50 Best Fife Apartments on Holiday Lettings - Cottages

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Apartments St Andrews
165 properties
Holiday rentals Anstruther
42 properties
Cottages Pittenweem
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Holiday cottages Crail
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Cottages Elie
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St Monans
30 properties
Kilconquhar
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Cupar
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Self catering Dunfermline
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Self catering Lower Largo
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Cellardyke
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Auchtermuchty
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Falkland
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Kirkcaldy
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Kinghorn
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Newburgh
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Levenmouth
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Culross
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Fife

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521 Vacation rentals

Travelers going to Fife are booking May dates now. Secure your vacation rental today and have the perfect trip.

(7) Very Good 

21

Vacation apartment in Dysart

Kirkcaldy / Dysart

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 mi
  • Child friendly
  • Car not necessary
SEA VIEW: looking out across The Firth of Forth Estuary towards Edinburgh & the Lammermuir Hills. No need to stand just sit in the armchairs and watch. DAYDREAM: You can put your feet up and use your laptop, look at the TV or just watch the random movement of shippi  …see more

from $72 / night

$369 - $550 / week

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from $72 / night

(32) Excellent 

41

Vacation cottage with golf nearby in Pittenweem

Fife / Pittenweem

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Child friendly
Mangle Cottage is a stunning dwelling, built in 1749 which has been lovingly restored. It boasts a combination of modern luxury with traditional historic features. A roaring log fire, exposed stone walls, traditional Scottish tartan, tweed and leather soft furnishings c  …see more

from $163 / night

$813 - $1188 / week

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from $163 / 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 about children
  • Pet friendly
Kirkgate Cottage is a pretty and quirky traditional Fisherman's cottage that has been lovingly restored to create a stunning, modern home. The cottage has a real contemporary feel with an exposed stone wall in the living room housing a wood burning stove and two sn  …see more

from $88 / night

$407 - $613 / week

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from $88 / night

(9) Very Good 

16

Kinghorn Vacation apartment rental

Fife / Kinghorn

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
Built in the Tudor Gothic style, this impressive castellated stone structure enjoys glimpses out across the Firth of Forth. The Town Hall was constructed in 1826, replacing an earlier medieval building which was hit and seriously damaged by lightning. Part of the origin  …see more

from $113 / night

$565 - $1064 / week

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from $113 / night

(54) Excellent 

15

Vacation 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 mi
  • Child friendly
Property extensively upgraded February / March 2015. New Kitchen, Woodburner, Furniture & oak floor.This is a beautiful little cottage in the picturesque village of Kingsbarns. The property is ideal for a family holiday or equally would make a great base for golfers  …see more

from $82 / night

$475 - $719 / week

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from $82 / night

(17) Excellent 

21

St Monans Vacation apartment rental

Fife / St Monans

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
Whether you are taking a short relaxing break, or enjoying your annual holiday — a warm welcome to The FIFIE, St Monans in Fife. The Fifie is a delightful ground floor holiday cottage apartment situated just a 100 yards from the picturesque harbour of St Monans  …see more

from $94 / night

$625 - $875 / week

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from $94 / night

(35) Excellent 

33

Vacation apartment rental

Fife / St Andrews

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.25 mi
  • Child friendly
Spacious and contemporary ground floor apartment within a select luxury development situated in the Old Town Area of St Andrews and only minutes walk from the town centre. Two bedrooms, two bathrooms (one en-suite), bright open plan living area, all mod cons., private p  …see more

from $163 / night

$875 - $1213 / week

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from $163 / night

(7) Excellent 

25

Leven Vacation cottage rental

Levenmouth / Leven

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Ewing Bank is perfect for golf lovers with Leven Thistle Golf Club immediately opposite leading to Leven Links Golf Course and Leven Links Golf Society. The Golf Course itself is a par 71, 18 hole course which has been used 5 times to host the qualifiers for The Open at  …see more

from $75 / night

$525 / week

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from $75 / night

(8) Excellent 

24

St Monans Vacation 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
Driftwood Cottage offers the highest standard of self catering accommodation. A traditional grade B listed period property dating from 1750. Recently renovated to a very high specification throughout and featuring the most superb and unbelievably large open plan kitchen  …see more

