Vacation rentals in Fife

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Top-rated vacation rentals in Fife

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Top guest favorite

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

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

4.95 out of 5 average rating, 248 reviews

Top guest favorite

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.

Condo in Fife

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.

4.99 out of 5 average rating, 266 reviews

Top guest favorite

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

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 .

4.98 out of 5 average rating, 242 reviews

Guest favorite

A spacious dining area is surrounded by large windows, offering views of the garden and natural surroundings. A wooden table is set for eight, complemented by comfortable brown chairs. A unique chandelier crafted from antlers hangs above the table, enhancing the inviting ambiance.

Home in Rumbling Bridge

Shiel House, Rumbling Bridge

Set in 3 acres of gardens and with beautiful views of the valley, Shiel House is the perfect retreat. This bespoke house was built by our family to provide an escape from the city and it has been furnished to provide a comfortable home from home. It would suit solo adventurers, couples, families (including with kids), and groups. Centrally located, and only an hour's drive from Edinburgh, Glasgow, Perth and St Andrews, it is the ideal base for golfers, walkers and visitors to Scotland.

4.89 out of 5 average rating, 229 reviews

Guest favorite

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

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.

4.97 out of 5 average rating, 186 reviews

Top guest favorite

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

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.

4.95 out of 5 average rating, 102 reviews

Top guest favorite

A single-story stone cottage is set against a cloudy sky, featuring a metal roof and black window frames. A neatly landscaped garden with colorful flowers is positioned in front, while a wooden fence and pathway lead to the entrance.

Cottage in Lundin Links

Beautiful stables conversion in rural location

The stables is a recently developed single story cottage on Hatton Farm. This quiet rural location is 1km from Lundin Links. Finished & furnished to a high standard the property is well equipped with everything you will need to enjoy your stay. Fully contained garden with a private patio & bbq area to the rear, ideally positioned to enjoy the morning & evening sun. Only a few minutes to the local beach, pub, shops & golf courses. St Andrews & the East Neuk villages are close by.

4.95 out of 5 average rating, 447 reviews

Top guest favorite

A cozy living space features a soft gray sofa and armchair, complemented by natural decor elements. A wood accent shelf holds a basket and plaid throw, while a lamp stands beside a textured side table. Light enters through an open door, illuminating the room.

Cottage in Fife

Escape to a luxury country cottage and ocean views

Built in 1829 Drinkbetween East has had a complete renovation and make over. Every detail has been thoughtfully selected to ensure the most comfortable and luxurious stay possible. The cottage is ideally located on Banchory Farm a 40 minute drive from Edinburgh, St Andrews and Gleneagles with easy access to public transport links. With your own private garden and fire pit enjoy the peacefulness and calm that beautiful rural Scotland has to offer so you can truly relax and unwind.

4.97 out of 5 average rating, 264 reviews

Top guest favorite

Castle in Dollar

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.

4.98 out of 5 average rating, 229 reviews

Top guest favorite

Two light blue armchairs are positioned in front of a bay window, offering expansive views of the sea and sky. Natural light fills the space, highlighting the wooden flooring and minimalist decor. A small heater is located beneath the window, adding functionality to the seating area.

Apartment in Fife

The Scores, St. Andrews

The Scores is a stunning holiday apartment situated just 150 yards from the 18th green of the Famous Old Course in St Andrews. Nestled within a traditional sandstone Victorian terraced house, this apartment offers luxurious accommodation for up to 6 guests, making it perfect for families, golfing parties, or weekend getaways. This apartment is more than just a holiday retreat—it’s a gateway to a world of beauty and charm.

4.95 out of 5 average rating, 104 reviews

Top guest favorite

A panoramic view captures the vibrant greens of a golf course, framed by historic buildings. The clear blue sky enhances the setting, while a neatly arranged hedge borders the foreground. The layout emphasizes proximity to the renowned golf facilities and the inviting atmosphere of the location.

Condo in Fife

Location, location - 12 Golf Place,

Excellent location, just yards from the Old Course. Golfers paradise. Note; The cover photograph has been taken from just across the Street from our apartment at the entrance to the Hamilton Grand building. We do not have direct views of the Old course from any of our windows. The Open Championship will be held in St Andrews in 2027. Please note that we have no availability for the week of the Open.

4.98 out of 5 average rating, 242 reviews

Top guest favorite

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.

Apartment in Pittenweem

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.

4.98 out of 5 average rating, 272 reviews