50 Best Vacation Rentals in South Aegean - Holiday Lettings - Cabins

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4,430 Vacation rentals

(25) Excellent 

26

South Aegean Vacation villa rental

Santorini / Megalochori

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
Following a seven year restoration, this exceptional 17th century residence is now accepting reservations. Situated in a beautiful setting, our spacious and elegantly appointed "Winery Estate" accommodates 12 guests in complete privacy with 5 comfortably sized bedr …see more

from $481 / night

$2594 - $7150 / week

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avg. 1 hour 59 minutes

from $481 / night

(3) Excellent 

31

Vacation villa rental

Rhodes / Kolimbia

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This property is situated in the area of Kolymbia, which is found midway of Rhodes town and Lindos. Kolymbia is situated near the most popular beaches of the island, such as the Tsambika beach, Afandou Beach and the Stegna beach, which is only five minutes by car. The v …see more

from $88 / night

$610 - $1625 / week

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avg. 2 hours 2 minutes

from $88 / night

(12) Excellent 

23

Vacation villa in South Aegean

Santorini / Megalochori

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
A beautiful villa that is ideal for an unforgettable honeymoon or a luxurious holiday. Beautifully restored, this large and very private villa has been renovated to a high standard yet retained its best Greek features. Situated in the traditional village of M …see more

from $267 / night

$1620 - $2548 / week

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avg. 3 hours 9 minutes

from $267 / night

(2) Excellent 

58

Vacation apartment in Massouri

Kalymnos / Massouri

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
Aegean villa apartment, has the best location on the whole island! Situated above the beach it has absolutely stunning view of the Aegean sea, Telendos island, and the most amazing sunset ! A spacious balcony with lounge and dinning area makes you enjoy the holidays y …see more

from $114 / night

$796 / week

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avg. 1 hour 26 minutes

from $114 / night

(1) Excellent 

11

South Aegean Vacation villa rental

Cyclades / Kea

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Pool Suite: It is a two level house 60sqm ideal to accommodate couples. It is situated next to the swimming pool and offers a veranda that provides truly magnificent sea view. On the ground floor there is a living room with a relaxing sofa- bed, a fully equipped …see more

from $128 / night

$894 / week

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from $128 / night

(32) Excellent 

21

Vacation villa with swimming pool in South Aegean

Rhodes / Lindos

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
EOT licence number: 1476K920A0441101 20th - 30th August 2016 still available. Some September 2016 dates too - such a lovely time of year to be on Rhodes, book now. Please contact owner for offer rates. This modern, stylish villa is fully equipped with luxury kitch …see more

from $130 / night

$910 - $3250 / week

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from $130 / night

(36) Excellent 

25

Villa rental in South Aegean with swimming pool

Santorini / Exo Gonia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Located in the peaceful residential village of Exo Gonia, Cavern House Anthea is ideally located for exploring Santorini with the beaches of Kamari and the island's capital Fira both within just 15 minutes' drive. The award-winning taverna Metaximas is just a 3 minute w …see more

from $280 / night

$1229 - $2529 / week

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avg. 1 hour 59 minutes

from $280 / night

(22) Excellent 

27

Villa rental in Lindos with swimming pool

Rhodes / Lindos

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.6 mi
  • Swimming pool
This is a beautiful modern property which has been tastefully designed and well furnished throughout. In a peaceful location the villa sits within large walled gardens has a fabulous 'feature' infinity style swimming pool, BBQ and cosy patio furniture. The popular resor …see more

from $273 / night

$1144 - $2405 / week

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from $273 / night

(29) Excellent 

24

South Aegean Vacation villa rental

Santorini / Exo Gonia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Located in the peaceful residential village of Exo Gonia, Cavern House Helios is ideally located for exploring Santorini with the beaches of Kamari and the island's capital Fira both within just 15 minutes' drive. The award-winning taverna Metaximas is just a 3 minute w …see more

from $221 / night

$1034 - $2009 / week

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avg. 1 hour 59 minutes

from $221 / night

(43) Excellent 

24

Villa rental in Fira

Santorini / Fira

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
"Villa Dakoronia" was recently renovated from an old theran villa, is situated on the top of the cliff ridge along the traditional caldera path between Fira and Firostefani, facing the spectacular Caldera view. The sunlight villa is located between the cable car (90m …see more

