
Vacation rentals with a pool in Fife
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Fife
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Iconic Beach-Front Fisherman’s Cottage
Enviably located in an iconic row of fisherman’s cottages a few feet from the beach at West Shore, Pittenweem, our 3 bedroom cottage is accessed from the historic harbour by a pedestrian pathway. Stunning sea views over the Firth of Forth to the Bass Rock & North Berwick, make it the perfect beachfront retreat. All facilities of this lively picturesque fishing village are within easy walking distance including coffee shops, pubs, restaurants and Independant galleries. 20 minutes to St Andrews.
FamilyLocationSleep quality
5.0 out of 5 average rating, 47 reviews
Planners House is a detached house on the harbour
Planners House is a historic detached house built in 1750, situated right on the harbour front at St Monans with wonderful sea views. Colourful and quirky, the house sleeps six in 3 double bedrooms with 3 bathrooms, one with a copper bath. Luxuriously appointed, the house has every comfort and direct access to the Fife Coastal path and minutes from St Monans tidal pool. Excellent restaurants and cafes on the doorstep. Dog friendly with no charge for dogs. Luxury hamper and personal management.
LocationFamilyBathroom
5.0 out of 5 average rating, 13 reviews
Sir Stuarts House
Our place is approximately half way between Perth and Dundee, 1 hour from Edinburgh and 1hr 15 mins from Glasgow. A large house that sits on the side of the lake, the house is ideal for families, larger groups, or smaller groups who need separate bedrooms, and well behaved pets. There are 6 bedrooms - 1 double room, 4 twin rooms and 1 room to be used as a small sitting room or a bedroom with one day bed and an occasional camp bed. Pets are welcome - please do not leave them alone for long.
FamilyLocationPool
4.77 out of 5 average rating, 75 reviews
“Sea Whispers”: Relaxation in a beautiful setting
Relax and admire the beauty of nature through the expansive patio doors whilst enjoying cooking in the open plan kitchen or a conversation at the breakfast bar. The modern sleek kitchen with a mirrored kitchen backsplash is a perfect backdrop to the lounge which includes an L shaped sofa bed, storage footstool and a double sofa bed. The wall mounted fire, dining chairs and bar stools work perfectly with the comfortable seating. The lovely lighting throughout can be adjusted to suit your taste
ValueLocationParks
4.9 out of 5 average rating, 20 reviews
Redwood Cottage, Fingask Castle, Rait, Perthshire
Our place, at Fingask Castle, is between Perth and Dundee. Approx 1 hour from Edinburgh and 1 hour 15 mins from Glasgow. You’ll love the place...Fingask has a magic, situated on a hillside and hidden away in the heart of the Perthshire countryside. A few minutes from the A90 and easily accessible to local towns and cities, it feels like it is miles away. Good for couples, solo adventurers, families - of all ages, larger groups, and pets are welcome too (though not to be left on their own) .
FamilyValueKitchen
4.68 out of 5 average rating, 93 reviews
Beech Tree Cottage, Fingask Castle, Rait
Fingask Castle, and Beech Tree Cottage is half way between Perth and Dundee, approximately 1 hour drive from Edinburgh.. Set on a hillside, it is hidden in the Perthshire countryside, in a wooded glen. It feels like it is away from the world, even though it's only 5/10 mins from the A90. Beech Tree is one of our larger cottages, great for families or friends to share but also comfortable for smaller groups and couples and for your pets too (though pets not to be left alone in the cottage).
ValueFamilyAmenities
4.87 out of 5 average rating, 95 reviews
Luxury 3 bed Home close to Gleneagles. Complimenta
Enjoy a relaxing stay in this modern 3‑bed, 3‑bath lodge, perfect for families and golfers alike. With spacious living areas, ensuite bedrooms, high-speed Starlink WiFi and a peaceful setting, it’s the ideal base for exploring nearby attractions and world‑class golf courses. Comfortable, convenient, and designed for easy getaway living. On-site Restaurant/Bar, Games Area, Pool, Steam Room, Sauna & Hot Tub. PLEASE NOTE: A security deposit of £150 will be required 14 days before check in.
LocationFamilyCleanliness
4.8 out of 5 average rating, 20 reviews
Gean Tree Cottage, Fingask Castle, Rait, Perth
Our place is close to Half way between Perth and Dundee, only an hour from Edinburgh and 1 hour 15mins from Glasgow. You’ll love our place because of the location sitting at the top of the site, lovely views, lots of outdoor space, places to explore and wildlife to see. Good for couples, solo adventurers, smaller families - it sleeps 4 people max, or bigger groups if using other cottages too, and well behaved pets are welcome (though not to be left alone in the cottage unless in a crate).
ValueFamilyAccess
4.88 out of 5 average rating, 73 reviews
Lodge 17 St Andrews
Lodge 17 St Andrews is the perfect luxury retreat to enjoy St Andrews and all that the stunning East coast has to offer. The Lodge is set on a peaceful and immaculate holiday park with shared spa facilities. The Lodge is within easy driving to so many attractions and places of interest. With hill walking and cycling amenities nearby. The town of St Andrews offers many amazing gastric delights from seafood, Italian, street food the list is endless! Not to mention of course….. Golf!
LocationFamilyCheck-in
4.88 out of 5 average rating, 8 reviews
Sycamore Cottage, Fingask Castle, Rait, Perthshire
Our place is half way between Perth and Dundee. About an 1 hr from Edinburgh and 1 hr 15m from Glasgow. Hidden in the Perthshire countryside, on a hillside with gardens and wooded areas to explore, Fingask has a magic about it and feels like it is far away from the world (it's only 5 mins off the A90). This cottage is good for couples, solo adventurers and for families with kids. Pets are welcome too, though please do not leave them alone for extended periods unless in their crate. T
ValueLocationParking
4.79 out of 5 average rating, 71 reviews
The Potting Shed No 2
Luxury Twin Bed Accommodation 1 x twin bedded rooms with wet room - shower, WC The Potting Sheds are a group of nine twin bedded rooms. Backed against the walled garden. Each pod has its own en-suite luxury shower and toilet. Complimentary, tea and coffee are available in each room. The Potting Sheds are suitable for adults only, and sadly, no pets or children under 12 allowed. They are a few minutes walk through the woods along a lamp lit path to the Pavilion.
LocationCleanlinessSleep quality
New place to stay
Rowan Cottage, Fingask Castle, Rait Perthshire
Our place is half way between Perth and Dundee. About an 1 hr from Edinburgh and 1 hr 15m from Glasgow. Hidden in the Perthshire countryside, on a hillside with gardens and wooded areas to explore, Fingask has a magic about it and feels like it is far away from the world (it's only 5 mins off the A90). This place is good for couples, solo adventurers, families with kids. Pets are welcome too (though please do not leave them on their own for extended time).
FamilyLocationHospitality
4.75 out of 5 average rating, 65 reviewsPopular amenities for Fife rentals with a pool
House rentals with a pool

