
Agios Nikolaos Rentals

- From $1615 per night (USD)
VRBO
Unique 1868 Winery Canava - Caldera View, Private Pool, Hot tub, Sunbathing deck
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 12
1868 Wine production Canava offered as Luxury Villa accommodation. A traditional Santorinian residence, meticulously re ...
From $1615 per night (USD)VRBO
- From $401 per night (USD)
Expedia
2 Bedroom Cave Suite in Ammoudi Bay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The sound and smell of the sea, the view of the majestic and colourful volcanic rock, and the picturesque seafood tavern ...
From $401 per night (USD)Expedia
- From $411 per night (USD)
VRBO
Seafront Cave Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The sound and smell of the sea, the view of the majestic and colourful volcanic rock, and the picturesque seafood tavern ...
From $411 per night (USD)VRBO
- From $596 per night (USD)
Expedia
Seafront Suite With Private Plunge Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The sound and smell of the sea, the view of the majestic and colourful volcanic rock, and the picturesque seafood tavern ...
From $596 per night (USD)Expedia
- From $661 per night (USD)
VRBO
Traditional villa in Oia with Jacuzzi and unique view of the Volcano and Caldera
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Unique villa in Oia Santorini, with spectacular view of the Volcano and Caldera from its spacious veranda. A fully renov ...
From $661 per night (USD)VRBO
- From $579 per night (USD)
Expedia
Callista Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This traditional 'cave' house has been transformed into a comfortable residence with modern conveniences, yet retains al ...
From $579 per night (USD)Expedia
- From $610 per night (USD)
VRBO
Beautiful holiday home in Oia-ex TUI
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A breathtaking view over the cliffs of Oia awaits you in this charming holiday home in a class of its own! Inside you wi ...
From $610 per night (USD)VRBO
- From $1701 per night (USD)
Expedia
Elegant Santorini House | Villa Horizon |Caldera View-Outdoor Hot Tub | Oia
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
The VillaMore Horizon Villa is a Deluxe Three Bedroom Villa of 65m2. The main living area opens to a spacious furnished ...
From $1701 per night (USD)Expedia
- From $867 per night (USD)
VRBO
Luxury Santorini Villa | Ocean Breeze Villa | 2 Bedrooms | Sea & Caldera View | Jacuzzi & Plunge | Oia
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
An architectural gem, this astonishing 60 square meter Villa can accommodate up to 4 persons in its two-bedroom, one bat ...
From $867 per night (USD)VRBO
- From $1639 per night (USD)
Expedia
Elegant Santorini House | Villa Serenity |Caldera View|Outdoor Hot Tub| Private Pool | Oia
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Discover the epitome of elegance at Villa Serenity, a stunning luxury villa located at the entrance of Oia Village in Sa ...
From $1639 per night (USD)Expedia
- From $914 per night (USD)
VRBO
(w) Deluxe 1 Bedroom Cave Villa | Outdoor Hot Tub | Santorini
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Built on the volcanic rock in the scenic village of Oia, VillaMore Villas offers Cycladic-style rooms with stunning view ...
From $914 per night (USD)VRBO
- From $1792 per night (USD)
Expedia
Luxury Santorini Villa | Villa Mystic | Outdoor Plunge Pool | 1 Bedroom | Sea & Caldera View | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This 30 square meter villa is unbearably cozy, and ideal for couples and friends who wish to enjoy the stunning caldera ...
From $1792 per night (USD)Expedia
- From $1564 per night (USD)
VRBO
Luxury Santorini Villa | Villa Aqua Dream | 1 Bedroom | Indoor Plunge Pool | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This 30 square meter villa has the most intriguing layout, as all its spaces are ingeniously arranged inside the natural ...
From $1564 per night (USD)VRBO
- From $866 per night (USD)
Expedia
Luxury Santorini Villa | Superior Cave Villa | Outdoor Hot Tub | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Built on the volcanic rock in the scenic village of Oia, VillaMore Villas offers Cycladic-style rooms with stunning view ...