from $469 / night

$3116 - $7051 / week

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from $469 / night

(3) Excellent 

33

Villa rental in South Aegean

Naxos / Mikri Vigla

2 5 6 nights min

  • 2 bedrooms
  • Sleeps 5
  • 6 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Oasis Garden Villa is a stylish 2 bedroomed,3 storey property that has an amazing sun terrace,with dedicated,comfortable seating affording panoramic views of mountains and sea. Spectacular indeed! Set in idyllic and picturesque gardens with vine and bougainvillea cove …see more

from $188 / night

$1312 - $1804 / week

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avg. 2 hours 55 minutes

from $188 / night

(6) Excellent 

36

Vacation villa with swimming pool in South Aegean

Naxos / Melanes

5 10 6 nights min

  • 5 bedrooms
  • Sleeps 10
  • 6 nights min
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • Swimming pool
Villas Guilena ,comprising of the Main house ,Guest house and separate Apartment accommodating up to 10 persons, are located in the beautiful mountain valley of Melanes. Peaceful with only the sound of goat bells yet only 15 minutes drive from the stunning beaches of A …see more

from $211 / night

$1464 - $3280 / week

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avg. 2 hours 55 minutes

from $211 / night

(11) Excellent 

40

Vacation home rental

Paros / Logaras

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Villa San Dimitrio is a self-catering accommodation located in Logaras. Free WiFi access is available.Accommodation will provide you with a TV, a balcony and a patio. There is a full kitchen with a dishwasher and an oven,barbecue. Featuring a shower, private bathrooms a …see more

from $154 / night

$913 - $966 / week

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avg. 2 hours 26 minutes

from $154 / night

(1) Excellent 

31

Vacation villa with swimming pool in South Aegean

Rhodes / Archangelos

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Villa Tsampika is a beautiful and exclusive location for your holiday. With first class accommodation for eight people (nine is possible) the villa is ideal for families. Or if you are a smaller group then we offer an added level of luxury and class, beyond that which …see more

from $168 / night

$1170 - $3380 / week

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avg. 20 minutes

from $168 / night

(4) Excellent 

9

Vacation villa with swimming pool in South Aegean

Rhodes / Tsambika

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
A spacious villa with 3 bedrooms and 3 bathrooms. It is fully air-conditioned, and each room can be individually controlled. There is a fully fitted kitchen/diner with granite worktops, a dining table and chairs. There are 2 further seating areas, 1 with 2 sofas, a c …see more

from $124 / night

$865 - $2145 / week

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from $124 / night

(12) Excellent 

38

Vacation home in South Aegean

Mykonos / Mykonos Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
A simple and elegant holiday villa in a quiet area with panoramic sea and sunset view, most suitable for families.Spacious paved terrace, private heated swimming pool with protective fence (removable) for small children, BBQ with outdoor dining table, fenced property. O …see more

from $406 / night

$2841 / week

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avg. 2 hours 17 minutes

from $406 / night

(10) Excellent 

36

Vacation villa rental

Mykonos Town / Mykonos Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
OFFER FOR JUNE! Only 2450 euro per week! A new, semi-detached house on the hills overlooking Mykonos Town. A spacious villa with a private pool. The property is located on the hills north-east of Mykonos Town, near the church of Ayia Sophia, only 2 kilometres from th …see more

from $416 / night

$2911 / week

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avg. 1 hour 41 minutes

from $416 / night

(6) Very Good 

20

Vacation apartment rental

Naxos / Naxos Town

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Sunset Apartment is perfectly located in the Glyfada Alyko area with stunning sunsets. You are so close youi can nearly touch them! The colours are spectacular! Our delightful apartment has everything you would need for a wonderful relaxing holiday in this amazing lo …see more

from $47 / night

$328 - $574 / week

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avg. 2 hours 55 minutes

from $47 / night

(8) Excellent 

42

Vacation apartment in Folegandros

Cyclades / Folegandros

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
AMOUDAKI APARTMENT Agali is perhaps the most beautiful beach of Folegandros and the ideal place for your stay on the island. One spacious sunny two bedroom apartment has made with special care and Cycladic style just a few meters from the sea. Our apartme …see more

from $53 / night

$349 - $1335 / week

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avg. 1 hour 57 minutes

from $53 / night

20

Vacation home in South Aegean

Kea / Korissia

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Air conditioning
Stone house in a traditional style with beautiful stone courtyard with bbq and a magical panoramic sea views from all corners of the courtyard on the island of Kea, only 2 hours way from Athens Airport and Athens. Who dream relax on the wild, loves to enjoy the stunning …see more

