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.
39 cottages are available
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  • Curlew Cottage

    Ceres, nr. St Andrews

    Grade
    5
    3
    1
    2
    Ref: 23507


    Set in the heart of the conservation village of Ceres in generous surrounding grounds, only 7 miles from St Andrews, this delightful holiday cottage provides an ideal base for those wishing to enjoy the best Fife has to offer. Enjoy leisurely walks from the door or visit the Fife Folk Museum, 5 minutes’ walk. The Hill of Tarvit Mansion House (NTS), only 1 mile from Ceres, offers pay and play golf over a 9-hole course using traditional hickery clubs, or enjoy the multitude of fine golf courses close by, suitable for all abilities. The village has a good pub and a hotel serving food, and the renowned Wemyss ware pottery. Edinburgh, Dundee and Perth are all within an hour’s drive. Shops and pub 100 yards.

    Steps to entrance. All on ground floor: Living room. Dining room/
    kitchen. 3 bedrooms: 1 double with en-suite shower room, 1 twin, 1 single. Bathroom, shower over bath and toilet. Cloakroom with toilet.

    Gas central heating and electricity included (£25per week, £15 per short break October-March). Bed linen and towels included. Freeview TV. DVD. Electric cooker. Microwave. Washing machine. Tumble dryer. Dishwasher. Fridge/freezer. Wi-fi. Enclosed garden with patio area and furniture. Parking (2 cars). No smoking.

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  • Ross Cottage

    Cairneyhill near Dunfermline

    Grade
    5
    3
    0
    1
    Ref: CC526030
    This cosy holiday cottage in the garden of the owner’s home, but completely private, offers comfortable accommodation and is in the perfect location for exploring the Kingdom of Fife and central Scotland. Accessed via a farm track, it enjoys a rural location with walks from the door, including to the village of Cairneyhill, where there are a selection of local shops, pubs, restaurant and a golf club.

    Just five miles away is Dunfermline which has a great selection of shops, bars and restaurants. It was once the ancient capital of Scotland and there are a wide number of historical venues to visit, including the 12th Century abbey which is the final resting place of Robert the Bruce and the burial site of 11 other Scottish kings and queens.

    The scenic Fife Coastal Path is close by and you can enjoy leisurely walks and visit pretty fishing villages and sandy beaches. Lochleven, 12 miles from Dunfermline, is the perfect venue for keen anglers (licence required). Thanks to its unique location it is teeming with brown trout and is recognised as one of the best places in Scotland to reel in a catch.

    With quick access to the M90/M80 motorways, Edinburgh, Stirling, Perth and Glasgow are within easy reach. The sunny garden has a large lawn and is the ideal place for relaxing with a glass of wine. There is also a local bus service in the village to Dunfermline.

    Ground Floor: The property has two steps to the entrance, gas central heating and comprises:
    Lounge/dining room: With electric coal-effect fire, 40" Freeview TV, DVD player and CD player.
    Kitchen: With gas cooker, microwave, fridge, freezer and washing machine.
    Bedroom 1: With double bed.
    Bedroom 2: With single bed.
    Bathroom: With shower over bath and WC.

    First Floor: Bedroom 3: With double bed and sloping ceiling.
    Cloakroom: With WC.

    All gas, electric, bed linen and towels included. 1/3-acre lawned garden with patio and garden furniture. Parking (2 cars). Cycle store. No children under 5. No smoking.