From $866 per night (USD)Expedia
- From $811 per night (USD)
VRBO
Caldera Serenity Cave Villa | Oia, Santorini | Breathtaking Caldera Views | Traditional Cave-Style Luxury | Outdoor Hot Tub | Modern Comforts & Timeless Elegance
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Caldera Serenity Cave Villa with Outdoor Hot Tub Immerse yourself in the charm of Santorini with a stay at Caldera Se ...
From $811 per night (USD)VRBO
- From $552 per night (USD)
Expedia
Elegant Santorini House | 2 Bedroom Villa | Caldera View-Outdoor Hot Tub | Oia
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
The villa features two interconnecting bedrooms with an open-plan modern design, a family bathroom with a walk-in shower ...
From $552 per night (USD)Expedia
- From $2250 per night (USD)
VRBO
Luxury Santorini Villa | Pure Bliss Villa | Outdoor Plunge Pool | Sea & Caldera View | 1 Bedroom | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Occupying the entire second floor of an old captain's house, this villa enjoys spectacular views of Caldera and the volc ...
From $2250 per night (USD)VRBO
- From $873 per night (USD)
Expedia
Caldera Romance Cave Villa | Oia, Santorini | Private Terrace & Outdoor Hot Tub | Spectacular Sunset & Caldera Views | Traditional Cave-Style Luxury | Perfect for Honeymoons & Romantic Escapes
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Caldera Romance Cave Villa with Outdoor Hot Tub Carved into the volcanic rock of Oia, Caldera Romance Cave Villa is a l ...
From $873 per night (USD)Expedia
- From $1289 per night (USD)
VRBO
Luxury Santorini Villa | Full Moon Villa |1 Bedrooms | Outdoor Plunge Pool | Sea & Caldera View | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
These are two spectacular 40 square meter villas, with awe-inspiring vistas of the Aegean, the volcano and Caldera. Thei ...
From $1289 per night (USD)VRBO
- From $919 per night (USD)
Expedia
Caldera Horizon Grand Cave Villa | Oia, Santorini | Private Terrace & Outdoor Hot Tub | Breathtaking Caldera Views | Traditional Cave-Style Luxury | Spacious & Elegant Retreat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Caldera Horizon Grand Cave Villa with Outdoor Hot Tub Experience the charm of Santorini in the Caldera Horizon Grand Ca ...
From $919 per night (USD)Expedia
- From $2144 per night (USD)
VRBO
Luxury Santorini Villa | Hidden Gem Villa | Private Pool | Sea & Caldera View | 1 Bedroom | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A real hidden gem, this dazzling 40 square meter villa is literally hanging on the cliffs of the Caldera. Its private ba ...
From $2144 per night (USD)VRBO
- From $960 per night (USD)
Expedia
(w) Oia | Junior Cave Villa with Outdoor Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Built on the volcanic rock in the scenic village of Oia, VillaMore Villas offers Cycladic-style rooms with stunning view ...
From $960 per night (USD)Expedia
- From $834 per night (USD)
VRBO
Elegant Santorini House | 3 Bedroom Villa | Caldera View-Outdoor Hot Tub | Oia
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
This exquisite three-bedroom luxury villa offers unparalleled panoramic views of the Caldera and features a distinctive ...
From $834 per night (USD)VRBO
- From $1270 per night (USD)
Expedia
Luxury Santorini Villa | Infinity Blue Villa | 1 Bedroom | Outdoor Plunge Pool | Sea & Caldera View | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This 40 square meters stunning villa has a unique advantage. It has a private covered veranda, fully equipped with sunbe ...
From $1270 per night (USD)Expedia
- From $1087 per night (USD)
VRBO
Luxury Santorini Villa | Aurora Grace Villa | Indoor Plunge Pool | Caldera View | 1 Bedroom | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Indulge in the surreal view of the sea sparkling under the glorious Mediterranean sun, the lunar rocks dropping sheer to ...
From $1087 per night (USD)VRBO
- From $962 per night (USD)
Expedia
Luxury Santorini Villa | Villa Cozy | 1 Bedroom | Indoor Plunge Pool & Caldera View | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This exceptional 30 square meter villa is like a cozy nest indeed! It has an indoor hot tub, right by the window to enjo ...
