South East England apartment or villa with a private pool area | Holiday Lettings

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South East England

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45 Holiday homes

Filters applied: Private pool (45)

(8) Excellent 

14

South East England holiday apartment rental

Maidstone / Thurnham

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Private garden
Whether travelling by car or train, Thurnham Keep Stables offers the ideal sanctuary for that short break in beautiful, unspoilt Kent countryside yet being situated in mid Kent is an ideal base from which to explore everything Kent has to offer.  …see more

from £80 / night

£500 - £600 / week

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from £80 / night

(35) Excellent 

23

Holiday cottage with golf nearby in South East England

Brighton / Hurstpierpoint

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 16 km
  • Swimming pool
“Absolutely perfect” We had an amazing week here, we only left the property twice in the whole weeks stay, the pool is amazing and the property oozes quality, superbly equipped. The cinema room is fantastic with the added bonus of soundproofing so as n  …see more

from £210 / night

£1050 - £1982 / week

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from £210 / night

(16) Excellent 

25

Holiday studio with swimming pool in Shere

Guildford / Shere

Studio 2 4 nights min

  • Studio
  • Sleeps 2
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
“Good location” Lovely studio flat with all mod cons. I was visiting friends for 2 weeks so it was in a good location for me. I brought my 12 month old dog with me so we walked locally everyday. The owner was very kind and let me exercise the dog in th  …see more

from £95 / night

£650 / week

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from £95 / night

(12) Excellent 

22

South East England holiday cottage rental

New Forest / Ringwood

6 11 Min stay varies

  • 6 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 18 km
  • Swimming pool
“Fantastic place for a family celebration” We rented old bridge cottage for a long weekend to celebrate my parents' ruby wedding anniversary. The cottage was absolutely perfect for our stay with plenty of space for the 6 kids and 8 adults. The hot t  …see more

from £456 / night

£1800 - £3700 / week

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from £456 / night

19

Holiday home in South East England

Kent / Walmer

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Pembroke Lodge is a 1904 fine Edwardian residence separated Annex. NB* CHRISTMAS & NYE 2016 DATES 1 Christmas Week 20th to 27th December 2016 £POA 1 New Years Week 30th December 2016 to 4th January 2017 to £POA Entrance with living room, bedroom, en-suite wet room,  …see more

from £139 / night

£799 - £8571 / week

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from £139 / night

(16) Excellent 

20

Holiday home in South East England

Hampshire / Burley

7 14 2 nights min

  • 7 bedrooms
  • Sleeps 14
  • 2 nights min
  • Nearest beach 14 km
  • Swimming pool
  • Child friendly
“Comfortable and spacious” We stayed at Brandon Thatch with 6 other friends and teenage offspring as visitors over New Year. Situated in a quiet country lane in a beautiful part of the New Forest. Lovely bedrooms and bathrooms with comfortable beds.  …see more

from £750 / night

£3750 / week

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from £750 / night

12

Holiday manor house with indoor pool in South East England

East Sussex / Wadhurst

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Experience this tranquil Manor House set in rural East Sussex. It's perfect for a luxurious yet cosy family reunion, an extra special birthday celebration or to extend your wonderful wedding celebrations long into the weekend. (Sleeps 14-16) You'll have exclusive use o  …see more

from £1795 / night

£5995 - £9995 / week

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from £1795 / night

(4) Excellent 

25

Cottage rental in South East England

New Forest / Bashley

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 8 km
  • Swimming pool
  • Child friendly
The Lodge is a no-expense-spared restoration in the New Forest hamlet of Bashley, a few minutes' walk from the open forest. Heated swimming pool available in the summer months.  …see more

from £298 / night

£1190 - £2648 / week

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from £298 / night

(25) Excellent 

20

Holiday manor house rental

Guildford / Wonersh

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool
“Wonderful” Great Tangley Manor is a wonderful property in a great location. The gardens are beautiful and the overall stay was a great experience for my family who travelled over from Germany for our wedding. I would strongly recommend the property fo  …see more

from £980 / night

£4000 - £5600 / week

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from £980 / night

19

Graffham holiday home rental

West Sussex / Graffham

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
The house is a 5 minute walk (on a bridal path) from a lovely village at the foot of the South Downs so you can walk out the door and will be surrounded by beautiful countryside. The village has a great pub, fantastic shop which is very well stocked. There is a recreati  …see more

from £440 / night

£3080 / week

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from £440 / night

(51) Excellent 

39

Holiday cottage with indoor pool in South East England

Rye / Rye Centre

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 5 km
  • Swimming pool
“Ideal for what I wanted” Everything was just right. I needed binoculars to see the nearest house from the south facing veranda. After a day out the hot tub was so very relaxing. The hosts were very welcoming and helpful and were there if needed. The e  …see more

from £70 / night

£325 - £560 / week

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from £70 / night

(2) Excellent 

26

Holiday home in South East England

West Sussex / West Wittering

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
Sandpipers is an exceptional holiday home renovated to the very highest standard in 2013. The property sleeps 14 in 5 beautifully appointed bedrooms. The children's bunk room sleeps 6 (with the potential to sleep 3 additional children in pull out beds). The impressive  …see more

