The 30 Best Holiday Rentals in Fife

Ranked 1 out of 766 in the Fife region, as well as being 1 of 4 for holiday rentals in Lower Largo.

• “Lovely relaxing luxury home from home in a great location to explore Fife”
• “A real gem”
• “FANTASTIC FIFE FIND !”
• See more reviews of The Wee Blue House, East Neuk

Ranked 2 out of 766 in the Fife region, as well as being 1 of 145 for holiday rentals in St Andrews.

• “High standard of accomodation.”
• “Pleasant stay in great accommodation”
• “Lovely stay and we’ll be back!”
• See more reviews of Woodside Apartments

Ranked 3 out of 766 in the Fife region, as well as being 1 of 2 for holiday rentals in Newport-On-Tay.

• “Perfect in every way apart from the weather.”
• “Fabulous”
• “Had a lovely stay at Sandford Cottages”
• See more reviews of Sandford Country Cottages

Ranked 4 out of 766 in the Fife region, as well as being 2 of 68 for holiday rentals in Anstruther.

• “Gorgeous apartment.”
• “Amazing”
• “Excellent, comfy, spacious and clean”
• See more reviews of The Loft - Remarkable 2-Bed Anstruther Apartment

Ranked 5 out of 766 in the Fife region, as well as being 2 of 145 for holiday rentals in St Andrews.

• “Great location, a PW distance from 18th green StvAndrews.”
• “Our stay was a dream”
• “Great stay and would highly recommend”
• See more reviews of Dunperrogh

Ranked 6 out of 766 in the Fife region, as well as being 1 of 51 for holiday rentals in Fife.

• “Lovely hosts, a home from home.”
• “Fantastic accommodation with amazing sea views & great hosts”
• “A wee gem.of a place”
• See more reviews of Luxury Seaside Home with Incredible Views

Ranked 7 out of 766 in the Fife region, as well as being 3 of 68 for holiday rentals in Anstruther.

• “Perfect property”
• “Fantastic apartment near the harbour. Very high standard of furnishings.”
• “Everything was superb.”
• See more reviews of The Howff - Lovely 2-Bed Apartment in Anstruther

Ranked 8 out of 766 in the Fife region, as well as being 3 of 145 for holiday rentals in St Andrews.

• “Great place to stay!”
• “The apartment was perfectly located, well appointed, and...”
• “Amazing location in an amazing property.”
• See more reviews of No1 Apartments St Andrews - South Street

Ranked 9 out of 766 in the Fife region, as well as being 1 of 6 for holiday rentals in Saint Davids.

• “A perfect stay!”
• “This was our second stay at this property, and everything...”
• “Super comfortable, clean and well equipped with everything...”
• See more reviews of Dalgety Bay Luxury Studio Apartment

Ranked 10 out of 766 in the Fife region, as well as being 4 of 68 for holiday rentals in Anstruther.

• “perfect”
• “The parking space for the cottage is superb, Anstruther is...”
• “One of the best accommodation experiences in my years of...”
• See more reviews of Dreel Cottage

Ranked 11 out of 766 in the Fife region, as well as being 2 of 59 for holiday rentals in Dunfermline.

• “Very comfortable. Lovely host. Great experience.”
• “Absolutely brilliant stay.”
• “A brilliant little apartment to stay in”
• See more reviews of “A Wee Pad in Dunfermline”

Ranked 12 out of 766 in the Fife region, as well as being 4 of 145 for holiday rentals in St Andrews.

• “Classic main street apartment”
• “Great property. Looking forward to going back.”
• “Excellent. Would happily return”
• See more reviews of Beautiful Property In A Fantastic Location

Ranked 13 out of 766 in the Fife region, as well as being 5 of 145 for holiday rentals in St Andrews.

• “Very well equipped.”
• “Pure Nature”
• “Loved the peace and quiet.”
• See more reviews of Off Grid Travel at Cambo Estate

Ranked 14 out of 766 in the Fife region, as well as being 5 of 68 for holiday rentals in Anstruther.

• “The accommodation lived up fully to expectations and was ideally located for our short golfing break.”
• “Brilliant time fantastic apartment great location”
• “A hidden gem 💎”
• See more reviews of Jules By The Sea Anstruther

Ranked 15 out of 766 in the Fife region, as well as being 1 of 2 for holiday rentals in Townhill.

• “This was fantastic stay.”
• “100% recommend”
• “Nice, comfortable, well equipped apartment.”
• See more reviews of Churchview

Ranked 16 out of 766 in the Fife region, as well as being 2 of 51 for holiday rentals in Fife.