From $962 per night (USD)Expedia
- From $412 per night (USD)
VRBO
Elegant Santorini House | 1 Bedroom Villa | Caldera View-Outdoor Hot Tub | Oia
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This exquisite villa offers an unparalleled experience of luxury and comfort, boasting breathtaking views of the Caldera ...
From $412 per night (USD)VRBO
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Expedia
(w) Executive Cave Villa with Outdoor Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Built on the volcanic rock in the scenic village of Oia, VillaMore Villas offers Cycladic-style rooms with stunning view ...
Click For PricingExpedia
- From $636 per night (USD)
VRBO
Luxury Santorini Villa | Secret Escape Villa | Private Pool | Sea & Caldera View | 2 Bedrooms | Oia
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
An architectural gem, this astonishing 60 square meters, the two-story villa can accommodate up to 4 persons in its two- ...
From $636 per night (USD)VRBO
- From $975 per night (USD)
Expedia
Villa Turquoise - Private Pool & Private Outdoor Heated Hydromassage Spa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Villa "Turquoise" at Oia Sunset Villas is a boutique villa, elegantly decorated. Villa is located in the north of Sant ...
From $975 per night (USD)Expedia
- Click For Pricing
VRBO
Stellar Sun Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stellar Sun Suite nestled on the side of a cliff overlooking the Caldera in Oia, with a view of the volcano and the Aeg ...
Click For PricingVRBO
- From $1211 per night (USD)
VRBO
DIAMOND 4BD Villa Pool & HotTub Sea\/Sunset View
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Villa Turquoise is a 4 bedroom villa that offers all amenities & facilities the modern traveler needs! To top it off, o ...
From $1211 per night (USD)VRBO
- From $1193 per night (USD)
VRBO
EMERALD 3BD Villa Pool & HotTub Sea\/Sunset View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Villa Emerald is a 3 bedroom villa that offers all amenities & facilities the modern traveler needs! To top it off, our ...
From $1193 per night (USD)VRBO
- From $1420 per night (USD)
VRBO
SWINGING SUNSET Villa 3BD Sea View w\/ Pool& HotTub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Swinging Sunset Villa is a 3 bedroom villa that offers all amenities & facilities the modern traveler needs! To top it ...
From $1420 per night (USD)VRBO
- From $933 per night (USD)
VRBO
Beautiful Oia Villa | Spectacular Sea Views | Sunset & Caldera Views | Aegean Serenity Villa
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Located on the iconic cliffs of Oia, Santorini, Aegean Serenity Villa offers breathtaking views over the boundless Aegea ...
From $933 per night (USD)VRBO
- From $972 per night (USD)
Expedia
My Rental Homes - Volcano Suite with covered Jacuzzi overlooking the panorama
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Wonderful Volcano Suite is a terrific apartment part of 8 suite-properties, overlooking the breathtaking panorama over t ...
From $972 per night (USD)Expedia
- From $1029 per night (USD)
VRBO
OIASUNSETVILLAS-villaDIAMOND - Private Pool & Private Outdoor Heated HotTub\/Spa
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Villa “DIAMOND” at “OIA SUNSET VILLAS” is one of six boutique villas, elegantly decorated. The villa is located in the ...
From $1029 per night (USD)VRBO
- From $718 per night (USD)
Expedia
Oia Sunset Villas - Villa \"Pearl\" - Swimming pool - Private outdoor Heated Spa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Villa “PEARL” at “OIA SUNSET VILLAS” is one of six boutique villas, elegantly decorated. The villa is located in the n ...
From $718 per night (USD)Expedia
- Click For Pricing
VRBO
Luxury Santorini Villa | Sunset Chaser Villa | 2 Bedrooms | Outdoor Hot Tub | Sea & Sunset View | Oia
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This incredible villa is perched on the edge of the cliff, at the very end of the traditional settlement of Oia. The vie ...
Click For PricingVRBO
- From $1596 per night (USD)
Expedia
Luxury Santorini Villa | Aegean Magic Villa | 1 Bedroom | Indoor & Outdoor Plunge Pool | Sea & Caldera View | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This exceptional 40 square meter villa has its own terrace on an upper level, enjoying breathtaking views of the Aegean ...
