Vacation rentals in Isle of May

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Top-rated vacation rentals in Isle of May

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Guest favorite
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, 240 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.

Top guest favorite
An aerial view captures the modern structure nestled along the coastline, surrounded by natural beauty. The exterior features a combination of wood and glass, highlighting outdoor terraces. The green garden harmonizes with the rugged cliffs and rocky shores in the background, showcasing the stunning seaside location.
Dome in Auchmithie
5 out of 5 average rating, 223 reviews

The Edge - Amazing 140-foot" Cliff Top Views

The Edge provides panoramic views of the North Sea hidden away in the village of Auchmithie, a true Scottish Gem. This stunning location is the perfect back drop to explore Angus, Aberdeenshire, Dundee, Perth and Tayside, whether its golfing in Carnoustie or St Andrews, Hiking in the Glens or visiting the new V&A museum, we are the ideal base to adventure or just kick back in the hot tub and relax listening to the sea. Be sure to book into the But 'n' Ben, Auchmithie's five star restaurant.

Top guest favorite
The cottage features a stone exterior with a red-tiled roof, complemented by large glass doors opening to the garden. A well-maintained lawn surrounds the structure, with a solitary tree positioned nearby against a bright blue sky, creating a peaceful outdoor setting.
Cottage in Fife
4.99 out of 5 average rating, 266 reviews

Braeview: Cosy studio farm cottage near St Andrews

We have lovingly converted a 200 year old cart shed into 2 cottages. Braeview Cottage at Braeside Farm is a spacious studio space with a king size bed on the mezzanine floor. Downstairs next to a modern kitchen you have an open area with large french doors to a patio with a great view across the brae. On a farm set in 13 acres and 500 m from the nearest road, you will savour the tranquillity yet it's a 10 to 15 min drive to St Andrews and an hour from Edinburgh Airport. A car is required.

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
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 favorite
Apartment in Cellardyke
4.98 out of 5 average rating, 231 reviews

The Neuk – Stylish Cellardyke Coastal & Golf 2-Bed

Bright, stylish 2-bed upper-floor apartment, The Neuk, in Cellardyke is a peaceful coastal retreat perfectly located for exploring the East Neuk of Fife and visiting St Andrews, Kingsbarns & Crail golf courses. Ideal for couples, families, friends, and golf enthusiasts. Enjoy award-winning beaches, historic harbours, scenic coastal walks, charming fishing villages, amazing golf courses, excellent local dining, free dedicated parking, fast Wi-Fi, and self check-in for a hassle-free stay.

Top guest favorite
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, 324 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.

Top guest favorite
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, 329 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.

Top guest favorite
The kitchen area features sleek grey cabinets and a stainless steel oven alongside a cozy living space with a comfortable grey sofa. A light-patterned rug covers the floor, while natural light filters through partially closed blinds. Decorative items are placed on the nearby bookshelf.
Cottage in Saint Monans
5 out of 5 average rating, 312 reviews

The Wee Coorie Cottage _ come coorie-in!

Coorie Cottage is a charming wee fisherman's cottage situated at the end of the harbour, enjoying views of the sea as soon as you step out the door. Sitting right on the coastal path in the picturesque coastal village of St Monans. Perfect spot to explore this quaint little village and the surrounding villages of the East Neuk of Fife. Close to St Andrews, and also easy to travel to Dundee and Edinburgh.

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
4.98 out of 5 average rating, 255 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 favorite
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, 264 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.

Guest favorite
A vibrant blue door stands at the entrance of a stone building, framed by lush greenery. Stone steps lead up to the door, with soft shadows cast by surrounding foliage, creating a welcoming entryway.
Cottage in Crail
4.92 out of 5 average rating, 349 reviews

Small apartment in the center of Crail

A brand new apartment in an outbuilding in our garden. Two story, plus a bed in the mezzanine. The bedroom and bath room are downstairs. Perfect for a couple with a kid, or 2 friends ( the ladder to the mezzanine is a bit steep ) A wooden stove is there to warm up winter evenings. You will enjoy Crail and its surroundings, as we are in the heart of the village.

Superhost
A charming stone exterior showcases the entrance to the garden flat, framed by pots of sunflowers. Windows reflect the natural light, while the distinct texture of the stone adds character to the otherwise modern renovations.
Tiny home in Cellardyke
4.88 out of 5 average rating, 264 reviews

Happy's House

A fisherman's net house converted into a modern garden flat with comfortable sofabed and bedroom. Sofabed is large double bed allowing 4 people in total to sleep in comfort at the flat. Fitted kitchen with a breakfast bar and washing machine. Toilet with shower cubicle. Private garden with electric BBQ. We now have to display our Energy rating: C

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