from $199 / night

$782 - $1244 / week

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from $199 / night

(35) Excellent 

14

Vacation apartment rental

Anstruther / East Neuk

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Beautifully modernised apartment in the historic and picturesque James Street in Anstruther. FREE UNLIMITED WIFI, BT VIsion and FREE BT Sport !!! A complimentary welcome pack of wine, chocolates and a selection of personal toiletries awaits you on arrival !! The ap  …see more

from $88 / night

$500 - $750 / week

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from $88 / night

(19) Excellent 

21

St. Andrews Vacation apartment rental

Fife / St Andrews

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Situated on the western side of St. Andrews and a five minute drive to the Famous St Andrews Old Course. This apartment forms the ground floor of a modern apartment block. The property has its own main door and has a lovely aspect overlooking landscaped gardens to the f  …see more

from $150 / night

$552 - $1037 / week

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from $150 / night

(4) Excellent 

33

Vacation apartment in Kinghorn

Fife / Kinghorn

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 0.5 mi
  • Child friendly
  • Pet friendly
Seascape is superbly situated at the foot of Nethergate only yards from the picturesque Kinghorn beach and it's historic harbour. It is close to The Fife Coastal Path route with spectacular views across the Firth of Forth, and within a short walking  …see more

from $69 / night

$438 - $675 / week

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from $69 / night

(22) Excellent 

24

Largo Vacation home rental

Fife / Largo

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 mi
  • Child friendly
  • Private garden
We are in a wonderful, peaceful spot to relax and watch the world go by, but if you are feeling energetic then take a walk up Largo Law, or along Largo beach and then relax in the ambient temperature of your own private hot tub. For your entertainment we have installed  …see more

from $250 / night

$1188 - $2250 / week

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from $250 / night

(19) Excellent 

13

Vacation cottage rental

Anstruther / East Neuk

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets
  • Private garden
Traditional, historically preserved, stone fisherman's cottage, recently renovated and modernised to a high standard and new to the rental market last year, with fabulous garden views of the Scottish Fife Coast line, with wonderful log fire, wine cooler, barbecue,  …see more

from $150 / night

$813 - $1063 / week

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from $150 / night

(26) Excellent 

42

Vacation home in St. Andrews

Fife / St Andrews

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
Welcome to our fabulous home in the heart of the Home of Golf, St Andrews. Situated on a cobbled lane that runs off one of St Andrews main roads, South Street, One Rose Lane is very close to everything this unique town has to offer. About the HouseOne Rose L  …see more

from $157 / night

$938 - $1875 / week

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from $157 / night

(10) Very Good 

14

Home rental in St Monans

Fife / St Monans

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Pet friendly
Located at 1, Virgin Square close to St. Monans Harbour in a conservation area. 'Harbourside' is a listed building dating from 1784 with accommodation over 3 floors. Entrance to the property is to the rear up a flight of stairs with the key box at the top of t  …see more

from $69 / night

$438 - $625 / week

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from $69 / night

(3) Excellent 

30

Vacation home rental

Fife / Lundin Links

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Sunny Sands is a home from home it has everything you could want or need on holiday, comprising of Lounge, Kitchen/Diner/Utility room, Sun Lounge, 2 good sized bedrooms and a lovely family bathroom with over the bath shower there is also a separate cloakroom, the garden  …see more

from $125 / night

$688 - $919 / week

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from $125 / night

(20) Excellent 

10

Vacation home in Kemback

St Andrews / Kemback

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
Beautiful new build eco house (completed May 2013), situated in the village of Dairsie and 6 miles from St Andrews. Comfortable and contemporary interior with a spacious decking and garden area. A good pub/restaurant across the road and a great base for North East Fi  …see more

from $125 / night

$813 / week

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from $125 / night

(20) Excellent 

19

Cupar Vacation home rental

Fife / Cupar

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Child friendly
On the ground floor is a Living Room, Dining Room, Kitchen, Conservatory with slate bed pool table, Twin Bedroom and Family Bathroom.On the first floor there is another twin bedroom, a double bedroom and a shower room with W.C.The house backs onto open country s  …see more

