50 Best Vacation Rentals in Fife - Holiday Lettings - Cabins

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573 Vacation rentals

(12) Excellent 

39

St Monans Vacation home rental

Fife / St Monans

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
Seascape is a wonderful terraced property, situated towards the east end of the town. Its location right on the coast means it is lucky enough to boast unspoilt views of the Firth of Forth and the North Sea beyond. On sunny summer days, this is a particularly spectacula …see more

from $208 / night

$827 - $1,265 / week

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from $208 / night

(30) 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

$523 - $957 / week

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from $114 / night

(34) Very Good 

Certificate of Excellence

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, and t …see more

Certificate of Excellence

from $153 / night

$829 - $1,085 / week

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Responds fast!
avg. 2 hours 25 minutes

from $153 / night

(5) Very Good 

12

St. Andrews Vacation apartment rental

Fife / St Andrews

1 2 5 nights min

  • 1 bedroom
  • sleeps 2
  • 5 nights min
  • Beach/lakeside relaxation
  • Private garden
This one bedroom ground floor flat is part of a 51 flatted complex situated in the heart of St Andrews. All amenities are within walking distance. Golf, shops, beach, theatre , pubs and restaurants. The flat has twin beds, shower room, fully functional kitchen, living/ …see more

from $102 / night

$715 / week

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Responds fast!
avg. 2 hours 28 minutes

from $102 / night

21

Lathones Vacation home rental

St Andrews / Lathones

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Nearest beach 10 mi
  • Child friendly
  • Private garden
Situated in the scenic East Neuk of Fife, an area steeped in tradition and history. Popular with golfers, walkers and beach lovers alike as well as food connoisseurs with an abundance of restaurants, coffee shops, farm shops and a cheese farms offering local produce …see more

from $160 / night

$1,276 / week

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Responds fast!
avg. 2 hours 51 minutes

from $160 / night

(29) Excellent 

24

Vacation home with golf nearby in St. Andrews

Fife / St Andrews

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Osborne Steading is a beautiful fully refurbished luxury 3 bed, 3 bath house in a quiet converted farm steading. It is located in an idylic peaceful rural setting, yet within walking distance to St Andrews centre. Osborne Steading is a light, modern two st …see more

from $191 / night

$954 - $1,208 / week

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from $191 / night

(15) Excellent 

36

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
  • Car not necessary
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 $238 / night

$1,018 - $1,780 / week

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from $238 / night

(37) Excellent 

15

Cottage rental in Elie with golf nearby

Fife / Elie

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.05 mi
  • Child friendly
Elie Cottage is a luxury seaside holiday cottage by the award-winning main Elie beach in the picturesque East Neuk of Fife. Elie is one of Scotland's most popular holiday destinations with a unique sunny microclimate, 5 amazing beaches and lots's to do. One of the best …see more

from $192 / night

$925 - $1,850 / week

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Responds fast!
avg. 3 hours 29 minutes

from $192 / night

45

Vacation home in Cellardyke

Fife / Cellardyke

5 10 3 nights min

  • 5 bedrooms
  • sleeps 10
  • 3 nights min
  • Child friendly
  • Pet friendly
Billowness Villa is an impressive traditional terraced property located just a minute's walk from Anstruther harbour. With five bedrooms and three bathrooms, it's ideal for up to ten guests. Beautifully and stylishly furnished, the property has been finished to an extre …see more

from $274 / night

$1,647 - $1,844 / week

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from $274 / night

(9) Excellent 

45

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 3 minute drive 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 $86 / night

$1,551 - $2,344 / week

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from $86 / night

(4) Excellent 

16

Vacation apartment in St Monans

Fife / St Monans

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
A delightful 1 bedroom apartment in the scenic fishing village of St Monans, it has been beautifully finished and has a fresh air about it. The views across the Firth of Forth from the sitting room are stunning and would make for the most romantic break away, ideal for …see more

from $128 / night

$503 - $808 / week

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Responds fast!
avg. 40 minutes

from $128 / night

(1) Excellent 

38

Home rental in Lower Largo with golf nearby

Fife / Lower Largo

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
Bonny Bay has been lovingly refurbished to provide a wonderfully tranquil and relaxing space. A former bakery, the upper level of this beautiful traditional building offers everything required for a fabulous stay by the sea. With high ceilings, original wooden shutters …see more

from $128 / night

$795 - $973 / week

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from $128 / night

(8) Very Good 

11

Vacation home in St. Andrews

Fife / St Andrews

3 4 4 nights min

  • 3 bedrooms
  • sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
This is a beautiful traditional terraced town house in the centre of the Home of Golf, St.Andrews. The accommodation is very flexible and is ideal for families and golfers alike. The house is 200 yards from the lovely sandy East Sands beach, the harbour with fishing b …see more

