(94 Reviews)
6 Bedrooms
5 Baths
11 Guests
757.06 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
US $496/Night
7 Nights - US $3,470
Villa
- South Aegean
- ·
- Santorini
- 2.27 mi to center
10.0Exceptional
(28 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $151/Night
7 Nights - US $1,059
Villa
10.0Exceptional
(73 Reviews)
3 Bedrooms
2 Baths
8 Guests
969 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $706/Night
7 Nights - US $4,942
Apartment
10.0Exceptional
(67 Reviews)
8 Bedrooms
10 Baths
23 Guests
559.73 ft²
- Balcony/Terrace
- Air Conditioner
- Internet
Child Friendly
US $641/Night
7 Nights - US $4,489
Villa
10.0Exceptional
(67 Reviews)
6 Bedrooms
4 Baths
13 Guests
2368 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,044/Night
7 Nights - US $7,308
Villa
- Santorini
- ·
- Megalochori
- 0.50 mi to center
10.0Exceptional
(60 Reviews)
2 Bedrooms
2 Baths
6 Guests
60 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $365/Night
7 Nights - US $2,554
Villa
- Santorini
- ·
- Megalochori
- 0.28 mi to center
10.0Exceptional
(55 Reviews)
3 Bedrooms
3 Baths
6 Guests
2045 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $499/Night
7 Nights - US $3,494
Villa
10.0Exceptional
(54 Reviews)
2 Bedrooms
2 Baths
6 Guests
2153 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Kitchen
US $1,157/Night
7 Nights - US $8,097
Wheelchair Accessible Holiday Homes in Cyclades Islands
Over 698+ Wheelchair Accessible Holiday Homes in or Near Cyclades Islands
Villa
- Santorini
- ·
- Vourvoulos
- 0.22 mi to center
10.0Exceptional
(5 Reviews)
3 Bedrooms
3 Baths
6 Guests
2153 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $860/Night
7 Nights - US $6,022
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
(102 Reviews)
1 Bedroom
1 Bath
- Pool
- Ocean View
- Balcony/Terrace
- View
US $402/Night
7 Nights - US $2,815
Villa
10.0Exceptional
(4 Reviews)
5 Bedrooms
4 Baths
12 Guests
2476 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $288/Night
7 Nights - US $2,019
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
Villa
- Mykonos
- ·
- Mykonos Town
- 0.33 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,453/Night
7 Nights - US $10,173
Villa
- Kea
- ·
- Koundouros
- 0.22 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
4 Baths
12 Guests
3014 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $601/Night
7 Nights - US $4,208
Villa
9.8Exceptional
(29 Reviews)
2 Bedrooms
1 Bath
5 Guests
861 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $435/Night
7 Nights - US $3,047
Villa
9.4Exceptional
(3 Reviews)
4 Bedrooms
3 Baths
8 Guests
1938 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
US $941/Night
7 Nights - US $6,584
Cyclades Islands Private Villas and Holiday Homes Under $200
Over 11500+ Cyclades Islands Private Villas and Holiday Homes Under $200
House
10.0Exceptional
(65 Reviews)
2 Bedrooms
1 Bath
4 Guests
484 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $148/Night
7 Nights - US $1,036
House
- Tinos
- ·
- Tinos Town
- 0.09 mi to center
10.0Exceptional
(61 Reviews)
1 Bedroom
1 Bath
5 Guests
592.02 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
US $112/Night
7 Nights - US $784
House
- South Aegean
- ·
- Santorini
- 0.81 mi to center
10.0Exceptional
(262 Reviews)
1 Bedroom
1 Bath
- Spa
- Balcony/Terrace
- Kitchen
- Parking
US $137/Night
7 Nights - US $958
House
10.0Exceptional
(35 Reviews)
2 Bedrooms
1 Bath
5 Guests
1033 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $180/Night
7 Nights - US $1,261
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
10.0Exceptional
(31 Reviews)
2 Bedrooms
2 Baths
4 Guests
861 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $146/Night
7 Nights - US $1,024
Cottage
- Santorini
- ·
- Agios Georgios
- 0.37 mi to center
10.0Exceptional
(31 Reviews)
1 Bedroom
1 Bath
5 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $99/Night
7 Nights - US $695
Apartment
10.0Exceptional
(23 Reviews)
1 Bedroom
1 Bath
2 Guests
366 ft²
- Oceanfront
- Ocean View
- View
- Kitchen
US $182/Night
7 Nights - US $1,275
House
- South Aegean
- ·
- Naxos
- 11.80 mi to center
10.0Exceptional
(21 Reviews)
1 Bedroom
1 Bath
4 Guests
484 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $117/Night
7 Nights - US $816
Instantly Bookable Holiday Homes in Cyclades Islands
Over 8744+ Instantly Bookable Holiday Homes in or Near Cyclades Islands
House
10.0Exceptional
(69 Reviews)
4 Bedrooms
2 Baths
6 Guests
1421 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $325/Night
7 Nights - US $2,274
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
(59 Reviews)
3 Bedrooms
2 Baths
6 Guests
1130 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $320/Night
7 Nights - US $2,237
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
Villa
10.0Exceptional
(53 Reviews)
4 Bedrooms
3 Baths
8 Guests
2260 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $2,619/Night
7 Nights - US $18,333
Villa
10.0Exceptional
(50 Reviews)
3 Bedrooms
2 Baths
6 Guests
1184 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $511/Night
7 Nights - US $3,576
Villa
10.0Exceptional
(50 Reviews)
3 Bedrooms
2 Baths
6 Guests
1195 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $438/Night
7 Nights - US $3,068
House
10.0Exceptional
(41 Reviews)
2 Bedrooms
1 Bath
4 Guests
1292 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $508/Night
7 Nights - US $3,556
Book a Last Minute Place to Stay in Cyclades Islands
About Casai's Private Villas and Holiday Rentals in Cyclades Islands
Discover more than 30042 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 664.98 ft², with nightly prices averaging US $616.
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.
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Top Accommodation Types in Cyclades Islands
| Type | Count |
|---|---|
| Holiday Apartments | 9695 |
| Villas | 9074 |
| Vacation Homes | 7402 |
| 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:
- Santorini Princess Spa Hotel
- Absolute Bliss
- Costa Marina Villa
- Agrabeli Paros
- Santorini Crystal Blue
- Aria Suites
- Iriana Suites
- Winery Hotel 1870
- Atrina Canava 1894
- 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.
- The Dome House Retreat: a Caldera Estate
- Aethra Vegan Caves
- Santorini Heights
- AB PRIVATE VILLA,private pool, sea view, 10min from Naoussa,
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.com holiday rentals are available in Cyclades Islands?
As of 2026, Casai boasts over 30042 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
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