Location

Dates

Guests

Vacation rentals in Pyrgos Kallistis, Thira, Greece

Villa Ariadne

4 bedrooms·3½ baths

Greece

5(141 reviews)

1.529,10 € EUR total for 3 nætter

13.–16. okt. 2026

en-suite bedroom #2

This is aerial view of Agios Prokopios beach.

Crystal clear waters within 5 seconds.

Casa Del Mare

3 bedrooms·4 baths

Greece

5(124 reviews)

2.340,00 € EUR total for 3 nætter

23.–26. okt. 2026

Villa Aetheria

4 bedrooms·4½ baths

Greece

5(102 reviews)

1.620,90 € EUR total for 3 nætter

17.–20. okt. 2026

Spacious living room with open plan kitchen and dining table

Plaka beach only 3 min walking distance

Sunset over Paros island

Villa Dimitra

3 bedrooms·3½ baths

Greece

5(102 reviews)

1.116,00 € EUR total for 3 nætter

23.–26. sep. 2026

Seaside Naxos : 4BDR Villa Aphrodite @ Plaka Beach image 1

Seaside Naxos : 4BDR Villa Aphrodite @ Plaka Beach image 2

Seaside Naxos : 4BDR Villa Aphrodite @ Plaka Beach image 3

Seaside Naxos : 4BDR Villa Aphrodite @ Plaka Beach image 4

Seaside Naxos : 4BDR Villa Aphrodite @ Plaka Beach image 5

Villa Aphrodite

4 bedrooms·4½ baths

Greece

5(67 reviews)

1.575,00 € EUR total for 3 nætter

23.–26. sep. 2026

2 Bedroom apartment | Galini Beach Residences image 1

2 Bedroom apartment | Galini Beach Residences image 2

2 Bedroom apartment | Galini Beach Residences image 3

2 Bedroom apartment | Galini Beach Residences image 4

2 Bedroom apartment | Galini Beach Residences image 5

Galini Beach Residences | Seafront Appartment 2

2 bedrooms·2 baths

Monemvasia • Greece

4.72(29 reviews)

$160 – $206/ nat(exkl. gebyrer & skatter)

Ground Floor Studio | Galini Beach Residences image 1

Ground Floor Studio | Galini Beach Residences image 2

Ground Floor Studio | Galini Beach Residences image 3

Ground Floor Studio | Galini Beach Residences image 4

Ground Floor Studio | Galini Beach Residences image 5

Ground Floor Studio by the sea | Galini

1 bedroom·1 bath

Monemvasia • Laconia

4.67(3 reviews)

$115 – $132/ nat(exkl. gebyrer & skatter)

3 Bedroom apartment | Galini Beach Residences image 1

3 Bedroom apartment | Galini Beach Residences image 2

3 Bedroom apartment | Galini Beach Residences image 3

3 Bedroom apartment | Galini Beach Residences image 4

3 Bedroom apartment | Galini Beach Residences image 5

Galini Beach Residences | Seafront Appartment 1

3 bedrooms·3 baths

Monemvasia • Greece

5(4 reviews)

$201 – $246/ nat(exkl. gebyrer & skatter)

Panoramic Sea View Villa with Shared Pool image 1

Panoramic Sea View Villa with Shared Pool image 2

Panoramic Sea View Villa with Shared Pool image 3

Panoramic Sea View Villa with Shared Pool image 4

Well-equipped kitchen with filtered water (no need for plastic bottles), dishwasher, kettle, toaster, 3 ways to make coffee, cookware, diningware, and pantry basics: coffee, tea, sugar, oil, vinegar, oregano, and cinnamon.

The Iconpainter Kalamaki Villa

1 bedroom·1 bath

Charokopio • Messinia

5(2 reviews)

324,00 € EUR total for 3 nætter

7.–10. okt. 2026

This villa’s entrance opens onto the pool area, with a private balcony at the back overlooking the sea and our peaceful vineyard — the best of both worlds.

Private One-Bedroom Villa with Pool & Sea View image 2

Private One-Bedroom Villa with Pool & Sea View image 3

Private One-Bedroom Villa with Pool & Sea View image 4

Private One-Bedroom Villa with Pool & Sea View image 5

Private One-Bedroom Villa with Pool & Sea View

1 bedroom·1 bath

Charokopio • Messinia

369,00 € EUR total for 3 nætter

7.–10. okt. 2026

Luana: A Boutique Villa at Plaka Beach with Pool

Relax in your spacious living room and enjoy the numerous amenities of Villa Luana!

Luana: A Boutique Villa at Plaka Beach with Pool

The ground floor offers an open space with kitchen & living room.

