Cottages in Fife and self catering accommodation – Holiday Lettings - Holiday Rentals Fife

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Fife

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521 Holiday homes

Travellers going to Fife are booking May dates now. Secure your holiday home today and have the perfect trip.

(7) Very Good 

21

Holiday apartment in Dysart

Kirkcaldy / Dysart

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Car not necessary
“Looking Forward to Returning” We spent an enjoyable two weeks here, the flat was clean and very well equipped and had the most delightful view from the lounge window. Having travelled from New Zealand to visit our new grandchild the flat was large en  …see more

from £57 / night

£295 - £440 / week

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from £57 / night

(32) Excellent 

41

Holiday cottage with golf nearby in Pittenweem

Fife / Pittenweem

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly
“Lovely stay” Had a great few days at this wonderful cottage. Felt at home straight away and the cottage had everything you could want.  …see more

from £130 / night

£650 - £950 / week

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from £130 / night

(12) Excellent 

24

Cottage rental in Pittenweem with golf nearby

Fife / Pittenweem

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Pet friendly
“Wish this cottage was ours” This is the fourth time we have stayed at kirkgate and I think that itself says a lot about the cottage,it's cosy it has all you need in the kitchen the bedroom is lovely and snug and has a bath in it not an ordinary bath I  …see more

from £70 / night

£325 - £490 / week

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from £70 / night

(9) Very Good 

16

Kinghorn holiday apartment rental

Fife / Kinghorn

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £90 / night

£452 - £851 / week

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from £90 / night

(54) Excellent 

15

Holiday bungalow with golf nearby in Kingsbarns

St Andrews / Kingsbarns

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“So lucky to find this place!” Very, very good accommodation. Everything you could possibly need is to hand. The owners are welcoming and they keep the cottage immaculately clean. The wood burning stove was a big bonus - very easy to light and a joy to  …see more

from £65 / night

£380 - £575 / week

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from £65 / night

(17) Excellent 

21

St Monans holiday apartment rental

Fife / St Monans

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Charming,comfortable and also in one of the best villages in Fife” The Fifie is a delightful and surprisingly spacious flat. Once inside it feels more like a cottage and offers a wee view down to the harbour from one of the lounge windows. St. Monans  …see more

from £75 / night

£500 - £700 / week

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from £75 / night

(35) Excellent 

33

Holiday apartment rental

Fife / St Andrews

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Child friendly
“Fabulous, spacious and central accommodation” Once again enjoyed our annual stay in St Andrews with friends. This was our first time at the Boot Room and would definitely stay here again. It is a spacious, bright and welcoming accommodation. It had ev  …see more

from £130 / night

£700 - £970 / week

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from £130 / night

(7) Excellent 

25

Leven holiday cottage rental

Levenmouth / Leven

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £60 / night

£420 / week

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from £60 / night

(8) Excellent 

24

St Monans holiday villa rental

St Monans / Mid Shore

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Lovely home for a break at seaside” Spent few days over New Year at Driftwood Cottage ST monans.great place although missing a good coffee shop or lunch cafe as Smokery shut until New Year's Day. We did the lovely coastal walks to elie and Pittenweem  …see more

from £159 / night

£625 - £995 / week

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from £159 / night

(35) Excellent 

14

Holiday apartment rental

Anstruther / East Neuk

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Excellent,highly recommend” Stayed for 2 nights and was delighted with the apartment. Everything had been taken care of and all we needed was there. Velux blind proved a wee bit of a trial to close but figured it out eventually,some instructions may h  …see more

from £70 / night

£400 - £600 / week

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from £70 / night

(19) Excellent 

21

St. Andrews holiday apartment rental

Fife / St Andrews

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £120 / night

£441 - £829 / week

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from £120 / night

(4) Excellent 

33

Holiday apartment in Kinghorn

Fife / Kinghorn

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Pet friendly

from £55 / night

£350 - £540 / week

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from £55 / night

(22) Excellent 

24

Largo holiday home rental

Fife / Largo

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Private garden
“A wonderful property and view” We have been going on holiday together for ten years now and this is one of the best places we have stayed in. The location was great for sightseeing, walking and golf. The property was lovely. Ver clean and had all of  …see more

from £200 / night

£950 - £1800 / week

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from £200 / night

(19) Excellent 

13

Holiday cottage rental

Anstruther / East Neuk

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets
  • Private garden
“Lovely stay” Stayed at this lovely cottage with my hubby and our teenage daughter. On arrival, the place looks quaint and 'cottagey' from the outside - not that there is anything wrong with that anyway, but when you get inside the place; it's like the  …see more

from £120 / night

£650 - £850 / week

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from £120 / night

(26) Excellent 

42

Holiday home in St. Andrews

Fife / St Andrews

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Staggeringly lovely” Such a good location and a lovely house. It was perfect for our family group and was an ideal base for a long weekend enjoying all that St Andrews has to offer.  …see more