from $74 / night

$442 - $807 / week

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from $74 / night

(10) Excellent 

20

Vacation home with swimming pool in South Aegean

Paros / Naoussa

2 10 Min stay varies

  • 2 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
The traditional-style stone villa Naousa is, as the name suggests on the outskirts of Naousa (1 600 meters measured from the center of Naousa and the small fishing port) on a hill with spectacular views over the bay of Naoussa. The nearest supermarket is only 600 meter …see more

from $209 / night

$1742 - $4063 / week

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avg. 2 hours 28 minutes

from $209 / night

(6) Very Good 

15

Vacation villa in Parikia

Paros / Parikia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
. Sleeps up to 6. 2 bedrooms , 1 other another room with sofabed plus sitting room Panoramic Sea view Large Patio with built in barbeque, private pool, 4 pool side sunbeds and cover. Free Wifii Included. Central heating, Air conditioning, TV, DVD player, Dis …see more

from $234 / night

$1105 - $1560 / week

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from $234 / night

(6) Excellent 

34

Kastraki Vacation apartment rental

Naxos / Kastraki

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
The renovated apartments “LIANA MAROULI” is a fully furnished room complex built with Love and respect not only to our island's traditional architecture and the contemporary aisthetics. The wood,the white stone and the decorative details are the main structure's feature …see more

from $77 / night

$516 / week

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from $77 / night

(14) Very Good 

22

Vacation townhouse rental

Naxos / Naxos Town

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
This beautiful Classic Townhouse built on the original base of the Ancient Venetian city ,hundreds of years ago,was renovated in 2010 ,displaying a tasteful mix of Cycladic features and contemporary facilities. A single storey property,with a double bedroom and a ver …see more

from $82 / night

$574 - $984 / week

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avg. 2 hours 55 minutes

from $82 / night

(5) Excellent 

18

Condo rental in Plaka with shared pool

Naxos / Plaka

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 700 mi
  • Swimming pool
This stylish and welcoming 2 bedroomed property,in an excellent location,only 700 meters from Plaka beach ,is finished to a very high standard and is fully equipped throughout. Completed in 2015, in a small complex of 6 properties it has a private garden and a shared …see more

from $235 / night

$1640 / week

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avg. 2 hours 55 minutes

from $235 / night

(10) Excellent 

35

South Aegean Vacation home rental

Rhodes / Haraki

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Haraki Beach House is located just 5m from the sandy Haraki beach, in Rhodes island, Greece. You literally get out of the house and get into the sea! It is a lovely, fully furnished, house, with excellent view of the Haraki bay. The perfect home for a summer holiday! I …see more

from $87 / night

$607 / week

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from $87 / night

(14) Excellent 

20

Vacation villa with swimming pool in Exo Gonia

Santorini / Exo Gonia

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Fantastic restored detached villa in the village of Exogonia, with a private plunge pool, sun terraces and fantastic sunrise views to the beach resort of Kamari and the island of Anafi. The villa has 2 double bedrooms, both en suite. The property sleeps 6 (with …see more

from $291 / night

$1509 - $2844 / week

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from $291 / night

(9) Excellent 

26

Vacation apartment with swimming pool in South Aegean

Naxos / Plaka

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This exclusive and contemporary apartment and separate studio are situated in a spectacular location,with stunning views of the Aegean and the neighbouring island of Paros. Exceptional pool and comprehensively equipped outdoor kitchen,with BBQ and choices of comfortable …see more

from $235 / night

$1640 - $2542 / week

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avg. 2 hours 55 minutes

from $235 / night

(4) Excellent 

29

Vacation villa rental

Kalymnos / Kamári

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
New Autonomous fully equipped house built in 2015 in a unique location with unsurpassed views of the Aegean, and complete tranquility for memorable moments of relaxation.The house is located IN the foot mountain climbing routes in a unique location with panoramic view i …see more

from $57 / night

$305 - $551 / week

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avg. 3 hours 38 minutes

from $57 / night

(1) Excellent 

25

South Aegean Vacation villa rental

Paros / Drios

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
A lovely family house with swimming pool, situated on the south side of Paros, between Alyki fishing village with traditional tavernas and the famous Golden beach of Paros, next to tranquil semi-private beaches. Its premium uphill position offers spectacular view of the …see more

