Vacation rentals in Pitlessie

103 available vacation rental offers

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Best vacation rentals and Airbnb offers in Pitlessie

Glebe Street Apartment - Pitlessie
10 ★ 5 reviews

Glebe Street Apartment

Flat, Pitlessie

Glebe Street Apartment is a flat in Pitlessie, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Glebe Street Apartment

Glebe Street Apartment is a flat in Pitlessie, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from £953.

From£136/night
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Stylish Private Holiday Home - Near by St. Andrews - Pitlessie
10 ★ 5 reviews

Stylish Private Holiday Home - Near by St. Andrews

Flat, Pitlessie

Stylish Private Holiday Home - Near by St. Andrews is a flat in Pitlessie, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Stylish Private Holiday Home - Near by St. Andrews

Stylish Private Holiday Home - Near by St. Andrews is a flat in Pitlessie, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets welcome, and kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from £1,120.

From£160/night
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Cosy Log Cabin, FIFE near St. Andrews/Edinburgh - Pitlessie
10 ★ 4 reviews

Cosy Log Cabin, FIFE near St. Andrews/Edinburgh

Cabin, Pitlessie

Cosy Log Cabin, FIFE near St. Andrews/Edinburgh is a cabin in Pitlessie, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Cosy Log Cabin, FIFE near St. Andrews/Edinburgh

Cosy Log Cabin, FIFE near St. Andrews/Edinburgh is a cabin in Pitlessie, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, parking, free parking, tv, and heating.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from £923.

From£132/night
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2 bedroom accommodation in Cupar, near St. Andrews - Pitlessie
10 ★ 2 reviews

2 bedroom accommodation in Cupar, near St. Andrews

Cottage, Pitlessie

2 bedroom accommodation in Cupar, near St. Andrews is a cottage in Pitlessie, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About 2 bedroom accommodation in Cupar, near St. Andrews

2 bedroom accommodation in Cupar, near St. Andrews is a cottage in Pitlessie, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from £677.

From£97/night
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Family-friendly vacation rentals in Pitlessie

Plan a trip with stays that give families more room to spread out.

A stunning 3 bedroomed house with a commanding view over the harbour of Lower Largo - Pitlessie
10 ★ 12 reviews

A stunning 3 bedroomed house with a commanding view over the harbour of Lower Largo

Cottage, Pitlessie

A stunning 3 bedroomed house with a commanding view over the harbour of Lower Largo is a cottage in Pitlessie, with parking and room for a group. This stay gives travelers a comfortable…

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About A stunning 3 bedroomed house with a commanding view over the harbour of Lower Largo

A stunning 3 bedroomed house with a commanding view over the harbour of Lower Largo is a cottage in Pitlessie, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: parking, free parking, washer, washing machine, and heating.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from £1,599.

From£228/night
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GARDEN COTTAGE, near St Andrews. Glorious, country location. Members prices 2026 - Pitlessie
9.8 ★ 39 reviews

GARDEN COTTAGE, near St Andrews. Glorious, country location. Members prices 2026

Cottage, Pitlessie

GARDEN COTTAGE, near St Andrews. Glorious, country location. Members prices 2026 is a cottage in Pitlessie, with kitchen access. This stay gives travelers a comfortable base for exploring…

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About GARDEN COTTAGE, near St Andrews. Glorious, country location. Members prices 2026

GARDEN COTTAGE, near St Andrews. Glorious, country location. Members prices 2026 is a cottage in Pitlessie, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from £1,410.

From£201/night
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The Wellesley Apartment - Pitlessie
8 ★ 5 reviews

The Wellesley Apartment

Flat, Pitlessie

The Wellesley Apartment is a flat in Pitlessie, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About The Wellesley Apartment

The Wellesley Apartment is a flat in Pitlessie, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets welcome, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from £1,142.

From£163/night
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Beach & City Access Flat 2 Floors, Full Kitchen near train 7mins - Pitlessie
7.2 ★ 12 reviews

Beach & City Access Flat 2 Floors, Full Kitchen near train 7mins

Flat, Pitlessie

Beach & City Access Flat 2 Floors, Full Kitchen near train 7mins is a flat in Pitlessie, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a…

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About Beach & City Access Flat 2 Floors, Full Kitchen near train 7mins

Beach & City Access Flat 2 Floors, Full Kitchen near train 7mins is a flat in Pitlessie, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets welcome, kitchen, with kitchen, and kids friendly.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from £1,114.

From£159/night
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Pet-friendly vacation rentals in Pitlessie

Bring your pet along with stays that welcome four-legged travelers.

The Maltings at Pitlessie House: a stunning barn conversion 12m from St Andrews - Pitlessie
10 ★ 4 reviews

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

Holiday Home, Pitlessie

The Maltings at Pitlessie House: a stunning barn conversion 12m from St Andrews is a holiday home in Pitlessie, with pet-friendly space and kitchen access. This stay gives travelers a…

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

The Maltings at Pitlessie House: a stunning barn conversion 12m from St Andrews is a holiday home in Pitlessie, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets welcome, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from £3,856.

From£551/night
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Meldrums Apartments - Pitlessie

Meldrums Apartments

Flat, Pitlessie

Meldrums Apartments is a flat in Pitlessie, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Meldrums Apartments

Meldrums Apartments is a flat in Pitlessie, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets welcome, and parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from £982.

From£140/night
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Beach & City Access - 2 Floors, Full Kitchen, Free Parking - Pitlessie

Beach & City Access - 2 Floors, Full Kitchen, Free Parking

Flat, Pitlessie

Beach & City Access - 2 Floors, Full Kitchen, Free Parking is a flat in Pitlessie, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

Read more

About Beach & City Access - 2 Floors, Full Kitchen, Free Parking

Beach & City Access - 2 Floors, Full Kitchen, Free Parking is a flat in Pitlessie, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets welcome, parking, and paid parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from £759.

