Cycling holiday villas and apartments Santorini | Holiday Lettings

Close

View larger map

Also consider

Europe Holidays
449718 properties
Greece Holidays
18120 properties
Coastal Cottages
222 properties
Luxury Villas
2684 properties
Villas Oia
167 properties
Villas Imerovigli
95 properties
Villas Fira
95 properties
Apartments Perissa
59 properties
Megalochori
49 properties
Pyrgos
43 properties
Villas Firostefani
36 properties
Mesaria
35 properties
Apartments Kamari
33 properties
Akrotiri
32 properties
Vourvoulos
30 properties
Emporio
20 properties
Perivolos
11 properties
Fira Firostefani
10 properties
Exo Gonia
10 properties
Monólithos
6 properties
Karterádhos
5 properties
Emborio
5 properties

Santorini

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

82 Holiday homes

Filters applied: Cycling holidays

(14) Excellent 

20

Holiday 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 km
  • Swimming pool

from £222 / night

£1151 - £2169 / week

Book View

from £222 / night

(24) Excellent 

26

Megalochori holiday villa rental

Santorini / Megalochori

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool

from £370 / night

£1995 - £5500 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £370 / night

(28) Excellent 

24

Exo Gonia holiday villa rental

Santorini / Exo Gonia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

from £170 / night

£795 - £1545 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £170 / night

(6) Very Good 

22

Holiday home in Megalochori

Santorini / Megalochori

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
“Excellent accomodation in a typically Greek village” The villa is well furnished, very clean with a fully equipped kitchen. Dont forget your Cd's & Dvd's if you fancy a night in, the villa has all the multi media you need plus excellent wifi. The loc
…see more

from £84 / night

£439 - £878 / week

Book View

Responds fast!
avg. 3 hours 20 minutes

from £84 / night

(37) Excellent 

25

Villa rental in Exo Gonia with swimming pool

Santorini / Exo Gonia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

from £215 / night

£945 - £1945 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £215 / night

(10) Excellent 

23

Apartment rental in Monólithos

Santorini / Monólithos

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Great Apartment with Wonderful View of the Sea!” Great apartment, exactly what I was looking for in a long-term rental. Located on Monolithos Beach, with beautiful views of the sea & magnificent sunrises. Loved being here in the winter as it was quiet
…see more

from £85 / night

£439 - £819 / week

Book View

Responds fast!
avg. 1 hour 7 minutes

from £85 / night

(14) Excellent 

Certificate of Excellence

37

Oia holiday apartment rental

Santorini / Oia

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Most Beautiful Villa with an amazing view” We stayed in Fava for 4 full days and couldn't be happier. A 10 minute walk from Oia - this beautiful cave house came equipped with everything. The location was awesome as it was next to great restaurants, lo
…see more

Certificate of Excellence

from £141 / night

£983 / week

Book View

from £141 / night

(3) Excellent 

19

Home rental in Monólithos with swimming pool

Santorini / Monólithos

3 9 2 nights min

  • 3 bedrooms
  • Sleeps 9
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £334 / night

£2211 - £3672 / week

Book View

Responds fast!
avg. 2 hours 27 minutes

from £334 / night

(13) Excellent 

34

Apartment rental in Oia

Santorini / Oia

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Stunning views and peaceful stay” My friend and I stayed in Fava for five nights - we were looking for a relaxing stay after the craziness of Ios and we were not disappointed. A beautiful place with gorgeous views out to the town and sea. A great plac
…see more

from £141 / night

£983 / week

Book View

from £141 / night

(1) Very Good 

18

Holiday studio in Kamari

Santorini / Kamari

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £40 / night

£279 - £1054 / week

Book View

from £40 / night

(7) Excellent 

24

Holiday home in Pyrgos

Santorini / Pyrgos

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
“Perfecto!” Great location, great house, great holiday! Spiti Stelios is a fantastic place to stay, far enough away from the madding crowds but close enough to savour the authentic essence of Santorini.
…see more

from £93 / night

£650 - £1200 / week

Book View

Responds fast!
avg. 3 hours 16 minutes

from £93 / night

(2) Excellent 

45

Holiday home in Emporio

Santorini / Emporio

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly

from £101 / night

£645 - £1136 / week

Book View

Responds fast!
avg. 2 hours 39 minutes

from £101 / night

(3) Very Good 

11

Kamari holiday home rental

Santorini / Kamari

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £116 / night

£806 - £1363 / week

Book View

from £116 / night

30

Holiday studio with shared pool in Kamari

Santorini / Kamari

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £40 / night

£279 - £1054 / week

Book View

from £40 / 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 km
  • Swimming pool
“One of the best rentals we ever stay in.” This rental was in a great location.It had breath taking views.Every morning we just would go out and sit on one of our many patios.Memo and Joanna was like family to us we hated to leave them,We would just si
…see more