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  • Making Waves

    Cellardyke near Anstruther

    Grade
    5
    3
    0
    1
    Ref: CC526026
    Aptly named ‘Making Waves’, this stunning property sits right on the sea shore in the pretty fishing port of Cellardyke on the east Fife coast. Enjoying a unique position and furnished and equipped to an excellent standard with Sky Sports, Wi-Fi and three good sized bedrooms, the property couldn’t be better placed for exploring the Fife coastline. The property has beautiful views towards May Island, Bass Rock and North Berwick Law from the kitchen, dining room and master bedroom. Outside the south facing garden looks right over the shore, the perfect place to relax with a glass of wine and watch the fishing boats sailing by. A short stroll brings you to the neighbouring town of Anstruther, which has a good selection of shops, pubs and The Cellar Restaurant, holder of 3AA rosettes and UK seafood restaurant of the year. For the more energetic, the Fife Coastal Path runs for 150km nearby, and for cyclists, the Millennium Cycle Way has 300 miles of quiet country roads, disused railways and forest tracks to explore. Look out for boat trips to the Isle of May, a National Nature Reserve where you can spot puffins and seals. Boats leave from the port at Anstruther between April and September.

    Ground Floor: The property has gas central heating and comprises:
    Six steps up to...
    Ground Floor:
    Dining room: With 40" TV with Sky Sports, drinks fridge and patio doors to balcony with seating and sea views.
    Kitchen: With electric oven, gas hob, microwave, fridge, freezer, dishwasher, washing machine and sea views.
    Bedroom 1: With zip and link super king size bed (which can be made to twin beds - please advise when booking) and sea views.
    Bedroom 2: With double bed and en-suite with shower, WC and heated towel rail.
    Bathroom: With shower over bath, WC and heated towel rail.
    12 steps down to...
    Lower Ground Floor:
    Lounge: With electric coal-effect fire, 40" TV with Sky Sports, DVD player, CD/radio, iPod dock, Wii and patio doors to the garden.
    Bedroom 3: With double bed (for one).

    All gas, electric, bed linen and towels included. Travel cot, highchair and stairgate supplied on request. Wi-Fi. Enclosed garden with sitting-out area and furniture. Balcony with furniture. On road parking. Cycle store. No smoking. NB: There is a sealed off well and two steps in the garden.

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  • Piteadie Castle Cottage

    by Kinghorn

    Grade
    5
    3
    0
    2
    Ref: CC526032
    Set in the peaceful grounds of Piteadie House, surrounded by farmland and with super views, this well-presented, yet cosy holiday home, with all the up-to-date appliances, is a beautiful spot for friends and family looking to relax and enjoy this splendid area. Semi-detached to outbuildings only, it is situated only a short hop from both Edinburgh and St Andrews, you can enjoy days out, or explore the owner’s eight acre ’mini estate’, complete with woodland, a ruined castle, unspoilt countryside and spectacular views looking out over to the Firth of Forth and across to Edinburgh. Enjoy a picnic in the grounds and admire the ruins of medieval Piteadie Castle, which dates back to the late 14th Century, and sits in its walled courtyard. It features in Nigel Tranter’s novel, The Lion’s Whelp, which can be read during your stay. It still boasts the original round arched gateway with a coat of arms and the date of 1686 and initials W.C, for the then owner William Calderwood, an apothecary and burgess of Edinburgh.
    Indulge in some serious stargazing at night, or simply enjoy the delightful grounds which are home to an abundance of wildlife including pheasants, buzzards, owls, woodpeckers, hares, deer, foxes and a nightjar! Enjoy local country walks to the well-known Kissing Trees and Kinghorn Loch, walk the Fife Coastal Path or try the Fife cycle route, which are all close by. Further afield and within easy reach, explore Aberdour, Burnt Island and Kirkcaldy. The former are part of the ’Fife Riviera’ and Kirkcaldy has lovely parks, where there is also a friendly, weekly 5km park run, and the esplanade looking over the Firth, with a good selection of shops, a super museum and art gallery, the Adam Smith theatre and a sandy beach.
    There is golf at Aberdour and Kirkcaldy, and St Andrews, the home of golf, is only 26 miles away. The charming fishing villages of East Neuk are also within easy driving distance and the local railway station has links to major cities and towns, with Edinburgh just 25 minutes. The Forth Road Bridge and Deep Sea World are 12 miles away. No matter what you choose to do during your stay, Piteadie Castle Cottage awaits your return with the bright lounge complete with a wood burner.