from $265 / night

$1853 / week

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avg. 3 hours 14 minutes

from $265 / night

(1) Excellent 

15

Vacation gite in South Aegean

Sifnos / Platis Gialos

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Parisians of Greek origin, we manage our house with love and care. 5 minutes walk from the best beach of the island and the village of Platis Yialos, our house offers a view of the bay and the deep blue! All rooms can be booked separately. They enjoy private terraces an …see more

from $41 / night

$285 / week

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avg. 1 hour 30 minutes

from $41 / night

(31) Excellent 

21

Vacation villa with swimming pool in South Aegean

Mykonos / Mykonos Town

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
The Villa Hurmuses experience is about memories — unforgettable memories that have been made and the beautiful memories that are possible. Tucked in a serene corner near Mykonos Town, Villa Hurmuses offers the details the discerning traveler seeks including award-winni …see more

from $1300 / night

$9100 / week

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from $1300 / night

18

Vacation villa with swimming pool in South Aegean

Naxos / Plaka

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Panoramic view of the Aegean Sea and sandy coves: on this island, undoubtedly one of the most beautiful in the Cyclades, the climate is pleasant, generous nature, beautiful beaches and the remains of the surprising antiquity. Overlooking sandy beaches at 100 m below ' …see more

from $482 / night

$3367 - $7081 / week

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from $482 / night

(1) Excellent 

16

Vacation gite in South Aegean

Sifnos / Platis Gialos

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Parisians of Greek origin, we manage our house with love and care. 5 minutes walk from the best beach of the island and the village of Platis Yialos, our house offers a view of the bay and the deep blue! All rooms can be booked separately. They enjoy private terraces an …see more

from $41 / night

$285 / week

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avg. 1 hour 30 minutes

from $41 / night

(8) Excellent 

24

Vacation villa rental

Naxos / Melanes

2 4 6 nights min

  • 2 bedrooms
  • Sleeps 4
  • 6 nights min
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • Swimming pool
Villa Guilena Main house is a light and airy 2 storey,2 bedroomed, fully equipped property, nestled in the beautiful Melanes valley. Peaceful, with only the sound of goat bells, enjoy the wonderful pool with its panoramic mountain views, bask in uninterrupted sunsh …see more

from $123 / night

$861 - $2624 / week

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avg. 2 hours 55 minutes

from $123 / night

(3) Excellent 

29

Vacation villa in South Aegean

Rhodes / Afandou

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 0.7 mi
  • Child friendly
  • Air conditioning
The house is one of three apartments of a villa. it is situated on a loft with an extrodinary sea and mountain view. there is a 4,000sq m landscaped garden with high fencing for security. The large number of fruit trees and vegetable garden are at disposal for visitors …see more

from $58 / night

$403 / week

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avg. 1 hour 6 minutes

from $58 / night

(11) Very Good 

21

Townhouse rental in Naxos Town

Naxos / Naxos Town

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Ask about children
The Goudi House is a beautifuly renovated turn of the 20th century property that was originally owned by a Greek Orthodox Papa and then in 1980 bought by a Greek carpenter for his family and 5 children who then added 2 extra floors . An old marble mortar (Goudi) was f …see more

from $106 / night

$738 - $1476 / week

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avg. 2 hours 55 minutes

from $106 / night

18

Studio rental in Parikia

Paros / Parikia

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Olympian-apartments is located in Parikia, the main port of the island and is situated in the heart of a quiet, filled with jasmine and bougainvillea. We have 4 studios and 2 apartments: 3 studios for 2 people, 1 studio for 3 people and 2 apartments for 4/5 people, with …see more

from $41 / night

$285 / week

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avg. 3 hours 2 minutes

from $41 / night

(7) Excellent 

22

South Aegean Vacation villa rental

Naxos / Naxos Town

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Set on the beautiful hillside amidst landscaped gardens and exceptional views,this delightful property is a wonderful choice for your vacation in Naxos. Fully equipped throughout,tastefully furnished and a light and airy interior. A twin bedroom room downstairs,la …see more

from $153 / night

$1066 - $1312 / week

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avg. 2 hours 55 minutes

from $153 / night

(4) Excellent 

23

Vacation villa in South Aegean

Rhodes / Lindos

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
The house is located in the beautiful historical village of Lindos, famous for its Acropolis, its ancient houses and narrow streets, its blue sea. Wrapped around a high, vertical rock where the ancient acropolis stands overlooking the sea with a breathtaking view, …see more

from $99 / night

$697 - $1161 / week

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avg. 3 hours 27 minutes

from $99 / night