50 Best Fife Apartments on Holiday Lettings - Cottages

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Apartments St Andrews
167 properties
Holiday rentals Anstruther
43 properties
Cottages Pittenweem
41 properties
Cottages Elie
40 properties
Holiday cottages Crail
37 properties
Kilconquhar
34 properties
Cupar
32 properties
St Monans
30 properties
Self catering Dunfermline
17 properties
Self catering Lower Largo
15 properties
Cellardyke
13 properties
Falkland
11 properties
Kinghorn
10 properties
Auchtermuchty
9 properties
Kirkcaldy
8 properties
Culross
6 properties
Newburgh
6 properties
Newport-on-Tay
6 properties
Levenmouth
6 properties

Fife

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565 Vacation rentals

(21) Excellent 

25

Cottage rental in Cellardyke

Fife / Cellardyke

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
Salt Herrings is a luxury conversion of an old Cooperage set in a spectacular waterfront location. This stunning and immaculate self catering property is an ideal holiday home for those who wish to spend time by the sea in a beautiful setting. This Fife cottage …see more

from $114 / night

$521 - $921 / week

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from $114 / night

(39) 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 $166 / night

$858 - $1245 / week

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Responds fast!
avg. 1 hour 36 minutes

from $166 / night

(63) 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 $115 / night

$623 - $991 / week

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Responds fast!
avg. 3 hours 27 minutes

from $115 / night

(18) 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 $87 / night

$521 - $1080 / week

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Responds fast!
avg. 2 hours 14 minutes

from $87 / night

(13) Excellent 

Certificate of Excellence

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 snuggle …see more

Certificate of Excellence

from $89 / night

$381 - $623 / week

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Responds fast!
avg. 3 hours 52 minutes

from $89 / night

(14) Excellent 

24

Vacation cottage in Falkland

Fife / Falkland

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 33 mi
  • Child friendly
  • Car not necessary
Leave the hustle and bustle of modern living behind as you pack and embark on a unique adventure into historical old Scotland. Ross House is a beautiful 17th century stone built cottage occupying a prime position in one of Scotland's most perfectly preserved ancient tow …see more

from $164 / night

$1015 - $1142 / week

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from $164 / 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 $223 / night

$953 - $1651 / week

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from $223 / night

(14) Very Good 

Certificate of Excellence

17

Auchtermuchty Vacation townhouse rental

Fife / Auchtermuchty

7 19 2 nights min

  • 7 bedrooms
  • Sleeps 19
  • 2 nights min
  • Nearest beach 37 mi
  • Child friendly
  • Ask about pets
If you are thinking about holidaying in Scotland, let Cameron House be your base camp for your trip of a lifetime. Cameron House is your home away from home. This B listed 18th century Georgian town house benefits from spacious rooms and still retains many of its …see more

Certificate of Excellence

from $381 / night

$2667 / week

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Responds fast!
avg. 3 hours 4 minutes

from $381 / night

(13) Excellent 

11

Vacation cottage in St Monans

Fife / St Monans

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Scottish Tourist Board 4 stars. 'Periwinkle' is a traditional comfortable Scottish house. Built for a fisherman's family it has many character features, including open fire for guests use. The sunny west facing walled garden has garden furniture and barbeque. The gard …see more

from $87 / night

$549 - $1030 / week

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Responds fast!
avg. 3 hours 11 minutes

from $87 / night

(29) 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 with a modern kit …see more

from $101 / night

$502 - $756 / week

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from $101 / night

(37) Excellent 

24

Upper Largo Vacation cottage rental

Fife / Upper Largo

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Copperfield is a detached, single storey, two bedroomed whitewashed cottage in the quiet conservation area of this lovely village. Much of the cottage has been renovated recently and is warm, inviting and very comfortable. It has a large well fitted kitchen and large co …see more

from $108 / night

$534 - $864 / week

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Responds fast!
avg. 2 hours 31 minutes

from $108 / night

(26) 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 $254 / night

$1080 - $2286 / week

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Responds fast!
avg. 1 hour 50 minutes

from $254 / night

(46) Excellent 

44

Vacation townhouse with golf nearby in St. Andrews

Fife / St Andrews

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
A recently completed architect designed townhouse situated in the centre of St Andrews . This unique property blends in perfectly with its surroundings whilst providing modern luxury internally . The property boasts a large south facing garden , 4 bedrooms with 3 en sui …see more