from $94 / night

$594 - $719 / week

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from $94 / night

(16) Excellent 

25

Vacation home in St. Andrews

Fife / St Andrews

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 1 mi
  • Child friendly
  • Private garden
This immaculately presented 5 bedroom home is located on Argyle Street, in the heart of St Andrews, a minute's walk from the ancient West Port archway and a stone's throw from many of the town's famous features, including the University, the Cathedral and  …see more

from $275 / night

$1250 - $2750 / week

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from $275 / night

(13) Excellent 

38

Vacation apartment with golf nearby in St. Andrews

Fife / St Andrews

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
A stunning first floor apartment rental in the heart of historic St Andrews, Fife, Scotland. With private parking and lift access this home is ideal for golfers, families, watersports, business trips, walking or cycling holidays. 7 world-class Golf Courses on your doo  …see more

from $219 / night

$938 - $1625 / week

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from $219 / night

(4) Excellent 

21

Vacation cottage with golf nearby in Kingsbarns

St Andrews / Kingsbarns

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
The Cottage is a charming, 3 bedroom, 2 storey, 18th Century holiday cottage in the pretty Fife village of Kingsbarns with a private garden, just around the corner from both St. Andrews and Crail. Beautifully presented, the accommodation includes comfy beds and bedding  …see more

from $137 / night

$627 - $1178 / week

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from $137 / night

(2) Excellent 

27

Elie Vacation apartment rental

Fife / Elie

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
Beach View - On arriving at Hycroft there is private off road parking for the Apartment. Internal stairs lead to the first floor apartment. Hallway leads to all the rooms. All the accommodation is on one floor. There is a vestibule for shoes and coats. To the left are  …see more

from $188 / night

$744 - $1094 / week

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from $188 / night

(10) Excellent 

25

Home rental in Elie

Fife / Elie

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 0.1 mi
  • Child friendly
  • Ask about pets
Seaspray is a stunning house in Elie, Fife, only 12 miles from St Andrews. It is a perfect house for group holidays or large families. With a bedroom and bathroom on the ground floor it is suitable for accommodating an elderly relative. Three of the bedrooms can be set  …see more

from $313 / night

$1125 - $2500 / week

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from $313 / 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 mi
  • Suitable for children age 5+
A beautiful location over looking the Firth of Forth and Burntisland beach. Seaside Cottage has been completely refurbished for the 2016 season. The Cottage is ideally located in the small seaside town of Burntisland with it's long history as a summer holiday des  …see more

from $79 / night

$624 - $775 / week

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from $79 / night

(28) Very Good 

18

Vacation cottage in Crail

Fife / Crail

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
Lily's Cottage is a traditional built stone cottage (c1750) in the the beautiful seaside village of Crail. It was probably originally a weaver's cottage (not a fisherman's cottage as some people assume) but it has recently been extensively refurbished wi  …see more

from $99 / night

$494 - $744 / week

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from $99 / 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 mi
  • Child friendly
  • Private garden
Situated in the award-winning traditional Fife village of Strathkinness and overlooking St Andrews only 2.5 miles away, Mount Melville offers comfortable holiday accommodation for 6(+1). With private parking for at least 3 cars and a secluded sunny garden to the rear t  …see more

from $71 / night

$494 - $688 / week

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from $71 / night

(13) Excellent 

26

Vacation apartment in Kirkcaldy

Fife / Kirkcaldy

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 0.1 mi
  • Child friendly
  • Car not necessary
This is a versatile, well presented 2 bedroom upper apartment, which has retained many original features, combined with a modern twist to suit today's living. The property comprises of an entrance vestibule and a welcoming reception hallway which gives access to a  …see more

from $98 / night

$614 - $849 / week

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from $98 / 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
Novus Harbour View has stunning views over Largo pier to a beautiful sandy beach and beyond to the Bass Rock, a volcanic plug rising from the sea off North Berwick. It lies 12 miles from St Andrews, the home of golf, with several local golf courses within minutes of the  …see more

from $188 / night

$744 - $1119 / week

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from $188 / night

(8) Very Good 

20

Vacation cottage rental

Fife / St Monans

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Saut Pans has just been refurbished and modernised for the 2016 season! Saut Pans is a high quality holiday cottage in the beautiful fishing village of St Monans. Saut Pans is a ground floor conversion and extension of an eighteenth century period grade B listed house  …see more