Planners House is a detached house on the harbour
LocationFamilyBathroom
5.0 out of 5 average rating, 13 reviews
Sir Stuarts House
LocationFamilyPool
4.77 out of 5 average rating, 75 reviews
Beech Tree Cottage, Fingask Castle, Rait
ValueFamilyOutdoor spaces
4.87 out of 5 average rating, 95 reviews
Gean Tree Cottage, Fingask Castle, Rait, Perth
ValueFamilyBathroom
4.88 out of 5 average rating, 73 reviews
Sycamore Cottage, Fingask Castle, Rait, Perthshire
LocationFamilyCheck-in
4.79 out of 5 average rating, 71 reviews
Rowan Cottage, Fingask Castle, Rait Perthshire
LocationFamilyCondition
4.75 out of 5 average rating, 65 reviews
Redwood Cottage, Fingask Castle, Rait, Perthshire
LocationFamilyParking
4.68 out of 5 average rating, 93 reviews
Luxury 3 bed Home close to Gleneagles. Complimenta
LocationFamilyCleanliness
4.8 out of 5 average rating, 20 reviewsOther vacation rentals with a pool

Rumpy’s
LocationFamilyHot tub
5.0 out of 5 average rating, 27 reviews
Garden Studio Apartment at Pitmilly, nr St Andrews
LocationCheck-inCleanliness
4.67 out of 5 average rating, 9 reviews
The Byre Cottage, Pitmilly near St. Andrews
LocationFamilyHospitality
4.4 out of 5 average rating, 5 reviews
The Stables, Pitmilly near St Andrews

Spacious 4 bedroom house with sea views, Pitmilly
FamilyValueComfort

Farriers Cottage, Pitmilly near St. Andrews
FamilyViewHospitality
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- Rentals with pools Scotland
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