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Holidaymakers searching for holiday rentals in Oia also enquired about villas in Imerovigli, villas in Thira (Fira) and villas in Firostefani

Make a holiday villa in Oia your home away from home

Those who have never heard of the Oia sunset need to make a point of discovering it for themselves. Seeing the sun paint the caldera and the houses built above it a lively orange is nothing less than a glimpse of heaven. This and many more delights are what tourists who make Oia holiday homes their destination of choice will enjoy. Makers of TV series and movies unable to resist Oia’s charm have used it time and again as the backdrop for their dramas. Thanks to its harbour on the isle of Thira it is a recognised cruise destination as well. HomeAway provides visitors to this exotic locale with luxurious holiday villas in Oia from which they can enjoy unhindered views of Santorini’s famous calderas. Some of these prestigious rentals come with such features as swimming pools and outdoor Jacuzzis. Internet connection and cable TV are also provided in many of these houses.

Things to do

-Sightseeing: Walking around the town’s narrow streets, visitors will be able to run their eyes up and down the homes of unique architecture that line Oia’s streets. These houses are built into volcanic rock and when you take a boat ride, the smattering of white houses glittering atop the cliff give the impression of the snow-covered peaks of mountains. But the awe-inspiring sunsets against the calderas are what convince most people to pack their bags and exchange their houses for Oia holiday rentals.

-Museum: The maritime history of the island of Thira, which forms part of Oia, is charted in the Naval Maritime Museum. Among the artefacts that tell the story are models of Thira ships from time past, rare photographs, maritime equipment used by ancient sailors and seamen’s chests. The museum itself is housed in a restored 19th century mansion.

-Food and drink: Oia is the best place to sample indigenous Greek cuisine as the locale is dotted with fine eateries that prepare food according to age-old Greek traditions. There are taverns that serve generous portions of hot souvlaki, tzadziki and other Greek specialities while some restaurants offer visitors this tasty fare combined with delicious views over the Aegean and a cosy, intimate ambiance. Those in the mood to experiment should make a detour into the Papagalos Restaurant where they can enjoy a series of innovative seafood dishes.

-Art: From time immemorial this Aegean jewel has attracted artists in droves from other parts of Greece and the entire continent. Not surprisingly there are many art galleries found in this town including the Mnemossyne Artists House on Pliarhorn Street. Here residents of Oia holiday homes will get to view and buy local art as well as items of clothing and jewellery. But the entire town is a masterpiece, with its uniquely designed buildings that were once homes of Venetian sea captains and the majestic cliff that faces the sea defiantly.

Weather in Oia

Like the rest of the Santorini island, the town of Oia experiences hot desert climate. This means that summers can get scorching, temperatures soaring beyond 30°C. Tourists headed for Oia holiday rentals in the months between June and August need to be prepared to deal with the heat and should not expect any relief in the form of summer rain as rainfall is scarce from April to September. During the winter, the cold is by no means harsh as temperatures average in the teens from November to March.

Travel to Oia

Santorini has a small airport that handles domestic flights and this is where most holidaymakers destined for holiday villas in Oia will touch down. They will fly there on a 30-minute flight from Athens, where most international visitors will initially arrive. On arrival at the Santorini Airport, visitors will have the option of taking a taxi or bus. The taxi will charge 20 to 25 Euros for the trip to Oia while the shuttle bus will cost about half that amount.

