50 Best Vacation Rentals in Fife - Holiday Lettings - Cabins

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551 Vacation rentals

(17) Excellent 

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

from $119 / night

$735 - $1,092 / week

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avg. 3 hours 3 minutes

from $119 / night

10

Crail Vacation cottage rental

Fife / Crail

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
Traditional pan-tiled cottage situated in the heart of Crail, tucked behind the historic Toll Booth. Only a stones throw away from the local shops and traditional pub. Recently renovated to high standards with large South facing private garden. The space - Sitting roo …see more

from $139 / night

$973 / week

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from $139 / night

(20) 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 $280 / night

$1,470 - $3,780 / week

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from $280 / night

(66) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $126 / night

$700 - $1,092 / week

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from $126 / night

(44) 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 (wifi, sky …see more

from $189 / night

$945 - $1,372 / week

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avg. 3 hours 39 minutes

from $189 / night

(3) Excellent 

9

Vacation bungalow in Kingsbarns

St Andrews / Kingsbarns

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
This is a brand new build bungalow, finished to a high quality, in the quiet conservation village of Kingsbarns, near St Andrews. It is an ideal base for playing many of the top golf courses in the country. It is also an ideal location for family holidays or walkers wi …see more

from $174 / night

$730 - $765 / week

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avg. 2 hours 36 minutes

from $174 / night

(25) Excellent 

Certificate of Excellence

23

Anstruther Vacation home rental

Fife / Anstruther

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
23 Crail Road is located within a small courtyard development in the centre of Anstruther. Built on the site of a traditional fisherman's yard within a conservation area, the development retains many traditional features, including the external stone walls. Completed i …see more

Certificate of Excellence

from $119 / night

$595 - $833 / week

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Responds fast!
avg. 2 hours 45 minutes

from $119 / night

14

Vacation cottage with golf nearby in Colinsburgh

Fife / Colinsburgh

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 4 mi
  • Child friendly
  • Pet friendly
Folly Cottage is more than 200 years old, named after a folly on the hill behind the house. It lies in Colinsburgh, a quaint East Neuk village full of pretty painted cottages with crow step gables. There are views over the beautiful Balcarres estate behind the property. …see more

from $77 / night

$413 - $525 / week

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from $77 / night

(38) 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 $210 / night

$1,050 - $2,800 / week

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avg. 2 hours 40 minutes

from $210 / night

(23) 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 $139 / night

$675 - $987 / week

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Responds fast!
avg. 1 hour 45 minutes

from $139 / night

(28) Very Good 

Certificate of Excellence

28

St. Andrews Vacation apartment rental

Fife / St Andrews

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Suitable for children age 5+
ATTENTION ALL GOLFERS !!!! Location! Location! Location ! A traditional Georgian sandstone building set in the heart of St Andrews. This cosy luxury apartment is ideal for golfers and holiday makers. It is a 40 second walk to the 18th green of the Old course, 3mins wal …see more

Certificate of Excellence

from $133 / night

$700 - $973 / week

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from $133 / night

(6) Excellent 

34

Dunfermline Vacation home rental

Fife / Dunfermline

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Private garden
Welcome to our delightful well appointed two bedroomed home in the heart of the city of Dunfermline. Situated within the much sought after Garvock Hill area, it benefits from peaceful surroundings yet it's within a mile of the city centre and all amenities of this histo …see more

from $133 / night

$805 / week

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Responds fast!
avg. 2 hours 36 minutes

from $133 / night

24

Vacation apartment in Peat Inn

Cupar / Peat Inn

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
The Wynd is situated in the middle of New Gilston country hamlet, stop at the red phone box and you have found us. We are 10 minutes from StAndrews and 2 minutes from the Peat Inn Restaurant. The spacious private self catering accommodation is adjacent to our family hom …see more

from $84 / night

$588 / week

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Responds fast!
avg. 3 hours 22 minutes

from $84 / night

(7) Very Good 

11

Vacation apartment with golf nearby in St. Andrews

Fife / St Andrews

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Private garden
Newly renovated two bedroom apartment within 5 minute walk of St Andrews town centre. Close to the famous golf courses and the beautiful East Sands and West Sands beaches - all within walking distance. The Kinnesburn river is also within a one minute walk which joins …see more

from $119 / night

$833 / week

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from $119 / night

(17) 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 $245 / night

$1,673 / week

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from $245 / night

(12) Very Good 

Certificate of Excellence

13

Vacation cottage in Leven

Levenmouth / Leven

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
Viewfoth Cottage comfortably sleeps 2 people in the double bedroom. Situated a short walk from the sandy beach with shops and restaurants within minutes, this delightful single-storey detached holiday cottage is tastefully furnished and provides a cosy base from which t …see more

