Watersports holiday villas and apartments North America | Holiday Lettings

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20,980 Holiday homes

Filters applied: Water sports

(46) Excellent 

54

Holiday condo in Davenport

Davenport / Bahama Bay Resort

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
“Lovely place to stay” My wife and two grown up daughters, in their early 20's stayed for a week. The apartment is spacious and comfortable, beautifully kept and well equipped. We had a bedroom each and with all the trees around, it felt private. We
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from £70 / night

£485 - £534 / week

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from £70 / night

(26) Excellent 

24

Holiday villa with swimming pool in Willikies

Willikies / The Peninsula

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“A fantastic place just what we needed” We stayed here as a couple in June 2016. This is the off season on the Island and it is very quiet and a lot of the restaurants are closed, but this is exactly what we needed as you get to experience the island w
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from £171 / night

£1200 - £2600 / week

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from £171 / night

(6) Excellent 

13

Holiday villa with swimming pool, golf nearby in Haines City

Haines City / Calabay Parc at Tower Lake

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic place just paradise!” Every thing about this villa is top rate beautiful pool and spa area very well equipped kitchen etc.bedrooms very spacious and very comfortable could not find any negatives will for sure be going back to this lovely hom
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from £85 / night

£577 - £962 / week

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from £85 / night

(24) Excellent 

17

Holiday townhouse with swimming pool in Holetown

Saint James Parish / Holetown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“If you really want to feel at home on holiday, look no further.” After a fantastic stay last year we returned here for 2 weeks in April/May (this time 5 of us). Yet again despite its size and very modern feel we immediately felt at home – definitely a
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from £280 / night

£1960 - £3990 / week

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from £280 / night

(13) Excellent 

Certificate of Excellence

50

Holiday villa letting

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 125 km
  • Swimming pool
  • Child friendly
“perfect holiday, would definately come again” We have just returned from a 2 week holiday in Weston Magic. The location is perfect and all the attractions are within easy reach by car. The home is the perfect place to relax and has everything you ne
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Certificate of Excellence

from £80 / night

£560 / week

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from £80 / night

(19) Excellent 

24

Holiday villa rental with swimming pool

Lake County / Clermont

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 130 km
  • Swimming pool
“Fabulous Excellent Gorgeous” We stayed at Orange Tree Retreat for 2 weeks and it was absolutely brilliant. Great Villa, fabulous location, home from home - loved every minute of our stay. This villa offers everything you could possibly want - it is
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from £66 / night

£539 - £693 / week

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from £66 / night

(18) Excellent 

49

Marigot Bay holiday studio rental

Castries Quarter / Marigot Bay

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Private garden
“A fabulous retreat from the hurly burly of life” The Treehouse is a true find for those who are not seeking the luxury or facilities of a smart hotel. It is away from the resort, high on a jungle coated cliff, set apart from everyone else. The apartm
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from £77 / night

£539 / week

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from £77 / night

(5) Very Good 

19

Holiday bungalow with shared pool in Sainte-Anne

Grande-Terre Island / Sainte-Anne

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £35 / night

£242 - £393 / week

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from £35 / night

(21) Excellent 

24

Holiday villa in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £176 / night

£1227 - £1704 / week

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from £176 / night

(4) Excellent 

24

Holiday villa in Kissimmee

Kissimmee / Tuscany, Florida

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £54 / night

£380 - £490 / week

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from £54 / night

6

Roseau holiday private room rental

Saint George Parish / Roseau

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 3 km
  • Child friendly
  • Car not necessary

from £38 / night

£266 / week

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from £38 / night

(5) Excellent 

27

Cottage rental in Huntsville

Muskoka District / Huntsville

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 14 km
  • Child friendly

from £451 / night

£4284 - £5884 / week

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from £451 / night

(48) Excellent 

23

Villa rental in La Toc with swimming pool, golf nearby

Castries / La Toc

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“It was a magical experience and we were reluctant to return home” We had a wonderful five night stay at this impressive newly built villa in a stunning location overlooking the Caribbean Sea, with the sandy beach of La Toc a short stroll away. The
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from £231 / night

£1616 - £3662 / week

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from £231 / night

(6) Very Good 

24

Holiday cottage with golf nearby in New Seabury

Cape Cod / New Seabury

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Perfect vacation” We enjoyed our vacation in this holiday home very much. We found everything we needed and it was perfect. Our little son (1,5 years old) loved the garden and the nice beaches in the surrounding area. The supermarket and the restauran
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from £131 / night

£766 - £2074 / week

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from £131 / night

24

Holiday windmill letting

Cape Cod / Centerville

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £958 / night

£6700 / week

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from £958 / night

(3) Excellent 

33

Holiday apartment with shared pool in Anse Marcel

Saint-Martin / Anse Marcel

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £87 / night

£604 / week

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from £87 / night

(11) Excellent 

21

Long Bay holiday villa rental

Saint Phillip Parish / Long Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“A fantastic holiday destination, where nothing more can be asked for” Brightside is an amazing place to stay on holiday - clean, spacious, wonderful views and perfect for a relaxing time away. I stayed out there with some friends and we had an excelle
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from £440 / night

