Search Vacation Homes in Pitlessie

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 375 Vacation Homes in Pitlessie with updated reviews, rates, and availability.

The House of Golf St Andrews
Lounge Kitchen Diner

The House of Golf St Andrews

10.0 out of 10, Exceptional, (2)
"The house is really lovely and clean. Lots of space and modern utilities! Kevin the host is friendly and communicative"
The House of Golf St Andrews
Elegant, modern Townhouse in centre of Ancient and Stylish St Andrews
Living area

Elegant, modern Townhouse in centre of Ancient and Stylish St Andrews

9.8 out of 10, Exceptional, (49)
"Had a great stay in this lovely property, this is the second time we have stayed in this house, it is in a great location, have recommended to all my family and friends. "
Elegant, modern Townhouse in centre of Ancient and Stylish St Andrews
Idyllic views over Loch Leven. Excellent location for travelling & keen golfers.
Early evening when the sun is going down

Idyllic views over Loch Leven. Excellent location for travelling & keen golfers.

9.8 out of 10, Exceptional, (23)
"Great place to stay with wonderful views"
Idyllic views over Loch Leven. Excellent location for travelling & keen golfers.
The Vintage - A Hidden Gem, 200 yards from the 1st tee of the Old Course
The Vintage and it's Conservatory

The Vintage - A Hidden Gem, 200 yards from the 1st tee of the Old Course

10.0 out of 10, Exceptional, (102)
"Great stay and fab location in St Andrews. Could do with a bit of modernisation but was very clean and well appointed (except no pizza cutter and fridge had broken shelves). Would book again due to its locality. Thanks. "
The Vintage - A Hidden Gem, 200 yards from the 1st tee of the Old Course
5 bedrooms/sleeps 10-12/free wifi & parking/garden
Image 1

5 bedrooms/sleeps 10-12/free wifi & parking/garden

10.0 out of 10, Exceptional, (4)
"Lovely big house with plenty space for 10 guests to get together, and have their own space too. Decorated to a high standard, very comfortable, well equipped. The weather was lovely so we were able to use the private outdoor space."
5 bedrooms/sleeps 10-12/free wifi & parking/garden
Sumptuous town house in central St. Andrews - 3 bedrooms and 2 bathrooms

Sumptuous town house in central St. Andrews - 3 bedrooms and 2 bathrooms

10.0 out of 10, Exceptional, (87)
"Have stayed several times at the house. It has been great every time. Warm, inviting and well-appointed in every way. "
Sumptuous town house in central St. Andrews - 3 bedrooms and 2 bathrooms
Luxury Cottage in the heart of St Andrews.
Property grounds

Luxury Cottage in the heart of St Andrews.

10.0 out of 10, Exceptional, (53)
"Kath was proactive with suggestions for our visit and very responsive to questions. Check in was without issue and apartment afforded plenty of room for our family of 4. We were comfortably warm for some chilly nights and had plenty of natural lite during the day. Location was a simple and tranquil walk to St Andrews. We enjoyed the time thoroughly. "
Luxury Cottage in the heart of St Andrews.
Blacksand sea view cottage

Blacksand sea view cottage

9.0 out of 10, Wonderful, (2)
Blacksand sea view cottage
Anderson's Neuk- stunning coastal apartment
Room

Anderson's Neuk- stunning coastal apartment

Anderson's Neuk- stunning coastal apartment
No14 in the heart of St Andrews
Exterior

No14 in the heart of St Andrews

10.0 out of 10, Exceptional, (16)
"Outstanding place for a St Andrews golf trip for 4 players. Each of the 4 bedrooms with ensuite bathrooms are perfect. Kitchen is very modern and well outfitted. Family room comfortable enough for twice the size and there is a cozy outdoor dining area. Walk to dozens of restaurants and pubs and easy 15 minute walk to the Old Course. We even walked over with our clubs on our backs...so easy."
No14 in the heart of St Andrews
Wash House - Tayport
Outdoor dining

Wash House - Tayport

The price is AED 2,957
AED 2,957 total
includes taxes & fees
4 Mar - 5 Mar
Wash House - Tayport
Tucked Away - Seaside Home in Anstruther, Sleeps 6
Room

Tucked Away - Seaside Home in Anstruther, Sleeps 6

3.5 star property
10.0 out of 10, Exceptional, (1)
"Tucked was a pleasant surprise! The place was immaculate and one of the best kitted out holiday rentals we've stayed. Perfect get away for 3 nights with our dogs and 10 month old child."
Tucked Away - Seaside Home in Anstruther, Sleeps 6
Luxury 3 bed Duplex with parking
Living area

