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Holiday rentals in Anstruther

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Top-rated holiday rentals in Anstruther

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A charming ground floor cottage, featuring whitewashed walls and a traditional roof. The entrance is framed by dark shutters. The surrounding area includes vehicles parked along the street, with the distant view of the harbour and sea visible on the right side.
Flat
4.88 out of 5 average rating, 125 reviews

Curlew Cottage, only steps away from the harbour

Located a few steps from Cellardyke's harbour and sandy beach, Curlew Cottage is the perfect place to holiday. This ground floor apartment is one of the historic properties on Cellardyke harbour, and has been sympathetically refurbished and decorated in keeping with its age. It offers stylish and comfortable accommodation including a fireplace with wood burning stove, three bedrooms (one king-size and two doubles), family bathroom with huge walk-in shower, dining kitchen and spacious lounge.

Top guest favourite
Natural light floods the room through open doors, revealing a table with chairs beside a bright view of the sea. The tranquil water is visible beyond a rocky shoreline, inviting fresh coastal breezes into the space.
Flat
4.94 out of 5 average rating, 283 reviews

Pittenweem - Seafront Flat on the Mid Shore

The sea is right opposite your holiday flat in the traditional fishing village of Pittenweem. Watch the boats return to harbour in the evening and spot the sea life from your windows. Or go for a stroll along the shore. Thistle Flat offers self-catering accommodation for up to 3 adults or a family with 2 children. *Ground floor entrance to a large front room, with kitchen, dining table, TV, comfy chairs and sofabed. *Separate en suite double bedroom. *Free parking outside the door.

Top guest favourite
A view from the property showcases the expansive sea against a backdrop of dramatic clouds. A lush garden is visible in the foreground, complemented by stone walls and various coastal plants, creating a serene outdoor space with direct sea access.
Cottage
4.93 out of 5 average rating, 106 reviews

Morning Star, 3 Bedrooms & Epic Sea Views

Morning Star House is a spectacular listed property in the historic town of Anstruther with uninterrupted sea views and has direct access to the beach. The property comfortably sleeps 6 people, with 3 bedrooms and 1.5 bathrooms. The large kitchen/living room has dual aspect views and high quality furnishings throughout. The house is in an old fishing village therefore parking directly in front of the house is limited. The property is suitable for Families and Golfers. Pets are allowed.

Top guest favourite
A charming stone cottage is nestled against a backdrop of clear skies, featuring a red-tiled roof and white double doors. The entryway is highlighted by a small staircase, and decorative plants can be seen beside the door. The coastal view adds to the appealing exterior.
Cottage
4.98 out of 5 average rating, 221 reviews

Mangle Cottage, quirky cottage in Pittenween, Fife

5* quirky 17th century cottage in the heart of Pittenweem. Ama St Andrews, the home of golf is just 17 minutes away by car . Pittenweem boasts the last working fishing harbour in the East Neuk with it's famous 117 mile long coastal path passing right through the village . Dog friendly restaurants , cafes, pubs and art galleries all on our doorstep. Lovely long beaches in St Andrews and Elie only short drive away. The Fife 117 mile long coastal path goes past the bottom of our Wynd .

Top guest favourite
Flat
4.98 out of 5 average rating, 236 reviews

The Neuk – Stylish Cellardyke Coastal & Golf 2-Bed

Bright, stylish 2-bed upper-floor apartment, The Neuk, in Cellardyke is a peaceful coastal retreat perfectly located for exploring the East Neuk of Fife and visiting St Andrews, Kingsbarns & Crail golf courses. Ideal for couples, families, friends, and golf enthusiasts. Enjoy award-winning beaches, historic harbours, scenic coastal walks, charming fishing villages, amazing golf courses, excellent local dining, free dedicated parking, fast Wi-Fi, and self check-in for a hassle-free stay.

