Holiday Rentals in Pitlessie

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Our top choices for Pitlessie holiday rentals

4.0 star property
9.6 out of 10, Exceptional, (223)
"Excellent apart-hotel. Spacious and comfortable unit with good-quality facilities. Location excellent - couldn't be more central."
United Kingdom
steven
No1. Apartments & Bedrooms St Andrews - St Mary’s
3.5 star property
10.0 out of 10, Exceptional, (1)
"Fabulous place in a great location, very quiet and safe area and plenty of car parking available overnight with restricted parking during the day. Accommodation was excellent and I will definitely use it again, kitchen was well stocked and the bed very comfy and overall the place was very well done out and clean. Communication with the host was very good additionally."
United Kingdom
Malcolm
The price is €128
includes taxes & fees
3 Jan - 4 Jan 2026
Station View Lodge - Near Balbirnie House Markinch
8.0 out of 10, Very good, (2)
"The property wa special and very well presented. Easy to find with plenty of parking around. I suggestion would be to Tea and Coffee milk sachet available. Would book again."
United Kingdom
Stephen
The price is €126
includes taxes & fees
28 Dec - 29 Dec
Spacious 3 Bedrooms Entire Apartment - Self Check in/out - Perfect for 8 Guests
4.0 star property
10.0 out of 10, Exceptional, (46)
"Spotless apartment, amazing location, beautifully decorated. Would stay again. Loved the free upgrade too!"
United States
Kina
No1. Apartments St Andrews - South Street
8.6 out of 10, Excellent, (10)
"Apartment's quite nice "
Germany
Stefan H.
The price is €120
includes taxes & fees
29 Dec - 30 Dec
Luxury 2 Bedroom Entire Apartment - Self Check in / out – Perfect for 6 Guests
The price is €62
includes taxes & fees
29 Dec - 30 Dec
The Landmark Hotel and Leisure Club | STD DBL
10.0 out of 10, Exceptional, (1)
"Great small place, really enjoyed our stay there. The host is very friendly and answers all questions within a short time. We stayed for two nights and can really recommend this place."
Germany
Heß F.
The price is €199
includes taxes & fees
30 Dec - 31 Dec
The Nest - Cosy Holiday Cottage

Apartment in Kirkcaldy

Sea View Apartment/ Deas Wharf
10.0 out of 10, Exceptional, (4)
"Beautiful gem on the seaside. We absolutely loved your apartment."
Canada
Steve B.
The price is €198
includes taxes & fees
5 Jan - 6 Jan 2026
Sea View Apartment/ Deas Wharf
10.0 out of 10, Exceptional, (1)
"I liked the overall music and art vibe. The separate room from the pullout couch was nice for my wife and I. Great little kitchen for your needs. Overall, simple, very functional, and easy check in!"
United States
Anonymous traveller
The price is €119
includes taxes & fees
3 Jan - 4 Jan 2026
Station View Lodge - near Balbirnie House Markinch
10.0 out of 10, Exceptional, (2)
"Very beautiful property!"
United States
jill v.
The price is €354
includes taxes & fees
28 Dec - 29 Dec
Golfers Haven Links Cottage, Crail - Pass the Keys
4.0 star property
10.0 out of 10, Exceptional, (2)
"Used as a base for a wedding. Comfortable beds. Parking and cleanliness of property were very much appreciated. "
United Kingdom
Helen
The price is €214
includes taxes & fees
28 Dec - 29 Dec
Scottish Stunning Stay With Free Parking
10.0 out of 10, Exceptional, (1)
"Nicely presented apartment"
United Kingdom
Mark
The price is €112
includes taxes & fees
5 Jan - 6 Jan 2026
Entire Pet Friendly Apartment- Self Check In/Out
The price is €200
includes taxes & fees
29 Dec - 30 Dec
Modern Comforts & Homely Charm – Allan&Ella House, Perth Scotland
The price is €110
includes taxes & fees
4 Jan - 5 Jan 2026
Charming Studio Suite in Dundee | Free Wi-Fi
The price is €120
includes taxes & fees
29 Dec - 30 Dec
Ground Floor Entire Holiday Apartment - Self Check in/out - Perfect for 6 Guests
9.0 out of 10, Wonderful, (24)
"We stayed one night as had already stayed before. The apartment although small was tastefully presented and finished to a high standard and very clean. It had everything we needed in terms of shower, fridge, WI-FI. Its in an ideal location as within walking distance to the Elie deli, Ship Inn or indeed the beach. "
United Kingdom
Graham
The price is €149
includes taxes & fees
4 Jan - 5 Jan 2026
Elie Residence Studio Apartment, perfect for 2! Ground-floor.

Apartment in Cupar

Bee's Townhouse Apartment
3.5 star property
10.0 out of 10, Exceptional, (2)
"Ideal location for the centre of Cupar, the apartment had everything we needed, Liana was an excellent host."
United Kingdom
STUART
The price is €158
includes taxes & fees
28 Dec - 29 Dec
Bee's Townhouse Apartment
8.8 out of 10, Excellent, (3)
"Had a great stay"
United Kingdom
steven a.
The price is €150
includes taxes & fees
28 Dec - 29 Dec
Macallan, Off-Grid Cabin in Woods: Macallan. Pet Friendly!
9.8 out of 10, Exceptional, (60)
"A great stay in a clean property! We had a great night here. The location is fantastic and parking was easy."
United Kingdom
Mr Daniel M.
The price is €158
includes taxes & fees
4 Jan - 5 Jan 2026
Gorgeous ground floor luxury Apartment in Fishing Village of Crail
9.8 out of 10, Exceptional, (7)
"Clean, tidy property, smelt clean, easy access and private, even the dog didnt need to bark as it was so quiet!"
United Kingdom
Lisa H.
The price is €119
includes taxes & fees
4 Jan - 5 Jan 2026
Rural Cosy Cabin With Beautiful Views Over Fife
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pitlessie Hotel Reviews

Find out more about Pitlessie

Everything you need to know about Pitlessie holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pitlessie holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pitlessie holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pitlessie holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pitlessie. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pitlessie holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pitlessie holiday rentals we have selected for you start as low as €115 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pitlessie rentals

At Expedia, we put the best Pitlessie holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pitlessie rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pitlessie holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pitlessie. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Pitlessie?

Yes, there are holiday rentals close to the most popular sights in Pitlessie, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pitlessie has to offer?

Beautiful Modern Open Plan Living With Hot Tub: This holiday home rental outside Pitlessie is equipped with a private garden, laundry facilities and free WiFi to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Our travellers also rate The Maltings at Pitlessie House: a stunning barn conversion 12m from St Andrews as a favourite home for rent in Pitlessie.

What’s there to see and do in Pitlessie?

Explore the area and family-friendly sights such as Raptor World Interactive, or get out into nature at a spot like Backhouse Rossie Estate. Falkland Palace and Leven Beach are a couple of places you'll find in the wider area.

What’s a holiday rental in Pitlessie like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pitlessie. Holiday rentals feature extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for family trips.