50 Best Vacation Rentals in Fife - Holiday Lettings - Cabins

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490 Vacation rentals

(23) Excellent 

42

Vacation home in Fife

Fife / St Andrews

4 8 Min stay varies

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

from $159 / night

$889 - $1905 / week

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from $159 / night

(49) Excellent 

13

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 $83 / night

$483 - $762 / week

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from $83 / night

15

Vacation apartment rental

Fife / Anstruther

3 6 Min stay varies

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

from $191 / night

$889 - $1143 / week

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from $191 / night

(31) 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

$826 - $1232 / week

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from $166 / night

(14) Excellent 

22

St Monans Vacation cottage rental

Fife / St Monans

2 6 Min stay varies

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

from $121 / night

$604 - $889 / week

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from $121 / night

(19) Excellent 

24

Fife Vacation home rental

Fife / Largo

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 1 mi
  • Suitable for children age 5+
  • 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 $229 / night

$991 - $1524 / week

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from $229 / night

(12) Excellent 

35

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 $191 / night

$756 - $1143 / week

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from $191 / night

(10) Excellent 

24

Cottage rental in Pittenweem with golf nearby

Fife / Pittenweem

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Pet friendly
Kirkgate Cottage is a pretty and quirky traditional Fisherman's cottage that has been lovingly restored to create a stunning, modern home. The cottage has a real contemporary feel with an exposed stone wall in the living room housing a wood burning stove and two sn  …see more

from $83 / night

$381 - $623 / week

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from $83 / night

(7) Excellent 

18

Fife 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 Galle  …see more

from $89 / night

$464 - $635 / week

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from $89 / night

(16) Excellent 

25

Vacation home in Fife

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

$1270 - $2477 / week

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from $280 / night

(14) Excellent 

24

Vacation cottage in Fife

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 ancien  …see more

from $164 / night

$888 - $1142 / week

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from $164 / night

(11) Excellent 

36

Home rental in Fife 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

(57) Excellent 

35

Vacation apartment with golf nearby in Fife

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 - $953 / week

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from $115 / night

(4) Excellent 

11

Vacation apartment with golf nearby in Fife

St Andrews / St Michaels

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Bright spacious family flat with two larger bedrooms, 1 en-suite and a single bedroom.Large sitting and dining area looking on to private garden. Dining also available on the patio for those beautiful summer evenings. Three minute walk from central St A  …see more

from $115 / night

$756 - $1823 / week

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from $115 / night

(22) Excellent 

21

Vacation apartment rental

Fife / Culross

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Car not necessary
  • 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 Nati  …see more

from $89 / night

$572 - $712 / week

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from $89 / night

(28) Very Good 

18

Vacation cottage in Fife

Fife / Crail

2 4 Min stay varies

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

from $88 / night

$375 - $718 / week

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from $88 / night

31

Cottage accommodation in Fife with golf nearby

Fife / Elie

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
On arrival at Balclevie there is a covered pull in off the road for 2 cars and plenty of space for bike storage.On entering the front door there is an extensive hall way with parquet flooring and a number of storage cupboards for clubs, coats, cases etc.Loun  …see more

from $115 / night

$445 - $921 / week

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from $115 / night

(18) Excellent 

29

Home rental in Fife 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

from $159 / night

$655 - $1080 / week

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from $159 / night

(19) Excellent 

21

Fife Vacation apartment rental

Fife / St Andrews

2 6 Min stay varies

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

from $153 / night

$655 - $1143 / week

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from $153 / night

(20) Excellent 

19

Fife Vacation home rental

Fife / Cupar

3 6 Min stay varies

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

from $96 / night

$604 - $731 / week

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from $96 / night

(33) Very Good 

24

Anstruther Vacation cottage rental

Fife / Anstruther

2 4 7 nights min

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

from $54 / night

$375 - $667 / week

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from $54 / night

(5) Very Good 

31

Fife 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 $223 / night

$953 - $1588 / week

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from $223 / night

(17) Excellent 

25

Cottage rental in Fife

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

(13) Excellent 

11

Vacation cottage in Fife

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 f  …see more

from $121 / night

$483 - $743 / week

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from $121 / night

(7) Very Good 

13

Crail Vacation bungalow rental

Fife / Crail

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
SLEEPS 6: 1 Double 2 X Twin bedrooms (1 en suiite)LOUNGE with DINING KITCHEN and CONSERVATORY LARGE GARDENS with PARKING for 3 CARS Free WiFi * Central Heating * Sea Views * Towels &Linen provided. VALVERDE COTTAGE : The large Lounge with Wood Burning Stove and TV opens  …see more

from $96 / night

$572 - $1016 / week

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from $96 / night

(5) 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.  …see more

from $166 / night

$832 - $1156 / week

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from $166 / night

(6) Excellent 

17

Vacation cottage in Lower Largo

Fife / Lower Largo

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
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 h  …see more

from $83 / night

$578 - $762 / week

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from $83 / night

(33) Excellent 

15

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 $89 / night

$508 - $762 / week

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from $89 / night

(17) Excellent 

21

Vacation cottage with golf nearby in Fife

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 the 2014 Ryder Cup at Gleneagles..A stunning one bedroom annexed cottage located in the idyllic hamlet of Charleton whi  …see more

from $70 / night

$483 - $534 / week

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from $70 / night

(4) 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 $169 / night

$572 - $1264 / week

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from $169 / night

(2) Excellent 

27

Fife Vacation apartment rental

Fife / Elie

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 $191 / night

$756 - $1010 / week

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from $191 / night

(11) Excellent 

38

Vacation apartment with golf nearby in Fife

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 $279 / night

$1112 - $1588 / week

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from $279 / night

(6) Very Good 

60

Fife 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 - $1778 / week

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from $280 / night

(17) Very Good 

28

Vacation apartment with golf nearby in Fife

Fife / St Andrews

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 mi
  • Suitable for children age 5+
  • Car not necessary
Situated in the heart of historic St Andrews with its numerous golf courses, university, wonderful beaches and coastal walks. This newly renovated apartment is on the second floor of traditional Victorian terrace. The apartment has been refurbished to a very high order  …see more

from $134 / night

$635 - $1080 / week

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from $134 / night

(36) Excellent 

18

Vacation apartment with golf nearby in Fife

Fife / Pittenweem

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • 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 $102 / night

$528 - $724 / week

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from $102 / night

(4) Excellent 

13

Vacation cottage in Fife

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

(4) Very Good 

13

Vacation apartment with golf nearby in Fife

Fife / St Andrews

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 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

(11) Excellent 

15

Vacation home in Newburgh

Fife / Newburgh

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 19 mi
  • Child friendly
  • Ask about pets
Stunning new self catering lodge ideal for a relaxing, rural, retreat. Located in Fife close to golf, restaurants, walks, cycling, horse riding and shooting facilities there is plenty to do. Designed to a very high spec this Lodge is ideal for families, friends, wheel  …see more

from $216 / night

$1512 / week

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from $216 / night

(10) Excellent 

43

Home rental in Fife 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

(2) Excellent 

26

Vacation apartment in Fife

Fife / St Andrews

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Ask about pets
The Haven is a secluded luxury 1st floor apartment, part of a large detached 19th century country house. With great access to both St Andrews and Dundee, it is a fabulous location for your holiday or business trip. Approached along a gravel driveway, the house sits in  …see more

from $80 / night

$559 - $1080 / week

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from $80 / night