Cottages in Fife and self catering accommodation – Holiday Lettings - Holiday Rentals Fife

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Fife

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538 Holiday homes

Travellers going to Fife are booking May dates now. Secure your holiday home today and have the perfect trip.

(54) Excellent 

15

Holiday bungalow with golf nearby in Kingsbarns

St Andrews / Kingsbarns

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“So lucky to find this place!” Very, very good accommodation. Everything you could possibly need is to hand. The owners are welcoming and they keep the cottage immaculately clean. The wood burning stove was a big bonus - very easy to light and a joy to  …see more

from £65 / night

£380 - £575 / week

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from £65 / night

(7) Very Good 

21

Holiday apartment in Dysart

Kirkcaldy / Dysart

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Car not necessary
“Looking Forward to Returning” We spent an enjoyable two weeks here, the flat was clean and very well equipped and had the most delightful view from the lounge window. Having travelled from New Zealand to visit our new grandchild the flat was large en  …see more

from £57 / night

£295 - £440 / week

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from £57 / night

(17) Excellent 

21

St Monans holiday apartment rental

Fife / St Monans

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Charming,comfortable and also in one of the best villages in Fife” The Fifie is a delightful and surprisingly spacious flat. Once inside it feels more like a cottage and offers a wee view down to the harbour from one of the lounge windows. St. Monans  …see more

from £75 / night

£500 - £700 / week

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from £75 / night

(12) Excellent 

24

Cottage rental in Pittenweem with golf nearby

Fife / Pittenweem

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Pet friendly
“Wish this cottage was ours” This is the fourth time we have stayed at kirkgate and I think that itself says a lot about the cottage,it's cosy it has all you need in the kitchen the bedroom is lovely and snug and has a bath in it not an ordinary bath I  …see more

from £65 / night

£300 - £490 / week

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from £65 / night

(8) Excellent 

24

St Monans holiday villa rental

St Monans / Mid Shore

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Lovely home for a break at seaside” Spent few days over New Year at Driftwood Cottage ST monans.great place although missing a good coffee shop or lunch cafe as Smokery shut until New Year's Day. We did the lovely coastal walks to elie and Pittenweem  …see more

from £159 / night

£625 - £995 / week

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from £159 / night

(4) Excellent 

18

Cottage rental in Strathkinness

St Andrews / Strathkinness

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 4 km
  • Child friendly
  • Private garden

from £57 / night

£395 - £550 / week

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from £57 / night

(8) Excellent 

46

Holiday cottage rental

Fife / St Monans

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Spectacluar views” We stayed for 3 days in this lovely house. It is well equipped with lots of extras and much space. The views from nearly all room a spectacular at any time and we will come back because the whole Family just loved it.  …see more

from £110 / night

£650 - £900 / week

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from £110 / night

(22) Excellent 

24

Largo holiday home rental

Fife / Largo

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Private garden
“A wonderful property and view” We have been going on holiday together for ten years now and this is one of the best places we have stayed in. The location was great for sightseeing, walking and golf. The property was lovely. Ver clean and had all of  …see more

from £200 / night

£950 - £1800 / week

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from £200 / night

(13) Excellent 

26

Holiday apartment in Kirkcaldy

Fife / Kirkcaldy

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 0.1 km
  • Child friendly
  • Car not necessary
“Family Break” Excellently positioned apartment for exploring Fife. Irene and Mark were fantastic from first contact untill after arrival. The apartment has everything a family would require and the pool table was especially appreciated by my two boys  …see more

from £78 / night

£491 - £679 / week

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from £78 / night

(12) Excellent 

35

St Monans holiday home rental

Fife / St Monans

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Did not recharge the batteries so much as took the battaries out.” The views from the cottage were mesmerising lots of time was spent just gazing at the sea while sitting in the living room or in the garden outside. The cottage is very well equipped w  …see more

from £190 / night

£595 - £900 / week

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from £190 / night

(13) Excellent 

11

Holiday cottage in Crail

Fife / Crail

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“A great wee cottage literally a stone's throw from the harbour” A really homely cottage with two bedrooms (one double, one 2 bunk bed). Lovely little terrace to rear can be a real sun trap when weather plays nicely. Easy to park on street (no restrict  …see more

from £85 / night

£380 - £625 / week

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from £85 / night

(28) Very Good 

18

Holiday cottage in Crail

Fife / Crail

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Relaxing break” Lovely cottage. Had a relaxing weekend. Was there for mother in laws 85th birthday and she said it was best birthday she has had . Great location, a short walk to coastal path that has stunning views across the Firth of Forth.. Shops n  …see more