from $128 / night

$957 / week

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from $128 / night

(14) 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 $156 / night

$776 - $1,138 / week

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from $156 / night

(17) 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 $108 / night

$757 / week

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Responds fast!
avg. 2 hours 2 minutes

from $108 / night

(2) Excellent 

12

Vacation chalet rental

Fife / North Queensferry

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Nearest beach 0.3 mi
  • Child friendly
  • Car not necessary
The wooden cabin is in a secluded spot in a private garden with fantastic views over the River Forth towards Edinburgh and as far away as Dunbar, 30 miles distant. It is sited above a beach and the Fife Coastal Path, which stretches all the way to St Andrews. There is a …see more

from $90 / night

$562 / week

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from $90 / night

(10) Excellent 

19

Vacation home with golf nearby in Elie

Fife / Elie

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
Ground floor - lounge/garden room with french doors, spacious fully equipped, kitchen diner, large twin room, bathroom, with shower. Upstairs - large double bedroom dual aspect windows, double bedroom sea view, twin bedroom, shower room. Private garden & parking. Beac …see more

from $166 / night

$859 - $1,170 / week

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from $166 / night

(11) Excellent 

38

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
Sleeps 4 - Ard na Mara (from the gaelic 'high above the sea') is a beautiful 1st floor apartment in the stunning East Neuk village of Pittenweem only 20 minutes from St Andrews. With stunning views of the Pittenweem harbour, this is a fabulous home for holidays. Ard na …see more

from $100 / night

$503 - $884 / week

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from $100 / night

(2) Excellent 

30

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 $156 / night

$776 - $1,113 / week

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from $156 / night

(2) Excellent 

15

Vacation apartment rental

Fife / Anstruther

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child friendly
Modern ground floor apartment, 15 minutes drive from St Andrews, Kingsbarns and Crail. Tee times can be booked in advance for Crail on request. With a myriad of local attractions, award winning beaches, stunning views, coastal walks, ornithology, Michelin star restauran …see more

from $108 / night

$662 - $840 / week

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Responds fast!
avg. 54 minutes

from $108 / night

(20) Excellent 

19

Cottage rental in Upper Largo

Fife / Upper Largo

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • 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 $83 / night

$318 - $662 / week

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from $83 / night

(24) Excellent 

22

St Monans Vacation cottage rental

Fife / St Monans

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • 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 $128 / night

$617 - $903 / week

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Responds fast!
avg. 1 hour 32 minutes

from $128 / night

(14) Excellent 

23

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 0.3 mi
  • Child friendly
'New Haven' is an outstanding, detached traditional home, internally upgraded to blend modern comfortable living within fine surroundings. The accommodation comprises on the ground floor, a Reception Hall, Living room with a delightful Sun-room which opens onto a paved …see more

from $204 / night

$1,148 - $1,403 / week

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from $204 / night

(3) Very Good 

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

$827 / week

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Responds fast!
avg. 3 hours 59 minutes

from $121 / night

(5) Very Good 

50

Vacation home in Kilconquhar

Fife / Kilconquhar

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 3 mi
  • Child friendly
  • Pet friendly
Heather Cottage is a quaint and traditional country cottage situated in the peaceful village of Kilconquhar, near Elie in the beautiful East Neuk of Fife. With fields and breathtaking views over to Largo Law on one side and a quiet lane where you're likely to hear the c …see more

from $134 / night

$763 - $941 / week

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from $134 / night

(1) Excellent 

12

Vacation home rental

Fife / Dalgety Bay

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Car not necessary
Hi, Bridge View is set on the waterfront in Dalgety Bay. It boasts spectacular views to the City of Edinburgh and the world heritage site of the Forth Railway bridge. It is 30 mins by train to Edinburgh and 15 mins from the historic capital of Dunfermline. St Andrews Go …see more

from $280 / night

$1,780 / week

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from $280 / night

(2) Excellent 

22

St. Andrews Vacation apartment rental

Fife / St Andrews

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Car not necessary
The St Andrews Apartment is real home from home that will not disappoint. Nestled amongst similar period properties in a prestigious residential area of St Andrews only a 10 minute stroll into the centre of town. This first floor sandstone apartment provides luxurious …see more

from $227 / night

$1,590 / week

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Responds fast!
avg. 3 hours 56 minutes

from $227 / night

(5) Excellent 

Certificate of Excellence

39

West Wemyss Vacation home rental

Fife / West Wemyss

2 5 4 nights min

  • 2 bedrooms
  • sleeps 5
  • 4 nights min
  • Child friendly
  • Pet friendly
  • Private garden
NEW FOR 2018! Perfect for couples, for families or for friends. Stunning seaside 'boutique' home with beautiful wood burning stove. Set in the very heart of a small quaint Fife conservation fishing village. In a magical seaside location but just a short drive to Edinbur …see more