Certificate of Excellence

from $84 / night

$350 - $420 / week

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Responds fast!
avg. 2 hours 42 minutes

from $84 / night

(4) Excellent 

19

Vacation home in Pittenweem

Fife / Pittenweem

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Sleeps 4-6 (sofabed) - Seaview is a lovely 2 bedroom, 2 bathroom house with gardens to front and rear, and stunning sea views. The back garden leads on to the Fife coastal path and is ideal for those who enjoy coastal walks. If you turn left out of the gate the walk tak …see more

from $168 / night

$980 / week

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from $168 / night

(31) Excellent 

Certificate of Excellence

29

Home rental in St. Andrews with golf nearby

Fife / St Andrews

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
Beautifully presented single storey house in St. Andrews. Situated a short walk from the East Sands beach and St. Andrews Harbour. The House has been recently refurbished to a very high order with no detail overlooked and there are quality fittings and furnishings throu …see more

Certificate of Excellence

from $140 / night

$560 - $2,100 / week

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from $140 / night

(1) Excellent 

11

Apartment rental in St. Andrews

Fife / St Andrews

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
A home from home at the Home of Golf, with a great location in traditional St Andrews just two minutes walk to the Old Course and a two minute walk to shops and restaurants. Very proud to say that VisitScotland have assessed the property as five star under its Quality A …see more

from $238 / night

$1,680 - $5,145 / week

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Responds fast!
avg. 3 hours 5 minutes

from $238 / night

(3) Excellent 

21

Vacation home in Kirkcaldy

Fife / Kirkcaldy

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Private garden
Our spacious bungalow has 3 bedrooms with 6 beds (1 double and 2 twins) and is ideal for small groups or families. The house is fully furnished with modern and comfortable furnishings. The double bedroom has an en suite bathroom with shower cubicle, toilet, sink and …see more

from $175 / night

$1,225 / week

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Responds fast!
avg. 1 hour 40 minutes

from $175 / 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 $154 / night

$1,400 / week

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Responds fast!
avg. 3 hours 22 minutes

from $154 / 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 $217 / night

$854 - $1,253 / week

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from $217 / 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
** PLEASE NOTE THIS HOUSE IS CURRENTLY RENTED OUT LONG TERM UNTIL OCTOBER 2019 BUT AVAILABLE FOR HOLIDAYS AFTER THAT DATE ** 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 p …see more

Certificate of Excellence

from $378 / night

$2,450 - $4,550 / week

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from $378 / night

(43) Very Good 

Certificate of Excellence

23

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

Certificate of Excellence

from $59 / night

$413 - $770 / week

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from $59 / night

(4) Excellent 

19

Vacation manor house in Luthrie

Fife / Luthrie

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Nearest beach 24 mi
  • Child friendly
  • Pet friendly
A 9 bedroom (7 ensuite) country mansion situated in 20 acres of stunning countryside near to St. Andrews. The property is for hire for exclusive use. A complete catering offering is also available, upon request. Carphin House works with a Hot Tub rental company and c …see more

from $945 / night

$19,600 / week

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Responds fast!
avg. 1 hour 0 minutes

from $945 / night

(12) Excellent 

Certificate of Excellence

27

East Wemyss Vacation apartment rental

Fife / East Wemyss

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Balmara is a self catering, 1 bedroom apartment in the picturesque village of East Wemyss. It is situated along the Fife Coastal Path and has excellent road and nearby rail links to Perthshire, St Andrews and the East Neuk of Fife as well as Kirkcaldy, Dunfermline and E …see more

Certificate of Excellence

from $56 / night

$412 / week

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Responds fast!
avg. 34 minutes

from $56 / night

(15) 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 $119 / night

$833 / week

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from $119 / night

12

Cottage rental in Crossford

Dunfermline / Crossford

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 5 mi
  • Child friendly
  • Private garden
The Old Smiddy is a former Blacksmiths that forms part of a 165 year old building located in the beautiful village of Crossford, a mile west of Dunfermline (18 miles from Edinburgh city centre). Dunfermline is Scotland's old capital city and in the Abbey many of Scotlan …see more