from £79 / night

£395 - £595 / week

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from £79 / night

(11) Excellent 

16

Crail holiday townhouse rental

Fife / Crail

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £350 / night

£1300 - £2100 / week

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from £350 / night

(17) Excellent 

13

Holiday apartment rental

Fife / Crail

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Excellent holiday home” Great home with great facilities in a perfect location. The flat was well furnished and catered for all our needs. I would highly recommend this property.  …see more

from £80 / night

£500 - £850 / week

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from £80 / night

(54) Excellent 

19

Holiday cottage with golf nearby in St. Andrews

Fife / St Andrews

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“A great house in a very central location” A lovely 2 bedroom house in a central location within walking distance of the beech, shops, sights etc. A modern light and well fitted out property with wet rooms and a raised sitting room with access out to a  …see more

from £90 / night

£650 - £700 / week

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from £90 / night

(34) Excellent 

24

Upper Largo holiday cottage rental

Fife / Upper Largo

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £85 / night

£420 - £680 / week

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from £85 / night

(19) Excellent 

21

St. Andrews holiday apartment rental

Fife / St Andrews

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £120 / night

£441 - £829 / week

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from £120 / night

(30) Very Good 

26

Cottage rental in Burntisland with golf nearby

Fife / Burntisland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children age 5+
“Everything you need for a tranquil holiday with local amenities a stone's throw away.” Absolutely fantastic location for a holiday. The cottage is directly on the edge of the Firth of Forth with breathtaking views across the water towards Edinburgh. A  …see more

from £63 / night

£499 - £620 / week

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from £63 / night

(20) Very Good 

28

Holiday apartment with golf nearby in St. Andrews

Fife / St Andrews

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 km
  • Suitable for children age 5+
  • Car not necessary

from £105 / night

£455 - £805 / week

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from £105 / night

(8) Very Good 

20

Holiday cottage rental

Fife / St Monans

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Fabulous property and great short break” Saut Pans provided everything we wanted: a perfect location; warm, cosy and scrupulously clean accommodation plus excellent facilities. A little gem of a find. Close to the harbour, the cottage offer an excelle  …see more

from £65 / night

£400 - £550 / week

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from £65 / night

(35) Excellent 

33

Holiday apartment rental

Fife / St Andrews

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Child friendly
“Fabulous, spacious and central accommodation” Once again enjoyed our annual stay in St Andrews with friends. This was our first time at the Boot Room and would definitely stay here again. It is a spacious, bright and welcoming accommodation. It had ev  …see more

from £130 / night

£700 - £970 / week

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from £130 / night

(26) Excellent 

42

Holiday home in St. Andrews

Fife / St Andrews

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Staggeringly lovely” Such a good location and a lovely house. It was perfect for our family group and was an ideal base for a long weekend enjoying all that St Andrews has to offer.  …see more

from £125 / night

£750 - £1500 / week

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from £125 / night

(6) Excellent 

33

Apartment rental in Kirkcaldy

Fife / Kirkcaldy

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £70 / night

£450 - £752 / week

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from £70 / night

(20) Excellent 

29

Home rental in St. Andrews with golf nearby

Fife / St Andrews

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £125 / night

£455 - £805 / week

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from £125 / night

(5) Excellent 

15

Holiday apartment with golf nearby in Culross

Fife / Culross

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly

from £72 / night

£500 / week

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from £72 / night

(25) Excellent 

27

Holiday home in Dunfermline

Fife / Dunfermline

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 11 km
  • Child friendly
“Clean, comfy, good quality” Small, but good. Great value. Easy access to many areas there is a park and ride 5mins.walk with buses to almost anywhere. to Edinburgh, Perth, Dundee etc. Very close to a leisure park with a multi screen cinema, restaurant  …see more

from £35 / night

£200 - £325 / week

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from £35 / night

6

Holiday home in Crail

Fife / Crail

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden

from £85 / night

£480 - £800 / week

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from £85 / night

(4) Excellent 

13

Holiday cottage in Pittenweem

Fife / Pittenweem

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £105 / night

£625 / week

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from £105 / night

21

Farmhouse rental in Pittenweem

Fife / Pittenweem

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Private garden

from £200 / night

£795 - £1095 / week

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from £200 / night

(20) Excellent 

10

Holiday home in Kemback

St Andrews / Kemback

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £100 / night

£650 / week

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from £100 / night

(35) Very Good 

24

Anstruther holiday cottage rental

Fife / Anstruther

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Child friendly
“Quaint and quirky downstairs, luxury upstairs. absolutely loved it. Can't wait to go back.” location great, neighbours very friendly. PLenty of walks from the doorstep, which was great for the dogs. Very, very peaceful. A wonderful place to chill.  …see more