From $1596 per night (USD)Expedia
- From $347 per night (USD)
VRBO
Blessed Blue \nBoutique Cave Suite in the heart of Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Perched on the cliffs of the scenic village of Oia, Blessed Blue is a newly renovated 200-year-old boutique cave suite o ...
From $347 per night (USD)VRBO
- From $758 per night (USD)
Expedia
OIA SUNSET VILLAS - villa TOPAZ - Swimming pool - Private outdoor Heated Spa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Villa “TOPAZ” at “OIA SUNSET VILLAS” is part of six boutique villas, elegantly decorated. The villa is located in the n ...
From $758 per night (USD)Expedia
- Click For Pricing
VRBO
Elite Santorini Villa | Villa Santorini 520 | 3 Bedroom | Infinity Pool | Oia
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Introducing the Elite Santorini Villa, also known as Villa Santorini 520, located in the picturesque village of Oia. Per ...
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- Click For Pricing
Expedia
Casa Sigala Cave
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Το σπίτι είναι κατασκευασμένο στο σημείο που όλοι θέλουν να δουν το Ηλιοβασίλεμα . Στο μπαλκόνι του ηρεμείς απολαμβάνοντ ...
Click For PricingExpedia
- Click For Pricing
VRBO
casa sigala arch
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Είναι ένα παραδοσιακό κυκλαδίτικο σπίτι. Υπάρχουν μαγαζιά ,καφέ ,εστιατόρια και ο δρόμος της καλδέρας σε 50 μέτρα . Εξωτ ...
Click For PricingVRBO
- From $683 per night (USD)
Expedia
Deluxe Santorini Villa | Villa Family | 2 Bedroom | Wonderful Sea Views | Oia
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
The family villas are our largest for up to five persons. Each has two bed rooms with queen size beds, and a sofa bed i ...
From $683 per night (USD)Expedia
- From $632 per night (USD)
VRBO
Deluxe Santorini Villa | Villa Classic | 1 Bedroom | Wonderful Sea Views | Oia
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Villa Classic sleeps up to four people, there is a king size bed in the bedroom and two single beds in the living room. ...
From $632 per night (USD)VRBO
- From $706 per night (USD)
Expedia
Deluxe Santorini Studio | Santorini Studio | Wonderful Sea Views | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our Chelidonia traditional villas line, developed and constantly refined over many years. In Centreville, Oia ...
From $706 per night (USD)Expedia
- From $955 per night (USD)
VRBO
Deluxe Santorini Villa | Villa Romantic | 1 Bedroom | Wonderful Sea Views | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Villa Romantic has one bedroom. There is a living room kitchenette, bathroom and terrace which is perfect for pre dinner ...
From $955 per night (USD)VRBO
- From $348 per night (USD)
Expedia
Luxury Santorini Villa | 1 Bedroom Villa | Stunning Sea Views & Outdoor Jacuzzi | Oia
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
This exquisite one-bedroom villa accommodates up to three guests and offers breathtaking views of the Caldera, complemen ...
From $348 per night (USD)Expedia
- Click For Pricing
VRBO
Tramonto Suite with outdoor Jacuzzi and Sunset view
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your own paradise with the most beautiful sunset view in the world! Providing unparalleled sunset views, Tramonto Suite ...
Click For PricingVRBO
- From $920 per night (USD)
Expedia
Villa Pearl - Sunset & Sea View - Swimming Pool & Private Outdoor Heated Jacuzzi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Villa “PEARL” at “OIA SUNSET VILLAS” is one of six boutique villas, elegantly decorated. The villa is located in the n ...
From $920 per night (USD)Expedia
- From $1137 per night (USD)
VRBO
Santo Blue Horizon ( Blue domes )
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
The villa is located in the heart of Oia in an excellent position and has stunning views. The three domes just in front ...
From $1137 per night (USD)VRBO
- From $685 per night (USD)
Expedia
Cave Agapi traditional old house
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
“Cave Agapi” is a genuine old cave house (ypóskafo, in greek language), situated at the entrance of famous scenic Oia vi ...
From $685 per night (USD)Expedia
- Click For Pricing
VRBO
FISHERMAN'S CAVE HOUSE
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
On an exquisite location on the caldera of Oia, the Fisherman’s Cave House is an exquisite accommodation proposal for up ...
