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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

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
Tripadvisor rating Vrbo rating
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
  • Apartment (3)
  • Villa (2)
  • House (13)
  • Condo (10)

All filters (2)

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28 Holiday homes

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Great rentals within 20 miles that match your search

Holiday home with golf nearby in Lely Resort

Lely Resort house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £378 / night

£2,282 / week

1 / 18

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

£569 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday condo in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £159 / night

£1,108 / week

1 / 15

Great rentals within 20 miles that match your search

Naples holiday home rental

Naples house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12
2 reviews

from £1,485 / night

£10,390 / week

1 / 29

Great rentals within 20 miles that match your search

Naples holiday villa accommodation

Naples villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £170 / night

£1,187 - £4,563 / week

1 / 24

Great rentals within 20 miles that match your search

Naples holiday home rental

Naples house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,035 / night

£7,241 / week

1 / 14

Great rentals within 20 miles that match your search

Naples holiday home rental

Naples house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £183 / night

£1,278 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Naples

Naples house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6
4 reviews

from £183 / night

£1,278 / week

1 / 36

Great rentals within 20 miles that match your search

Villa rental in Naples with swimming pool, golf nearby

Naples villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
11 reviews

from £137 / night

£867 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Naples

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
8 reviews

from £137 / night

£959 / week

1 / 82

Great rentals within 20 miles that match your search

Holiday condo in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
2 reviews

from £98 / night

£685 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday condo in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £107 / night

£746 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Pelican Bay

Pelican Bay house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

from £913 / night

£6,388 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday home rental

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7
10 reviews

from £210 / night

£1,552 - £4,075 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Naples

Naples house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £80 / night

£596 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home in North Naples

North Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
3 reviews

from £182 / night

£1,272 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo in Lely Resort

Lely Resort condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £274 / night

£1,734 - £3,194 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday condo rental

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £83 / night

£575 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment with shared pool, golf nearby in Naples

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £76 / night

£533 / week

1 / 23

Great rentals within 20 miles that match your search

Lely Resort holiday condo rental

Lely Resort condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
2 reviews

from £379 / night

£2,738 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home in Naples

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
2 reviews

from £239 / night

£1,435 - £1,993 / week

1 / 51

Great rentals within 20 miles that match your search

Home rental in Naples with golf nearby

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £287 / night

£1,947 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Naples

Naples house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
1 review

from £256 / night

£1,789 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Naples

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
2 reviews

from £434 / night

£3,035 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Naples

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
2 reviews

from £233 / night

£1,629 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Lely Resort

Lely Resort condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
3 reviews

from £229 / night

£1,597 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday condo in Naples Park

Naples Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
4 reviews

from £270 / night

£1,597 / week

1 / 54

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £98 / night

£685 / week

1 / 22

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Naples holiday apartment accommodation

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Golf course on site or within 15 min walk

2 reviews

from £201 / night

£1,406 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment in Naples

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Golf course on site or within 15 min walk

from £411 / night

£2,875 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment in Naples

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Golf course on site or within 15 min walk

2 reviews

from £140 / night

£977 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday condo rental

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Golf course on site or within 15 min walk

from £76 / night

£533 / week

1 / 19

Great rentals within 20 miles that match your search

Naples holiday condo rental

Naples condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Golf course on site or within 15 min walk

from £61 / night

£426 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday condo in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Golf course on site or within 15 min walk

from £146 / night

£1,022 / week

1 / 10

Great rentals within 20 miles that match your search

Naples holiday villa rental

Naples villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Golf course on site or within 15 min walk

1 review

from £273 / night

£1,910 / week

1 / 29

Great rentals within 20 miles that match your search

Naples holiday home rental

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Golf course on site or within 15 min walk

from £137 / night

£957 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home with shared pool in Naples

Naples house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Golf course on site or within 15 min walk

from £120 / night

£837 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday home with shared pool in Naples

Naples house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Golf course on site or within 15 min walk

from £46 / night

£317 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home with shared pool in Naples

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Golf course on site or within 15 min walk

from £120 / night

£837 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home with shared pool in Naples

Naples house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Golf course on site or within 15 min walk

from £93 / night

£651 / week

1 / 12

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