from £125 / night

£750 - £1500 / week

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from £125 / night

(10) Very Good 

14

Home rental in St Monans

Fife / St Monans

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 5 km
  • Child friendly
  • Pet friendly

from £55 / night

£350 - £500 / week

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from £55 / night

(3) Excellent 

30

Holiday home rental

Fife / Lundin Links

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly

from £100 / night

£550 - £735 / week

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from £100 / night

(20) Excellent 

10

Holiday home in Kemback

St Andrews / Kemback

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £100 / night

£650 / week

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from £100 / night

(20) Excellent 

19

Cupar holiday home rental

Fife / Cupar

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Child friendly
“Perfect location for golfers” The house is situated perfectly for golfing breaks. Only 15 mins from St Andrews and no more than 30mins from Fife's other famous golf courses and its lesser known gems. Accommodation was clean, warm and quiet at night. C  …see more

from £75 / night

£475 - £575 / week

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from £75 / night

(16) Excellent 

25

Holiday home in St. Andrews

Fife / St Andrews

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Private garden
“Amazing house in perfect location” This is a fantastic house for a large group, perfectly located in St Andrews centre, with the added bonus of parking! The bedrooms are spacious and extremely comfortable and the downstairs area provides an ideal larg  …see more

from £220 / night

£1000 - £2200 / week

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from £220 / night

(13) Excellent 

38

Holiday apartment with golf nearby in St. Andrews

Fife / St Andrews

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Perfect Location Perfect Accommodation” Travelled as 2 golfing couples for one week. Apartment was perfect with one en suite bedroom plus large main bathroom and very spacious lounge/dining area. Table seating for 8 people. Well stocked crockery, gl  …see more

from £175 / night

£750 - £1300 / week

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from £175 / night

(4) Excellent 

21

Holiday cottage with golf nearby in Kingsbarns

St Andrews / Kingsbarns

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Cottage so nice we didn't want to leave - we'll definitely be back!” The cottage looked great in the photos and were not disappointed in reality. A charming and authentic country cottage type vacation property that is presented in great order. Frien  …see more

from £109 / night

£501 - £942 / week

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from £109 / night

(2) Excellent 

27

Elie holiday apartment rental

Fife / Elie

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Excellent base to explore from.” Excellent base to explore the coastal villages of Elie, Anstruther, St Monans and the like and only 20mins drive from St Andrews. Spacious appartment with lovely views over the harbour at Elie. Short distance to walk  …see more

from £150 / night

£595 - £875 / week

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from £150 / night

(10) Excellent 

25

Home rental in Elie

Fife / Elie

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 0.1 km
  • Child friendly
  • Ask about pets
“Great” Lovely house, well presented, clean, nice bedding, could have done with black out curtains as the sun shone brightly very early in morning , lovely people too. Toilet doors didn't lock.  …see more

from £250 / night

£900 - £2000 / week

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from £250 / night

(30) Very Good 

26

Cottage rental in Burntisland with golf nearby

Fife / Burntisland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children age 5+
“Everything you need for a tranquil holiday with local amenities a stone's throw away.” Absolutely fantastic location for a holiday. The cottage is directly on the edge of the Firth of Forth with breathtaking views across the water towards Edinburgh. A  …see more

from £63 / night

£499 - £620 / week

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from £63 / night

(28) Very Good 

18

Holiday cottage in Crail

Fife / Crail

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Relaxing break” Lovely cottage. Had a relaxing weekend. Was there for mother in laws 85th birthday and she said it was best birthday she has had . Great location, a short walk to coastal path that has stunning views across the Firth of Forth.. Shops n  …see more

from £79 / night

£395 - £595 / week

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from £79 / night

(4) Excellent 

18

Cottage rental in Strathkinness

St Andrews / Strathkinness

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 4 km
  • Child friendly
  • Private garden

from £57 / night

£395 - £550 / week

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from £57 / night

(13) Excellent 

26

Holiday apartment in Kirkcaldy

Fife / Kirkcaldy

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 0.1 km
  • Child friendly
  • Car not necessary
“Family Break” Excellently positioned apartment for exploring Fife. Irene and Mark were fantastic from first contact untill after arrival. The apartment has everything a family would require and the pool table was especially appreciated by my two boys  …see more

from £78 / night

£491 - £679 / week

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from £78 / night

(11) Excellent 

36

Home rental in Lower Largo with golf nearby

Fife / Lower Largo

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Fantastic find.” Fantastic home from home. Super warm welcome on arrival and a lovely welcome food basket. Everyone had a great time and were really happy with the house, we were age ranged from 11-68. Ticked all the boxes, plenty space for us all.  …see more

from £150 / night

£595 - £895 / week

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from £150 / night

(8) Very Good 

20

Holiday cottage rental

Fife / St Monans

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Fabulous property and great short break” Saut Pans provided everything we wanted: a perfect location; warm, cosy and scrupulously clean accommodation plus excellent facilities. A little gem of a find. Close to the harbour, the cottage offer an excelle  …see more