£3077 - £4847 / week

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from £440 / night

(2) Excellent 

20

Boynton Beach holiday villa rental

Florida / Boynton Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

from £154 / night

£770 - £1154 / week

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from £154 / night

(14) Very Good 

24

Saint-Faustin-Lac-Carre ski chalet rental

Quebec / Saint-Faustin-Lac-Carre

4 11 2 nights min

  • 4 bedrooms
  • Sleeps 11
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £215 / night

£1501 / week

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from £215 / night

(13) Excellent 

25

Holiday home accommodation

Fort Myers Beach / Estero Island

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

from £286 / night

£1462 - £2316 / week

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from £286 / night

10

Holiday apartment with golf nearby in Altos Dechavon

La Romana Province / Altos Dechavon

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning

from £231 / night

£1154 / week

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from £231 / night

(24) Very Good 

Certificate of Excellence

24

Holiday villa in Orlando

Central Florida / Orlando

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £80 / night

£550 - £650 / week

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from £80 / night

(6) Excellent 

Certificate of Excellence

15

San Agustinillo holiday b&b rental

Oaxaca / San Agustinillo

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £26 / night

£156 / week

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from £26 / night

(1) Excellent 

20

Chalet rental in La Baie

Saguenay / La Baie

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £58 / night

£400 / week

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from £58 / night

(15) Excellent 

16

Holiday apartment with swimming pool in Mullins

Mullins / Beacon Hill

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Condo is kept at a very high specification and standard” Had a very relaxing 9 days in a lovely garden apartment with pool. John & Sheila who own it helped a great deal before we went. Kerry the local manager was also very professional & helpful, as
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from £150 / night

£1050 - £2295 / week

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from £150 / night

(16) Excellent 

30

Clermont holiday villa rental

Clermont / Greater Groves

4 10 4 nights min

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £80 / night

£550 - £690 / week

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from £80 / night

(1) Excellent 

21

Holiday apartment in Lower Carlton

Saint James Parish / Lower Carlton

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £47 / night

£308 / week

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from £47 / night

(40) Very Good 

37

Orlando holiday villa rental

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Great place to stay the kids just loved it” Good location,Family friendly, the kids loved the resort pool etc and house was just perfect. Great place to stay and relax after hectic day at the Parks. Shopping eating etc all just a couple of minutes aw
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from £70 / night

£539 - £754 / week

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from £70 / night

13

Holiday home with shared pool in St. Ann's Bay

Saint Ann Parish / St. Ann's Bay

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 13 km
  • Swimming pool
  • Child friendly

from £93 / night

£616 / week

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from £93 / night

(8) Excellent 

19

Holiday apartment with shared pool in Gibbes

Saint Peter Parish / Gibbes

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Perfect holiday, perfect place - relaxation, sun and calm” We spent 2 weeks at Ashanti, staying in one of the larger 3 bed appartments. Our lift from the airport had been arranged with Collis, the fantastically helpful site manager, so the transfer wa
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from £115 / night

£800 - £960 / week

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from £115 / night

13

Guest house rental in Nelson with golf nearby

Kootenay Rockies / Nelson

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £80 / night

£429 / week

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from £80 / night

(7) Excellent 

16

Villa rental in Bavaro Beach with swimming pool, golf nearby

Punta Cana / Bavaro Beach

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £231 / night

£1539 - £2577 / week

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from £231 / night

(6) Very Good 

38

Holiday bungalow in Davenport

Central Florida / Davenport

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Swimming pool

from £50 / night

£400 - £550 / week

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from £50 / night

8

Holiday apartment with shared pool in Marigot

Saint-Martin / Marigot

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £78 / night

£483 - £733 / week

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from £78 / night

(19) Very Good 

Certificate of Excellence

18

Holiday bungalow with shared pool in Sainte-Anne

Grande-Terre Island / Sainte-Anne

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“Can't find anything to fault” This is a lovely bungalow set within mango and starfruit trees. It is well equipped and the pool is within the grounds. The owners, Christine and Jean-Marc are friendly and helpful without being intrusive. When the a
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Certificate of Excellence

from £35 / night

£242 - £393 / week

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from £35 / night

(10) Excellent 

20

Holiday villa with shared pool in Saint Anne

Guadeloupe / Saint Anne

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £271 / night

£1897 - £5095 / week

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from £271 / night

(4) Excellent 

21

Bungalow rental in Sainte-Anne with shared pool

Grande-Terre Island / Sainte-Anne

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £65 / night

£432 / week

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from £65 / night

(6) Very Good 

14

Holiday villa with swimming pool, golf nearby in Sunset Crest

Saint James Parish / Sunset Crest

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £270 / night

£1885 / week

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from £270 / night

30

Holiday villa with swimming pool in Sainte Anne

Martinique / Sainte Anne

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

from £138 / night

£966 - £1466 / week

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from £138 / night

(27) Excellent 

24

Holiday condo with golf nearby in Orlando

Orlando / Vista Cay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“Excellent accomodation” Just returned this morning from staying in townhouse isles at cay common and having been in Orlando 4 times found location of apartment,facilities & apartment well equipped. publix supermarket and food restaurants next door.loc
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from £66 / night

£462 - £504 / week

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from £66 / night

1