Holiday rentals in Fife

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Top-rated holiday rentals in Fife

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Top guest favourite
A low stone wall borders the sea view, adorned with a mix of textured plants. Two light blue seating benches are positioned on a pebble-strewn area, offering a serene outdoor space to enjoy the coastal landscape.
Home in Saint Monans
4.95 out of 5 average rating, 250 reviews

Waterfront Cottage, St Monans, Amazing Sea Views

Waterfront is steps away from the coastal path. Downstairs has a galley kitchen leading off to conservatory/dinning area at one side,utility room and WC/shower room at the other. The living/dinning room is spacious and bright with magnificent sea views and a cosy wood burning stove, a bathroom and hall. Upstairs, is a double en-suite with stunning sea views over the Firth of Forth and a twin room. A small garden at seaside with seating and a patio to the rear. 20mins drive away from St.Andrews

Top guest favourite
An open living area features a blue sectional sofa facing expansive glass doors, offering views of the surrounding landscape. A round wooden table with bar stools sits nearby, while a kitchenette with dark cabinetry provides a practical space for refreshments.
Cottage in Fife
4.96 out of 5 average rating, 275 reviews

Stunning 1 Bedroom home in Elie

This unique place has a style all its own. It pops up from the hill and sits on top of Elie and Earlsferry. It provides incredible views and is an amazing get-away-from-it-all pad, yet within an easy walk of all that Elie provides. This is the ideal spot to have a romantic break for 2. It would be easy to sit and watch life go by, read a book, or have an outdoor bath. The House on the Hill offers space, yet is incredibly cosy with a stunning wood burning stove. Walk into Elie in 3 minutes.

Guest favourite
A wooden gate with a sign labeled 'Treehouse' opens to a path leading through lush greenery. Tall trees surround the entrance, with the Treehouse visible in the background, nestled among the branches and foliage.
Treehouse in Letham
4.94 out of 5 average rating, 147 reviews

Real Fairytale Treehouse

Set within the grounds of Fernie Castle a beautiful authentic Treehouse with 6 living Trees growing and thriving. Equally beautiful in all seasons especially winter being so very cozy, it is fully heated with lots of hot water for the freestanding bath for two. With all the amenities of a 5 star bedroom, a large freestanding bath on the second floor with a small balcony with views to the stunning countryside it does indeed feel like a fairytale just remember to bring your favourite bubbles...

Top guest favourite
A wooden railing frames a scenic view of the Tay estuary, showcasing calm waters reflected under a cloudy sky. In the distance, a bridge spans the river, integrating nature and structure in a tranquil setting.
Apartment in Fife
4.99 out of 5 average rating, 269 reviews

The Waterfront

Overlooking the Tay estuary this stunning flat has views to take your breath away. A patio, a deck, and a quirky waterfront garden create an idyllic paradise. A luxe new shower room and stylish bedrooms create a unique holiday spot. Enjoy dinner on the deck or walk to excellent neighbouring restaurants. This newly launched flat from the 1860s is recently refurbished. It is close to Dundee and St Andrews and on the fife coastal path. A golfers paradise. An hour to the Cairngorms or Edinburgh.

Guest favourite
The open plan living area is characterized by double-height ceilings and large windows, allowing for ample natural light. A comfortable sofa is positioned next to a sleek coffee table. A stylish wooden staircase leads to the mezzanine, while modern art adorns the walls.
Barn in Fife
4.93 out of 5 average rating, 346 reviews

Beautifully converted farm barn with mezzanine

The Barn is a newly converted farm building on a quiet farm in a rural location 1km from Lundin Links. This 1 bed mezzanine is incredibly spacious yet cozy and welcoming. Finished & furnished to a high standard the property is well equipped with everything you will need to enjoy your stay. Fully contained garden to front, and private courtyard to rear, both ideally positioned to enjoy the morning and evening sun. Only a few minutes to the local beach, pub, shops & golf courses. Pets welcome.

Top guest favourite
A charming stone cottage is nestled against a backdrop of clear skies, featuring a red-tiled roof and white double doors. The entryway is highlighted by a small staircase, and decorative plants can be seen beside the door. The coastal view adds to the appealing exterior.
Cottage in Pittenweem
4.98 out of 5 average rating, 244 reviews

Mangle Cottage, quirky cottage in Pittenween, Fife

5* quirky 17th century cottage in the heart of Pittenweem. Ama St Andrews, the home of golf is just 17 minutes away by car . Pittenweem boasts the last working fishing harbour in the East Neuk with it's famous 117 mile long coastal path passing right through the village . Dog friendly restaurants , cafes, pubs and art galleries all on our doorstep. Lovely long beaches in St Andrews and Elie only short drive away. The Fife 117 mile long coastal path goes past the bottom of our Wynd .

Top guest favourite
A view from the property showcases the expansive sea against a backdrop of dramatic clouds. A lush garden is visible in the foreground, complemented by stone walls and various coastal plants, creating a serene outdoor space with direct sea access.
Cottage in Cellardyke
4.94 out of 5 average rating, 125 reviews

Morning Star, 3 Bedrooms & Epic Sea Views

Morning Star House is a spectacular listed property in the historic town of Anstruther with uninterrupted sea views and has direct access to the beach. The property comfortably sleeps 6 people, with 3 bedrooms and 1.5 bathrooms. The large kitchen/living room has dual aspect views and high quality furnishings throughout. The house is in an old fishing village therefore parking directly in front of the house is limited. The property is suitable for Families and Golfers. Pets are allowed.