from $585 / night

$3556 - $4572 / week

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Responds fast!
avg. 1 hour 49 minutes

from $585 / night

(18) 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 the Royal & An …see more

from $299 / night

$1270 - $2794 / week

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from $299 / night

(5) Excellent 

13

Vacation cottage in Pittenweem

Fife / Pittenweem

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
A delightful traditional cottage in the coastal fishing village of Pittenweem, Tillielicket is the ideal home to use as your base for a break in the East Neuk. Located on a quiet lane just yards from the harbour, Tillielicket has all the home comforts you would expect, …see more

from $134 / night

$794 / week

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from $134 / night

(13) Excellent 

13

Vacation cottage in Crail

Fife / Crail

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
No. 16 Westgate is a newly refurbished, and refurnished, quaint 'B listed' 18th Century fisherman's cottage located in the picturesque East Neuk village of Crail. The cottage is located at the top of Hens Ladder, a stone pathway formally used by fisher wives, which le …see more

from $108 / night

$483 - $794 / week

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from $108 / night

(2) Excellent 

19

Vacation home in St Monans

Fife / St Monans

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
This one bedroom terraced house is full of charm and character and in a great location, just yards from the harbour. There is a comfortable and well equipped dining kitchen on the ground floor, a lovely double bedroom and bathroom on the first floor and finally a large …see more

from $83 / night

$578 / week

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from $83 / night

(29) 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 House One Rose L …see more

from $159 / night

$889 - $2540 / week

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Responds fast!
avg. 2 hours 39 minutes

from $159 / night

(3) Excellent 

21

St. Andrews Vacation bungalow rental

Fife / St Andrews

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
This lovely little two bedroom bungalow is deceptively spacious. The accommodation comprises two double bedrooms, main bathroom and open-plan kitchen/living/dining area. The house is situated at the far end of Hepburn Gardens, about a 15 minute walk from the town centre …see more

from $159 / night

$629 - $1048 / week

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from $159 / night

(13) 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 $191 / night

$756 - $1137 / week

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from $191 / night

(44) Excellent 

18

Vacation apartment with golf nearby in Pittenweem

Fife / Pittenweem

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Puffin Hollow is a beautiful 1 bedroom ground floor apartment directly on the harbour. This 18th century listed property has been completely modernised and it now offers open plan living with a luxury kitchen. The property is just a short walk to the small sandy beach …see more

from $96 / night

$559 - $823 / week

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Responds fast!
avg. 53 minutes

from $96 / night

(8) Very Good 

Certificate of Excellence

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 distance to the main …see more

Certificate of Excellence

from $70 / night

$445 - $686 / week

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Responds fast!
avg. 1 hour 32 minutes

from $70 / night

(3) Very Good 

16

Elie Vacation apartment rental

Fife / Elie

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
This is a recently refurbished, modern, secure and well maintained first floor apartment providing excellent accommodation for families. It consists of a large bright living room, with dinner table and 4 chairs, fitted kitchen with washing machine, cooker and tumble dry …see more

from $91 / night

$635 - $762 / week

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from $91 / night

(62) 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 wis …see more

from $86 / night

$572 - $635 / week

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Responds fast!
avg. 1 hour 53 minutes

from $86 / night

(3) Excellent 

27

Vacation home rental

Fife / St Andrews

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
With stunning views of St Andrews Town, the Eden estuary and St Andrews Bay, our bright and spacious house is an ideal base for exploring St Andrews, the East Neuk of Fife and for golfers wishing to take advantage of the many golf courses in the area. It is a 20 minute …see more

from $172 / night

$1061 - $1436 / week

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Responds fast!
avg. 1 hour 37 minutes

from $172 / night

(2) Very Good 

13

Pittenweem Vacation home rental

Fife / Pittenweem

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Priory View is a beautifully finished traditional property in the East Neuk village Pittenweem. Situated a short downhill stroll to the idyllic harbour front, this comfortable and fully equipped one bedroom holiday home is a wonderful retreat or the perfect base from wh …see more

from $89 / night

$572 - $661 / week

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from $89 / night

(11) Excellent 

16

Crail Vacation townhouse rental

Fife / Crail

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Caiplie House - large self catering property Caiplie House is a large Victorian house, situated in the lovely East Neuk village of Crail. Sleeping up to 14, it is perfect for groups or family gatherings. It has 7 bedrooms, which offer flexible accommodation with doub …see more

from $445 / night

$1651 - $2667 / week

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from $445 / 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 $202 / night