    Ground Floor: The property is all on the ground floor, has biomass central heating and comprises:
    Lounge: With wood burner, 32" Sky TV, DVD player and iPod dock.
    Kitchen/dining room: With tiled floor, electric oven, induction hob, combination microwave/oven/grill, fridge/freezer, dishwasher and washer/dryer.
    Bedroom 1: With double bed and en-suite with shower, WC and heated towel rail.
    Bedroom 2: With twin beds.
    Bedroom 3: With single bed.
    Bathroom: With bath, shower, WC and heated towel rail.

    All electric, bed linen and towels included. Initial fuel for wood burner provided. Travel cot and high chair available on request. Wi-Fi. Welcome pack. Shared 8-acre natural grounds. Parking (3 cars). Natural water supply from borehole. No smoking. NB: Steps, stream and sloping banks in grounds.

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  • Seaspray

    St. Monans, Fife

    Grade
    5
    3
    3
    2
    Ref: 23252

    This delightful, spacious holiday home is set just 2 minutes stroll from the harbour of the picturesque fishing village of St Monans, where there are wonderful views towards the Isle of May (boat trips available) and across the Firth of Forth. Enjoy bracing walks along the Fife Coastal Path, water sports and Blue Flag sandy beach at Elie, and an unrivalled choice of golf courses nearby. St Andrews, 10 miles, has interesting shopping, wide choice of eating places, Sea Life Centre and an excellent theatre. Shops 50 yards, pubs and seafood restaurant 500 yards.

    Ground floor: Living/dining room with French doors. Dining room/kitchen. Separate toilet. First floor: 3 bedrooms: 1 double (5ft) with en-suite shower room and toilet, 1 twin, 1 single. Bathroom with bath and shower cubicle.

    Gas central heating, electricity, bed linen and towels included. Video. DVD. Electric cooker. Microwave. Washing machine. Fridge/freezer. Private courtyard with sitting-out area and furniture. Parking (1 car). No smoking. Couples and family bookings only.

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  • The Marches

    Anstruther

    Grade
    5
    3
    0
    2
    Ref: 23412

    Ideally located in the bustling fishing village of Anstruther, this deceptively spacious detached holiday home is set only 5 minutes walk from the quaint harbour. Locally there are award winning sandy beaches, water sports, trips to the Isle of May and coastal walks. Historic St Andrews, home of golf, 9 miles. Challenging local 9-hole links golf course ½ mile. Children’s play area 100 yards. Shops, pubs and award winning seafood restaurants, 500 yards.

    Ground floor: Living/dining room with French doors. Kitchen. Separate toilet. First floor: 3 bedrooms: 2 double, one with en-suite shower room and toilet, 1 single. Bathroom with toilet.

    Gas central heating, gas, electricity, bed linen and towels included. Cot. High chair. Freeview TV. DVD. Gas hob. Electric oven. Microwave. Washing machine. Dishwasher. Fridge/freezer. Wi-fi. Enclosed garden with patio and furniture. Barbecue. Garage (1 car). Parking (1 car). Cycle store. No smoking.

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  • Gifford Court

    Crail

    Grade
    6
    3
    0
    2
    Ref: 28979

    This semi-detached holiday home enjoys a superb location within easy walking distance of a lovely harbour in the delightful village of Crail, just 9 miles from St Andrews. Within easy reach is the little beach at Roome Bay, as well as the golf courses of Balcomie and Craighead. There are shoreline walks and golden beaches to enjoy as well as a vast array of places to explore. Castles, museums, country houses, nature trails, bird watching sanctuaries and historical sites are all nearby. Take boat trips from Anstruther to the Isle of May to see puffins, porpoises and seals or visit St. Andrews and enjoy the excellent Byre Theatre as well as the SeaLife Centre. Shop, pub and restaurant 500 yards.

    Ground floor: Living room. Dining room/kitchen. Separate toilet. First floor: 3 bedrooms: 2 double, one (5ft) with en-suite shower room and toilet, (one 6ft zip and link can be twin beds on request), 1 twin. Bathroom with toilet.

