Holiday home rentals in Fife

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Top-rated holiday home rentals in Fife

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Top guest favourite
A cozy living space features a brown leather sofa and a patterned area rug. A fire burns in the fireplace, surrounded by art on the walls. Two windows with green shades allow natural light, and a round coffee table sits in the center, accompanied by a floor lamp.
Holiday home
4.89 out of 5 average rating, 76 reviews

The Crow's Nest, Pittenweem - Your Seaside Retreat

The Crow's Nest (it's all in the name) is perched high, right at the top of Pittenweem overlooking this incredibly picturesque fishing village in the East Neuk of Fife. You can expect stylish, super comfy interiors in a characterful house which was formerly a sweetie shop and a pub way back in the day! Hidden down one of Pittenweem's enchanting Wynds, there are sea views, a peaceful tucked-away courtyard and an all-important stove! Seaside hideaway, ideal for couples, friends and/or families :)

Guest favourite
The exterior of an 18th-century building features a prominent black door framed by light-colored stonework. Tall, symmetrical windows with white frames are positioned on either side, allowing for natural light to enter the interior. A cobblestone pathway leads to the entrance.
Holiday home
4.91 out of 5 average rating, 23 reviews

Luxury 2 bed 2 bath holiday apt with secret garden

138 North Street is a luxury 2 bedroom, 2 bathroom ground floor apartment with a private patio and secret garden with 3-hole putting green. Dating from the 18th century, the apartment has been renovated to create a modern, contemporary and comfortable space in the heart of St Andrews – the home of golf. Just a few minutes’ walk from the world-famous Old Course, the University, West Sands beach, the ancient castle and the historic town centre, with its excellent shops, pubs and restaurants.

Top guest favourite
A modern wooden cabin is set against a clear blue sky, surrounded by a gently sloping landscape. Natural stone features and flowering plants adorn the grounds, enhancing the rustic yet contemporary aesthetic.
Holiday home
4.97 out of 5 average rating, 98 reviews

Rustic Cabin 10, sea views & highland cows

Kinkell Byre Cabins, 2 miles from St Andrews. 1 of 10 new cabins Cabin 10 accepts pets - £20 extra for pet cleaning fee - charged when booked Stunning views of sea & rewilding in action. We also offer nature tours. Double or two single beds sleep 1/2 guests. En-suite bathroom/shower. Microwave, kettle, toaster. Perfect for wedding guests, golfers & explorers of St Andrews & the coastline. Free Wifi available 2 EV Chargers (7kw and 22kw), advanced booking recommended. No TV in the cabins

Top guest favourite
A hot tub is shown with jets releasing streams of water, creating a soothing atmosphere. The surrounding area is designed for relaxation, with the tub featuring a clean, white exterior against a textured blue wall.
Holiday home
4.98 out of 5 average rating, 48 reviews

The Holiday Hoose

Built in the 16th Century, boosting a private secluded garden with a relaxing hot tub. Great accommodation for short and long breaks. If you arrive early at the Holiday Hoose, why not pop down to the historic Auld Hoose, conveniently located just beneath your accommodation. Join us for a refreshing beverage and indulge in our exquisite selection of rare malts and fine wines, sure to delight your palate or if your feeling peckish, you can pre-book some delicious food from our bar menu.

Superhost
Holiday home
4.89 out of 5 average rating, 94 reviews

Spacious and bright holiday home in Newburgh.

Beautiful and spacious house comprised of 2 layers with entrance from a 1st floor landing. Located in the historic town of Newburgh.Fantastic views over the River Tay and beyond to the hills. Centrally located within driving distance of the major Scottish cities of Dundee, Edinburgh and Stirling and the towns of St. Andrews, Pitlochry, Crieff, Perth and Falkland, a traditional Scottish village used in the filming of Outlander. Accommodation is family and well behaved pet friendly.

Top guest favourite
Holiday home
5 out of 5 average rating, 108 reviews

Detached Country Annexe 20 mins from St Andrews

Welcome to our recently converted 1 bedroom detached annexe. Apple View is a no smoking property. It occupies a delightful countryside location with rolling views to the Lomand Hills whilst also having easy access by car to the many nearby attractions of St Andrews Cupar,Falkland,Perth.Dundee and Edinburgh. Whether it is country walks, beaches, historic houses and gardens, golf, museums, or city attractions there really is something for everyone in this wonderful part of Scotland.