from $82 / night

$500 - $688 / week

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from $82 / night

(12) Excellent 

15

St Monans Vacation cottage rental

Fife / St Monans

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
The Shore is a beautifully decorated 1 bedroom cottage in the quaint fishing village of St Monans. We have set the theme of this 1 bedroom cottage to coastal Blues with white washed wooden floors. We have tried to create a tranquil soothing atmoshphere in witch you can  …see more

from $88 / night

$500 - $810 / week

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from $88 / night

(16) Excellent 

19

Cottage rental in Upper Largo

Fife / Upper Largo

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Holly Tree Cottage is a warm and welcoming cottage sleeping 2 to 4 people in an area of Scotland where there is plenty of holiday activities to partake in. The beach is a short walk away through a Woodland Trust property. Golf courses are in abundance and there are man  …see more

from $82 / night

$313 - $625 / week

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from $82 / night

(1) Excellent 

32

Vacation 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
Sahara Park - Sleeps 6 - PET FRIENDLY - One well behaved dog is welcome.Sahara Park is a modern terraced house which sits in a courtyard on the seafront and has a private pathway giving direct access to the beach, it is a lovely comfortable home which comprises a very s  …see more

from $125 / night

$813 - $1063 / week

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from $125 / night

(35) Very Good 

24

Anstruther Vacation cottage rental

Fife / Anstruther

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Child friendly
Duck Cottage is a traditional stone built cottage, internally modernised and tastefully decorated to create a warm, charming base close to the restaurants, pubs, shops and attractions of Anstruther. St Andrews and the other coastal villages are only a few minutes drive,  …see more

from $53 / night

$369 - $657 / week

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from $53 / night

(60) Excellent 

35

Vacation apartment with golf nearby in Kinghorn

Fife / Kinghorn

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
The Inchview Apartment is a stunningly beautiful and spacious 2 bedroom (sleeps 5) contemporary conversion of an 18th century school in the popular coastal town of Kinghorn. Recently awarded 5* by VisitScotland, the property has been furnished to a very high standard an  …see more

from $100 / night

$500 - $975 / week

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from $100 / night

(17) Excellent 

22

St Monans Vacation cottage rental

Fife / St Monans

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
Rockslea has the one of the best locations in St Monans with views out over the Firth of Forth and the local harbour, where there is always life and activity. Set on the sea front and on the Fife Coastal path with unobstructed views over the Firth of Forth, Rockslea is  …see more

from $119 / night

$594 - $875 / week

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from $119 / night

(55) Excellent 

19

Pittenweem Vacation cottage rental

Fife / Pittenweem

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
Sea Glint is a delightful self catering cottage near the sea front in the quiet fishing village of Pittenweem. The house is a Listed 18th Century cottage restored in 2006 to a high standard. Close to the harbour, Sea Glint benefits from a pleasant and sheltered courtyar  …see more

from $82 / night

$438 - $750 / week

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from $82 / night

(1) Excellent 

15

Vacation apartment rental

Fife / Anstruther

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
A luxurious 3 bedroomed self catering property. Very spacious ground level apartment with spectacular sea views looking towards the Isle of May and Anstruther harbour. 2 minutes walk from Anstruther Golf club. 15 minutes from St Andrews, the home of golf and historic U  …see more

from $188 / night

$875 - $1125 / week

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from $188 / night

(17) Excellent 

17

Apartment rental in Crail

Fife / Crail

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
---- Location, Location, Location! -- The apartment directly overlooks Crail harbour with views of the harbour, sea and Isle of May from living room, sitting room and bathroom windows. .A beautifully presented first floor apartment in a late 17thC listed building. Full  …see more

from $85 / night

$513 - $1063 / week

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from $85 / night

(30) Excellent 

27

Home accommodation in St. Andrews

Fife / St Andrews

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
The Shieling is a purpose built, award winning holiday house which is finished and furnished to a high standard. This eco style property, with grass roof, nestles discretely into the hillside, only a 10min drive from St Andrews. The property has a full glass frontage t  …see more

from $163 / night

$975 - $1350 / week

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from $163 / night

1