Certificate of Excellence

from $88 / night

$614 / week

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Responds fast!
avg. 26 minutes

from $88 / night

(22) Excellent 

39

Vacation home with golf nearby in St. Andrews

Fife / St Andrews

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 1 mi
  • Child friendly
  • Car not necessary
Sleeps 9-10 A beautiful, spacious 5 bedroom house arranged over 3 levels and situated right in the centre of the historic university town of St Andrews, within easy walking distance of the town's amenities and tourist attractions. Local shops, bars and restaurants are a …see more

from $290 / night

$1,335 - $2,653 / week

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from $290 / night

(29) 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 $98 / night

$585 - $1,145 / week

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Responds fast!
avg. 1 hour 2 minutes

from $98 / night

(19) Excellent 

Certificate of Excellence

45

Apartment rental in Anstruther with golf nearby

Anstruther / East Neuk

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • 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

Certificate of Excellence

from $122 / night

$798 - $893 / week

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from $122 / night

(39) Excellent 

Certificate of Excellence

17

St. Andrews Vacation home rental

Fife / St Andrews

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Private garden
Luxury holiday house nr St Andrews, Scotland. Guests love the breathtaking, uninterrupted views over St Andrews Bay and both The Eden and Tay Estuaries. The Summit Lodge is situated on an elevated and private four acre site. This newly completed, eco friendly build is f …see more

Certificate of Excellence

from $229 / night

$1,374 - $1,551 / week

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Responds fast!
avg. 52 minutes

from $229 / night

(66) Excellent 

25

Vacation 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 mi
  • Child friendly
The Whins Cottage is a high quality accommodation ideally located to make your time in St Andrews one to remember. See the reviews. Old Course 1st Tee only 200m. Available normally Weekly Sat to Sat. Ocassionally shorter breaks may be available on request. An ideal se …see more

from $153 / night

$1,068 / week

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from $153 / night

(9) Excellent 

Certificate of Excellence

26

Vacation home with golf nearby in St. Andrews

Fife / St Andrews

5 11 min stay varies

  • 5 bedrooms
  • sleeps 11
  • min stay varies
  • Nearest beach 0.5 mi
  • Child friendly
  • Car not necessary
Auld Lang Syne, winner of Best Family Home for Scotland 2013 (Herald Property Awards), is an immaculately presented, detached, self-catering holiday home in St Andrews, the Home of Golf. A member of our Green Award scheme for environmentally friendly holiday homes and h …see more

Certificate of Excellence

from $223 / night

$1,183 - $2,543 / week

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from $223 / night

(18) Excellent 

23

Home rental in Crail with golf nearby

Fife / Crail

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Private garden
A modern, comfortable and well equipped property ideally located for Golf, Crail Village, Coastal Walks and Bus Routes. A lovely property in a lovely location. The Coach House (formerly part of the old Denburn House) is situated 200 metres from the centre of Crail on t …see more

from $224 / night

$1,525 / week

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from $224 / night

(5) Excellent 

15

Vacation apartment with golf nearby in Culross

Fife / Culross

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly
This newly upgraded holiday apartment is situated in the historical village of Culross which is situated on the north shore of the Forth Estuary between the Forth and the Kincardine Bridges. Culross is the ideal location to base your touring holiday of Scotland as it is …see more

from $92 / night

$638 / week

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from $92 / night

(2) Excellent 

17

Apartment rental in St. Andrews

Fife / St Andrews

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 10 mi
  • Child friendly
  • Private garden
Tom Morris is a self-contained ground floor flat in a block of 4. It has recently been extended to provide a separate dining area, a newly refurbished kitchen and a patio in the back garden. The spacious lounge with sofa and chairs has a 4G TV and a BluRay disk Player. …see more

from $122 / night

$767 - $863 / week

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Responds fast!
avg. 1 hour 34 minutes

from $122 / night

(14) Very Good 

15

Vacation home with golf nearby in Pittenweem

Fife / Pittenweem

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
A beautifully finished 3 bedroom property set over three floors, Midshore Cottage provides everything expected from a quality self catering home. With the front door opening right onto the harbourside, glorious views across the water and of the working fishing boats com …see more

from $159 / night

$859 / week

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from $159 / night

(1) Excellent 

15

Crail Vacation home rental

Fife / Crail

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Stunning stone built detached house in West end of Crail 15 minutes from St Andrews, 5 minutes walk from the famous harbour, shops and bustling seaside pub. 2 lovely en suite rooms, plus 3 good sized bedrooms, with a further large bathroom and separate toilet. Aga co …see more

from $1,531 / night

$2,807 / week

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Responds fast!
avg. 3 hours 59 minutes

from $1,531 / night

(4) Excellent 

47

Vacation apartment rental

Fife / Cellardyke

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly
'The Neuk' is a bright and modern ground floor apartment in the heart of a quiet residential area, just a short stroll to the picturesque and historic harbours of Cellardyke and Anstruther. With two bedrooms, both with two single beds, and all of the accommodation on on …see more

from $108 / night

$573 - $757 / week

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from $108 / night