• “August break”
• “Well kitted out and perfect for a long or short stay”
• “Best accommodation so far in my trip to uk. Really strives to Please the traveler”
• See more reviews of Faodail, 1 Bed Studio apartment at Ravenscraig Castle and Park

Ranked 17 out of 766 in the Fife region, as well as being 3 of 5 for holiday rentals in Culross.

• “Beautifully decorated and comfortable apartment in a central location”
• “Very nice host and apartment”
• “Easy and enjoyable, luxury boutique stay with caring and considerate owners suitable for families.”
• See more reviews of Stunning & unique apt in Culross

Ranked 18 out of 766 in the Fife region, as well as being 1 of 4 for holiday rentals in Aberdour.

• “10/10 experience. Will definitely return”
• “Can’t wait to return!!!”
• “Home from home and very comfortable.”
• See more reviews of Sea Hollies

Ranked 19 out of 766 in the Fife region, as well as being 2 of 23 for holiday rentals in Cupar.

• “Everything was considered and well executed. Incredible place to stay!!!”
• “Everything owner went above and beyond nothing was too much...”
• “Comfort in Cupar”
• See more reviews of Bees Townhouse- Cupar

Ranked 20 out of 766 in the Fife region, as well as being 1 of 36 for holiday rentals in Crail.

• “Wonderful, cozy place- highly recommend!”
• “Immaculate property both inside & out, Bruce the owner was extremely helpful & our stay was indeed brilliant”
• “Beautiful and perfect location”
• See more reviews of Courtyard at Crail

Ranked 21 out of 766 in the Fife region, as well as being 6 of 68 for holiday rentals in Anstruther.

• “Great for a weekend”
• “Excellent cottage, very clean.”
• “Lovely short break and nice that we could take the dog”
• See more reviews of Coastal Cottage - Cellardyke Anstruther

Ranked 22 out of 766 in the Fife region, as well as being 1 of 1 for holiday rentals in Largoward.

• “Great for short & long stays”
• “Perfect quiet getaway you’ll fall in love with.”
• “The best place we could have picked to stay.”
• See more reviews of The Smithy

Ranked 23 out of 766 in the Fife region, as well as being 1 of 29 for holiday rentals in Pittenweem.

• “Relaxing, beautiful, cosy, well equipped cottage, ideal for a relaxing break.”
• “Fantastic stay in this beautiful cottage.”
• “Pittenweem Gem! Book ahead and enjoy!”
• See more reviews of Beautiful Coastal Cottage in Pittenweem

Ranked 24 out of 766 in the Fife region, as well as being 3 of 59 for holiday rentals in Dunfermline.

• “A great stay, I will come again”
• “Clean simple accommodation in residential area”
• “Very clean lovely house in a very quiet area.”
• See more reviews of Pitcorthie House

Ranked 25 out of 766 in the Fife region, as well as being 2 of 6 for holiday rentals in Saint Davids.

• “Best short stay accommodation we’ve ever stayed in.”
• “It was a lovely apartment in a great location and it was...”
• “We loved staying at Boutique Coastal. The area was just gorgeous and the location was convenient to so many things.”
• See more reviews of Boutique Coastal appt nr Edinburgh

Ranked 26 out of 766 in the Fife region, as well as being 7 of 68 for holiday rentals in Anstruther.

• “A perfect location”
• “Good central location, lovely and clean.”
• “comfortable beds, fluffy towels”
• See more reviews of Auld Leigh-Lann Apartments

Ranked 27 out of 766 in the Fife region, as well as being 1 of 1 for holiday rentals in Kincardine.

• “Very good”
• “Had a fantastic time at Allardyce”
• “A very relaxing and very comfortable stay.”
• See more reviews of ALLARDYCE

Ranked 28 out of 766 in the Fife region, as well as being 6 of 145 for holiday rentals in St Andrews.

• “Perfect , comfortable and relaxing”
• “Exceeded expectations”
• “What a gem of a place”
• See more reviews of Auld Tom's Rest

Ranked 29 out of 766 in the Fife region, as well as being 7 of 145 for holiday rentals in St Andrews.

• “Good location for golf in St Andrews area”
• “Excellent find”
• “Very well thought out, quietly luxurious & very happy to support rewilding vision”
• See more reviews of Rustic Cabins, sea views from rewilded farm

Ranked 30 out of 766 in the Fife region, as well as being 2 of 29 for holiday rentals in Pittenweem.

• “Very relaxing stay in a luxurious property.”
• “Had a great stay and the sun shone most days”
• “Husband's 70th birthday.”
• See more reviews of The Merchants House