from £43 / night

£295 - £525 / week

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from £43 / night

(5) Very Good 

29

St Monans holiday home rental

Fife / St Monans

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Lovely St Monans house” We had a fantastic stay in St Monans. The house was lovely and surpassed our expectations. We had a problem with the tv on the first day, but that was fixed within a few hours. The kitchen was lovely, a real family hub and a  …see more

from £125 / night

£450 - £750 / week

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from £125 / night

(2) Excellent 

26

Holiday apartment in St. Andrews

Fife / St Andrews

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Ask about pets

from £63 / night

£440 - £750 / week

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from £63 / night

(14) Excellent 

24

Holiday cottage in Falkland

Fife / Falkland

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 33 km
  • Child friendly
  • Car not necessary
“great holiday in a scenic area and wonderful stay in a warm and cosy house” Falkland is a very scenic, touristic place, with nice people, crafty shops, restaurants, tearooms and a great pub. For everyone of our family ( aged 19- 57) the best place to  …see more

from £129 / night

£699 - £899 / week

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from £129 / night

(1) Excellent 

15

Holiday apartment rental

Fife / Anstruther

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £150 / night

£700 - £900 / week

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from £150 / night

(2) Excellent 

32

Holiday home with golf nearby in Elie

Fife / Elie

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
“Highly recommended” Wonderful cottage. We had a comfortable and relaxing few days with our two small dogs. If you are considering booking this property do not hesitate you will not be disappointed.  …see more

from £75 / night

£525 / week

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from £75 / night

(1) Excellent 

32

Holiday cottage with golf nearby in Elie

Fife / Elie

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £100 / night

£650 - £850 / week

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from £100 / night

(11) Excellent 

36

Home rental in Lower Largo with golf nearby

Fife / Lower Largo

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Fantastic find.” Fantastic home from home. Super warm welcome on arrival and a lovely welcome food basket. Everyone had a great time and were really happy with the house, we were age ranged from 11-68. Ticked all the boxes, plenty space for us all.  …see more

from £150 / night

£595 - £895 / week

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from £150 / night

(15) Excellent 

10

Holiday cottage in Anstruther

Fife / Anstruther

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
“Great Cottage for Exploring” Stayed between Christmas and new year. Very fortunate with weather which helped with exploring the area for which the cottage is an ideal base. Large comfortable rooms which are great for children playing in as well as a l  …see more

from £65 / night

£450 - £700 / week

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from £65 / night

21

Apartment rental in St. Andrews with golf nearby

Fife / St Andrews

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £100 / night

£700 - £850 / week

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from £100 / night

Top Destination reviews

Cardy Cottage, Lower Largo
Lovely coastal cottage

Just returned from a weeks holiday at the lovely Cardy Cottage. The cottage is clean, comfortable and well equipped. With the beach only metres away from the cottage, there are lovely views across the Firth of Forth from the bedrooms. An excellent pl … see more
Harbour Heights St Monans
Beautiful holiday house with harbour views

Beautiful holiday house in a lovely location. Very comfortable, a real "home from home" with everything you could possibly need. We hope to be back again next year! … see more
The Beehouse; secret rural gem close to St Andrews
What an amazing place to stay!

The Beehouse is even more gorgeous and homely in real life than it is in the photographs - so much so that it seemed a real pity to leave to go into St Andrews. It was absolutely perfect for a family get together and has provided us with some great m … see more
Summerhill, Denhead, St Andrews
Cosy cottage

Great location. Close enough to the town and all that St.Andrews has to offer with great walks, golf and lots of lovely eateries. We were lucky with the weather but this wee cottage was clean and had all the modern facilities! … see more
House on the Rock
The best house in Pittenweem

This was a fab house to stay in. Warm, well furnished, kitchen well stocked. Loved the welcome bottle of wine. Kids wanted to move in! Sink in walk through bedroom's ensuit could do with a pressure reducing valve to slow the flow of water, this woul … see more
Herring House, Pittenweem
Perfect location next to beach

The cottage was lovely and very well equipped. It was a 1 minute walk to the rocky (and a bit of sandy) beach. The house was well laid out and there was ample parking. … see more
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