from £65 / night

£400 - £550 / week

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from £65 / night

(12) Excellent 

15

St Monans holiday cottage rental

Fife / St Monans

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
“A Perfect, cosy apartment with everything you need and only a minute from the harbour!” A perfect, cosy apartment with everything you need and only a minutes walk from the harbour. A local shop, The Diving Gannet cafe, St. Monans Smokehouse and the t  …see more

from £70 / night

£400 - £648 / week

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from £70 / night

(16) Excellent 

19

Cottage rental in Upper Largo

Fife / Upper Largo

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“What a fabulous cottage in a beautiful place” Beautiful & charming cottage in a lovely village, great place to stay for all the family. Stayed here with my husband and 14 month old daughter who is crawling and trying to walk. The wooden floors were  …see more

from £65 / night

£250 - £500 / week

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from £65 / night

(1) Excellent 

32

Holiday cottage with golf nearby in Elie

Fife / Elie

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £100 / night

£650 - £850 / week

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from £100 / night

(35) Very Good 

24

Anstruther holiday cottage rental

Fife / Anstruther

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Child friendly
“Quaint and quirky downstairs, luxury upstairs. absolutely loved it. Can't wait to go back.” location great, neighbours very friendly. PLenty of walks from the doorstep, which was great for the dogs. Very, very peaceful. A wonderful place to chill.  …see more

from £43 / night

£295 - £525 / week

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from £43 / night

(60) Excellent 

35

Holiday apartment with golf nearby in Kinghorn

Fife / Kinghorn

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Loathe to leave” Apartment so comfortable our group were hesitant to go out during our visit to Kinghorn. Owner provided nice touch with her welcome pack, also lots of useful 'tourist' information within apartment for immediate and surrounding area.  …see more

from £80 / night

£400 - £780 / week

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from £80 / night

(17) Excellent 

22

St Monans holiday cottage rental

Fife / St Monans

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Beautifully restored cottage by the sea” The cottage has been restored to a very high standard with tasteful decoration and quality furnishings. Enjoyed the log burner and separate snug,spacious for all the family. Stunning views from the window sea  …see more

from £95 / night

£475 - £700 / week

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from £95 / night

(55) Excellent 

19

Pittenweem holiday cottage rental

Fife / Pittenweem

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“Great as usual” A lovely fortnight back at Sea Glint. This time we were walking the entire Fife Coastal Path from Forth to Tay road bridges and as the cottage is on the path it meant we could easily access the various stretches. Tv has been upgraded s  …see more

from £65 / night

£350 - £600 / week

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from £65 / night

(1) Excellent 

15

Holiday apartment rental

Fife / Anstruther

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £150 / night

£700 - £900 / week

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from £150 / night

(17) Excellent 

17

Apartment rental in Crail

Fife / Crail

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“We would certainly stay here again.” > 'Thanks very much for our 'feelgood' stay. Everything was as described, and there was a sufficient supply of all the essentials not to have us scurrying to the shops. The flat was cute, comfortable and spotlessly  …see more

from £68 / night

£410 - £850 / week

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from £68 / night

(30) Excellent 

27

Home accommodation in St. Andrews

Fife / St Andrews

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
“Idyllic location has eveything you could ever want” Lovely Place, enjoyed my stay and was relaxed throughout. Could not fault The Shieling. Everything I needed was available. Log fire was great Need to get away from the City this is the place *****  …see more

from £130 / night

£780 - £1080 / week

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from £130 / night

Top Destination reviews

Cardy Cottage, Lower Largo
Lovely coastal cottage

Just returned from a weeks holiday at the lovely Cardy Cottage. The cottage is clean, comfortable and well equipped. With the beach only metres away from the cottage, there are lovely views across the Firth of Forth from the bedrooms. An excellent pl … see more
Harbour Heights St Monans
Beautiful holiday house with harbour views

Beautiful holiday house in a lovely location. Very comfortable, a real "home from home" with everything you could possibly need. We hope to be back again next year! … see more
The Beehouse; secret rural gem close to St Andrews
What an amazing place to stay!

The Beehouse is even more gorgeous and homely in real life than it is in the photographs - so much so that it seemed a real pity to leave to go into St Andrews. It was absolutely perfect for a family get together and has provided us with some great m … see more
Summerhill, Denhead, St Andrews
Cosy cottage

Great location. Close enough to the town and all that St.Andrews has to offer with great walks, golf and lots of lovely eateries. We were lucky with the weather but this wee cottage was clean and had all the modern facilities! … see more
House on the Rock
The best house in Pittenweem

This was a fab house to stay in. Warm, well furnished, kitchen well stocked. Loved the welcome bottle of wine. Kids wanted to move in! Sink in walk through bedroom's ensuit could do with a pressure reducing valve to slow the flow of water, this woul … see more
Herring House, Pittenweem
Perfect location next to beach

The cottage was lovely and very well equipped. It was a 1 minute walk to the rocky (and a bit of sandy) beach. The house was well laid out and there was ample parking. … see more
1