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Florida Keys Holidays & City Breaks - Holiday Lettings

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22 properties suitable for city breaks and holidays

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Holiday home in Key West

Key West house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Great Home, Great Location, and everything you need to enjoy KW!” My partner and I and our two good friends have stayed at Casa del Sol for the last three years. Each stay was for three weeks. Casa del Sol is in a GREAT location. Just minutes from the famous Green Parrott and yet in, argueably, the nicest and quietest neighbourhood in KW. We have been doing extended stays in Key West for 6 or 7 years and this location just seems to make everything close whether you are going to Mallory Square for sunsets, Duval street for shopping, Ft Zachry beach to sun and swim or to the Southernmost Point. Everything is an easy walk. And, if walking isn't fast enough the home comes with two well maintained bicycles and locks! The home itself is well equiped, spotlessly clean and Jim and Joanne are always upgrading something to keep the home "A-One". You won't make a mistake choosing this as your vacation rental. As a central location to explore KW OR to just stay in the complex and enjoy the beautiful pool this home will satisfy for sure. We have stayed three times and would not hesitate to stay a fourth!!

from £277 / night

£1,936 - £3,953 / week

1 / 32

Islamorada holiday condo rental

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £185 / night

£1,293 / week

1 / 49

Holiday apartment in Key West

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £309 / night

£2,157 / week

1 / 15

Holiday apartment in Key West

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £266 / night

£1,861 / week

1 / 16

Holiday condo in Islamorada

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £1,201 / night

£8,405 / week

1 / 4

Holiday home in Key West

Key West house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

“Relaxing with a great location: can't beat it!” The house was exactly you want out of a beach vacation: bright colors, lots of beach themed decorations. Very cute! There was plenty of room for the 10 of us to hang out on both of the great porches, and we had a lot of fun out by the pool. If I ever go back with a large group, I definitely would stay here again!

from £1,702 / night

£11,912 / week

1 / 58

Home rental in Summerland Key

Summerland Key house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £616 / night

£4,310 / week

1 / 27

Holiday home in Marathon

Marathon house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £831 / night

£5,812 / week

1 / 37

Tavernier holiday villa rental

Tavernier villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £294 / night

£2,054 / week

1 / 63

Holiday home accommodation

Key Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £213 / night

£1,201 / week

1 / 27

Holiday townhouse in Islamorada

Islamorada townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £229 / night

£1,426 / week

1 / 37

Holiday condo with shared pool in Key West

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £87 / night

£604 / week

1 / 17

Holiday condo in Tavernier

Tavernier condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £299 / night

£2,093 / week

1 / 63

Key West holiday home rental

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“The Moody's Mermaid” Great cottage and great location--close to everything. Barbara was very helpful and made sure we had everything we needed. The back yard is fabulous and the cottage is so nicely furnished. We had a great despite the rain.

from £265 / night

£1,849 / week

1 / 39

Holiday houseboat in Key Largo

Key Largo houseboat

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £79 / night

£550 / week

1 / 21

Home rental in Marathon Shores with golf nearby

Marathon Shores house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £600 / night

£4,196 / week

1 / 26

Holiday apartment rental

Key West apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £306 / night

£2,138 / week

1 / 21

Key West holiday townhouse rental

Key West townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“We shall return” This is a wonderful condo, clean and spacious and well equipped. Our family of five thoroughly enjoyed our stay. As this states, it is a distance from downtown Key West but with a car is very convenient. The bedroom facing the highway is a bit noisy in the early am. We loved the rooster crowing in the morning. All the people in the complex were friendly and nice. We intend to rent again in the future.

from £276 / night

£1,932 / week

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Holiday home in Marathon

Marathon house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“2020 Mini Season” Great place to stay, extremely clean and comfortable. Updated home with spacious living room, very nice kitchen, and fantastic porch area over looking the water. My Kids loved it to! Perfect location for fishing, diving and catching lobster. Quick boat ride to the reef. Perfect place for a relaxing vacation. The owners have been great with quick responses for even the littlest questions. Thank You Chuck for a awesome trip!!!

from £264 / night

£1,843 - £2,166 / week

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Townhouse rental in Key Largo

Key Largo townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £555 / night

£3,879 / week

1 / 57

Holiday b&b with swimming pool in Key West

Key West b&b

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,049 / night

£7,341 / week

1 / 22

Holiday apartment in Key Largo

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £253 / night

£1,656 / week

1 / 34

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