from $70 / night

$490 / week

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from $70 / night

(1) Excellent 

14

Cottage rental in Cupar

Fife / Cupar

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 23 mi
  • Child friendly
  • Pet friendly
Cherry Blossom Cottage with Private Hot Tub PLEASE NOTE: We recommend you ask for a quote, holiday lettings do not calculate our prices accurately and often overprice our property, choosing the 'contact the owner' button allows us to respond with correct pricing. A b …see more

from $223 / night

$891 - $1,406 / week

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from $223 / night

(7) Very Good 

10

Home rental in St. Andrews

Fife / St Andrews

4 6 2 nights min

  • 4 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
28 Nelson Street is an Edwardian terraced house, newly renovated, located within the heart of St Andrews. The house consists of living room,4 bedrooms, kitchen, utility room, bathroom, and private back garden. There is unrestricted free street parking right outside th …see more

from $168 / night

$980 / week

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Responds fast!
avg. 1 hour 36 minutes

from $168 / night

(12) 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 $231 / night

$910 - $1,820 / week

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from $231 / night

(1) Very Good 

9

Vacation cottage with golf nearby in Elie

Fife / Elie

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
The Elms Garden Cottage was formerly the 'wash house' of the main house. Nowadays it's Avery smart and modern 2 bedroom cottage which comfortably caters for 4. Elie us one of Scotland's best seaside holiday destinations with 5 separate beaches Instant hit …see more

from $126 / night

$553 - $700 / week

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from $126 / night

(12) Excellent 

Certificate of Excellence

17

Vacation cottage in Lower Largo

Fife / Lower Largo

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Seashell Cottage is a charming traditional “home away from home” property located in the heart of the quiet coastal village, Lower Largo. This former fisherman's cottage is situated across the road from Largo Bay making it an extremely popular location for a holiday. …see more

Certificate of Excellence

from $91 / night

$637 / week

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Responds fast!
avg. 1 hour 53 minutes

from $91 / night

(3) Excellent 

41

Vacation apartment with golf nearby in Anstruther

Fife / Anstruther

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
Harbour View has recently been refurbished and overlooks Anstruthers renowned harbour, stunning sea views are abundant from every room in the house with great restaurants, cafes and pubs all around you, right on the doorstep there are fishing trips, boat rides, hiking a …see more

from $133 / night

$630 - $966 / week

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Responds fast!
avg. 1 hour 28 minutes

from $133 / night

(4) Excellent 

13

Culross Vacation cottage rental

Fife / Culross

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Bramley Cottage situated in Newmills, Fife is a converted stable/hayloft dating from around 1800 and located in a quiet village on the banks of the Firth of Forth. Ideally located for those wishing to explore central Scotland the cottage is within an hours drive of Glas …see more

from $84 / night

$532 - $630 / week

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Responds fast!
avg. 1 hour 9 minutes

from $84 / night

(20) Excellent 

18

Vacation home with golf nearby in Elie

Fife / Elie

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
The Elms is a very spacious and hugely impressive detached Victoria house and was designed and built by Sea Captain James Gourlay in 1847, and 50 years later two wings were added. It retains many of it's original features including ornate cornicing, fire places and a f …see more

from $455 / night

$1,890 - $2,800 / week

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from $455 / night

(1) Excellent 

16

Vacation home in St. Andrews

Fife / St Andrews

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
The property is only just being released onto the market for the first time after an extensive refurbishment with gas central heating and double glazing. It is located exactly one mile or a 15 min walk from the town centre and is just around the corner from Morrisons su …see more

from $126 / night

$2,646 / week

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Responds fast!
avg. 1 hour 26 minutes

from $126 / night

(1) Excellent 

18

Vacation apartment rental

Fife / Auchtermuchty

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 24 mi
  • Child friendly
  • Private garden
This recently refurbished, in 2016, one bedroom private apartment comes complete with a large open plan living, dining and kitchen space. The kitchen facilities include fridge, freezer, washing machine and all the expected cooking utensils. The wet room contains a showe …see more

from $98 / night

$686 / week

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Responds fast!
avg. 2 hours 45 minutes

from $98 / night

(27) 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 $210 / night

$1,050 - $1,330 / week

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from $210 / night

(1) Excellent 

10

Vacation home in Elie

Fife / Elie

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
Less than 100 steps from the sea and just around the corner from Elie's Blue Flag beach our home enjoys a super location. In the other direction and again only a few hundred metres away you'll find the Fife Coastal footpath and the famous Ruby Bay where you can still fi …see more

from $112 / night

$626 - $1,105 / week

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from $112 / night