Photo by Richard Webb (CC BY-SA)

Pitlessie oceanfront rentals

We found 26 oceanfront rentals — enter your dates for availability

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November 2025

December 2025

Explore Pitlessie ocean view rentals

Showing deals for: 7 Feb - 10 Feb

The Maltings at Pitlessie House: a stunning barn conversion 12m from St Andrews

Sleeps 14 · 5 bedrooms · 4+ bathrooms

for 3 nights, 1 home

AU$1,237 per night

includes taxes & fees

Modern, 2 bedroom, pet-friendly studio, close to Scotlands best golf courses!

Sleeps 4 · 2 bedrooms · 1 bathroom

for 3 nights, 1 apartment

AU$291 per night

includes taxes & fees

3 bedroom static caravan in Ladybank, 20 mins away from St Andrews

Sleeps 6 · 3 bedrooms · 0+ bathrooms

for 3 nights, 1 home

AU$248 per night

includes taxes & fees

Premier Host

Cosy cottage near Elie, beaches, golf, great base for the East Neuk

Sleeps 5 · 2 bedrooms · 1 bathroom

for 3 nights, 1 cottage

AU$177 per night

includes taxes & fees

Top rated ocean view rentals - Pitlessie

Premier Host

Comfortable and serene setting

Lovely! The best word to describe the cottage and location. The parking area was very close and handy as roads are narrow in villages. Cottage had everything we needed and so comfortable. We really enjoyed our stay! Highly recommend!

Michele H.

Stayed June 2024

A lovely, comfortable house

My family and I had a lovely stay in this house. It was spacious and comfortable and close to shops and transport.

Isobelle L.

Stayed July 2023

The rest for recreation we needed

Emma could not have been more helpful. The house was so lovely and cosy. In a beautiful rural setting. Good position for St Andrew’s. We also did Edinburgh from there. Close to Cupar for anything you need.

Gillian S.

Stayed May 2023

Premier Host

A reunion with old friends.

Stayed here at bay he beginning of August with four friends. Perfect accomodation in a beautiful setting. Gordon and his cohost, Eric the cat were very welcoming and always on hand but in no way intrusive. Property was very comfortable and well appointed. The view was of course the star of the show. Can highly recommend.

Judith B.

Stayed Aug 2022

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Explore Pitlessie ocean view rentals

The Maltings at Pitlessie House: a stunning barn conversion 12m from St Andrews

The Brae @ The Balfour by Coorie Doon Stays

Modern, 2 bedroom, pet-friendly studio, close to Scotlands best golf courses!

3 bedroom static caravan in Ladybank, 20 mins away from St Andrews

Cosy cottage near Elie, beaches, golf, great base for the East Neuk

Comfortable two bedroom flat in Buckhaven near scenic beach.

Top rated ocean view rentals - Pitlessie

Comfortable and serene setting

A lovely, comfortable house

The rest for recreation we needed

A reunion with old friends.

Find spaces that suit your style

Peace of mind

More quality time

All the privacy of home

More for less

Holiday Rental options in Pitlessie