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Cottages in Fife and Self catering accommodation - Holiday Rentals Fife - Holiday Lettings

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534 Holiday homes

Cottage rental in Burntisland with golf nearby

Burntisland cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Fabulous Holiday” What a fab week had by all, the welcoming pack was superb ( the dogs enjoyed there treats), the cottage is well equiped, lots of good walks (for the dogs) beautiful views from every window, so close to all amenities and the local people were so friendly, can not wait to book for next year.

from £103 / night

£687 - £1,196 / week

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St Monans holiday cottage rental

St Monans cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Brilliant lovely place” Very nice well decorated and clean property, every little detail has been well thought out. excellent location for visiting other towns and villages. Would book again had a great break with my wife and dog.

from £92 / night

£682 - £842 / week

1 / 23

Holiday home with golf nearby in Elie

Elie house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Cosy and spotless!” We loved our stay at Jesmond. Bed linens and towels were luxurious and the house has everything a family party needs. The garden is ideal for a little dog and sitting in the sun. We hope to get back soon.

from £201 / night

£1,088 - £1,374 / week

1 / 11

St. Andrews holiday apartment rental

St. Andrews apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £132 / night

£922 / week

1 / 12

Crail holiday home rental

Crail house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £355 / night

£2,233 - £2,863 / week

1 / 15

Cottage rental in Cellardyke

Cellardyke cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“What an amazing find.” What an amazing find, a lovely location for a beautifully furnished and well equipped apartment. Every need was provided for, from the wood burning stove to the vases of freshly cut flowers.It was warm, comfortable and very relaxing and we enjoyed the ever changing seascape from the panoramic windows. Brilliant base for exploring this unspoilt area of Scotland with its pretty fishing villages and for walks along the coastal path. Thanks Janis and Ian.

from £166 / night

£905 - £1,363 / week

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Cottage rental in Kilconquhar

Kilconquhar cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £103 / night

£722 / week

1 / 34

Dysart holiday apartment rental

Dysart apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £103 / night

£630 / week

1 / 15

Holiday home with golf nearby in St. Andrews

St. Andrews house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Excellent accommodation” We booked for a week to coincide with university graduations. The house is fantastic - spacious, well equipped, comfortable, in a quiet location on the edge of town. We wouldn’t hesitate to book again if we were coming back to St Andrews.

from £201 / night

£1,203 - £1,603 / week

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Holiday cottage in Lower Largo

Lower Largo cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £86 / night

£602 / week

1 / 17

Culross holiday cottage rental

Culross cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Lovely house” A lovely house. Good size. Clean. Private, spacious and secure. Only issue was no code emailed for key box but owner responded immediate to email/query. Would rent again for relatives visiting

from £69 / night

£436 / week

1 / 13

Elie holiday home rental

Elie house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from £138 / night

£859 - £1,203 / week

1 / 20

Holiday home in St Monans

St Monans house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fantastic House, excellent relaxing break” The house was amazing, everything we needed and more. What a fantastic weekend we had. Will return x

from £178 / night

£1,243 / week

1 / 24

Anstruther holiday cottage rental

Anstruther cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £92 / night

£642 / week

1 / 18

Holiday apartment rental

St. Andrews apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £172 / night

£1,374 - £4,208 / week

1 / 18

Pittenweem holiday apartment rental

Pittenweem apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Amazing Christmas stay” My husband and I stayed at Seacrest over Christmas and had a truly wonderful time. The apartment is beautiful, spotlessly clean and we felt right at home. We could sit and stare at the ever changing views all day and we were sad to go home. Would definitely book again.

from £144 / night

£905 - £974 / week

1 / 26

St. Andrews holiday home rental

St. Andrews house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Beautiful home on the hill with views that won't quite!” I can't say enough about this beautiful home on the hill and our wonderful hosts. Moira was only a phone call away to give us travel tips and answer questions. We even had need for an emergency trip to the Doctor which Moira arranged, drove us to and checked on us several times during the day to make sure we were ok and comfortable. There were six adults we had plenty of room, the kitchen came well equipped. we loved sitting on the deck enjoying the bay after a long day of golf or travel. We will be back for another visit and another round at Saint Andrews.

from £229 / night

£1,603 / week

1 / 17

Holiday apartment with golf nearby in Crail

Crail apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £160 / night

£1,114 / week

1 / 7

Holiday apartment with golf nearby in Anstruther

Anstruther apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £115 / night

£802 - £882 / week

1 / 45

Holiday home in Cellardyke

Cellardyke house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £161 / night

£802 - £1,203 / week

1 / 23

Holiday home with golf nearby in Elie

Elie house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fabulous Home, fabulous setting” Lovely break with the family and dogs in a beautiful home. A must for all dog owners, the garden is amazing! We will definetly be back! Thank you Colin.

