by Wyndham Vacation Rentals
Shortlist

Fife

As you might expect from the ancestral home of Scotland’s monarchs, Fife has a rich heritage and some wonderful historic attractions, as well as a stunning coastline, quiet beautiful countryside and one of the highest concentrations of top class golf courses in Britain.

This small county is packed with a great diversity of landscapes, extending from the Firth of Forth in the south which includes Dunfermline (Scotland’s former capital) and the famous Forth Road and Rail bridges, to St. Andrews and the rural north. All along extends its eastern coastline with pretty bays, dramatic cliffs, Blue Flag sandy beaches and old fishing villages.

St. Andrews is well known for its golf courses and is home to Royal and Ancient Golf Course. But in addition the town, which is Scotland’s oldest university town, has a charming old-world feel and is close to an expansive beach. St Andrews cathedral may be a shadow of its former self, but well worth visiting. You can spend hours exploring the history and admiring the views here.

Exploring to the south of St. Andrews the coastline is dotted with small fishing villages, such as Crail, Anstruther, Pittenween, East Nuek and St. Monans. The Fife Coastal Path extends along this coastline and is perfect for bracing walks and magnificent sea views, where if you’re lucky you might see Grey seals, dolphins and basking sharks. Boat trips are available from Anstruther to the Isle of May where many sea birds nest at certain times of the year.

Of note is Falkland Palace, which was a rather regal holiday home for many Stuart monarchs, including Mary, Queen of Scots. Beautifully maintained, you can explore the palace and gardens at your leisure – including Britain’s oldest tennis court. Also of interest are Kellie Castle and Garden which dates back to the 14th century and contains fascinating interiors and lovely wooded gardens.

For those looking for an active holiday Fife has plenty of activities for all ages from great walking and biking trails to horse riding and clay pigeon shooting to first class water sports.

If you’re ready to begin your exploration of the region take a look at our selection of holiday cottages in Fife.
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98 cottages are available
  • Cairneyhill near Dunfermline, Fife
    Cairneyhill near Dunfermline, Fife×

    Ross Cottage

    Cairneyhill near Dunfermline, Fife

    5
    3
    1
    0
    Ref: CC526030
    Key Features:
    - Coastal Property - Pub within 1 mile - Garden / Patio - Rural Location
    This cosy holiday cottage in the garden of the owner’s home, but completely private, offers comfortable...
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  • Anstruther, Fife
    Anstruther, Fife×

    Harbourside Apartment

    Anstruther, Fife

    6
    3
    2
    1
    Ref: CC526023
    Key Features:
    - Coastal Property - Wifi - Pub within 1 mile - Pets go free - Coast within 1 mile - Sea View
    This large two storey south facing apartment is situated in the picturesque and bustling fishing village of Anstruther,...
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  • Crail, near St Andrews, Fife
    Crail, near St Andrews, Fife×

    Sea Brae

    Crail, near St Andrews, Fife

    6
    3
    2
    1
    Ref: 30299
    Key Features:
    - Coastal Property - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Coast within 1 mile - Detached Property - Garden / Patio - Sea View


    Sea Brae is a welcoming detached holiday home, in the picturesque conservation village of Crail, with its...

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  • Pittenweem near Anstruther, Fife
    Pittenweem near Anstruther, Fife×

    Hedderwick House

    Pittenweem near Anstruther, Fife

    6
    3
    2
    0
    Ref: CC526028
    Key Features:
    - Coastal Property - Wifi - Enclosed Garden / Patio - Pub within 1 mile - Coast within 1 mile - Garden / Patio - Sea View - Woodburning Stove
    This immaculate, well-presented, semi-detached holiday property, providing spacious and contemporary accommodation...
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  • St. Fort Wormit near Newport-on-Tay, Fife
    St. Fort Wormit near Newport-on-Tay, Fife×

    Lady Bluebell

    St. Fort Wormit near Newport-on-Tay, Fife

    6
    3
    3
    2
    Ref: CC526039
    Key Features:
    - Wifi - Garden / Patio - Woodburning Stove
    Discover this B Listed Arts and Crafts house designed by Mackay Hugh Baillie Scott, one of only two in Scotland. Set in...
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  • Lundin Links near Anstruther, Fife
    Lundin Links near Anstruther, Fife×

    Keil

    Lundin Links near Anstruther, Fife

    6
    2
    2
    2
    Ref: UK5076
    Key Features:
    - Coastal Property - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Coast within 1 mile - Garden / Patio - Sea View - Ground Floor Facilities
    Situated in the beautiful East Neuk of Fife, with panoramic views over the Firth of Forth, Keil is one of four...
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  • Crail near St Andrews, Fife
    Crail near St Andrews, Fife×

    Seascape Cottage

    Crail near St Andrews, Fife

    6
    3
    2
    1
    Ref: CC526020
    Key Features:
    - Coastal Property - Wifi - Pub within 1 mile - Pets go free - Coast within 1 mile - Sea View
    Situated in one of the most painted and photographed quaint harbours in Scotland, this pretty fisherman’s cottage...
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  • St Andrews, Fife
    St Andrews, Fife×

    Burnside

    St Andrews, Fife

    6
    3
    1
    0
    Ref: 23595
    Key Features:
    - Coastal Property - Wifi - Car parking on site - Enclosed Garden / Patio - Coast within 1 mile - Detached Property - Garden / Patio - Woodburning Stove

    This lovely, spacious holiday home is in a peaceful setting overlooking a wooded den with the Lumbo Burn at its foot....

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  • Crail, near Anstruther, Fife
    Crail, near Anstruther, Fife×

    Island View

    Crail, near Anstruther, Fife

    6
    4
    3
    0
    Ref: UK5182
    Key Features:
    - Coastal Property - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Coast within 1 mile - Detached Property - Garden / Patio - Sea View - Ground Floor Facilities - Baby and Toddler Friendly
    Island View is a spacious and welcoming detached holiday cottage in the conservation village of Crail, with views of...
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  • Lower Largo, Fife
    Lower Largo, Fife×

    The Corrie

    Lower Largo, Fife

    6
    3
    2
    1
    Ref: 25250
    Key Features:
    - Coastal Property - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Coast within 1 mile - Detached Property - Garden / Patio

    With stunning sea views from this delightful holiday cottage, perched above the tiny harbour of Lower Largo, this is...

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  • Near Auchtermuchty, Fife
    Near Auchtermuchty, Fife×

    Eland

    Near Auchtermuchty, Fife

    6
    3
    2
    0
    Ref: UEB
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio

    "Close to sandy beaches and picturesque villages – with golf at St...

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  • Lower Largo, near Leven, Fife
    Lower Largo, near Leven, Fife×

    White Cottage

    Lower Largo, near Leven, Fife

    6
    3
    2
    0
    Ref: 16854
    Key Features:
    - Coastal Property - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Coast within 1 mile - Garden / Patio

    Enjoying a stunning position overlooking Largo Bay, this delightful cottage, only 12 miles from St Andrews, offers...

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