from £1250 / night

£3500 - £5500 / week

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from £1250 / night

(38) Excellent 

28

Holiday lodge with indoor pool in South East England

East Sussex / Hastings

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 4 km
  • Swimming pool
  • Child friendly
On arrival beds will be made up, towels supplied in the shower room and a small welcome pack in the kitchen........everyone needs a cup of tea on arrival! Holidays can be booked with a minimum of 3 nights stay.Arrival time is 3pm & departure is by 11 o'clock.  …see more

from £80 / night

£500 / week

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from £80 / night

(2) Very Good 

21

South East England holiday home rental

West Sussex / Chichester

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
“Superb home for family celebration” Street House was perfect for our extended family Christmas. It's spacious downstairs and well furnished with lovely design touches, a sunny kitchen with all mod cons (apart from a microwave but we managed!) and a co  …see more

from £350 / night

£1400 - £3500 / week

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from £350 / night

40

South East England holiday cottage rental

Ashford / Boughton Lees

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
A unique country cottage, steeped in history, with links to the Plantagenet Kings of England! Use of the entire house and grounds - our cottage is hidden away, surrounded by a big beautiful garden that overlooks the Eastwell Manor Country Estate and has a good sized he  …see more

from £222 / night

£1554 / week

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from £222 / night

21

South East England holiday villa rental

Kent / Milstead

10 18 3 nights min

  • 10 bedrooms
  • Sleeps 18
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Manor Farmhouse comprises of three buildings. The main farmhouse is a traditional 15th Century thatched timber framed property with 3 double bedooms, 1 single sleeping 7 guests along with 2 other characterful properties: Stable Cottage with 3 double bedrooms,sleeping 6  …see more

from £1500 / night

£5510 / week

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from £1500 / night

(11) Excellent 

24

Holiday home in South East England

Isle of Thanet / Broadstairs

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“Fab family home away from home!” This was our second stay at the house, and we were not disappointed. The layout of the house works well with groups and there is plenty of room for everyone. The pool is a wonderful luxury, especially if the weather is  …see more

from £175 / night

£950 - £2100 / week

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from £175 / night

(31) Very Good 

10

South East England holiday log cabin rental

New Forest / Ringwood

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 25 km
  • Swimming pool
“wow” wow what a lovely place and such lovely host, we used the pool and hot tub loads which was lovely and warm .it was right on the edge of the new forest which had lovely walks only thing that would make a little better is Wi Fi but that i believe t  …see more

from £129 / night

£869 - £1200 / week

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from £129 / night

(20) Excellent 

19

Holiday lodge rental

Kent / Ashford

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 20 km
  • Swimming pool
  • Child friendly
“Fantastic Time” Stayed here end of August. Lodges are very homely, clean, comfortable with everything you would need. There is also a lovely pool and outside play area, as well as a games room. My sons are now mad for table tennis! There is lots to do  …see more

from £75 / night

£395 - £700 / week

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from £75 / night

(5) Excellent 

24

Holiday farmhouse in South East England

Kent / Sittingbourne

10 18 Min stay varies

  • 10 bedrooms
  • Sleeps 18
  • Min stay varies
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly
Manor Farmhouse comprises of three buildings. The main farmhouse is a traditional 15th Century thatched timber framed property sleeping 7 guests along with 2 other characterful properties: Stable Cottage sleeping 6 guests and The Barn sleeping 5 guests.The perfect end d  …see more

from £1000 / night

£3810 - £6240 / week

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from £1000 / night

(7) Excellent 

22

Home rental in South East England

East Sussex / Eastbourne

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
This beautiful four-bedroom Exclusively Eastbourne holiday home is set in an acre of private, well-maintained gardens, with its own heated swimming pool (May-Sep). Nestled on the edge of the idyllic village of East Dean, the gateway to the South Downs National Park and  …see more

from £143 / night

£995 - £2195 / week

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from £143 / night

5

Holiday manor house in South East England

West Sussex / Billingshurst

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Among acres of Sussex parkland stands Cedar Grange. A house for 16 guests where Edwardian elegance meets modern day luxury. Big rooms, sumptuous furnishings, a pool, hot tub, sauna, games room, tennis court and children's den all add up to a house built for entertainmen  …see more

from £740 / night

£3950 - £6400 / week

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from £740 / night

17

Holiday home in Ruislip

Greater London / Ruislip

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Its a beautiful house located near Ruislip Lido and Ruislip High street. The Ruislip Wood National nature reserve is just nearby. The High grove pool and Fitness centre is about 500 yards. Located in a quiet, safe, residential neighbourhood 12 minute walk to Eastcote u  …see more

from £358 / night

£2500 / week

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from £358 / night

(1) Excellent 

40

Holiday cottage letting

Deal / Kingsdown

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
This delightful Scandinavian-style lodge is located on the Kingsdown Park in Kent, and can sleep six people in three bedrooms.  …see more