from £354 / night

£2354 - £5328 / week

Book View

from £354 / night

31

Kamari holiday studio rental

Santorini / Kamari

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £40 / night

£277 - £1044 / week

Book View

from £40 / night

38

Holiday villa with swimming pool in Exo Gialos Thias

Fira / Exo Gialos Thias

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £390 / night

£3983 / week

Book View

from £390 / night

(13) Excellent 

16

Holiday villa in Emborio

Santorini / Emborio

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly

from £177 / night

£1726 / week

Book View

from £177 / night

(8) Very Good 

32

Holiday apartment in Oia

Santorini / Oia

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Perfect” We had a great stay at Fava -- couldn't have asked for more, and the place was extremely cute and cosy. I'd have no hesitation in recommending the place to anyone!
…see more

from £132 / night

£922 / week

Book View

from £132 / night

29

Firostefani holiday home rental

Santorini / Firostefani

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly

from £17 / night

£132 - £369 / week

Book View

Responds fast!
avg. 2 hours 43 minutes

from £17 / night

17

Holiday apartment with shared pool in Akrotiri

Santorini / Akrotiri

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

from £62 / night

£430 / week

Book View

from £62 / night

(3) Excellent 

38

Holiday farmhouse rental

Santorini / Exo Gonia

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £142 / night

£974 / week

Book View

from £142 / night

(14) Excellent 

32

Oia holiday apartment rental

Santorini / Oia

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Amazing” Like last year we have to say, that this is a wonderfull place to stay. It is quiet with a large view and the sun downing is amazing! The host was wonderfull - can't be better!
…see more

from £141 / night

£983 / week

Book View

from £141 / night

38

Kamari holiday studio rental

Santorini / Kamari

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £40 / night

£277 - £1044 / week

Book View

from £40 / night

22

Studio rental in Kamari with shared pool

Santorini / Kamari

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £40 / night

£279 - £1054 / week

Book View

from £40 / night

(3) Excellent 

33

Fira holiday villa rental

Santorini / Fira

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Ask owner if suitable for children

from £1169 / night

£8177 / week

Book View

Responds fast!
avg. 58 minutes

from £1169 / night

27

Holiday home with shared pool in Perivolos

Santorini / Perivolos

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

from £107 / night

£744 / week

Book View

from £107 / night

(7) Very Good 

Certificate of Excellence

30

Holiday apartment in Oia

Santorini / Oia

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Very nice stay in Finikia” We (a couple with a teenager) spent three nights in Eos suite. We were kindly welcome by Grigoris who is francophone. The suite with a elegant cycladic sobriety has space enough for three and is in a very quite place Finikia
…see more

Certificate of Excellence

from £132 / night

£995 - £1302 / week

Book View

from £132 / night

21

Holiday home with swimming pool in Monólithos

Santorini / Monólithos

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £246 / night

£1632 - £3185 / week

Book View

Responds fast!
avg. 2 hours 27 minutes

from £246 / night

(11) Average 

24

Fira Firostefani holiday home rental

Santorini / Fira Firostefani

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Car not necessary
“Best of Both Views” Odysseys House was perfect! The location was fabulous! You have all you need just a short walk from the house. From the house you have a view of one side of the island, walk across the street and you have the beautiful view of the
…see more

from £44 / night

£308 / week

Book View

Responds fast!
avg. 2 hours 43 minutes

from £44 / night

29

Holiday apartment in Emporio

Santorini / Emporio

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £88 / night

£553 - £891 / week

Book View

Responds fast!
avg. 2 hours 39 minutes

from £88 / night

(14) Excellent 

51

Exo Gonia holiday cave house rental

Santorini / Exo Gonia

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly

from £80 / night

£558 / week

Book View

from £80 / night

(2) Excellent 

15

Holiday villa with swimming pool in Emborio

Santorini / Emborio

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Ask about pets
  • Private garden

from £185 / night

£1290 / week

Book View

from £185 / night

(4) Very Good 

12

Emborio holiday home rental

Santorini / Emborio

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £85 / night

£589 / week

Book View

from £85 / night

(3) Average 

11

Holiday home in Emborio

Santorini / Emborio

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £102 / night

£713 / week

Book View

from £102 / night

35

Kamari holiday studio rental

Santorini / Kamari

Studio 3 1 night min

  • Studio
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £40 / night

£341 - £899 / week

Book View

from £40 / night

(2) Excellent 

85

Villa rental in Fira Firostefani

Santorini / Fira Firostefani

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly

from £354 / night

£2478 / week

Book View

Responds fast!
avg. 3 hours 33 minutes

from £354 / night

27

Villa rental in Akrotiri

Santorini / Akrotiri

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £145 / night

£1014 / week

Book View

from £145 / night

(3) Excellent 

27

Mesaria holiday home rental

Santorini / Mesaria

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 4 km
  • Swimming pool
  • Child friendly

from £89 / night

£620 / week

Book View

Responds fast!
avg. 2 hours 55 minutes

from £89 / night

(7) Very Good 

Certificate of Excellence

37

Oia holiday villa rental

Santorini / Oia

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

Certificate of Excellence

from £158 / night

£1106 / week

Book View

from £158 / night

1