Vacation home rentals in Fife

Find and book unique vacation home rentals on Airbnb

Top-rated vacation home rentals in Fife

Guests agree: these vacation home rentals are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1

Guest favorite

A spacious living and dining area is depicted, featuring a wooden dining table with six chairs, situated next to a well-equipped sideboard. A green armchair is shown beside a cozy sofa, which is complemented by a decorative rug, with large windows allowing natural light to enter the room.

Vacation home in Dysart

4.82 out of 5 average rating, 51 reviews

Historic Apartment with Sea Views on Fife Coast

John McDouall Stuart View is a one-bedroom apartment which sleeps 5, located in the quiet village, Dysart. The apartment is based in a restored Period building across the first and second floor. On the first floor there is a spacious living/dining area (with sofa bed), and the opportunity to take in the stunning views of the Firth and Forth. On the second floor there is a large bedroom with sea views and a Superking bed (that can also be made into two singles), singlebed and a separate bathroom

LocationFamilySleep quality

Top guest favorite

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.

Vacation home in Pittenweem

4.9 out of 5 average rating, 82 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 :)

FamilyValueGetting around

Superhost

An outdoor space features a grassy area bordered by wooden fencing. Two yellow chairs are positioned near a fire pit, which emits gentle smoke. Festoon lights are strung overhead, and a surfboard leans against the fence, adding a touch of leisure to the serene setting.

Vacation home in Fife

4.72 out of 5 average rating, 196 reviews

Modern Coach House with sea views by St Andrews

A beautiful modern coach house, located amongst beautiful parkland and overlooking the sea. Sleeping 8 in 4 bedrooms and located only 2 miles from St Andrews. Enjoy a glass of fizz in the outdoor heated bath after a day exploring St Andrews, the East Neuk or on the beach. Great twin room for kids and a couple of secret dens for them to play in. A single floor mattress available (no bed linen provided). One pet allowed. Located next to Kinkell Byre, perfect for guests attending a wedding.

LocationFamilySleep quality

Guest favorite

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.

Vacation home in Fife

4.94 out of 5 average rating, 32 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 private patio and secret garden with fully-furnished summerhouse, 3-hole putting green and BBQ kitchen. Dating from the 18th century, the apartment has been modernised to create a contemporary and comfortable space in the heart of St Andrews. Just minutes’ walk from the world-famous Old Course, University, West Sands beach, ancient castle and historic town centre, with its excellent shops, pubs and restaurants.

LocationFamilyComfort

Superhost

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.

Vacation home in Fife

4.94 out of 5 average rating, 110 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

LocationIndoor spacesHeating

Guest favorite

The exterior of the house features a modern design with a blue wooden façade. Large glass windows on the upper level provide natural light and offer views. A metal staircase leads to the entrance, which is elevated above the ground, revealing a gravel area below.

Vacation home in Newburgh

4.9 out of 5 average rating, 103 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.

LocationValueAmenities

Top guest favorite

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.

Vacation home in Kinghorn

4.98 out of 5 average rating, 52 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.

LocationValueCheck-in

Top guest favorite

The exterior view of the detached annexe is surrounded by lush greenery and mature trees, including two prominent apple trees. A well-maintained lawn stretches across the area, creating a serene countryside setting under a clear blue sky.

Vacation home in Rathillet

5.0 out of 5 average rating, 115 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.

LocationValueNearby

Top guest favorite

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.

Vacation home in Powmill

4.95 out of 5 average rating, 129 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.

FamilyLocationSleep quality

Top guest favorite

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.

Vacation home in Newburgh

4.99 out of 5 average rating, 104 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.

FamilyLocationTV

Top guest favorite

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.

Vacation home in Fife

5.0 out of 5 average rating, 49 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.

FamilyValueBiking

Top guest favorite

A light-filled living area features a comfortable sofa facing floor-to-ceiling glass doors. The outdoor space is visible, showcasing a hot tub and landscaped garden, framed by wooden fencing. A stylish rug adds a touch of warmth to the wooden floor.

Vacation home in Fife

4.98 out of 5 average rating, 143 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.

FamilyValueKitchen