Top guest favourite
An inviting cabin exterior is showcased under a twilight sky, featuring a curved wooden structure with large glass doors. Outdoor seating is arranged on a stone patio alongside a fire pit, which is lit, creating a warm ambiance for evening relaxation.
Holiday home
4.95 out of 5 average rating, 115 reviews

Luxury Adult Cabin with wood-fired hot tubs (DF)

Welcome to Fossoway Cabins! Located within the central belt of Scotland, nestled on the border between Perthshire and Fife, you are within minutes of beautiful hillside walks, cycle paths, Scottish castles, whisky distilleries, golf courses and Lochs. If shopping is your thing, we are within a short drive to the exciting and vibrant cities of Edinburgh, Glasgow, Perth and Stirling. The perfect getaway for those seeking an adult only break to the beautiful Scottish countryside.

Top guest favourite
The exterior of The Carthouse is depicted, showcasing a charming stone building with large arched windows on the front. The blue sky contrasts with the natural stone, while flower pots line the entrance. Surrounding countryside is faintly visible in the background.
Holiday home
4.99 out of 5 average rating, 95 reviews

The Carthouse (Luxury 2 bed with private hot tub)

The Carthouse is located in beautiful country side and is perfect for those looking for some peace and quiet. Conveniently located with St Andrews, Dundee and Perth all just over 10 miles away. Originally built in 1852 The Carthouse was originally a working building which formed part of the historic Woodmill Mains steading. It has recently been lovingly and sensitively converted by the current owners to the highest standard while still retaining many of the original features.

Top guest favourite
The exterior of a vibrant pink building is visible, featuring a sloped roof with a decorative lantern at the peak. An external staircase leads to the entrance, with a small hedge and a stone-paved area in the foreground. The surrounding coastal environment can be glimpsed in the background.
Holiday home
5 out of 5 average rating, 36 reviews

Harbour-side cottage with stunning views

Self-contained flat with stunning views of River Tay, Tentsmuir forest and Broughty Ferry castle. Quite residential cul-de-sac, with parking, and access to public transport serving St Andrews and Dundee. Perfect base for attending golf at St Andrews and exploring Scotland. Located in a quaint Fife village with local amenities including shops, pubs and restaurants. Fully equipped accommodation sleeps up to 4 in two double rooms. Note: flat is accessed by external staircase.

Guest favourite
Bright patio doors are showcased, leading to a private outdoor area with a view of the garden. Natural light streams in, highlighting the neutral tones of the surrounding walls and the decorative elements, including a small plant and a minimalist stool.
Holiday home
4.82 out of 5 average rating, 55 reviews

Lovely 2 bedroom Apartment

Enjoy a wonderful stay at this accommodation in St Andrews, located in a quiet complex 4 min walk from Town Centre. The flat is bright and decorated to a high standard, lovely patio doors leading to a patio area were you can relax and enjoy the nature and views of Kinness Burn. 2 good size bedrooms, Modern kitchen and Bathroom with a fantastic high powered shower. St. Andrews is a picturesque seaside city, there is something for every type of traveller.

Guest favourite
A modern outdoor space features a hot tub surrounded by lush greenery and two elegant lounge chairs. A spacious patio area is highlighted by geometric tile patterns, and a large glass wall connects the interior living area, providing a bright view of the garden.
Holiday home
4.98 out of 5 average rating, 129 reviews

Saint Andrews, luxury apartment with hot tub.

Enjoy a stylish experience at this centrally-located place. Excellent location, a 7 iron from the 18th hole on the Old Course and minutes walk to the stylish town centre. Greyfriars Apartment was built on the remains of Greyfriars Friary, built in 1458. It is a Victorian listed property, a perfect haven for golfers and those who enjoy a life of luxury.

Superhost
A two-story building with a light yellow exterior features symmetrical windows that are framed in grey. The central blue door is flanked by four evenly spaced windows on the upper floor. The facade is complemented by a classic slate roof, characteristic of the local architecture.
Holiday home
4.76 out of 5 average rating, 21 reviews

Gyles Apartment - harbourfront studio, Pittenweem

Gyles Apartment is a spacious studio offering comfortable and contemporary accommodation for two guests. Located on the ground floor of a harbourfront property, it is an ideal choice for a couple looking for a short break by the sea, or even two friends taking in some golf at one of the many renowned local courses.

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