Vacation rentals in Fife

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Top-rated vacation rentals in Fife

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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, 243 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 traditional terraced cottage is set against a lush green hillside under a partly cloudy sky. A red-tiled roof contrasts with stone walls. Flower pots are placed near the entrance, enhancing the cottage's rustic charm. The spacious surrounding landscape invites exploration.
Cottage in Falkland
4.93 out of 5 average rating, 167 reviews

Beautiful royal-village cottage with wood-burner

Eastmost Cottage is in a wonderful position on the edge of the historic village of Falkland. It's a short walk from the fine Renaissance Falkland Palace, the heart of the medieval village with its independent shops, cafes restaurants and pub. There is great walking in the Lomond hills, accessible on foot. The wonderful Covenanter has great food all day; the Hayloft and Pillars of Hercules are lovely cafes. The Stag is a lovely bistro (our fav). Fine dining at the Boar's Head in Auchtermuchty.

Top guest favourite
The exterior of a charming cottage made of warm stone features large windows with white frames. A bright yellow door stands out in the center, surrounded by lush greenery and flower beds, inviting guests to explore the welcoming atmosphere.
Cottage in East Wemyss
4.97 out of 5 average rating, 172 reviews

No 1 Stable Yard, Wemyss Castle Estate

No 1 Stable Yard is an attractive, bright and comfortable cottage in a newly renovated stable conversion; a peaceful rural retreat at the historic Wemyss Castle Estate. A short walk from the charming seaside village of West Wemyss and Fife's Coastal Path. Perfectly placed for exploring Scotland it suits families, couples & groups of friends looking for a cosy getaway. 30 miles from Edinburgh, a short drive to the East Neuk and St Andrews with numerous golf courses and lots more in between.

Top guest favourite
Castle in Clackmannanshire
4.98 out of 5 average rating, 118 reviews

DOLLARBEG CASTLE - The Tower - luxury 3 bed rental

DOLLARBEG CASTLE offers a unique castle experience in Scotland. This luxury apartment has 3 themed bedrooms, a cinema room & tower, with private rooftop terrace with sweeping panoramic views, including the the stunning Ochil Hills. The Tower apartment at the unique & historic Dollarbeg Castle has been fully refurbished & is presented to a high standard, with luxury furnishings. It retains great character throughout, with turreted corners in several rooms & outstanding views from every window.

Top 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, 309 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, 221 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
The exterior of the tiny house features traditional stone walls and a sloping roof. A blue door serves as the entrance, framed by two white windows. The cobblestone path leads to a small, manicured grassy area, with warm light reflecting off the building during sunset.
Tiny homes in Kinnesswood
4.99 out of 5 average rating, 110 reviews

Tiny House in Cosy Village

Dating back to the 1700s, this tiny house had sat empty for over 50 years until George (Heather's son) invested his life savings to completely renovate it to a high standard, while retaining the original character of the building. Sitting below Bishop Hill in the picturesque village of Kinnesswood (2023 joint winner of Britain in Bloom's 'Village' category!), the tiny house is surrounded by breathtaking views, fantastic walks, and an abundance of local farm shops, cafes, and restaurants.

Top guest favourite
The charming farmhouse with a stone facade stands prominently in a peaceful setting, framed by a white picket fence. Flowers bloom at the entrance, complementing the spacious gravel driveway, which provides a welcoming approach to the inviting home.
Home in Fife
4.98 out of 5 average rating, 122 reviews

Beautiful 4 bdrm Farmhouse with ocean views, Fife.

Drinkbetween Farmhouse has recently been refurbished. Sleeping anywhere from 4 up to 8 guests it is ideally situated in a beautiful & peaceful rural setting on Banchory Farm, just 40 minutes from Edinburgh. There is a large contained garden. It has spectacular views over the fields to the ocean so you can truly relax. However, for those who love to explore, it’s ideally located close to some of Scotland’s most iconic towns like St Andrews, Elie or Gleneagles, all just 40 minutes away.

Top 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
4.98 out of 5 average rating, 169 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
A charming cottage from the 1830s features a stone facade and a central door flanked by two white-framed windows. A well-maintained green lawn extends in front, bordered by a low stone wall, offering an inviting first impression.
Cottage in Crail
4.93 out of 5 average rating, 331 reviews

Crail cottage with gardens, sea views, parking

This 1830s charming cottage has a front and back garden with stunning sea views. It's a short wander to the beach. Enjoy the large fully enclosed gardens while looking at the sea. We have just completed new interiors, with 2 bedrooms both with king-sized beds (UK) and soft white sheets throughout. A Nespresso coffee machine, hardwood floors, mini barbecue, and local art on the walls allow you to indulge in a seaside cottage with the feel of a hotel. We have parking on site.

Superhost
An open-plan living area features a traditional stone fireplace as a focal point, with decorative items displayed atop. A cozy armchair and a dining table for four are visible, along with a tasteful area rug that adds warmth to the space. Soft lighting and a smart TV enhance the inviting atmosphere.
Condo in Cellardyke
4.82 out of 5 average rating, 301 reviews

Coastal retreat in Cellardyke near St. Andrews

This beautiful double fronted ground floor apartment, with private main door access is nestled in a quaint street close to the beautifully historic Cellardyke harbour. Situated just an easy stroll through the characteristic streets to the centre of Anstruther where you can find the bustling harbour full of local fishing boats and some lovely pubs and cafes. The apartment also has easy access to the stunning Fife Coastal path heading west towards Elie and east towards Crail.

Top guest favourite
A rustic wood-burning stove is positioned within a natural wood fireplace, featuring a mantel adorned with sculptural elements. A clock hangs above, and firewood tools are located nearby, while a cozy rug adds warmth to the space.
Apartment in Saint Monans
4.97 out of 5 average rating, 334 reviews

Doodles Den

Ground floor cosy self catering flat in the beautiful fishing village of St Monans. There is a wood burning stove, a well equipped kitchen with washing machine ,fridge freezer, gas hob and electric oven. The bathroom has a deep bath with an over bath shower and to keep your feet cosy under floor heating and a heated towel rail. There is a double bedroom and a sofa bed which sleeps two people in the living room. Bring your four legged friend as we are doggy friendly.

Popular amenities for Fife vacation rentals

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