Top guest favourite
A sun deck is shown overlooking a sandy beach and the sea. Two light-colored chairs are positioned for relaxation, surrounded by potted plants and flowers. The sky is partly cloudy, with distant views of land along the coastline.
Guest suite in Fife
4.95 out of 5 average rating, 104 reviews

Self-Contained Coastal Apartment in Fife

Self-contained private apartment with stunning sea views in Kirkcaldy, Fife. Enjoy private beach access, a king-size bedroom, shower room, TV lounge, sunroom/breakfast room, sun deck, easy parking and private access. Located right on the Fife Coastal Path. Peaceful, safe, and perfect for a relaxing coastal retreat. Just 6 minutes to the train with direct links to Edinburgh (40 mins) and London (5 hrs). Ideal for couples or solo travellers. Cyclists, walkers, motorcycle tourers welcome.

Guest favourite
An aerial view captures a sprawling town, with elegant buildings and green spaces interspersed. St Andrews’ historical architecture is visible, alongside expansive fields and distant hills, showcasing the town's unique blend of nature and historic structures.
Townhouse in Fife
4.97 out of 5 average rating, 187 reviews

Town House 200 yards from Old Course St Andrews

Large Town House uniquely located 200 yards from the 1st tee of the world famous Old Course, St Andrews. With six bedrooms, three large bathrooms, large reception lounge and great kitchen dining room, the house is an outstanding location for golf and St Andrews. There is a large secluded garden to the rear to enjoy and relax after golf or spending time in town. We also provide free parking for two vehicles. Groups of 4+ is additional - please book for the total number. Thank you.

Top guest favourite
Castle in Dollar
4.98 out of 5 average rating, 233 reviews

The Great Hall, Dollarbeg Castle

This 2 bedroom apartment is the beautifully converted former Great Hall of Dollarbeg Castle. Built in 1890, Dollarbeg Castle was the last gothic baronial style building of its type ever built. Beautifully restored in 2007 to the very highest standards, it was converted into 10 luxury properties, one of which is a conversion of the original "Great Hall" with its vaulted ceiling and majestic views across the formal grounds towards the Ochil Hills in the distance.

Top guest favourite
An expansive view of the calm sea meets a solid pier extending into the water, framed by rocky outcrops. The horizon stretches beneath a clear blue sky, with distant hills faintly visible, creating a serene coastal scene.
Flat in Pittenweem
4.98 out of 5 average rating, 272 reviews

Kittiwake, Pittenweem, Sea views, private parking.

This comfortable, well equipped, modern apartment boasts spectacular sea views from a small balcony and is located yards from the picturesque harbour of Pittenweem. An ideal base for exploring the beautiful East Neuk coastline with its unspoilt beaches, traditional fishing villages and the historic town of St Andrews only 15 minutes away, it is perfect for couples, small groups and families.

Top guest favourite
A historical farmhouse is covered in vibrant red climbing vines, creating an appealing exterior. A dark vehicle is parked nearby on the gravel driveway, with well-maintained garden areas visible in front. The surrounding green lawn offers a spacious setting.
Home in Crail
4.99 out of 5 average rating, 292 reviews

The Annexe at Kirkmay Farmhouse, Crail.

The Annexe is a bright, two-bedroomed house attached to the main farmhouse. It is self-contained with it’s own parking and garden areas. The property has been completely re-wired, re-plumbed and re-decorated with new beds, kitchen and bathroom. This a convenient rental for guests attending an event in The Cow Shed at Sypsies Farm. We are roughly 300m away along the farm track.

Popular amenities for Fife holiday rentals

All about Fife

With an ancient and storied history all its own, Fife is a small region with a lot to offer, from quaint coastal villages to resplendent royal palaces, fertile farmland to former mining towns. In the south sits Dunfermline, once Scotland’s capital, whose heritage quarter includes the 11th-century Benedictine abbey where Robert the Bruce and seven more Scottish kings are buried; it’s also the landing point for the world-famous Forth Bridge. In the centre of Fife, the shapely outlines of the Lomond Hills lead to scenic countryside dotted with attractive towns and villages like Cupar and Falkland.

A long-distance footpath follows the more than 100 miles of coastline that borders Fife on three sides, including the picturesque fishing region of East Neuk. But the most famous of Fife’s seaside towns is St Andrews, home to a ruined cathedral and castle as well as Scotland’s oldest university, not to mention the oldest golf course in the world.

What are the top things to do in Fife?

Culross

Scotland has more than its fair share of picturesque villages, but Culross’s streets of rough-walled houses are unique, and a perfectly preserved portrait of how life looked in the 17th and 18th centuries. Its palace — actually a merchant’s house — was nevertheless visited by James VI, and its abbey, which dates from the 13th century, offers lovely views of the Firth of Forth.

Aberdour

This tiny seaside town has it all: two pretty tree-lined beaches (one large, one small), a beautiful stretch of coastal woodland known as the Heughs, and an excellent golf course. And if that’s not enough, Aberdour is also home to Scotland’s oldest surviving masonry castle, now an atmospheric ruin.

Tentsmuir National Nature Reserve

Tapering eastward into the North Sea at the mouth of the Tay Estuary, like a pointing finger, this varied habitat covers woodlands, wetlands, sand dunes, and shoreline, making it a magnet for seals, deer, and grazing cattle. Cool fact: Tools used by Stone Age peoples have been found on the banks of the Morton Lochs on the reserve’s western edge.

Destinations to explore