50 Best Fife Apartments on Holiday Lettings - Cottages

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Apartments St Andrews
161 properties
Cupar
45 properties
Holiday rentals Anstruther
43 properties
Cottages Elie
41 properties
Cottages Pittenweem
41 properties
Holiday cottages Crail
38 properties
St Monans
31 properties
Self catering Dunfermline
17 properties
Cellardyke
15 properties
Self catering Lower Largo
15 properties
Falkland
11 properties
Auchtermuchty
10 properties
Kinghorn
9 properties
Kirkcaldy
8 properties
Newport-on-Tay
7 properties
Culross
6 properties
Newburgh
6 properties
Levenmouth
5 properties

Fife

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554 Vacation rentals

(14) Excellent 

16

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 $110 / night

$491 - $807 / week

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from $110 / night

(1) Excellent 

8

Apartment rental in Crail

Fife / Crail

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
Gorgeous ground-floor Apartment in the heart of the village of Crail. Sleeps up to 4 (with 2 on sofa bed in Sitting Room). Very comfortable. Underfloor heating throughout and a log stove fire. Well equipped dining kitchen with dishwasher and washer dryer. Many guests re …see more

from $117 / night

$633 - $813 / week

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Responds fast!
avg. 56 minutes

from $117 / 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 $194 / night

$768 - $1155 / week

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from $194 / night

(31) 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
  • Nearest beach 1 mi
  • 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 Lane is on …see more

from $162 / night

$903 - $2580 / week

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avg. 2 hours 12 minutes

from $162 / night

(11) Very Good 

26

Anstruther Vacation cottage rental

Fife / Anstruther

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Built in 1790, a matter of months after the Bastille was stormed, this ancient cottage is located across the slipway from Dreel Tavern, the historic centre of Anstruther Wester and just 200 metres from the harbour, beach and Anstruther's many cafes, restaurants, pubs an …see more

from $123 / night

$613 - $742 / week

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from $123 / night

(26) Excellent 

21

Vacation apartment rental

Fife / Culross

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Private garden
A bright spacious apartment with stunning views over the river forth in the unique and historical village of Culross. Take a step back in time and visit Culross with its 17th and 18th century houses and its many historical attractions. Visit the beautiful National Trus …see more

from $97 / night

$613 - $710 / week

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Responds fast!
avg. 3 hours 5 minutes

from $97 / night

(40) 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 $168 / night

$871 - $1265 / week

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Responds fast!
avg. 2 hours 35 minutes

from $168 / night

(14) 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 $91 / night

$387 - $633 / week

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Responds fast!
avg. 3 hours 29 minutes

from $91 / night

(13) Excellent 

18

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 $88 / night

$558 - $1047 / week

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Responds fast!
avg. 3 hours 11 minutes

from $88 / night

(4) Excellent 

12

Crail Vacation apartment rental

Fife / Crail

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
This glorious flat forms part of the first floor of this beautiful and histortic A listed house, believed to date from the mid 19th centuary. With magnificent veiws form the front windows over the village and out to sea. Set in lovely spacious gardens all around the hou …see more

from $155 / night

$871 / week

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from $155 / night

14

Vacation home in Pittenweem

Fife / Pittenweem

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0 mi
  • Child friendly
  • Private garden
Main living areas on first floor: Lounge, dining, kitchen area - open plan plus utility room and w/c all on this level. Lounge - ( Large 4m x 8 m) wood burning fire ( basket of logs, kindling & lighters supplied) 2 leather sofas, rustic wooden coffee table, bar table i …see more

from $155 / night

$1032 / week

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from $155 / night

(39) 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 $110 / night

$542 - $878 / week

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Responds fast!
avg. 1 hour 46 minutes

from $110 / 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 $284 / night

$1290 - $2193 / week

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from $284 / night

(15) 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 $167 / night

$1031 - $1160 / week

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from $167 / night

17

Vacation home in Culross

Fife / Culross

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly
CHARMING COTTAGE, CLOSE TO THE SHORELINE IN A BEAUTIFUL CONSERVATION AREA This very quaint cottage dates back to the 1870’s and was originally the ‘flour shop’ for the Mill next door. The interior has been sympathetically modernised, retaining many of its traditional …see more

from $70 / night

$488 - $829 / week

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from $70 / night

(19) 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 $91 / night

$542 - $1161 / week

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Responds fast!
avg. 2 hours 0 minutes

from $91 / night

(10) Excellent 

31

Vacation apartment rental

Fife / Pittenweem

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Ard na Mara is a lovely 2 bedroom 1 bathroom 1st floor apartment all on one floor with stunning harbour views. The property has 1 double bedroom, 1 twin bedroom and a main bathroom. There is gas central heating and wood effect flooring throughout with rugs. Parking:- In …see more

from $129 / night

$484 - $903 / week

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from $129 / 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 $304 / night

$1290 - $3225 / week

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from $304 / 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 $194 / night

