Houses in Glossa and Villas - Holiday Lettings - Holiday Rentals Glossa

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425 Holiday homes

(26) Excellent 

24

Glossa holiday villa rental

Skopelos / Glossa

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

from £129 / night

£900 - £1,800 / week

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from £129 / night

(12) Excellent 

28

Villa rental in Glossa with swimming pool

Skopelos / Glossa

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

from £108 / night

£753 - £1,859 / week

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from £108 / night

(7) Very Good 

20

Glossa holiday apartment rental

Skopelos / Glossa

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £49 / night

£341 / week

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from £49 / night

(1) Excellent 

14

Glossa holiday home rental

Skopelos / Glossa

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly

from £89 / night

£620 / week

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Responds fast!
avg. 1 hour 57 minutes

from £89 / night

(2) Excellent 

32

Holiday villa with swimming pool in Glossa

Skopelos / Glossa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 2 km
  • Swimming pool
  • Child friendly

from £89 / night

£620 - £1,328 / week

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from £89 / night

21

Holiday home in Glossa

Skopelos / Glossa

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly

from £36 / night

£248 - £527 / week

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from £36 / night

(5) Very Good 

21

Holiday cottage with swimming pool in Glossa

Skopelos / Glossa

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

from £119 / night

£833 - £1,463 / week

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from £119 / night

(30) Excellent 

23

Holiday villa with swimming pool in Glossa

Skopelos / Glossa

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Mama mia” The producers of Mama Mia definetly got it right when choose Skopolos to make their movie. The island is absolutly stunning and Villa Eleonorae seemed the perfest place to marvel at its beauty. We spend hours relaxing while enjoying the view
…see more

from £152 / night

£1,060 - £1,850 / week

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Responds fast!
avg. 3 hours 46 minutes

from £152 / night

23

Glossa holiday home rental

Skopelos / Glossa

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly

from £111 / night

£775 / week

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from £111 / night

(13) Excellent 

27

Holiday villa with swimming pool in Glossa

Skopelos / Glossa

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £129 / night

£900 - £2,100 / week

Enquire View

from £129 / night

(3) Excellent 

37

Holiday villa with swimming pool in Glossa

Skopelos / Glossa

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

from £133 / night

£682 - £2,478 / week

Book View

Responds fast!
avg. 1 hour 52 minutes

from £133 / night

(7) Excellent 

29

Villa rental in Glossa with swimming pool

Skopelos / Glossa

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“The most relaxing holiday ever” This was our fourth visit to Skopelos island which is beyond beautiful. Our first stay at this particular villa and also this area of the island. Very quiet and peaceful part of the island but we did visit Skopelos town
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from £89 / night

£620 / week

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Responds fast!
avg. 1 hour 48 minutes

from £89 / night

(3) Excellent 

24

Holiday studio in Glossa

Skopelos / Glossa

Studio 3 5 nights min

  • Studio
  • Sleeps 3
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“A superb location 10 yards from the sea - also a lovely small & relaxed island - SUPERB!” The Dionysos Studios are in a superb location over looking the sea & 200 yards from the harbour of Loutraki. The island is small & very beautiful, with a typical
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from £45 / night

£310 / week

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Responds fast!
avg. 3 hours 33 minutes

from £45 / night

(1) Excellent 

30

Villa letting in Glossa

Skopelos / Glossa

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly

from £80 / night

£558 - £1,301 / week

Book View

from £80 / night

31

Holiday villa in Glossa

Skopelos / Glossa

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly

from £45 / night

£310 - £930 / week

Book View

from £45 / night

(2) Very Good 

10

Glossa holiday studio rental

Skopelos / Glossa

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Air conditioning

from £40 / night

£279 / week

Book View

from £40 / night

42

Villa rental in Glossa

Skopelos / Glossa

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly

from £115 / night

£806 - £2,014 / week

Book View

from £115 / night

33

Holiday home in Glossa

Skopelos / Glossa

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly

from £36 / night

£248 - £620 / week

Book View

from £36 / night

38

Holiday villa in Glossa

Skopelos / Glossa

3 11 7 nights min

  • 3 bedrooms
  • Sleeps 11
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly

from £120 / night

£837 - £1,921 / week

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from £120 / night

21

Glossa holiday farmhouse rental

Skopelos / Glossa

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 5 km
  • Child friendly
  • Air conditioning

from £177 / night

£1,239 - £1,947 / week

Book View

Responds fast!
avg. 2 hours 50 minutes

from £177 / night

28

Glossa holiday villa rental

Skopelos / Glossa

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 3 km
  • Swimming pool
  • Child friendly

from £89 / night

£620 - £1,593 / week

Book View

from £89 / night

39

Holiday villa in Glossa

Skopelos / Glossa

2 7 7 nights min

  • 2 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly

from £74 / night

£515 - £1,456 / week

Book View

from £74 / night

40

Glossa holiday home rental

Skopelos / Glossa

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 2 km
  • Child friendly
  • Car not necessary

from £71 / night

£443 / week

Book View

from £71 / night

33

Glossa holiday villa rental

Skopelos / Glossa

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly

from £53 / night

£372 - £930 / week

Book View

from £53 / night

(1) Very Good 

33

Villa rental in Glossa

Skopelos / Glossa

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly

from £80 / night

£558 - £1,487 / week

Book View

from £80 / night

(13) Excellent 

22

Glossa holiday cottage rental

Skopelos / Glossa

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 2 km
  • Ask owner if suitable for children
“Charming little house” We enjoyed a fabulous two week stay here over Greek Easter [ before moving to Clifftop Cottage - see separate review ] The house is simply charming and has been lovingly restored with great care and attention to detail. During t
…see more

