Vacation rentals in Anstruther

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Quick stats about vacation rentals in Anstruther

  • Total vacation rentals

    Explore 70 vacation rentals in Anstruther

  • Nightly prices starting at

    Anstruther vacation rentals start at G$12,551 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,650 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Anstruther vacation rentals include wi-fi 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!

Top-rated vacation rentals in Anstruther

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

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Guest favorite
A warm living area features a traditional stone fireplace, with a fire burning inside. A cozy brown leather sofa and a red chair provide seating, complemented by a circular table. A staircase with wooden treads leads to an upper level, while a basket with logs is displayed nearby.
Home in Pittenweem
4.94 out of 5 average rating, 34 reviews

Maybell Cottage, Your Luxury Seaside Pad

Maybell Cottage is set off Pittenweem’s High Street in a beautiful walled garden bursting with seasonal flowers & fruit trees. An outdoor patio creates a peaceful & perfect spot for morning coffees, daily muses & evening drinks. The cosy open plan design includes a fully equipped Bulthaup kitchen, Miele appliances & an incredible cooking fireplace. An absolute dream for foodies! Classic modern furniture by architects Elio Saarinen, Hans Wegner & Arne Jacobsen are yours to be enjoyed & adored!

Top guest favorite
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 in Cellardyke
4.94 out of 5 average rating, 118 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 favorite
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 in Pittenweem
4.98 out of 5 average rating, 237 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 favorite
Apartment in Cellardyke
4.98 out of 5 average rating, 259 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 favorite
A scenic view from the balcony showcases a vibrant sunset over the sea, with hues of orange and purple reflecting off the water. The foreground features a decorative railing, while the coastal buildings harmoniously frame the picturesque landscape.
Home in Fife
4.99 out of 5 average rating, 88 reviews

The Hideaway. A hidden gem! STL - FI00943f EPC - D

The Hideaway is a stylish home, nestled on a quite street in the heart of the thriving village of Anstruther. The harbour, with an abundance of shops, cafes, restaurants, bars, and of course award winning fish and chips, are a stone throw away, yet the house boasts peace and tranquility, privacy, free on street parking, a wonderful courtyard, quaint balcony and fabulous sea views. It is the perfect place for a romantic getaway, golfers, walkers, or friends or family holidays alike.

Top guest favorite
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 in Fife
4.96 out of 5 average rating, 491 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.

Top guest favorite
Home in Kilrenny
5 out of 5 average rating, 40 reviews

Westbourne

Kick back and relax in this calm, stylish space. Our space is a peaceful and cosy retreat for two people to enjoy. Westbourne comprises of a spacious living area with well provided kitchenette, and a wood burning stove keeping you warm on a cold winters day. Next door is a large but warm bedroom, with king size bed, and an en suite bathroom. Westbourne is situated in the small, peaceful village of Kilrenny, and a short walk from Anstruther harbour and the Fife coastal path.

Guest favorite
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 in Crail
4.87 out of 5 average rating, 344 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 favorite
Home in Fife
5 out of 5 average rating, 65 reviews

Amazing sea views on the front line in Anstruther

Make some amazing memories at this unique and family-friendly place. With beautiful sea views, located on the front line in Anstruther, you'll wake up every day to the stunning scenery! With two double bedrooms you'll enjoy comfort and easy access to all that Anstruther and the beautiful East Neuk of Fife has to offer. The house is just a few minutes from the famous fish and chip restaurant, and offers easy access to St. Andrews and the rest of Fife.

Top guest favorite
The kitchen area features sleek grey cabinets and a stainless steel oven alongside a cozy living space with a comfortable grey sofa. A light-patterned rug covers the floor, while natural light filters through partially closed blinds. Decorative items are placed on the nearby bookshelf.
Cottage in Saint Monans
5 out of 5 average rating, 329 reviews

The Wee Coorie Cottage _ come coorie-in!

Coorie Cottage is a charming wee fisherman's cottage situated at the end of the harbour, enjoying views of the sea as soon as you step out the door. Sitting right on the coastal path in the picturesque coastal village of St Monans. Perfect spot to explore this quaint little village and the surrounding villages of the East Neuk of Fife. Close to St Andrews, and also easy to travel to Dundee and Edinburgh.

Top guest favorite
An expansive view of the calm sea meets a solid pier extending into the water, framed by rocky outcrops. The horizon stretches beneath a clear blue sky, with distant hills faintly visible, creating a serene coastal scene.
Apartment in Pittenweem
4.98 out of 5 average rating, 269 reviews

Kittiwake, Pittenweem, Sea views, private parking.

This comfortable, well equipped, modern apartment boasts spectacular sea views from a small balcony and is located yards from the picturesque harbour of Pittenweem. An ideal base for exploring the beautiful East Neuk coastline with its unspoilt beaches, traditional fishing villages and the historic town of St Andrews only 15 minutes away, it is perfect for couples, small groups and families.