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  • Showing 1-50 of 300+
Additional service fee may apply.
    Wonderful! 4.9/5
    (48 reviews)
    avg/night
    • 2 BR
    • 1 BA
    • Sleeps 5
    Villa #268105
    48
    Viewed 20 times in the last 48 hours
      Wonderful! 4.9/5
      (20 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 5
      House #355647
      20
      Viewed 23 times in the last 48 hours
        Exceptional! 5.0/5
        (14 reviews)
        avg/night
        • 4 BR
        • 4 BA
        • Sleeps 10
        Villa #1022506
        14
        Viewed 20 times in the last 48 hours
          Wonderful! 4.8/5
          (5 reviews)
          avg/night
          • 3 BR
          • 3 BA
          • Sleeps 9
          Villa #883975
          5
          Viewed 21 times in the last 48 hours
            Exceptional! 5.0/5
            (13 reviews)
            avg/night
            • 6 BR
            • 5 BA
            • Sleeps 13
            Villa #183448
            13
            Viewed 21 times in the last 48 hours
              Wonderful! 4.8/5
              (35 reviews)
              avg/night
              • 2 BR
              • 2 BA
              • Sleeps 6
              House #3558652
              35
              Viewed 41 times in the last 48 hours
                Exceptional! 5.0/5
                (10 reviews)
                avg/night
                • 2 BR
                • 1 BA
                • Sleeps 4
                Mill #3966988
                10
                Viewed 43 times in the last 48 hours
                  Wonderful! 4.9/5
                  (18 reviews)
                  avg/night
                  • 1 BR
                  • 1 BA
                  • Sleeps 4
                  Apartment #653204a
                  18
                  Viewed 40 times in the last 48 hours
                    Exceptional! 5.0/5
                    (7 reviews)
                    avg/night
                    • 2 BR
                    • 1 BA
                    • Sleeps 4
                    House #4102631
                    7
                    Viewed 36 times in the last 48 hours
                      Wonderful! 4.8/5
                      (17 reviews)
                      avg/night
                      • 3 BR
                      • 1 BA
                      • Separate Toilet
                      • Sleeps 7
                      Mill #3723927
                      17
                      Viewed 22 times in the last 48 hours
                        Wonderful! 4.9/5
                        (18 reviews)
                        avg/night
                        • 2 BR
                        • 2 BA
                        • Sleeps 6
                        Villa #3893159
                        18
                        Viewed 36 times in the last 48 hours
                          • 2 BR
                          • 2 BA
                          • Sleeps 6
                          Multiple rentals House #1023812
                          1 Review
                          Viewed 18 times in the last 48 hours
                            Wonderful! 4.9/5
                            (23 reviews)
                            avg/night
                            • 2 BR
                            • 1 BA
                            • Sleeps 5
                            Villa #3501823
                            23
                            Viewed 18 times in the last 48 hours
                              • 1 BR
                              • 1 BA
                              • Sleeps 4
                              Villa #4191513
                              4
                              Viewed 19 times in the last 48 hours
                                • 3 BR
                                • 2 BA
                                • Sleeps 5
                                Multiple rentals House #871273
                                4
                                Viewed 12 times in the last 48 hours
                                  avg/night
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 6
                                  House #4130363
                                  3
                                  Viewed 30 times in the last 48 hours
                                    • Studio
                                    • 1 BA
                                    • Sleeps 4
                                    Multiple rentals Apartment #1023812
                                    3
                                    Viewed 28 times in the last 48 hours
                                      • 3 BR
                                      • 3 BA
                                      • Sleeps 10
                                      Multiple rentals House #1023812
                                      2 Reviews
                                      Viewed 16 times in the last 48 hours
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 2
                                        Multiple rentals Apartment #871273
                                        2 Reviews
                                        Viewed 14 times in the last 48 hours
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 4
                                          Multiple rentals House #871273
                                          3
                                          Viewed 19 times in the last 48 hours
                                            • 4 BR
                                            • 3 BA
                                            • Sleeps 8
                                            House #8110914
                                            Viewed 12 times in the last 48 hours
                                              • 4 BR
                                              • 4 BA
                                              • Separate Toilet
                                              • Sleeps 10
                                              Multiple rentals House #871273
                                              Viewed 9 times in the last 48 hours
                                                Exceptional! 5.0/5
                                                (16 reviews)
                                                avg/night
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 4
                                                Villa #3497910
                                                16
                                                Viewed 16 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (17 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 5
                                                  House #3684858
                                                  17
                                                  Viewed 20 times in the last 48 hours
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 8
                                                    Villa #6543496
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      Villa #4207031
                                                      Viewed 9 times in the last 48 hours
                                                        avg/night
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        House #3855537
                                                        3
                                                        Viewed 8 times in the last 48 hours
                                                          avg/night
                                                          • 1 BR
                                                          • 2 BA
                                                          • Sleeps 5
                                                          House #6739287
                                                          1 Review
                                                          Viewed 32 times in the last 48 hours
                                                            avg/night
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            House #4117043
                                                            1 Review
                                                            Viewed 10 times in the last 48 hours
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 8
                                                              Villa #4147086
                                                              2 Reviews
                                                                avg/night
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                Apartment #4222531
                                                                1 Review
                                                                Viewed 5 times in the last 48 hours
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 7
                                                                  House #8005237
                                                                  Viewed 25 times in the last 48 hours
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    Villa #1558761
                                                                    3
                                                                    Viewed 7 times in the last 48 hours
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 5
                                                                      House #4102594
                                                                      1 Review
                                                                      Viewed 8 times in the last 48 hours
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 4
                                                                        House #4206481
                                                                          • 3 BR
                                                                          • 1 BA
                                                                          • Sleeps 6
                                                                          Villa #6483989
                                                                          Viewed 8 times in the last 48 hours
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 4
                                                                            Villa #6735378
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 5
                                                                              Apartment #6562935
                                                                              1 Review
                                                                              Viewed 12 times in the last 48 hours
                                                                                avg/night
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                House #1421422
                                                                                Viewed 16 times in the last 48 hours
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 5
                                                                                  Villa #727563vb
                                                                                  1 Review
                                                                                    avg/night
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 2
                                                                                    Apartment #1979951
                                                                                    Viewed 14 times in the last 48 hours
                                                                                      • 3 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 7
                                                                                      Villa #4192422
                                                                                        Wonderful! 4.9/5
                                                                                        (25 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 4
                                                                                        Villa #388766
                                                                                        25
                                                                                        Viewed 5 times in the last 48 hours
                                                                                          avg/night
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 2
                                                                                          Apartment #1947849
                                                                                          Viewed 12 times in the last 48 hours
                                                                                            avg/night
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 2
                                                                                            Villa #4089719
                                                                                            Viewed 9 times in the last 48 hours
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 3
                                                                                              House #3956235
                                                                                              1 Review
                                                                                              Viewed 13 times in the last 48 hours
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 4
                                                                                                Villa #858553vb
                                                                                                • 1 - 50 of 300+
                                                                                                 