    Gas central heating included (£30per week October-March). Gas, electricity, bed linen and towels included. Travel cot. High chair. Two Freeview TVs. DVDs. Stereo/CD. iPod dock. Gas hob. Electric oven. Microwave. Washing machine. Dishwasher. Fridge/freezer. Wi-fi. Enclosed garden with sitting-out area and furniture. Parking (2 cars). Cycle store. No smoking.

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  • Halyn Cottage

    Ceres near St Andrews

    Grade
    6
    4
    2
    1
    Ref: CC526027
    This welcoming, detached holiday cottage is set in the heart of the picturesque conservation village of Ceres. Ceres hosts Scotland’s oldest free Highland games, a week long programme of events culminating in the Highland games on the last Saturday in June. This is an ideal year-round location with a cosy wood burner in the lounge and a sunny garden with a stream. There are excellent cycle routes and footpaths from the cottage, and the Fife Folk Museum is just a five minute walk away. Visit the National Trust Hill of Tarvit Mansion, which is one mile away and offers a unique golfing experience on a 9-hole course using traditional ‘hickory clubs’. The area is famous for golf and there are a multitude of fine golf courses close by, which are suitable for all abilities. The village has a good pub and a hotel serving food, two tea rooms, antique shop, family butchers, village store and the renowned Wemyss Ware Pottery. St Andrews is seven miles away and Edinburgh, Dundee and Perth are all within an hour’s drive.

    Ground Floor: The property has one step to the entrance, has gas central heating and comprises:
    Lounge/dining room: With wooden floor, wood burner, 32" Freeview TV, DVD player, iPod dock and CD/radio.
    Kitchen: With gas cooker, microwave, fridge/freezer and washing machine.
    Bedroom 1: With king size bed.
    Bedroom 2: With single bed.
    Bathroom: With shower over bath and WC.

    First Floor: Bedroom 3: With king size bed and sloping ceiling.
    Bedroom 4: With twin beds and sloping ceiling.
    Hallway: With tumble dryer.

    All gas, electric, bed linen and towels included. Initial fuel for wood burner provided. Wi-Fi. Large, lawned garden with sitting-out area and furniture. On road parking. No smoking. NB: Unfenced drop, stream and 11 steps in garden.

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  • The Corrie

    Lower Largo

    Grade
    6
    3
    1
    2
    Ref: 25250

    With stunning sea views from this delightful holiday cottage, perched above the tiny harbour of Lower Largo, this is the perfect spot from which to watch the boats go by or to explore St Andrews, 12 miles, and the fishing villages along the coast. The sunny conservatory and picture windowed living room are welcoming whatever the season, and with a good hotel, pub and local shop just a moments walk, this is an ideal setting for a relaxing holiday. Enjoy activities for all ages such as beach walks, golf courses, ancient houses and glorious gardens, Deer Park and Sea World. Shop and pub 50 yards.

    Ground floor: Living room with French doors. Dining room/kitchen. Conservatory. Wet room with toilet. First floor: 3 bedrooms: 2 double (one 5ft), 1 twin. Bathroom with shower over bath and toilet.

    Gas central heating, gas, electricity, bed linen and towels included. Travel cot. DVD. Gas hob. Electric oven. Microwave. Washer/dryer. Dishwasher. Fridge/freezer. Wi-fi. Enclosed terrace and furniture. Parking (1 car). No smoking.

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  • Island View

    Crail, near Anstruther

    Grade
    6
    4
    0
    3
    Ref: UK5182
    Island View is a spacious and welcoming detached holiday cottage in the conservation village of Crail, with views of the Firth of Forth from the front of the cottage, and uninterrupted views of the countryside from the back. From the doorstep, you can explore this charming village with its picture postcard old harbour, award-winning sandy beach and quaint lanes filled with galleries, potteries, cafes, restaurants and shops. Enjoy freshly caught lobsters and crabs (in season) at the harbourside, and locally caught fish is also available. Regular boat trips run from Anstruther to the Isle of May, home to an incredible array of wildlife and sea birds, or perhaps join the Fife Coastal Path for many miles of coastal walks to sandy beaches and old fishing villages. Just a short drive along the coast is St Andrews, with historic buildings, excellent selection of restaurants, cafes and shops, and of course its championship golf courses. Famous for golf, the area has around 50 golf courses in the Kingdom of Fife. Crail boasts 2 of them; Balcomie Course, the seventh oldest course in the world, and Craighead Links. Beach 400 yards. Shop 200 yards, pub and restaurant 300 yards.