Luxury 3 bed Duplex with parking

10.0 out of 10, Exceptional, (26)
"Spent 9 days in St. Andrews, and couldn't be happier with the flat we found on VRBO. Easy in/out, on-site parking, 15 minute walk into town, super comfy and well equipped. The welcome basket with local goodies was a nice touch. Would definitely stay there again, and highly recommend. "
Luxury 3 bed Duplex with parking
Regal Residence - Metropolitan Luxury
Room

Regal Residence - Metropolitan Luxury

2.5 star property
10.0 out of 10, Exceptional, (1)
Regal Residence - Metropolitan Luxury
The Neuk Anstruther, Sleeps 6 Fantastic Location
Interior

The Neuk Anstruther, Sleeps 6 Fantastic Location

3.5 star property
9.6 out of 10, Exceptional, (9)
"Enjoyable stay"
The Neuk Anstruther, Sleeps 6 Fantastic Location
This is the property to stay if you like a seaview
Seaview from front door of property

This is the property to stay if you like a seaview

10.0 out of 10, Exceptional, (58)
"The views across the pantiled roofs towards the water are stunning. The living/kitchen area has large picture windows on three sides, meaning it's both light and has great views almost all around. The amenities are everything you'd expect. Anne, the owner, was very accommodating and helpful. In fact, my wife left behind three jumpers. Anne recovered them and posted them to us. She won't let us pay for the postage, so that tells you a lot. We'd definitely use this accommodation again, and we...
This is the property to stay if you like a seaview
Seaside Accommodation in Anstruther, near St Andrews
Point of interest

Seaside Accommodation in Anstruther, near St Andrews

8.0 out of 10, Very Good, (2)
"Very clean and comfy only downside was the bunk beds"
Seaside Accommodation in Anstruther, near St Andrews
A beautiful renovated modern but homely cottage by St Andrews.
Exterior

A beautiful renovated modern but homely cottage by St Andrews.

10.0 out of 10, Exceptional, (49)
"We had a great weekend The cottage lovely and very clean . We loved the log fire so cosy in the stormy weather.Ideal place for us to celebrate my husbands birthdayGreat location for the men to nip into St Andrews to golf, and us to have a wee look round the shops.Would love to go back in the summer.Hilary was very helpful and accommodating .Hilary was very helpful"
A beautiful renovated modern but homely cottage by St Andrews.
A stunning house that sleeps 11 guests in 6 bedrooms
Exterior

A stunning house that sleeps 11 guests in 6 bedrooms

10.0 out of 10, Exceptional, (21)
"Had a wonderful week at the Golf Lodge with my family. The house is perfect for large groups. Family room and kitchen were very comfortable and the views from every room were breathtaking. We had 4 golfers and they found the location convenient for travel to other courses. You must have a car as the house sits about a mile from town(which is small but so charming). My only fault was that other than the master, all bedrooms have twin beds. Would have been nice if there was an option to put beds...
A stunning house that sleeps 11 guests in 6 bedrooms
Beautiful relaxing house in fantastic peaceful location near Dundee with hot tub
Downstairs living room

Beautiful relaxing house in fantastic peaceful location near Dundee with hot tub

10.0 out of 10, Exceptional, (31)
"Everything was great about our stay, host was very helpful!"
Beautiful relaxing house in fantastic peaceful location near Dundee with hot tub
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.
Don't see what you're looking for?
See all available properties in Pitlessie
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Pitlessie

No1. Apartments & Bedrooms St Andrews - St Mary’s
Exterior

No1. Apartments & Bedrooms St Andrews - St Mary’s

4.0 star property
9.6 out of 10, Exceptional, (187)
"Manager was very helpful at check in and property was beautiful "
The price is AED 592
AED 711 total
includes taxes & fees
4 Mar - 5 Mar
No1. Apartments & Bedrooms St Andrews - St Mary’s
THE SPACE TO STAY
Front of property

THE SPACE TO STAY

THE SPACE TO STAY
Romantic Boutique Bolthole In Pittenweem Near St Andrews. Small dogs welcome.
Exterior

Romantic Boutique Bolthole In Pittenweem Near St Andrews. Small dogs welcome.

9.8 out of 10, Exceptional, (79)
"Fantastic property very well kitted out & cozy. Can’t wait to go back!"
Romantic Boutique Bolthole In Pittenweem Near St Andrews. Small dogs welcome.
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.