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- Click For Pricing
Expedia
SUNSET CAVE HOUSE
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
A traditional cave house of Oia, on the cliff beneath the Castle of Oia, was attentively restored to create the Sunset C ...
Click For PricingExpedia
- From $462 per night (USD)
VRBO
Twin Cave House - Oia
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Twin Cave House is a recently renovated authentic cave house, partly carved in the volcanic rock face. It is located in ...
From $462 per night (USD)VRBO
- From $450 per night (USD)
Expedia
Armeni Beach House - with private boat service!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Delve into the soul of the caldera by staying in this beautiful and cosy beach house, nestled in Armeni Bay, the hidden ...
From $450 per night (USD)Expedia
- From $1083 per night (USD)
VRBO
Incredible caldera views! Full sunset, private, spacious - in the heart of Oia
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
100 sq meters of traditional cave house - 3 bedrooms and 3 bathrooms, spread over 3 levels of 100 square meters of priva ...
From $1083 per night (USD)VRBO
- Click For Pricing
Expedia
3 bedroom villa with private plunge pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Dionyssos Cave House is a recently renovated and very spacious cave house, partly carved in the volcanic rock face. It i ...
Click For PricingExpedia
- From $663 per night (USD)
VRBO
Armeni Seaside Villa - with private boat service!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Delve into the soul of the caldera by staying in this beautiful and spacious villa, nestled in Armeni Bay, the hidden ge ...
From $663 per night (USD)VRBO
- From $596 per night (USD)
Expedia
Lava Cave suite 1BR\/Private Plunge Pool+Panoramic View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Just a few minutes’ walk from the ruins of the old castle, where visitors assemble every evening to marvel the Oia's maj ...
From $596 per night (USD)Expedia
- Click For Pricing
VRBO
Nano Oia Villa
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nano Oia Villa is a luxury residence with Private heated Mini-Pool,located just exactly at the world's famous Santorini ...
Click For PricingVRBO
- From $754 per night (USD)
Expedia
3 bedroom luxury villa at Oia with fantastic sea views and jacuzzi pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
“White House” Villa is a unique property located at the highest spot of Oia village in Perivolas area. Its amphitheatri ...
From $754 per night (USD)Expedia
- From $1570 per night (USD)
VRBO
Aqua Terra villa on the cliff, 2 HOUSES, 2 plunge pools, UP TO 8 PERSONS
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
THE AQUA TERRA MANSION CONSIST OF 2 CAVE HOUSES, DIFFERENT DOORS AND KEYS, THE ONE IS UP TO 5 PERSON AND THE OTHER UP TO ...
From $1570 per night (USD)VRBO
- From $440 per night (USD)
Expedia
Elegant Santorini House | Villa Graceful |Caldera View-Outdoor Hot Tub | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This villa presents an elegant and tranquil retreat, offering guests a serene escape with two distinct levels of luxury. ...
From $440 per night (USD)Expedia
- From $368 per night (USD)
VRBO
Elegant Santorini House | 1 Bedroom Villa | Caldera View-Outdoor Hot Tub | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Bliss Villa offers an exquisite retreat within an open space of 50m2, featuring a luxurious bedroom with a double be ...
From $368 per night (USD)VRBO
- From $1158 per night (USD)
Expedia
Elegant Santorini House | 1 Bedroom | Villa Windswept House | Amazing Caldera View & Outdoor Hot Tub | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Allow me to introduce Villa Windswept House, formerly known as the Amaya Windmill Maisonette. This exquisite villa is ne ...
From $1158 per night (USD)Expedia
- From $743 per night (USD)
VRBO
The Mill Haven Santorini
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Mill Haven complex, is housed in a traditional Cycladic windmill, and located in the picturesque village of Oia, ove ...
From $743 per night (USD)VRBO
- From $2471 per night (USD)
Expedia
Luxury Santorini Villa | Sunset Villa | Jacuzzi | Panoramic Sunset\/Sea View | 4 BDR | Oia
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sunset Villa can accommodate up to 8 people. It has been built into 4 levels in a total space of 420m2 with the followin ...