Top guest favorite
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.
Apartment in Anstruther
4.99 out of 5 average rating, 225 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)

Popular amenities for Anstruther vacation rentals

When is the best time to visit Anstruther?

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Avg. priceG$33,888 GYDG$32,424 GYDG$33,261 GYDG$33,261 GYDG$31,796 GYDG$35,352 GYDG$38,490 GYDG$36,608 GYDG$37,863 GYDG$33,888 GYDG$32,842 GYDG$35,980 GYD
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Frequently Asked Questions

  • What are the best places to stay in Anstruther?

    Many choose accommodations near the harbor or in the old town area, which have easy access to historic sights, eateries, and the beachfront. Look for places that feature traditional stonework or sea views.

  • What are the best things to do in Anstruther with kids?

    Families often visit the Scottish Fisheries Museum, explore rock pools along the beach, and enjoy occasional boat tours to nearby islands. Scooping ice cream by the waterfront is a favorite local treat.

  • What are some of the best things to do in Anstruther?

    Explore the Scottish Fisheries Museum, stroll the harbor front, and experience boat trips to the Isle of May when they are available. Sampling fish and chips at a waterside café is often recommended.

  • How is the weather in Anstruther?

    Anstruther has cool, often breezy weather all year, with temperatures ranging from 33–67°F (1–19°C). Rain is fairly common, so waterproof clothing and sturdy footwear are helpful no matter the season.

  • When is the best time to visit Anstruther?

    Late spring through early autumn is often recommended for visiting Anstruther, with milder weather and local events taking place. This time sees longer daylight hours, making it easier to enjoy the waterfront and outdoor activities.

  • What are the best places to visit in Anstruther?

    Explore the Scottish Fisheries Museum, visit the historic harbor, and enjoy the landmark Anstruther Lifeboat Station. The town center has traditional shops and galleries for browsing local crafts.

  • What are some hiking trails in Anstruther?

    Anstruther is located along the Fife Coastal Path, which is known for scenic seaside walks and the chance to spot local wildlife. The surrounding countryside also has smaller tracks suitable for casual strolls.

  • What are some family activities we can do in Anstruther?

    Explore interactive exhibits at the Scottish Fisheries Museum, walk the harbor, or search for seashells along the beach. Local playgrounds and occasional boat excursions are also popular with families.

  • What are some of the best day trip ideas from Anstruther?

    Popular day trips include visiting nearby fishing villages along the Fife coast, exploring local castles, or heading to the Isle of May for birdwatching and learning about lighthouse history. The region also has several golf courses and quiet beaches.

  • Are there any pet friendly accommodations available in Anstruther?

    Many vacation rentals in Anstruther have pet-friendly policies, particularly those near the harbor or coastal walks. You may want to confirm amenities like enclosed gardens or easy outdoor access when booking.

  • What are some local tips for visiting Anstruther?

    Locals often suggest spending time along the historic harbor to explore Anstruther's maritime atmosphere. Coastal weather can change quickly, so dressing in layers is frequently advised throughout most seasons.

  • What is Anstruther known for?

    Anstruther is known for its traditional fishing village atmosphere, fresh seafood, and the Scottish Fisheries Museum. Many enjoy the picturesque harbor and sampling locally made ice cream along the waterfront.

  • What are the best hidden gems to explore in Anstruther?

    Venture into the local bookshop or seek out artist-run galleries tucked away in side streets. Smaller harbors around the town and quirky maritime displays sometimes surprise visitors.

  • What are the best foods to try in Anstruther?

    Anstruther is frequently associated with fresh fish and chips, locally caught seafood, and creamy artisanal ice cream. Many enjoy pastries and baked goods from bakeries in the town center.

  • What should I bring for a trip to Anstruther?

    Pack a waterproof jacket, layers for cooler days, and comfortable shoes for exploring the cobbled streets and seafront. Bringing a reusable water bottle and a camera is also frequently suggested.

  • What is the nightlife in Anstruther like?

    Anstruther’s nightlife is relaxed, with cozy pubs, waterfront bars, and venues that sometimes feature local musicians. Evenings in town often center around traditional Scottish hospitality and casual gatherings.

  • What are the most popular events or festivals in Anstruther?

    The Anstruther Harbour Festival is often recommended in summer, celebrating the town's maritime heritage through music, food, and local traditions. Community gatherings and seasonal festivities around the harbor also frequently draw visitors.

  • Are there family friendly vacation rentals in Anstruther?

    Many stays in Anstruther have family-friendly amenities and often feature easy access to the harbor, parks, and beachside attractions. You’ll find options suitable for a range of group sizes.