    Ground Floor: 3 steps to entrance (ramp access to rear).
    Living room: With electric coal-effect fire, 42" Freeview TV and DVD player.
    Kitchen/dining room: With electric double oven, gas hob, microwave, fridge/freezer, dishwasher and patio doors leading to patio.
    Utility room: With washing machine.
    Bedroom 1: With single bed.
    Shower room: With shower cubicle, toilet and heated towel rail.

    First Floor: Bedroom 2: With kingsize bed, Freeview TV and en-suite with shower cubicle and toilet.
    Bedroom 3: With double bed and Freeview TV.
    Bedroom 4: With single bed.
    Bathroom: With shower over bath, toilet and heated towel rail.

    Gas central heating, electricity, bed linen, towels and Wi-Fi included. Travel cot, highchair and stairgate.Enclosed rear patio with garden furniture. Front garden. Bike store. Garage parking for 1 car; additional private parking for 2 cars. No smoking. Please note: There are 2 steps to the patio (alternative level access available).

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  • Lady Bluebell

    St. Fort Wormit near Newport-on-Tay

    Grade
    6
    3
    2
    3
    Ref: CC526039
    Discover this B Listed Arts and Crafts house designed by Mackay Hugh Baillie Scott, one of only two in Scotland. Set in seven acres of glorious Fife countryside and first known as ’Sandford Cottage’, it was built in 1902 for Harben J Valentine, the photographic publisher from Dundee and photographers to Queen Victoria.

    Originally, the house was built with red brick walls and thatched using reeds from the River Tay. As the Valentine’s business grew, another wing was added, also brick with a thatched roof, but disaster struck in 1910 when the house suffered a catastrophic fire. Baillie Scott was once again commissioned to redesign the house and it was re-built this time with brick walls that were harled and a rosemary tiled roof to reduce the fire risk. In the 1930s, Sandford House became the family home of Sir William and Lady Walker, and during the war years, the house was used as the leaving centre for the Norwegians of the 333 Catalina flying boat squadron, who moored their aircraft at Wormit Pier. During 1960, the house was converted to a hotel and a wing was added later which the majority of the holiday accommodation is situated and has been restored, in keeping with the arts and craft style. Using solid oak beams, posts and flooring and furnished to a high level of comfort, it has a mixture of contemporary and antique furniture. You are at the ideal all year round location to explore this area of rural Fife; historic St Andrews (ten miles), Dundee (five miles) and Cupar (eight miles) are just a short drive as are the white sandy beach and dunes of Tentsmuir Country Park (eight miles).

    Lady Bluebell is a ground floor apartment and is situated on the north west corner of the building. With a large private terrace outside it is perfect for relaxing with a glass of wine and enjoying the views. Comfortably furnished with a mixture of contemporary and antique furniture, the open plan, spacious living area has a wood burner to keep you cosy on the winter nights. For Arts and Crafts architecture fans a guided tour can be arranged.

    Lady Bluebell can be booked with Baillie Scott (CC526037), Valentines (CC526038) and The Giddy Limit (CC526040) to accommodate up to 20 guests.