From $2471 per night (USD)Expedia
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VRBO
Luxury accomodation in a traditional place.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Opa99's apartment was amazing. From the private terrance next to the walk way looking over Santorini, jacuzzi and though ...
Click For PricingVRBO
- From $375 per night (USD)
Expedia
Terracotta Cave House (2)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Step into a real life postcard by staying in our newly renovated Terracotta Cave House! Terracotta Cave House (2) is a ...
From $375 per night (USD)Expedia
- From $746 per night (USD)
VRBO
Big Blue Villa with Hot tub and Sea View by Caldera Houses
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled within the serene Cliffside village of Oia on the tip of Santorini, this spacious villa offers a unique blend of ...
From $746 per night (USD)VRBO
- From $356 per night (USD)
VRBO
White Cave by Caldera Houses
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the enchanting fusion of tradition and modernity at White Cave House, located in peaceful Oia, Santorini. This ...
From $356 per night (USD)VRBO
- From $792 per night (USD)
VRBO
Caldera View by Caldera Houses
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This spacious villa is located at the highest point of the village with stunning and unlimited views to the famous calde ...
From $792 per night (USD)VRBO
- From $574 per night (USD)
VRBO
Annouso Villa with Hot Tub and sea view by Caldera Houses
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Embrace the allure of Annouso villa, where white stone, vibrant flowers, blue wood, and yellow terracotta converge to cr ...
From $574 per night (USD)VRBO
- From $591 per night (USD)
VRBO
Top Caldera by Caldera Houses
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Wake up in the perfect views of this traditional captain's home style villa. A top choice, at the top point of the Oia c ...
From $591 per night (USD)VRBO
- From $792 per night (USD)
VRBO
3 Caves Suite with Hot Tub and Sea View by Caldera Houses
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in the serene Cliffside village of Oia, at the very tip of the enchanting island of Santorini, lies our spacious ...
From $792 per night (USD)VRBO
- From $685 per night (USD)
VRBO
Marble Sun Suite with Hot Tub and Valdera View by Caldera Houses
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the epitome of Santorini luxury at Marble Sun Villa. Nestled amidst the iconic cliffs of Oia, our villa offers ...
From $685 per night (USD)VRBO
- From $669 per night (USD)
Expedia
Aerie beautiful house, heart of Oia's traditional settlement, Caldera view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The whole settlement stands there, since the mid 19th century. Although it is a cave house, it is considerably spacious. ...
From $669 per night (USD)Expedia
- From $1768 per night (USD)
VRBO
Elegant Santorini Villa | Villa Mariniou | Private Hot Tub | Air Conditioning | 2 Bedrooms | Oia
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Villa Mariniou features two bedrooms, two bathrooms and an internal hot tub. It boasts of incredible vistas over the Cal ...
From $1768 per night (USD)VRBO
- From $1178 per night (USD)
Expedia
Elegant Santorini Villas | Villas Aloia | Private Hot Tub | Air Conditioning | 1 Bedrooms | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Villas Alina, Lena and Victoras all feature one bedroom, one bathroom and an outdoor hot tub each, and boast of incredib ...
From $1178 per night (USD)Expedia
- From $1531 per night (USD)
VRBO
Elegant Santorini Villa | Villa Ioulia | Private Pool | Air Conditioning | 3 Bedrooms | Oia
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Villa Ioulia harmoniously combines classic Cycladic architectural elements with modern comforts, making it an ideal retr ...
From $1531 per night (USD)VRBO
- From $1177 per night (USD)
Expedia
Elegant Santorini Villa | Villa Spyros | Villa Demi | Private Hot Tub | Air Conditioning | 2 Bedroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Villas Spyros and Villa Demi both feature two bedrooms, two bathrooms and an outdoor hot tub each, and is perfect for fa ...
From $1177 per night (USD)Expedia
- From $828 per night (USD)
VRBO
The Sunset WindMill - 3 bedroom, 3 bathroom villa with outdoor jetted tub!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The Sunset Windmill is located at the village of Oia overlooking Santorini’s world famous sunset. On the first floor bal ...