from £51 / night

£353 - £793 / week

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from £51 / night

20

Holiday home with indoor pool in Walmer

Kent / Walmer

8 18 2 nights min

  • 8 bedrooms
  • Sleeps 18
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Woodlawn Park is a superb Georgian country house believed to date from circa 1820 and occupying a lovely setting surrounded by attractive park-like gardens and grounds approaching 6 acres. Externally, the property boasts rendered elevations with attractive Venetian wind  …see more

from £1999 / night

£9999 - £26715 / week

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from £1999 / night

(3) Excellent 

12

Holiday home in South East England

Essex / Southend-on-Sea

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
A fantastic seaside property with access straight out onto a green that leads onto the beach.  …see more

from £410 / night

£3500 / week

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from £410 / night

6

B&b rental in South East England

West Sussex / Billingshurst

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Swimming pool
  • Child friendly
This bright and pretty self contained studio is equipped with a double & single bed, ensuite bathroom room which has a bath with fixed head shower attachment and use of fully equipped kitchen complete with washing machine, cooker, fridge and microwave along with a coff  …see more

from £65 / night

£455 / week

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from £65 / night

11

Home rental in South East England with indoor pool

Gosport / Lee-on-the-Solent

4 7 3 nights min

  • 4 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 0.1 km
  • Swimming pool
  • Child friendly
Comfortable, detached, self-catering house, close to the seafront. Sleeps up to 7 : 1 double bedroom; 1 twin room;1 small bedroom with bunk; upstairs bathroom. 1 ground-floor single bedroom and downstairs wet-room as well as ground-floor living areas, make the house acc  …see more

from £70 / night

£490 / week

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from £70 / night

5

South East England holiday home accommodation

Deal / Kingsdown

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
A lovely Scandinavian-style lodge on the Kingsdown Park, sleeping six in three bedrooms.  …see more

from £52 / night

£358 - £858 / week

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from £52 / night

28

South East England holiday home rental

West Sussex / Pulborough

5 10 4 nights min

  • 5 bedrooms
  • Sleeps 10
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Converted barn in secluded, rural setting with unobstructed views over the South Downs. Ideal place to relax with family and friends, cooking on the Aga, swimming in the outdoor heated pool (summer), BBQ'ing on the south facing terrace, dozing beside the wood burning st  …see more

from £500 / night

£3000 / week

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from £500 / night

15

South East England holiday cottage rental

East Sussex / Ninfield

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Private garden
This lovely, studio-style cottage in Nexhill, Sussex, sleeps two people in one bedroom.  …see more

from £44 / night

£303 - £503 / week

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from £44 / night

5

South East England holiday home rental

Sevenoaks District / Knockholt

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
This detached barn conversion is located in Knockholt in Kent and can sleep eight people in three bedrooms.  …see more

from £165 / night

£1154 - £1709 / week

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from £165 / night

5

Holiday cottage with swimming pool, golf nearby in South East England

West Sussex / Earnley

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
This detached lodge is located one mile from the village of Earnley and can sleep four people in two bedrooms.  …see more

from £42 / night

£294 - £583 / week

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from £42 / night

(1) Excellent 

5

South East England holiday home rental

Deal / Kingsdown

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
This delightful Scandinavian-style lodge is located on the Kingsdown Park in Kent, and can sleep six people in three bedrooms.  …see more

from £52 / night

£358 - £858 / week

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from £52 / night

39

Home rental in South East England with swimming pool

West Sussex / Earnley

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
This single-storey semi-detached chalet a mile from Earnley near Chichester sleeps four people in two bedrooms.  …see more

from £41 / night

£287 - £569 / week

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from £41 / night

15

Holiday log cabin with swimming pool in South East England

West Sussex / Fernhurst

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Pet friendly
This ground floor, detached chalet-style lodge in Linchmere sleeps up to four people in one bedroom.  …see more

from £41 / night

£287 - £450 / week

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from £41 / night

6

Holiday cottage in South East England

Chichester / Bracklesham Bay

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Private garden
This delightful semi-detached chalet on a quiet holiday village, one mile from Earnley sleeps four people in two bedrooms.  …see more

from £42 / night

£294 - £583 / week

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from £42 / night

41

Home rental in Brabourne with indoor pool

Brabourne / Smeeth

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Private garden
This lovely cottage is set close to the Kent village of Smeeth and sleeps four people.  …see more

from £41 / night

£282 - £479 / week

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from £41 / night

20

Holiday cottage with indoor pool in South East England

Hampshire / Netley

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
This impressive, detached holiday home is situated in Netley Abbey near Southampton, and has five bedrooms sleeping twelve people.  …see more

from £225 / night

£1573 - £3149 / week

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from £225 / night

9

Holiday cottage in South East England

East Sussex / Hailsham

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Suitable for children age 5+
This detached lodge close to the hamlet of Stone Cross, near Eastbourne, sleeps four people in two bedrooms.  …see more

from £46 / night

£318 - £639 / week

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from £46 / night