from £246 / night

£1,718 - £1,827 / week

1 / 14

Home accommodation in St. Andrews

St. Andrews house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Home away from Home!” What an amazing stay, we felt welcome from the outset. The hosts are very accommodating and helpful. The Sheiling is both new and equipped to top quality. Built thoughtfully & unobtrusively into the hillside, we were greeted by an amazing view which we never tired of. With predominantly glass on three sides of the house the "picture frame" view is available to all rooms. Awesome bed in the main bedroom, slept better than ever!! A very special thank you to Bob and Moira for their hospitality. A definite must stay again venue. Highly recommended.

from £218 / night

£1,489 / week

1 / 27

Cottage rental in Leuchars

Leuchars cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £100 / night

£698 / week

1 / 22

Kinghorn holiday apartment rental

Kinghorn apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £126 / night

£802 - £1,346 / week

1 / 18

Holiday home with golf nearby in Crail

Crail house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Excellent accommodation for active holiday.” The location was excellent for an active holiday by the sea, walking the coast path and cycling to local attractions. The property was very clean, comfortable and well equipped.

from £149 / night

£1,042 / week

1 / 34

Holiday home with golf nearby in Pittenweem

Pittenweem house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £137 / night

£500 - £1,077 / week

1 / 52

Holiday apartment in Dunfermline

Dunfermline apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £132 / night

£796 - £1,037 / week

1 / 28

Apartment rental in St. Andrews with golf nearby

St. Andrews apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £264 / night

£1,844 / week

1 / 25

Holiday apartment with golf nearby in St. Andrews

St. Andrews apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £172 / night

£1,374 - £4,208 / week

1 / 42

Holiday cottage in Falkland

Falkland cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £218 / night

£1,260 - £2,863 / week

1 / 15

Home rental in Boarhills

Boarhills house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £184 / night

£1,283 / week

1 / 7

Holiday home in Pittenweem

Pittenweem house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £126 / night

£882 / week

1 / 21

Holiday home with golf nearby in Crail

Crail house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Idyllic” The whole holiday experience, including the booking of the holiday, the very professional website and the obvious personal caring of the owner was simply superb! 21 Shoregate exceeded our expectations, which were already high! I cannot heap too much praise on the the owner of this Fife idyll! Their beautiful home was comparable with any 5 star property I've stayed in...either here or abroad! This is not just a place to stay...it's a place that is so well furnished,so clean and immaculate...it's the kind of place you really feel at home in. Every attention to detail has been carefully and lovingly considered. It's far and away the best holiday cottage I've ever experienced! I have no hesitation in recommending this wonderful home to all that appreciate the best!

from £90 / night

£630 - £1,200 / week

1 / 20

Home rental in St Monans

St Monans house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £314 / night

£1,255 - £1,924 / week

1 / 40

Holiday home with golf nearby in St Monans

St Monans house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £126 / night

£882 / week

1 / 23

Inverkeithing holiday apartment rental

Inverkeithing apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £99 / night

£690 / week

1 / 8

Holiday home in Cellardyke

Cellardyke house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from £154 / night

£1,074 / week

1 / 36

Holiday home in Pittenweem

Pittenweem house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £149 / night

£1,042 / week

1 / 33

Home letting in Crail

Crail house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £126 / night

£882 / week

1 / 20

Holiday home rental

Cellardyke house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £124 / night

£866 / week

1 / 23

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Top Destination reviews

The Yards Cottage
The Yards Cottage, Kingsbarns

We had a fantastic stay. The cottage was so homely and comfortable. Lovely walks close by and restaurants. We didn’t want to leave! … see more
Bee's Townhouse
Castlefield Cottage, Cupar, Scotland

Absolutely perfect! The cottage is beautifully kept with everything you could possibly need and more. I had to make a very late booking and the owner couldn’t have been more helpful and obliging. Many thanks Liana. … see more
A modern, 3 bedroom house in picturesque Elie
Jesmond House a wee diamond

Had the best stay with my 2 teenagers . To say the house is great is an understatement what this house didn’t have was nothing and the beds are great my two said they had the best sleep. So local to all that Elie has to offer and 5 mins walk to the beach. Would definitely recommend. Thanks you so such Catriona your house was like a home from home .see more
Salt Herrings
The most amazing place and vista

Simply stunning location and the views are incredible, I’ve attached some sun rise and view of the pool. The cottage is really beautiful, well set up and stylish to a very high standard inside. It’s location is unbeatable and walking distance to the tidal pool, Anstruther, and other villages…. The hosts are great and nearby for any issues, we had none and will be back!see more
Pebbles Cottage
Fabulous stay at Pebble Cottage

We have just returned from a wonderful stay in Pebble Cottage. The house was lovely and had everything we needed, perfect for 4 adults, a teenager and two dogs. The deck and summer house at the top of the garden have the most spectacular views out to the Isle of May and beyond. This was our favourite spot in the house, we even saw some dolphins. We had a wonderful time and it was the perfect base to explore the Fife coastal path. We also enjoyed axe throwing and paddle boarding just along the road. A perfect escape that we wish we didn’t have to come home from.see more
The Boot Room
Fantastic

We loved The Boot Room. The flat has everything one could want and is beautifully kept. Very convenient to everything in St. A. Hope to visit again. … see more

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