Vacation rentals in Isle of May

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Top-rated vacation rentals in Isle of May

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Guest favorite

Apartment in Pittenweem

4.94 out of 5 average rating, 230 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.

Nov 1 – 8

R2,335 ZAR per night

Guest favorite

Barn in Fife

4.91 out of 5 average rating, 153 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.

Oct 13 – 20

R2,650 ZAR per night

Guest favorite

Cottage in Pittenweem

4.84 out of 5 average rating, 102 reviews

Pier View Cottage with stunning sea views.

Pittenweem is a quaint, working fishing village in the East Neuk of Fife. Highlights- -a wonderful tidal swimming pool and possibly the best Crazy golf course. -Anstruther (1 mile away), where you can take a boat out to the Isle of May to marvel at the seabird (puffins included) and seal colonies -Golf courses nearby including the World famous St Andrews courses -Tentsmuir forest is a short drive away with its dunes and pathways -Fife Coastal walking path - the Pilgrims Way - Sandy beaches

Sep 30 – Oct 7

R2,233 ZAR per night

Guest favorite

Cottage in Saint Monans

4.95 out of 5 average rating, 153 reviews

Sma'Gift........ a 1700's seafront cottage.

This seafront 1700`s cottage, recently renovated to a very high standard, sits in the picturesque fishing village of St, Monans. With uninterupted seaviews, situated on the Fife Coastal path, surrounded locally by golf courses, great restaurants, galleries, water sports and beaches. Other East Neuk villages and historic St.Andrews easily reached by local buses. Perfect for a couples` romantic getaway, although sofabed allows for two more guests. Come and wake up to the sound of the sea.

Dec 2 – 9

R2,448 ZAR per night

Guest favorite

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.

Apr 24 – May 1

R1,975 ZAR per night

Guest favorite

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 28 – Apr 4

R2,924 ZAR per night

Guest favorite

Guest suite in Fife

4.96 out of 5 average rating, 272 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

R2,056 ZAR per night

Superhost

Condo in Cellardyke

4.82 out of 5 average rating, 245 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.

Sep 1 – 8

R3,004 ZAR per night

Guest favorite

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.

Mar 19 – 26

R6,545 ZAR per night

Guest favorite

Apartment in Saint Monans

4.97 out of 5 average rating, 262 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.

Oct 17 – 24

R1,970 ZAR per night

Guest favorite

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.

Dec 24 – 31

R2,460 ZAR per night

Guest favorite

Home in Crail

4.99 out of 5 average rating, 189 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.

Nov 8 – 15

R2,938 ZAR per night