from £29 / night

£199 - £403 / week

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from £29 / night

(15) Excellent 

19

Holiday cottage in Glossa

Skopelos / Glossa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Ask owner if suitable for children

from £45 / night

£310 - £558 / week

Book View

from £45 / night

(3) Excellent 

20

Glossa holiday villa rental

Skopelos / Glossa

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £127 / night

£885 - £1,416 / week

Book View

Responds fast!
avg. 2 hours 51 minutes

from £127 / night

(12) Excellent 

25

Glossa holiday cottage rental

Skopelos / Glossa

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

from £84 / night

£589 - £1,084 / week

Book View

Responds fast!
avg. 44 minutes

from £84 / night

6

Holiday apartment in Glossa

Skopelos / Glossa

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 2 km
  • Child friendly

from £40 / night

£279 - £341 / week

Book View

from £40 / night

30

Holiday villa in Glossa

Skopelos / Glossa

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Ask owner if suitable for children
  • Ask about pets

from £157 / night

£1,097 / week

Book View

from £157 / night

24

Glossa holiday villa rental

Skopelos / Glossa

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Nearest beach 7 km
  • Swimming pool
  • Child friendly

from £160 / night

£1,115 / week

Book View

from £160 / night

Top Destination reviews

Clifftop Cottage, fabulous views of Skopelos island:10% Early Bird Discount 2018
Best view in the Aegean !

The views from Clifftop Cottage are simply stunning and dominate every room. From the terrace the tree clad hillside below sweeps down to the Aegean providing a mesmerizing panoramic vista that is hard to drag yourself away from. The Cottage provides most comfortable accommodation which has been very thoughtfully designed to provide for every need. Jo and Roger are extremely thoughtful and generous hosts. Their approach is a skilled and highly successful balance of respect for visitors privacy alongside a willingness to share their insiders knowledge of this beautiful island [ including encouraging guests to explore their delightful garden ]. Skopelos was awash with Spring flowers during our stay and Glossa is a truly delightful village. This holiday exceeded our expectations in all aspects !see more
Villa Eleonorae
AMAZING VILLA, POOL, VIEW AND ACCOMMODATION THAT EXCEEDS ALL EXPECTATIONS!

We stayed for a week in June. Shane the host (as many have said) is excellent and has a sound knowledge of the island...helped us with car hire, our luggage from the ferry and lots of other recommendations. The villa has a secluded location but is close enough to all the major beaches and the pretty town of Glossa and not far from the Mamma Mia beaches and sites. Fully equipped is an understatement and every possible anticipated need has been provided. It really did feel so comfortable and everyone was able to relax in it's surroundings. The grounds and villa were meticulously maintained and kept clean throughout our stay. There was a gas station and supermarket very close by and the restaurants in Glossa were so reasonable for the quality and quantity of food served. Greek hospitality is amazing anyway and we rented a boat for a day's sailing (18 of us on board) which was a highlight. Shopping in Skopelos town was fun. A car is recommended although in the evenings, we found getting to and from places with taxis also very easy. We went Diving and Shane also had some great paddle board tours on offer. The island is beautiful - we will return and will return to this villa!see more
Villa Anatoli Skopelos
Exceptional place

We are Skopelos veterans and this is, by far, the best villa we've stayed in. Anatoli looks great in the pics, but they don't do it justice. It's beautifully designed and furnished, with terrific attention to detail and the best of everything (White Company linen, Global knives etc). The garden, which you don't really see in the pics, is beautifully landscaped and terraced, with a winding path leading down through huge lavender and rosemary bushes to the infinity pool. Martin, the owner, was very helpful and generously insisted that we helped ourselves to all things growing in the garden - the cucumbers were delicious! We'd recommend it to anyone.see more
Old Wine Store: romantic cottage, great sea views: 10% Early Bird Discount!
Very quaint, quiet and delightfully tucked away.

This little Old Wine Store is an idyllic spot to have an intimate, get-away-from-it-all quiet break. The facilities are basic but adequate; you can't cook a roast dinner but who would want to? The shower is great with gushing hot water although the floor needs mopping up afterwards if you're not very careful where you spray! But the wi-fi is excellent. The sleeping area up on the mezzanine is a little cramped and can get rather warm. There is hanging space in a cupboard for several clothes and a chest of drawers. The owners/hosts are most helpful (English) and welcoming. The views down to the sea and off to the west from the two terraces are delightful. The walk into the village of Glossa is up and down a bit and around the village is up and down flights of steps if you need/want to get to different levels. There are several very good and reasonable eateries. One we found we liked was on the corner by the lower church and the bus stop, just up a few steps of the flight by the school - very home cooking, informal service and very friendly - and quite well priced. There are several other shops including supermarkets, butcher, baker, post office and gift shops. The bus service around the island and down to the harbour at Loutraki goes past all the beaches on the west coast, some accessible down a track, some right by the bus stop and runs several times a day. Costs are from 1.80 to 5 Euros -ish depending on distance. This place was well described on its website and did not disappoint. If you're seeking a quiet little gem of a hideaway, go for it!see more
Traditional Pool Villa Maria O
Ideal villa for family group, beautiful views and plenty of space

Lovely villa with stunning views over Glossa and to Skiathos, amazing sunsets. Villa and surroundings beautifully clean and very well appointed with good pool and well kept outside space. Kitchen excellent with dishwasher, washing machine, plenty of cutlery, pots and pans etc and bedrooms large with own balconies. Pool has amazing views and pool area has good loungers, chairs and large table to eat outside. We would have liked slightly more comfortable inside seating (we had one very wet day) but that's being very picky! Like all the villas we have stayed in in Skopelos we felt it lacked information on the island - a map on the wall with other islands marked and a book of local walks, history etc would have been good but this is a general observation not particularly about this villa.see more