Top guest favourite
The exterior of the family home is shown, featuring a welcoming entrance with a white door. Flower baskets hang from the walls, adding colorful accents. A stone pathway leads to the entrance, flanked by well-maintained plants and decorative pots.
Guest suite
4.96 out of 5 average rating, 439 reviews

School House Annexe Anstruther, King-sized bedroom

School House is an extended family home which offers a central location close to all amenities and is only 5 mins away from the picturesque harbour and beach and in close proximity to public transport. The property has a south facing garden with fish pond and a decked area which guests are more than welcome to use in the warmer months. Fife Coastal Path is easily accessible from the property. If you require additional accommodation please enquire for further details and prices.

Superhost
An open-plan living area features a traditional stone fireplace as a focal point, with decorative items displayed atop. A cozy armchair and a dining table for four are visible, along with a tasteful area rug that adds warmth to the space. Soft lighting and a smart TV enhance the inviting atmosphere.
Apartment
4.82 out of 5 average rating, 301 reviews

Coastal retreat in Cellardyke near St. Andrews

This beautiful double fronted ground floor apartment, with private main door access is nestled in a quaint street close to the beautifully historic Cellardyke harbour. Situated just an easy stroll through the characteristic streets to the centre of Anstruther where you can find the bustling harbour full of local fishing boats and some lovely pubs and cafes. The apartment also has easy access to the stunning Fife Coastal path heading west towards Elie and east towards Crail.

Guest favourite
A small kitchen area features modern appliances, including an oven and a sleek countertop, set against exposed stone walls. A wooden staircase leads to the upper level, with natural light streaming in from nearby windows. The space combines functionality with stylish design.
Tiny home
4.94 out of 5 average rating, 277 reviews

The Old Stable - Your Seaside Hideaway

Think New York style apartment in the heart of Pittenweem! Designed by an award winning architect, The Old Stable is a super stylish studio; a seaside hideaway, ideal for couples or solo travellers. Enjoy a king size bed amidst beautiful cotton sheets, a comfy sofa beside a wood burning stove, a small but perfectly formed kitchen with everything you need, a gorgeous bespoke dining table and all wrapped in between beautiful, exposed stone walls. A very unique place to stay.

Top guest favourite
A rustic wood-burning stove is positioned within a natural wood fireplace, featuring a mantel adorned with sculptural elements. A clock hangs above, and firewood tools are located nearby, while a cozy rug adds warmth to the space.
Flat
4.97 out of 5 average rating, 333 reviews

Doodles Den

Ground floor cosy self catering flat in the beautiful fishing village of St Monans. There is a wood burning stove, a well equipped kitchen with washing machine ,fridge freezer, gas hob and electric oven. The bathroom has a deep bath with an over bath shower and to keep your feet cosy under floor heating and a heated towel rail. There is a double bedroom and a sofa bed which sleeps two people in the living room. Bring your four legged friend as we are doggy friendly.

Superhost
An evening view of the exterior of a modern cabin, featuring a peaked roof and large glass doors. Soft festoon lights outline the entrance, enhancing the serene landscape. The surrounding area is open, revealing expansive skies and distant fields under a twilight ambiance.
Tiny home
4.87 out of 5 average rating, 325 reviews

Cow Pad Gertie-Crail

The Cow Pads Crail offer you modern style in a beautiful country setting. We are really proud of our converted shipping containers which offer our guests accommodation for two people in a double bed, with ensuite shower room and a small kitchenette. The Cow Pads are fully insulated, 90% powered by green energy from the farm, have incredible countryside views and a delightful decking area. Cow Pad Gertie has an outdoor heated bath, festoon lights and patio area.

Top guest favourite
The image captures a panoramic view of a sandy beach with a backdrop of colorful buildings lining the shore. The sky is filled with dynamic clouds, creating a contrast against the vibrant hues of the structures. The beach appears wide and inviting, leading toward the water.
Flat
4.99 out of 5 average rating, 215 reviews

Harbour's Edge, Fantastic Sea Views.