From£108/night
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2-Bed Upper Flat Near Leven Station & Beach - Pitlessie

2-Bed Upper Flat Near Leven Station & Beach

Flat, Pitlessie

2-Bed Upper Flat Near Leven Station & Beach is a flat in Pitlessie, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the…

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About 2-Bed Upper Flat Near Leven Station & Beach

2-Bed Upper Flat Near Leven Station & Beach is a flat in Pitlessie, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets welcome, parking, and paid parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from £922.

From£132/night
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Vacation rentals with parking in Pitlessie

Find vacation rentals that make arriving by car easier.

Wellpark Corner - Pitlessie

Wellpark Corner

Holiday Home, Pitlessie

Wellpark Corner is a holiday home in Pitlessie, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Wellpark Corner

Wellpark Corner is a holiday home in Pitlessie, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free breakfast, free wifi, parking, and paid parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from £756.

From£108/night
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Lomond View Apartment - Pitlessie

Lomond View Apartment

Flat, Pitlessie

Lomond View Apartment is a flat in Pitlessie, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Lomond View Apartment

Lomond View Apartment is a flat in Pitlessie, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and garden.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from £984.

From£141/night
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Lomond View Apartment - 2 bedrooms, wifi, parking - Pitlessie

Lomond View Apartment - 2 bedrooms, wifi, parking

Flat, Pitlessie

Lomond View Apartment - 2 bedrooms, wifi, parking is a flat in Pitlessie, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Lomond View Apartment - 2 bedrooms, wifi, parking

Lomond View Apartment - 2 bedrooms, wifi, parking is a flat in Pitlessie, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from £986.

From£141/night
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Poppy's Place Cupar - Pitlessie

Poppy's Place Cupar

Flat, Pitlessie

Poppy's Place Cupar is a flat in Pitlessie, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Poppy's Place Cupar

Poppy's Place Cupar is a flat in Pitlessie, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and non smoking::room.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from £933.

From£133/night
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Vacation rentals with a kitchen in Pitlessie

Compare stays with kitchen access for longer trips and easier meals.

Stables Loft | Elie - Pitlessie
10 ★ 4 reviews

Stables Loft | Elie

Chalet, Pitlessie

Stables Loft · Elie is a chalet in Pitlessie, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Stables Loft | Elie

Stables Loft · Elie is a chalet in Pitlessie, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets welcome, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from £1,060.

From£151/night
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Meldrums Apartments - Pitlessie

Meldrums Apartments

Flat, Pitlessie

Meldrums Apartments is a flat in Pitlessie, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Meldrums Apartments

Meldrums Apartments is a flat in Pitlessie, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets welcome, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from £982.

From£140/night
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The Hayshed - Pitlessie

The Hayshed

Cottage, Pitlessie

The Hayshed is a cottage in Pitlessie, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About The Hayshed

The Hayshed is a cottage in Pitlessie, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, spa bath, free wifi, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from £989.

From£141/night
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The Hayshed, Cupar, Fife - Pitlessie

The Hayshed, Cupar, Fife

Holiday Home, Pitlessie

The Hayshed, Cupar, Fife is a holiday home in Pitlessie, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About The Hayshed, Cupar, Fife

The Hayshed, Cupar, Fife is a holiday home in Pitlessie, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and family friendly.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from £999.

From£143/night
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Top-rated vacation rentals in Pitlessie

Explore guest-loved stays with strong review signals.

4 star accommodation offering a rural retreat 2 miles from Perth. Pets Welcome - Pitlessie
10 ★ 49 reviews

4 star accommodation offering a rural retreat 2 miles from Perth. Pets Welcome

Cottage, Pitlessie

4 star accommodation offering a rural retreat 2 miles from Perth. Pets Welcome is a cottage in Pitlessie, with pet-friendly space, kitchen access, and a quieter setting. This stay gives…

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About 4 star accommodation offering a rural retreat 2 miles from Perth. Pets Welcome

4 star accommodation offering a rural retreat 2 miles from Perth. Pets Welcome is a cottage in Pitlessie, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, and laundry service.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from £1,325.

From£189/night
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Fabulous 3 bedroomed apartment in the heart of Elie - Pitlessie
10 ★ 21 reviews

Fabulous 3 bedroomed apartment in the heart of Elie

Cottage, Pitlessie

Fabulous 3 bedroomed apartment in the heart of Elie is a cottage in Pitlessie, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About Fabulous 3 bedroomed apartment in the heart of Elie

Fabulous 3 bedroomed apartment in the heart of Elie is a cottage in Pitlessie, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets welcome, kitchen, with kitchen, and kids friendly.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from £1,845.

From£264/night
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Loch Leven Lodge 16 Robin's Nest by Interhome - Pitlessie
10 ★ 4 reviews

Loch Leven Lodge 16 Robin's Nest by Interhome

Holiday Home, Pitlessie

Loch Leven Lodge 16 Robin's Nest by Interhome is a holiday home in Pitlessie, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Loch Leven Lodge 16 Robin's Nest by Interhome

Loch Leven Lodge 16 Robin's Nest by Interhome is a holiday home in Pitlessie, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and washer.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from £1,130.

From£161/night
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Sahara Park (No 5) | Elie - Pitlessie
10 ★ 1 reviews

Sahara Park (No 5) | Elie

Flat, Pitlessie

Sahara Park (No 5) · Elie is a flat in Pitlessie, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Sahara Park (No 5) | Elie

Sahara Park (No 5) · Elie is a flat in Pitlessie, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets welcome, and kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from £1,222.

From£175/night
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