From $828 per night (USD)VRBO
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Expedia
Astonishing Santorini Villa | Cave Suite | 1 Bedroom | Caldera & Sea View | Oia
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Experience the epitome of luxury and tranquility at our stunning Santorini villa. Our spacious cave suites offer a uniqu ...
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Astonishing Santorini Villa | Cave Suite with Private Hot Tub | 1 Bedroom | Caldera & Sea View | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Romantic accommodation in Oia with private hot-tub Honeymoon Cave Suites with Hot Tub expand to approx. 30m2 and can ac ...
Click For PricingVRBO
- From $833 per night (USD)
Expedia
Astonishing Santorini Villa | Cave Suite with Private Hot Tub | 1 Bedroom | Caldera & Sea View | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the ultimate luxury and tranquility at Oia Cave Suite with Private Hot Tub and Astonishing Views. These spaci ...
From $833 per night (USD)Expedia
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VRBO
Opulent Oia Oasis: 3-Bedroom Luxury Suite
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
Our luxury boasts an ideal location, right in the centre of Oia, the most picturesque village of the island. Oia perches ...
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- From $203 per night (USD)
Expedia
Muses Cycladic Suites - Sea View Loft with Outdoor Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the charm of our Compact Arched Sea View Loft Suite with Outdoor Hot Tub. This newly renovated retreat featur ...
From $203 per night (USD)Expedia
- From $247 per night (USD)
VRBO
Muses Cycladic Suites - Compact Two-Bedroom Apartment with Outdoor Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover our Cozy Two-Bedroom Apartment with Outdoor Hot Tub. The ground floor features one bedroom (180×200 bed) with a ...
From $247 per night (USD)VRBO
- From $270 per night (USD)
Expedia
Muses Cycladic Suites - Compact Two-Bedroom Suite with Outdoor Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our Cozy Two-Bedroom Suite with Outdoor Hot Tub, featuring a ground-level bedroom (180×190 bed) with two bath ...
From $270 per night (USD)Expedia
- From $289 per night (USD)
VRBO
Muses Cycladic Suites - Compact Two-Bedroom Sea View Suite with Outdoor Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Indulge in our Cozy Two-Bedroom Sea View Suite with Outdoor Hot Tub, featuring one ground-level bedroom (180×190 bed) wi ...
From $289 per night (USD)VRBO
- From $236 per night (USD)
Expedia
Muses Cycladic Suites - Two Level Compact Suite with Outdoor Hot tub & sea view
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Indulge in our Two-Level Compact Suite with Outdoor Hot Tub, featuring a ground-level bedroom (bed size 180×200) and a l ...
From $236 per night (USD)Expedia
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VRBO
Luxury Suite with indoor hot tub in Oia
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Our luxury boasts an ideal location, right in the centre of Oia, the most picturesque village of the island. Oia perches ...
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Expedia
Astonishing Santorini Villa | Cave Superior Studio | 1 Bedroom | Caldera & Sea View | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Elegant, comfortable studios for two Superior Studios expand to approx. 19m2 and can accommodate up to 2 guests, featuri ...
Click For PricingExpedia
- From $302 per night (USD)
VRBO
Remarkable Santorini Villa | Junior Suite | 1 Bedroom | Stunning Views of Sea and The Volcano | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Opening to a cozy open-plan space with minimalistic Cycladic décor, the Junior Suite can accommodate up to two people, c ...
From $302 per night (USD)VRBO
- From $1637 per night (USD)
Expedia
Stunning Oia Villa | Santorini Ambassador Villa | Outdoor Private Cave Pool | Caldera View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Step into the Ambassador Villa, where dazzling-white interior spaces with vaulted ceilings and embedded stonework greet ...
From $1637 per night (USD)Expedia
- From $218 per night (USD)
VRBO
Kalyva House in center of Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located in one of the most picturesque & restful Oia neighborhoods in Santorini, you need less than a minute to promenad ...
From $218 per night (USD)VRBO
- From $1492 per night (USD)
VRBO
Oia Mansion - 4 Bedroom Luxury Villa In Santorini
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Oia Mansion, the exclusive Sea-Captain's luxury villa in Oia in Santorini, has been recently renovated to the highest po ...
From $1492 per night (USD)VRBO