$794 - $1264 / week

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from $202 / night

(7) Excellent 

18

Burntisland Vacation apartment rental

Fife / Burntisland

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
The Loft on the Links is a recently refurbished top floor flat with stunning views over the Firth of Forth towards Edinburgh. This accomodation has a nice sized bedroom with a King Sized bed in it. There is ample storage in the bedroom and throughout the flat. The G …see more

from $102 / night

$635 / week

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Responds fast!
avg. 2 hours 39 minutes

from $102 / night

16

Vacation home in Anstruther

Fife / Anstruther

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
Tall Ship is a traditional fisherman's house located in the heart of the sea-side village of Anstruther and provides the perfect base for a relaxing holiday. Extending over four floors, and offering beautiful views over the Firth of Forth, the house is fully equipped …see more

from $121 / night

$604 - $762 / week

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Responds fast!
avg. 3 hours 16 minutes

from $121 / night

(15) Excellent 

Certificate of Excellence

45

Vacation townhouse with golf nearby in St. Andrews

Fife / St Andrews

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.25 mi
  • Child friendly
Imagine stepping out of your front door, breathing in the fresh, salty air and glancing along the street to a wonderful view of the sea. This prestigious townhouse in Murray Park offers just that, right in the middle of the magical royal burgh of St Andrews - the Home …see more

Certificate of Excellence

from $318 / night

$2096 - $3810 / week

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from $318 / night

(9) Excellent 

15

Vacation home in Pittenweem

Fife / Pittenweem

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
Kittle View is a contemporary and stylish three bedroom property accomodating up to five guests. With two en suite shower rooms and a bathroom, it is ideally suited to families and friend groups alike. Enjoying a rural location yet minutes from beautiful coastal village …see more

from $134 / night

$826 / week

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from $134 / night

(2) Excellent 

13

Vacation apartment with golf nearby in St. Andrews

Fife / St Andrews

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Car not necessary
4A Dempster Terrace is nestled in the heart of St Andrews in a Victorian terrace. It is a two bedroomed apartment recently renovated full of charm and character. It is south facing with a view to the Fife hills. Accommodation comprises of two bedrooms, a double and a tw …see more

from $191 / night

$889 / week

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from $191 / night

(37) 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 $96 / night

$604 - $762 / week

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Responds fast!
avg. 1 hour 29 minutes

from $96 / night

(6) Very Good 

60

St. Andrews Vacation home rental

Fife / St Andrews

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Private garden
St Andrews Fields is set in the glorious St Andrews countryside just a 10 minute walk to the much acclaimed and Michelin star Peat Inn restaurant. it sits in an exclusive steading approached via a private road. The town of St Andrews is nearby and home to our World famo …see more

from $280 / night

$1270 - $2159 / week

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from $280 / 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 all ro …see more

from $100 / night

$624 - $863 / week

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Responds fast!
avg. 21 minutes

from $100 / night

(2) Excellent 

12

Vacation home rental

St Andrews / Kingsbarns

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 mi
  • Child friendly
  • Private garden
Smiddy Burn Cottage is 10 minutes walk to Kingsbarns Golf Course , Kingsbarns beach and a short 10 minute drive from St. Andrews and 5 minutes from Crail. Our home is a charming cosy cottage on two floors and sleeps four/five comfortably. Smiddy Burn Cottage is a conv …see more

from $94 / night

$604 - $1067 / week

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Responds fast!
avg. 49 minutes

from $94 / night

(4) 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 $127 / night

$699 - $934 / week

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Responds fast!
avg. 47 minutes

from $127 / night

(33) 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 destinat …see more

from $81 / night

$634 - $788 / week

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from $81 / night

(11) Excellent 

43

Home rental in Pittenweem with golf nearby

Fife / Pittenweem

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
On arrival in Pittenweem the house is located at the far West end of the harbour and has access to the lovely cove and beaches there. There is ample parking for 3 cars outside the front of the house, handy during peak season!!! Once in the front door, the kitchen/dining …see more

from $191 / night

$756 - $1778 / week

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from $191 / night

1