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Watersports Holidays in Florida Keys - Holiday Lettings

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173 properties with watersports onsite or nearby

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Holiday condo in Key West

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Full kitchen, extra towels including for the pool, extra blankets if needed.” Ed's apartment was fully stocked with all you need, including pool/beach towels & extra blankets and pillows. Washer and Drier worked well and he supplies you with detergent. Supermarkets near by. Balcony with table and 4 chairs with 2 extra chairs in closet which was great as we were 6. Apartment has 2 full bathrooms! Only complaint was from one of my children who said the double bed she shared with her sister was uncomfortable. Other child slept fine. Thank you Ed - your apartment worked perfect for us.

from £251 / night

£1,560 - £2,392 / week

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Key Largo holiday home accommodation

Key Largo house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £270 / night

£1,753 - £2,248 / week

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Holiday condo in Key Largo

Key Largo condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great Place for a Family Get-away” What a wonderful stay we had this past week (December 30, 2012 -January 6, 2013) at Jose and Estella's Condo at Kawama Yacht Club in Key Largo! The condo was so spacious, and extremely clean, which we very much appreciated! Jose and Estella were so very kind and helpful in getting us organized on the front end with all my questions, and then giving us suggestions for what to do when we arrived. I really have to say how very nice these folks are: I truly felt they hoped our stay at their place would be a wonderful experience, and they did all kinds of things to help make that happen. I highly recommend this property as an excellent place for families. We enjoyed the tennis courts, the ocean, the pool, and all the other local activities. So much to do - and then the wonderful home to come back to to unwind and enjoy. Thank you Jose and Estella!

from £248 / night

£1,344 - £2,158 / week

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Home rental in Cudjoe Key

Cudjoe Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

from £488 / night

£4,136 - £5,395 / week

1 / 35

Key Largo holiday home rental

Key Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £216 / night

£1,511 / week

1 / 29

Little Torch Key holiday home rental

Little Torch Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £584 / night

£4,085 / week

1 / 25

Key Largo holiday townhouse rental

Key Largo townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £315 / night

£1,304 - £2,697 / week

1 / 17

Holiday home rental

Key Colony Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £324 / night

£2,266 / week

1 / 21

Islamorada holiday condo rental

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £180 / night

£1,259 / week

1 / 49

Key Largo holiday private room rental

Key Largo private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £135 / night

£810 - £844 / week

1 / 48

Condo rental in Tavernier

Tavernier condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £134 / night

£895 - £1,255 / week

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Holiday home in Key West

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from £110 / night

£770 / week

1 / 17

Marathon holiday home let

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £392 / night

£2,742 / week

1 / 17

Holiday home rental

Tavernier house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £165 / night

£1,154 / week

1 / 22

Home rental in Key West

Key West house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £270 / night

£1,888 / week

1 / 20

Holiday townhouse with shared pool in Islamorada

Islamorada townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £472 / night

£1,753 / week

1 / 51

Townhouse rental in Key Largo with swimming pool

Key Largo townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £315 / night

£1,484 - £3,147 / week

1 / 17

Yacht rental in Key Largo

Key Largo yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £1,259 / night

£7,175 / week

1 / 8

Holiday home in Key Largo

Key Largo house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great house! Great location! Relaxing and beautiful.” This has been the best vacation my family has had in years. We all agreed that this was mainly due to the Alamar house. It’s location was near everything like restaurants, marinas, and food stores but hidden enough to feel like it’s own paradise. The house was very clean and big enough for 7 adults to have their own space. Anything we thought we may have forgotten was provided in the house such as beach towels. There’s a huge sliding door leading to the back porch which overlooks the backyard and gulf. The back yard had many chairs and a couple hammocks to relax. There’s are many beautiful trees and plants. The dock also had many chairs and lounges. There’s really nothing like having your morning coffee out on the dock in your PJs while watching the sunrise. We spent our time eating meals on the back porch, swimming, snorkeling, sitting on the dock, kayaking (5 kayaks available) and fishing (rods and tackle also available). We cooked our meals on the grill provided. We went deep sea fishing and ate our catch. We watched the sunsets while out in kayaks. All in all this place was just perfect and easy. Comfortable, clean and big. I would recommend Alamar to anyone. We can not wait to return next year and can’t thank Martha enough.

from £450 / night

£3,147 - £3,776 / week

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Holiday yacht with shared pool in Key West

Key West yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £1,528 / night

£9,885 / week

1 / 16

Cudjoe Key holiday home rental

Cudjoe Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £144 / night

£1,008 / week

1 / 12

Home rental in Summerland Key

Summerland Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from £325 / night

£2,272 / week

1 / 21

Marathon Shores holiday home rental

Marathon Shores house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £225 / night

£1,574 / week

1 / 27

Holiday cottage in Conch Key

Conch Key cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £257 / night

£1,798 / week

1 / 42

Home rental in Key Largo

Key Largo house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £450 / night

£3,147 / week

1 / 38

Home rental in Ramrod Key

Ramrod Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £123 / night

£861 / week

1 / 16

Holiday condo rental

Islamorada condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“We hated to leave!” The rental is beautifully decorated and very spacious. The kitchen is very well equipped from dishes, pots and pans and all the gadgets needed for a great vacation. There also is a great swimming pool on the premises. There are some great restaurants in the surrounding area, along with some great fishing. It also is a nice drive to visit the other Keys. I would highly recommend this condo. I know we would stay here again in a heartbeat!

from £199 / night

£1,394 / week

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Islamorada holiday home rental

Islamorada house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £472 / night

£1,753 / week

1 / 39

Holiday apartment in Key West

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £260 / night

£1,819 / week

1 / 16

Holiday townhouse in Islamorada

Islamorada townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

from £472 / night

£1,753 / week

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Holiday townhouse with shared pool in Islamorada

Islamorada townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £472 / night

£1,753 / week

1 / 31

Home rental in Lower Matecumbe Key

Lower Matecumbe Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £274 / night

£1,914 / week

1 / 41

Holiday home in Big Pine Key

Big Pine Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £134 / night

£935 / week

1 / 15

Key Largo holiday apartment rental

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £179 / night

£1,119 - £1,349 / week

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Holiday townhouse with shared pool in Islamorada

Islamorada townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £472 / night

£1,753 / week

1 / 46

Townhouse accommodation in Islamorada with shared pool

Islamorada townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £517 / night

£1,933 / week

1 / 47

Cudjoe Key holiday home rental

Cudjoe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £139 / night

£971 / week

1 / 14

Little Torch Key holiday home rental

Little Torch Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £110 / night

£770 / week

1 / 17

Little Torch Key holiday home rental

Little Torch Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £136 / night

£953 / week

1 / 14

Holiday home in Little Torch Key

Little Torch Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £168 / night

£1,173 / week

1 / 15

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