Vacation rentals in Isle of May

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Top-rated vacation rentals in Isle of May

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Guest favourite

Apartment in Pittenweem

4.94 out of 5 average rating, 231 reviews

Pittenweem - Seafront Flat on the Mid Shore

The sea is right opposite your holiday flat in the traditional fishing village of Pittenweem. Watch the boats return to harbour in the evening and spot the sea life from your windows. Or go for a stroll along the shore. Thistle Flat offers self-catering accommodation for 2 or 3 adults, or a family with 2 children. *Ground floor entrance to a large front room, with kitchen, dining table, TV, comfy chairs and sofabed. *Separate en suite double bedroom. *Free parking outside the door.

Oct. 24 – 31

$174 CAD per night

Guest favourite

Dome in Auchmithie

5.0 out of 5 average rating, 146 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.

Apr. 7 – 14

$454 CAD per night

Guest favourite

Apartment in Cellardyke

4.9 out of 5 average rating, 166 reviews

Smugglers Neuk - cosy hideaway for 2 in Cellardyke

Newly refurbished first floor apartment ideal for two people. Situated just a few metres from the sea and within walking distance of Anstruther and Cellardyke harbour, as well as on the Fife Coastal Path. The bright accommodation includes kitchen/sitting room, bedroom with king sized bed and bathroom with shower. Smugglers Neuk can be booked along with it's sister apartment, Smugglers Well (sleeps 3) making it ideal for friends and families travelling together who want their own space.

Aug. 29 – Sep. 5

$153 CAD per night

Guest favourite

Apartment in Crail

4.92 out of 5 average rating, 334 reviews

Crail Residence Apartment

A gorgeous ground-floor apartment, in the heart of the Crail, a traditional fishing village. Sleeps up to 4 guests comfortably. There is underfloor heating throughout and a cosy log fire! The bedroom has a king-sized bed and en-suite shower-room. The sitting room has a sofa-bed which sleeps 2 more guests. There is also a separate WC. The kitchen is fully equipped and includes a fridge with freezer shelf, dishwasher and washer-dryer. There is a small outdoor seating area to the front.

Mar. 10 – 17

$208 CAD per night

Guest favourite

Guest suite in Fife

4.96 out of 5 average rating, 273 reviews

School House Annexe Anstruther, King-sized bedroom

School House is an extended family home which offers a central location close to all amenities and is only 5 mins away from the picturesque harbour and beach and in close proximity to public transport. The property has a south facing garden with fish pond and a decked area which guests are more than welcome to use in the warmer months. Fife Coastal Path is easily accessible from the property. If you require additional accommodation please enquire for further details and prices.

Oct. 8 – 15

$149 CAD per night

Guest favourite

Cottage in Pittenweem

4.98 out of 5 average rating, 175 reviews

Mangle Cottage, quirky cottage in Pittenween, Fife

5* quirky 17th century cottage in the heart of Pittenweem. 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 . And only 40 mins drive the new V&A museum in Dundee.

Apr. 6 – 13

$482 CAD per night

Guest favourite

Apartment in Saint Monans

4.97 out of 5 average rating, 264 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.

Jan. 23 – 30

$149 CAD per night

Guest favourite

Hut in Perth

4.96 out of 5 average rating, 637 reviews

Tranquil and Cosy Perthshire Cabin

Set on the edge of the gentle Ochil Hills, Barley Mill is a secluded wildlife haven where you are likely to see roe deer, buzzards, red squirrels, woodpeckers and a wide variety of small birds. Whether you want to explore the wilds of the Scottish Highlands, see the fishing villages along the coast of the East Neuk of Fife, visit the buzzing capital city of Edinburgh or historic Stirling, from Barley Mill it’s an easy drive to them all

Nov. 9 – 16

$132 CAD per night

Guest favourite

Home in Johnshaven

5.0 out of 5 average rating, 142 reviews

Modern 1 bedroom house overlooking the sea

A uniquely modern home with full sea views. A spacious but cosy property with a mezzanine level bedroom & en-suite with the best sea views to wake up to!! The ground floor is an open plan living room / kitchen & dining area with underfloor heating and wood burning stove. The property also has a utility room with washing machine & pulley and a downstairs toilet/shower room. 2 parking spaces are available on site.

Apr. 12 – 19

$171 CAD per night

Guest favourite

Cottage in Saint Monans

5.0 out of 5 average rating, 205 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.

Jan. 1 – 8

$184 CAD per night

Guest favourite

Home in Crail

4.99 out of 5 average rating, 190 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.

Feb. 27 – Mar. 6

$213 CAD per night

Guest favourite

Loft in Anstruther

4.98 out of 5 average rating, 180 reviews

East Neuk studio apartment, near St. Andrews

Recently renovated self contained studio apartment offering a high standard of self catering accommodation. In a peaceful rural location two miles from Anstruther. Stunning sea and countryside views, with easy access to the picturesque East Neuk fishing villages, coastal walks, beautiful beaches and golf courses. The Loft @ Spalefield provides a perfect place to relax.

May 19 – 26

$146 CAD per night