50 Best Vacation Rentals in Fife - Holiday Lettings - Cabins

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543 Vacation rentals

(19) Excellent 

21

St. Andrews 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 $149 / night

$547 - $1028 / week

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from $149 / night

(19) Excellent 

24

Largo Vacation home rental

Fife / Largo

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $248 / night

$1178 - $2232 / week

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from $248 / 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 $87 / night

$558 - $682 / week

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from $87 / night

(19) Excellent 

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

from $155 / night

$565 - $999 / week

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from $155 / 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 $162 / night

$806 - $1203 / week

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from $162 / night

(14) Excellent 

24

Vacation cottage in Falkland

Fife / Falkland

3 6 Min stay varies

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

from $160 / night

$867 - $1115 / week

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from $160 / night

(4) Excellent 

11

Vacation apartment with golf nearby in St Michaels

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 $112 / night

$738 - $1780 / week

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from $112 / night

(11) 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 $81 / night

$372 - $608 / week

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from $81 / night

(16) 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  …see more

from $273 / night

$1240 - $2418 / week

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from $273 / night

(17) Excellent 

21

St Monans Vacation apartment rental

Fife / St Monans

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
Whether you are taking a short relaxing break, or enjoying your annual holiday — a warm welcome to The FIFIE, St Monans in Fife. The Fifie is a delightful ground floor holiday cottage apartment situated just a 100 yards from the picturesque harbour of St Monans  …see more

from $93 / night

$620 - $868 / week

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from $93 / night

(8) Excellent 

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

from $75 / night

$372 - $496 / week

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from $75 / night

(1) Excellent 

10

Vacation apartment in Cellardyke

Fife / Cellardyke

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Just yards from the ocean, Smuggler's well is a cosy retreat in the picturesque East Neuk fishing village of Cellardyke. One bedroom with king size bed and Egyptian cotton bed linen and towels supplied. Comfortable sitting room with large freeview TV, bluray DVD  …see more

from $62 / night

$348 - $472 / week

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from $62 / night

(17) Excellent 

37

St. Andrews Vacation apartment rental

Fife / St Andrews

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Suitable for children age 5+
This well appointed first floor apartment is located in the Buchanan Gardens area of historic St Andrews, Fife, Scotland – the Home of Golf. It provides accommodation for up to 5 adults, or 4 adults and 2 children Set at the end of a quiet cul-de-  …see more

from $137 / night

$819 / week

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from $137 / 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 $165 / night

$558 - $1234 / week

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from $165 / 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 o  …see more

from $93 / night

$558 - $992 / week

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from $93 / night

(11) 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 $217 / night

$930 - $1550 / week

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from $217 / night

(3) Very Good 

31

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  …see more

from $69 / night

$434 - $670 / week

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from $69 / night

(33) 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 $106 / night

$459 - $844 / week

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from $106 / 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 $236 / night

$738 - $1116 / week

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from $236 / night

(28) Very Good 

18

Vacation cottage in Crail

Fife / Crail

2 4 Min stay varies

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

from $98 / night

$490 - $738 / week

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from $98 / night

(11) 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 $186 / night

$738 - $1110 / week

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from $186 / night

5

Vacation apartment in Culross

Fife / Culross

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
Welcome to beautiful historic Culross where you can walk through the centuries and stay in fabulous luxury at Cunninghame House. Within the village you can wander through the streets that have maintained many original features, so much so they have been used as film se  …see more

from $100 / night

$558 / week

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from $100 / night

(2) 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 $155 / night

$614 - $992 / week

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from $155 / night

(38) 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 $87 / night

$496 - $804 / week

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from $87 / night

(23) Excellent 

42

Vacation home in St. Andrews

Fife / St Andrews

4 8 Min stay varies

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

from $155 / night

$868 - $1860 / week

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from $155 / night

(6) Very Good 

21

Vacation apartment in Dysart

Kirkcaldy / Dysart

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 mi
  • Child friendly
  • Car not necessary
SEA VIEW: looking out across The Firth of Forth Estuary towards Edinburgh & the Lammermuir Hills. No need to stand just sit in the armchairs and watch. DAYDREAM: You can put your feet up and use your laptop, look at the TV or just watch the random movement of shippi  …see more

from $71 / night

$366 - $546 / week

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from $71 / night

(10) Excellent 

25

Home rental in Elie

Fife / Elie

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 0.1 mi
  • Child friendly
  • Ask about pets
Seaspray is a stunning house in Elie, Fife, only 12 miles from St Andrews. It is a perfect house for group holidays or large families. With a bedroom and bathroom on the ground floor it is suitable for accommodating an elderly relative. Three of the bedrooms can be set  …see more

from $310 / night

$1116 - $2480 / week

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from $310 / night

(4) Excellent 

21

Vacation cottage with golf nearby in Kingsbarns

St Andrews / Kingsbarns

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
Cherry Cottage is a charming, 3 bedroom, 2 storey, 18th Century holiday cottage in the pretty Fife village of Kingsbarns with a private garden, just around the corner from both St. Andrews and Crail. Beautifully presented, the accommodation includes comfy beds and bedd  …see more

from $123 / night

$560 - $1169 / week

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from $123 / night

(17) 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 $85 / night

$509 - $1054 / week

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from $85 / night

(17) 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 $111 / night

$509 - $899 / week

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from $111 / night

(58) Excellent 

35

Vacation apartment with golf nearby in Kinghorn

Fife / Kinghorn

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
The Inchview Apartment is a stunningly beautiful and spacious 2 bedroom (sleeps 5) contemporary conversion of an 18th century school in the popular coastal town of Kinghorn. Recently awarded 5* by VisitScotland, the property has been furnished to a very high standard an  …see more

from $100 / night

$496 - $806 / week

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from $100 / night

(34) 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 $87 / night

$496 - $744 / week

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from $87 / night

(17) Very Good 

28

Vacation apartment with golf nearby in St. Andrews

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 $131 / night

$565 - $999 / week

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from $131 / night

31

Cottage accommodation in Elie 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 $112 / night

$434 - $899 / week

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from $112 / night

(11) Excellent 

26

Vacation apartment in Kirkcaldy

Fife / Kirkcaldy

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 0.1 mi
  • Child friendly
  • Car not necessary
This is a versatile, well presented 2 bedroom upper apartment, which has retained many original features, combined with a modern twist to suit today's living. The property comprises of an entrance vestibule and a welcoming reception hallway which gives access to a  …see more

from $97 / night

$609 - $842 / week

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from $97 / 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 $186 / night

$868 - $1116 / week

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from $186 / night

(20) Excellent 

19

Cupar 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 $112 / night

$589 - $713 / week

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from $112 / night

(17) Excellent 

13

Vacation apartment in Culross

Fife / Culross

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Private garden
Culross in Fife is a unique survival, a village( town) which time has passed by; the most complete example in Scotland todayof a Burgh of the seventeenth and eighteenth centuries. Fabulous scenery is a draw to walkers or to those who prefer a gentle stroll.  …see more

from $75 / night

$521 / week

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from $75 / night

(23) Excellent 

20

Vacation home in Crail

Fife / Crail

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Suitable for children age 5+
LUXURY SELF CATERING SLEEPING 5 - CENTRALLY LOCATED IN HISTORIC EAST NEUK LOBSTER FISHING VILLAGE. Crail Posthouse is the original post office house, centrally located in the historic East Neuk fishing village. The house is on 2 floors above the former post office (no  …see more

from $112 / night

$589 - $961 / week

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from $112 / night

(13) Excellent 

24

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 i  …see more

from $112 / night

$695 - $806 / week

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from $112 / night