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Holiday Lettings
> North America
> United States
> Florida
> Southwest Gulf Coast
> Naples
> Houses and Condos in Cypress Woods

Holiday Rentals in Cypress Woods - Holiday Lettings - Villas

Price per night

£1 £750 -

Bedrooms

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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
Property type
  • Condo (94)
  • Apartment (45)
  • Villa (10)
  • Cottage (1)
  • House (199)
  • Penthouse (1)
  • Townhouse (1)
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94 Holiday homes

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Condo
Swimming pool

Great rentals within 20 miles that match your search

Holiday condo in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £435 / night

£3,046 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday condo in Naples

Naples condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £184 / night

£1,374 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Golden Gate

Golden Gate condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £80 / night

£560 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £94 / night

£654 / week

1 / 18

Great rentals within 20 miles that match your search

Naples holiday condo rental

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £50 / night

£346 / week

1 / 19

Great rentals within 20 miles that match your search

Naples holiday condo rental

Naples condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £61 / night

£428 / week

1 / 19

Great rentals within 20 miles that match your search

Condo rental in Vanderbilt Beach with shared pool

Vanderbilt Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £67 / night

£467 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday condo in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £75 / night

£523 / week

1 / 15

Great rentals within 20 miles that match your search

Naples holiday condo rental

Naples condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

from £80 / night

£560 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Vanderbilt Beach

Vanderbilt Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £150 / night

£1,046 / week

1 / 23

Great rentals within 20 miles that match your search

Condo rental in Naples Park with shared pool

Naples Park condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £94 / night

£654 / week

1 / 26

Great rentals within 20 miles that match your search

Naples Park holiday condo rental

Naples Park condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £160 / night

£1,120 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Vanderbilt Beach

Vanderbilt Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £172 / night

£1,200 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Naples

Naples condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £160 / night

£1,120 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £54 / night

£374 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday condo in Naples Park

Naples Park condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £400 / night

£2,800 / week

1 / 28

Great rentals within 20 miles that match your search

Naples Park holiday condo rental

Naples Park condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £160 / night

£1,120 / week

1 / 23

Great rentals within 20 miles that match your search

Naples Park holiday condo rental

Naples Park condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £107 / night

£747 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Vanderbilt Beach

Vanderbilt Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £134 / night

£934 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Naples

Naples condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £206 / night

£1,374 - £2,016 / week

1 / 37

Great rentals within 20 miles that match your search

Naples holiday condo rental

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £199 / night

£1,390 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £80 / night

£560 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday condo rental

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £147 / night

£1,027 / week

1 / 25

Great rentals within 20 miles that match your search

Naples holiday condo rental

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £107 / night

£747 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Pelican Bay

Pelican Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £54 / night

£374 / week

1 / 20

Great rentals within 20 miles that match your search

Naples holiday condo rental

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £200 / night

£1,400 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £67 / night

£467 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday condo rental

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £267 / night

£1,867 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £240 / night

£1,680 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday condo with shared pool in North Naples

North Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £54 / night

£374 / week

1 / 23

Great rentals within 20 miles that match your search

Vanderbilt Beach holiday condo rental

Vanderbilt Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £134 / night

£934 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £147 / night

£1,027 / week

1 / 19

Great rentals within 20 miles that match your search

Condo rental in Naples Park with shared pool

Naples Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £100 / night

£700 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Naples Park

Naples Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £96 / night

£672 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday condo in North Naples

North Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £82 / night

£571 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Naples

Naples condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £107 / night

£747 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday condo rental

Naples Park condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £454 / night

£3,174 / week

1 / 28

Great rentals within 20 miles that match your search

Condo rental in North Naples

North Naples condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £458 / night

£3,206 / week

1 / 13

Great rentals within 20 miles that match your search

Condo rental in North Naples

North Naples condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £367 / night

£2,565 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday condo in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £123 / night

£855 / week

1 / 4

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