ABOVE - Villa Luana Exteriors 2024-64.jpg

Luana: A Boutique Villa at Plaka Beach with Pool

3 bedrooms·3 baths

Greece

5(25 reviews)

1.177,20 € EUR total for 3 nætter

20.–23. okt. 2026

Villa Finoe • 4BR • Pool • 7-min walk to the Beach

Villa Finoe • 4BR • Pool • 7-min walk to the Beach

Villa Finoe • 4BR • Pool • 7-min walk to the Beach

Villa Finoe • 4BR • Pool • 7-min walk to the Beach

Villa Finoe • 4BR • Pool • 7-min walk to the Beach

Villa Finoe • 4BR • Pool • 7-min walk to the Beach

4 bedrooms·2½ baths

Plaka • Greece

5(11 reviews)

963,00 € EUR total for 3 nætter

28. sep.–1. okt. 2026

View from Santorini Suite

Kitchen in Santorini Suite

Santorini Suite

Petalidi Place, Santorini Suite

Petalidi Place, Santorini Suite

Petalidi Place, Santorini Suite

1 bedroom·1 bath

Petalidi • Greece

$69 – $155/ nat(exkl. gebyrer & skatter)

Petalidi Place, Mykonos Suite

Petalidi Place, Mykonos Suite

Petalidi Place, Mykonos Suite

Petalidi Place, Mykonos Suite

Petalidi Place, Mykonos Suite

Petalidi Place, Mykonos Suite

1 bedroom·1 bath

Petalidi • Greece

$60 – $120/ nat(exkl. gebyrer & skatter)

Petalidi Place, The "Crete suite"

Petalidi Place, The "Crete suite"

Petalidi Place, The "Crete suite"

Petalidi Place, The "Crete suite"

Petalidi Place, The "Crete suite"

Petalidi Place, The "Crete suite"

3 bedrooms·1 bath

Petalidi • Greece

$126 – $183/ nat(exkl. gebyrer & skatter)

Naxian Sky Villa • Aegean Sunset Hilltop Bliss image 1

Naxian Sky Villa • Aegean Sunset Hilltop Bliss image 2

Naxian Sky Villa • Aegean Sunset Hilltop Bliss image 3

Naxian Sky Villa • Aegean Sunset Hilltop Bliss image 4

Naxian Sky Villa • Aegean Sunset Hilltop Bliss image 5

Naxian Sky Villa • Aegean Sunset Hilltop Bliss

4 bedrooms·2 baths

Plaka • Greece

5(4 reviews)

1.251,45 € EUR total for 3 nætter

28. sep.–1. okt. 2026

Kallista – Sunlit Studio image 1

Kallista – Sunlit Studio image 2

Kallista – Sunlit Studio image 3

Kallista – Sunlit Studio image 4

Kallista – Sunlit Studio image 5

Kallista – Sunlit Studio

1 bedroom·1 bath

Kakapetra • Greece

$63 – $109/ nat(exkl. gebyrer & skatter)

Persephone - Sunset Villa image 1

Persephone - Sunset Villa image 2

Persephone - Sunset Villa image 3

Persephone - Sunset Villa image 4

Persephone - Sunset Villa image 5

Persephone - Sunset Villa

2 bedrooms·2 baths

Kakapetra • Paros

$131 – $313/ nat(exkl. gebyrer & skatter)

Orion - Sea View Studio image 1

Cosy, orthopaedic bed, designed to give peace and comfort

Orion - Sea View Studio image 3

Orion - Sea View Studio image 4

Orion - Sea View Studio image 5

Orion - Sea View Studio

1 bedroom·1 bath

Kakapetra • Greece

$63 – $123/ nat(exkl. gebyrer & skatter)

Rhea - Sea Breeze Studio image 1

Rhea - Sea Breeze Studio image 2

Rhea - Sea Breeze Studio image 3

Rhea - Sea Breeze Studio image 4

Rhea - Sea Breeze Studio image 5

Rhea - Sea Breeze Studio

1 bedroom·1 bath

Kakapetra • Paros

$63 – $100/ nat(exkl. gebyrer & skatter)

Thalatta & Oros Traditional Villa image 1

Thalatta & Oros

Thalatta & Oros Traditional Villa image 3

Thalatta & Oros Traditional Villa image 4

Back side of yard

Thalatta & Oros Traditional Villa

4 bedrooms·2 baths

Tyros • Arcadia

5(1 review)

$250 – $260/ nat(exkl. gebyrer & skatter)

Mykonos Town Suite, Pool & Terrace

Mykonos Town Suite, Pool & Terrace

Mykonos Town Suite, Pool & Terrace

Mykonos Town Suite, Pool & Terrace

Mykonos Town Suite, Pool & Terrace

Mykonos Town Suite, Pool & Terrace

1 bedroom·1 bath

Mykonos

$243 – $747/ nat(exkl. gebyrer & skatter)

Sunny stone courtyard with blue door, lush trees, and terraced garden

Rustic stone steps to a sunlit door beneath a white pergola

Sunlit stone courtyard with blue door and terracotta planters

Sunlit Cycladic courtyard with stone path, pergola and balconies

Sunny Mediterranean courtyard with olive tree, stone patio and blue shutters

Hedoni

1 bedroom·1 bath

Mykonos

This penthouse definitively has one of the best terraces over the Messinian bay

Your private lodge to enjoy the wideness of the horizon over the sea

Wake up in the morning open your eyes and let your sight travel over the Greek blue of sea and sky ....

East part of your private terrace. Perfect to enjoy your brunch

The interior is more like the one of a caravan, only much wider .... and in organic quality

Seafront Penthouse / LEO

2 bedrooms·1 bath

Kalamata • Greece

5(19 reviews)

360,00 € EUR total for 4 nætter

2.–6. nov. 2026