                                                                                                Recent Reviews

                                                                                                Fantastic view!

                                                                                                5 of 5
                                                                                                Great location in the old city of Oia and a fantastic view!
                                                                                                • Review Submitted: 25-Oct-2016
                                                                                                • Date of Stay: Oct 2016

                                                                                                Incredible views and lovely!

                                                                                                5 of 5
                                                                                                I had a lovely stay at this charming villa just outside Oia with my family. The 3 bedrooms downstairs are comfortable and cosy and the views from upstairs are breathtaking! The pool is larger than most in Santorini and we spent hours sitting on the raised table area outside the living room/dining room gazing at the stunning views. Will definitely be coming back! Thank you Freddie for organising!
                                                                                                • Review Submitted: 13-Oct-2016
                                                                                                • Date of Stay: Sep 2016

                                                                                                Hidden Oasis of peace and tranquility

                                                                                                5 of 5
                                                                                                Just returned after a 2 week stay in the 'S' House on this beautiful island of Santorini. Our accommodation was 1st class - absolutely everything we needed for a perfect 'rest & relaxation' holiday. From the excellent welcome from Kyriakos with a wealth of local knowledge pointing us in all the right directions, from best beaches, to best tavernas, to wineries in between, we had an excellent choice of places to visit and things to see and do. The house was wonderfully well equipped, and in the most perfect location central on the island to Oia in the North, Fira on our doorstep, down to Pharos in the South. Spotlessly clean, with full maid service everyday, linen and towels changed every other day, and even beach towels provided. Look out for the daily bread van which delivers the most delicious fresh breads, sweet and savoury pastries to your door 6 days a week - fantastic. Do make sure you visit the local beach at Vourvoulous - when busy there were no more than a dozen people on the beach, but most days we had it almost to ourselves, with the best local fish taverna on the whole of the island (in our opinion!!). Also visit the black beaches - particularly Perissa which again was very quiet, beautifully sandy and warm waters. Breathtaking views of the Caldera from the coast road, and visiting Oia and Fira by night is an absolute must for shopping, romantic sunsets and spectacular views of the town lit up - it will take your breath away. Have travelled to many places, including several Greek islands - but this island tops the lot. Will most certainly go back and highly recommend this accommodation.
                                                                                                • Review Submitted: 24-Sep-2016
                                                                                                • Date of Stay: Sep 2016