$768 - $1129 / week

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from $194 / night

16

Home rental in Fernie

Fife / Fernie

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Suitable for children age 5+
  • Pet friendly
PERIOD COACH HOUSE SET WITHIN 50 ACRES OF SPLENDID PRIVATE GROUNDS AND COUNTRY ESTATE This wonderful unique property, with its charming clock tower. Refurbished in the summer of 2016, but still retains many original features and charm, offering cosy country living, w …see more

from $82 / night

$572 - $977 / week

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from $82 / night

(5) Very Good 

29

St Monans Vacation home rental

Fife / St Monans

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Bay View is a beautifully appointed property set on Forth St in St Monans with sunning seaviews from the upper windows. Set over 3 floors this generously proportioned house is a fabulous holiday home. A traditional 3 storey terraced fisherman's house located within the …see more

from $162 / night

$581 - $968 / week

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from $162 / night

(3) Excellent 

37

Cottage rental in Pittenweem

Fife / Pittenweem

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
This gem of a retreat, tucked away in the heart of Pittenweem, is a perfect bolt hole for stylish romantics and a great base for exploring The East Neuk of Fife. With St Andrews only 15 minutes away Mangle Cottage is the perfect holiday destination. Tucked away from th …see more

from $168 / night

$1265 - $1671 / week

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Responds fast!
avg. 3 hours 18 minutes

from $168 / night

(6) Excellent 

34

Apartment rental in Elie with golf nearby

Fife / Elie

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
On arrival at Golf Court, please use the designated parking space for this apartment - the space is no 10 - but you may also use any of the visitor spaces or the ample on-street parking. The apartment provides free WiFi and Sky TV and a Sonos wifi music system. Golf Vie …see more

from $162 / night

$484 - $1284 / week

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from $162 / 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 $206 / night

$807 - $1284 / week

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from $206 / night

(14) 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 $71 / night

$452 - $697 / week

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Responds fast!
avg. 1 hour 32 minutes

from $71 / night

(18) 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 $349 / night

$2258 - $4193 / week

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from $349 / 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 $84 / night

$587 / week

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from $84 / 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 $226 / night

$968 - $1935 / week

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from $226 / night

(46) 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 $78 / night

$439 - $800 / week

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Responds fast!
avg. 29 minutes

from $78 / night

(14) Excellent 

45

Apartment rental in Anstruther with golf nearby

Anstruther / East Neuk

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
NEWLY REFURBISHED - MAGNIFICENT SEA VIEWS ! Harbour's Edge is a stunning, family run, recently refurbished 2 bedroom B listed flat with amazing sea views. It overlooks the harbour in the conservation area of the seaside fishing town of Anstruther. The property is ideall …see more

from $117 / night

$723 - $839 / week

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Responds fast!
avg. 3 hours 11 minutes

from $117 / night

(11) Very Good 

Certificate of Excellence

16

Vacation apartment with golf nearby in Cellardyke

Fife / Cellardyke

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
Located on the East Coast of The Kingdom of Fife. Cellardyke is the perfect setting for a traditional Scottish holiday, and it holds many local attractions and is within easy travelling distance to St Andrews and within walking distance of the neighbouring village of An …see more

Certificate of Excellence

from $97 / night

$516 - $710 / week

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Responds fast!
avg. 2 hours 31 minutes

from $97 / night

(6) Excellent 

18

Vacation cottage with shared pool in Auchtermuchty

Fife / Auchtermuchty

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 34 mi
  • Swimming pool
The Old Cart House has been beautifully & sensitively renovated from the old farm steading. The thick stone walls and feature windows make this cottage warm and very comfortable. It is set amidst farmland & woodland and is a wonderful spot for bird/wildlife. You can wal …see more

from $155 / night

$710 - $1174 / week

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from $155 / night

(2) Excellent 

10

Vacation home with golf nearby in Elie

Fife / Elie

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
A modern, 3 bedroom home in the picturesque seaside village of Elie, in the East Neuk of Fife, Scotland. The house is situted within a 5 mintue walk to the award winning golden sands beach, the 18 hole links Elie House Golf Club and the sports centre which has 6 tennis …see more

from $104 / night

$645 - $1097 / week

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Responds fast!
avg. 2 hours 40 minutes

from $104 / night

(2) Excellent 

11

Pittenweem Vacation home rental

Fife / Pittenweem

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
South Gable is a beautiful semi-detached 3-bedroom cottage in a prestigious development offering quality holiday accommodation on two levels ideal for all the family. There is so much to see and do in this beautiful part of Scotland, you will be spoilt for choice duri …see more

from $142 / night

$555 - $742 / week

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Responds fast!
avg. 2 hours 40 minutes

from $142 / night

(23) Excellent 

25

Vacation cottage with golf nearby in Colinsburgh

Colinsburgh / Charleton

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 6 mi
  • Child friendly
  • Private garden
The Doocot - An Idyllic Oasis Of Charm and Comfort near St Andrews, overlooking the Charleton Golf Course and within easy striking distance of numerous places of interest and entertainment. A stunning one bedroom annexed cottage located in the idyllic hamlet of Charlet …see more

from $71 / night

$491 - $568 / week

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Responds fast!
avg. 2 hours 13 minutes

from $71 / night

(93) Excellent 

24

Vacation home in St. Andrews

Fife / St Andrews

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Child friendly
The Beehouse is a beautifully presented three bedroom holiday house located just a short drive from the historic burgh of St Andrews, famous for its world class golf courses and stunning beaches. The property forms part of a recently converted steading building adjacent …see more

from $194 / night

$807 - $4877 / week

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Responds fast!
avg. 3 hours 39 minutes

from $194 / night

(5) Very Good 

31

St. Andrews Vacation home rental

Fife / St Andrews

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
The house is located on Argyle Street, a few minutes walk from the historic Westport arch which leads onto South Street (one of the three main thoroughfares in the town of St Andrews). It is arranged over two floors - the main living accommodation is on the first floor …see more

from $246 / night

$968 - $1548 / week

Inquire View

from $246 / night

(22) 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 $115 / night

$529 - $936 / week

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Responds fast!
avg. 3 hours 50 minutes

from $115 / night

(5) Good 

27

Crail Vacation villa rental

Fife / Crail

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
This bright and spacious ground floor apartment is situated in the East Neuk fishing village of Crail, one of the prettiest villages along the coast. The property offers high quality accommodation and is ideal for couples, friends and families. You can enjoy lovely vie …see more

from $142 / night

$581 - $1026 / week

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from $142 / 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 $162 / night

$639 - $1284 / week

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from $162 / night