    Ground Floor: The property has six steps to the entrance (level access at rear), is all on the ground floor, has oil central heating (underfloor in wet room) and comprises:
    Open plan living space: With wooden floor.
    Lounge area: With wood burner, 40" Freeview TV, DVD player, Bluetooth speaker and French door to terrace.
    Dining area: With bay window.
    Kitchen area: With electric oven, induction hob, microwave, fridge, fridge/freezer, dishwasher and washing machine.
    Bedroom 1: With zip and link super king size bed (which can be made to twin beds – please advise when booking) and en-suite wet room with shower, WC and heated towel rail.
    Three steps down to...
    Bedroom 2: With zip and link king size bed (which can be made to 2ft 6in twin beds – please advise when booking) and en-suite with shower over bath, WC and heated towel rail.
    Bedroom 3: With double bed and en-suite with shower, WC and heated towel rail.

    All oil, electric, bed linen and towels included. Initial fuel for wood burner provided, remainder available at £3 per basket. Wi-Fi. Welcome pack. Terrace with sitting-out area and furniture. BBQ. Shared 7-acre woodland grounds. Ample parking. Cycle store. No smoking. NB: Sloping banks, steps and unfenced pond in grounds.

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  • Great Lodging Red House

    Anstruther

    Grade
    6
    3
    0
    2
    Ref: 29785

    An ideal touring base
    Beach 200 yards


    The Great Lodging is located in the heart of the seaside village of Anstruther, or Anster, as it’s known locally. The Great Lodging, known as ‘Fernbank’ for many years until the current owners revived the original name in 1993, consisted of four separate dwellings dating back to the 1500s. In 1643 it was owned by the Borthwick family who owned many estates nearby. In 1752 it was passed to George Dishington, who is strongly believed to be a descendant of Robert the Bruce, King of Scots. Dishington went on to buy the other properties that now form The Great Lodging. His descendants lived in the property until 1885 when it was owned by John Melville-Keay, captain of ‘Ariel’, a China tea clipper ship which almost won The Great Tea Race of 1866. The most famous of all tea clipper ships has to be the ‘Cutty Sark’ whose captain, George Moodie, was born in Fife.

    The aptly named Great Lodging Red House (ref 29785) provides accommodation spanning three floors. It is tastefully furnished throughout with antique and period furniture. Spiral stairs wind through the house to the living/dining room, then up to the bedrooms. After catching your breath and admiring the view from the double bedroom, continue to the top floor from where you will be rewarded with wonderful views over the Firth of Forth and a spacious second living room spanning the whole of the second floor.

    Garden Flat (ref 29784) forms part of the owner’s home and offers a real home from home atmosphere and makes a perfect retreat for 2 guests. It is furnished with period furniture and antique rugs and retains many original features including an inviting open fire in the living room and quarry tiled floors. The living and dining room also have quaint window seats which look onto the private, south-facing patio – a real sun trap on summer days.

    Guests are welcome to wander in the well-tended garden of the main house, shared with the owners - the perfect place to relax after a day exploring the area. Both properties can be booked together for up to 8 guests. Ideal for friends or two families who wish to holiday together, but also have some privacy.

    This picturesque corner of Fife, known as East Neuk, has many visitor attractions including many championship golf courses and is only 9 miles from St Andrews. Enjoy leisurely walks on the beach just 200 yards walk and treat yourself to fish and chips from an award-winning restaurant on the seafront. If you wish to venture further afield then the bustling city of Dundee can be reached in 30 minutes, and Perth and Edinburgh within an hours’ drive. Shops, restaurants and bars are all within a few hundred yards of your front door.

    Ground floor: Utility. Spiral stairs to first floor: Living room. Dining room/kitchen. Shower room with toilet. Spiral stairs to second floor: 3 bedrooms: 2 double (one 5ft), 1 twin. Bathroom with toilet. Steep, narrow stairs to third floor: Second living room with sloping ceilings.

    Two Freeview TVs. Shared laundry room with two washing machines and tumble dryer. Fridge/freezer.

    Both properties: Gas central heating, electricity, bed linen and towels included. Electric cooker. Microwave. Dishwasher. Wi-fi. Small courtyard. Shared use of owner’s garden. On road parking. Public car park, 50 yards (foc). Cycle store. No smoking. NB: 7 steps to owner’s garden.

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