Our beautifully renovated, Grade B listed, stunning 2 bedroom , second floor flat overlooks Anstruther harbour. Situated in the 'East Neuk' of Fife it is ideally positioned for exploring the local fishing villages. 15 minutes drive takes you to St Andrews Home of Golf. Although we do accept 3 night bookings, our preference is for minimum 5 night stays during peak times (e.g school holidays)

Superhost
A charming stone exterior showcases the entrance to the garden flat, framed by pots of sunflowers. Windows reflect the natural light, while the distinct texture of the stone adds character to the otherwise modern renovations.
Tiny home
4.88 out of 5 average rating, 264 reviews

Happy's House

A fisherman's net house converted into a modern garden flat with comfortable sofabed and bedroom. Sofabed is large double bed allowing 4 people in total to sleep in comfort at the flat. Fitted kitchen with a breakfast bar and washing machine. Toilet with shower cubicle. Private garden with electric BBQ. We now have to display our Energy rating: C

Popular amenities for Anstruther holiday rentals

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Frequently Asked Questions

  • How much does it cost to stay in apartment rentals in Anstruther?

    Experience the best of Anstruther with our apartment rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Anstruther?

    Yes! Work meets play with ease at over 10 vacation rentals in Anstruther featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly house rentals in Anstruther?

    Four-legged friends are welcome in Anstruther. Choose from more than 10 house rentals for guests traveling with pets.

  • Do house rentals in Anstruther have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Anstruther. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Anstruther have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Anstruther. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Anstruther have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Anstruther. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly apartment rentals in Anstruther?

    Anstruther has more than 20 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Apartment Rentals in Anstruther?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with a kitchen, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

All about Anstruther

The cobbled promenade and colourful houses lining Anstruther’s waterfront sum up the old-fashioned charm that this part of Fife — known as East Neuk — is famed for. On the northernmost part of the Firth of Forth, the “neuk” itself comprises a string of attractive fishing villages, whose distinctive houses are inspired by a long trading history with Holland. Anstruther, the largest, has seen the working vessels in its harbour largely replaced with pleasure boats; its winding alleyways are now home to inns and restaurants, not to mention an impressive number of chippies serving lip-smacking fish and chips.

A small burn, the Dreel, runs to the west of the town, bordered by a meadow; beyond lies Billow Ness Beach, and a golf club that lays claim to one of the toughest par threes in the United Kingdom. There’s snorkelling, kayaking, and bouldering for those who want to get active, and hours of absorption at the Scottish Fisheries Museum, housed in some of the harbour’s most historic buildings.

What are the top things to do in Anstruther?

Billow Ness Beach

Next to the golf course lies this sheltered sandy bay, whose beach looks out over the famous Firth of Forth. It’s a quiet spot with a number of rockpools, and surrounds grassland that is a rich habitat for insects and birds. The Fife Coastal Path runs along the beach, eventually leading to the equally pretty East Neuk villages of Pittenweem and St Monans.

Cellardyke

If you like Anstruther’s gentle charms, you’ll love its neighbour. Just half a mile to the east — the two villages pretty much run together — the houses of this quieter fishing port have been designated a Conservation Area, so visiting can really feel like stepping back in time. Cellardyke has its own harbour, surrounded by beautiful coastal scenery.

Isle of May

This tiny island, five miles off the coast, is a national nature reserve. From April through September you can visit it by boat for a good look at its many inhabitants. In summer, its sheer vertical cliffs are covered in nesting seabirds, while in autumn the area is a breeding ground for Atlantic grey seals. Don’t leave without getting a peek at the isle’s 900-year-old monastery ruins.

Quick stats about holiday rentals in Anstruther

  • Total holiday rentals

    Explore 70 holiday rentals in Anstruther

  • Nightly prices starting at

    Anstruther holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 3,640 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    70 of Anstruther holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Anstruther rentals

  • 4.8 Average rating

    Anstruther stays are highly rated by guests – averaging 4.8 out of 5!

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