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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
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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 (18)
  • Apartment (9)
  • Villa (7)
  • House (32)

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18 Holiday homes

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Condo
Water sports

Great rentals within 20 miles that match your search

Naples holiday condo rental

Naples condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £61 / night

£427 / week

1 / 19

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

£570 / 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

£1,110 / week

1 / 15

Great rentals within 20 miles that match your search

Condo rental in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
7 reviews

from £170 / night

£1,189 / week

1 / 18

Great rentals within 20 miles that match your search

Condo rental in Naples

Naples condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
4 reviews

from £138 / night

£960 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday condo in Naples

Naples condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £131 / night

£918 / week

1 / 71

Great rentals within 20 miles that match your search

Holiday condo in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £138 / night

£960 / week

1 / 21

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

£686 / week

1 / 30

Great rentals within 20 miles that match your search

Condo rental in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £320 / night

£2,240 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday condo rental

Naples condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £256 / night

£2,286 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday condo in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £61 / night

£427 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday condo in Lely Resort

Lely Resort condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £275 / night

£1,737 - £3,200 / week

1 / 20

Great rentals within 20 miles that match your search

Naples holiday condo rental

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £138 / night

£960 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday condo in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £366 / night

£2,743 / week

1 / 52

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

£1,600 / 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

£1,600 / 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

£686 / week

1 / 22

Great rentals within 20 miles that match your search

Condo rental in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £266 / night

£1,856 / week

1 / 8

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday home with golf nearby in Naples

Naples house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £256 / night

£1,792 / week

1 / 24

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: Property type

from £412 / night

£2,880 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday condo in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Water sports

from £107 / night

£747 / week

1 / 21

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: Water sports

from £77 / night

£534 / week

1 / 19

Great rentals within 20 miles that match your search

Naples holiday villa accommodation

Naples villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £170 / night

£1,189 - £4,571 / week

1 / 24

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: Water sports

from £147 / night

£1,024 / week

1 / 10

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: Water sports

3 reviews

from £238 / night

£1,372 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday condo in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Water sports

from £275 / night

£1,920 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday home in Naples

Naples house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £365 / night

£2,738 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday condo in Naples

Naples condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Water sports

from £183 / night

£1,372 / week

1 / 15

Great rentals within 20 miles that match your search

Naples holiday home rental

Naples house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

4 reviews

from £811 / night

£5,392 / week

1 / 33

Great rentals within 20 miles that match your search

Home rental in Naples

Naples house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

3 reviews

from £467 / night

£3,068 / week

1 / 18

Great rentals within 20 miles that match your search

Naples holiday home rental

Naples house

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

7 reviews

from £454 / night

£2,856 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa in Naples

Naples villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

30 reviews

from £160 / night

£1,118 - £1,565 / week

1 / 26

Great rentals within 20 miles that match your search

Naples holiday apartment rental

Naples apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

13 reviews

from £124 / night

£819 / week

1 / 9

Great rentals within 20 miles that match your search

Naples holiday apartment rental

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

2 reviews

from £196 / night

£1,372 / week

1 / 8

Great rentals within 20 miles that match your search

Condo rental in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Water sports

from £247 / night

£1,728 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Naples

Naples house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

4 reviews

from £183 / night

£1,280 / week

1 / 36

Great rentals within 20 miles that match your search

Naples holiday home rental

Naples house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Property type

2 reviews

from £1,487 / night

£10,409 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday villa rental

Naples villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

4 reviews

from £252 / night

£1,829 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday home in Naples

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

2 reviews

from £240 / night

£1,438 - £1,996 / week

1 / 51

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

1 filter does not match: Property type

11 reviews

from £138 / night

£869 / week

1 / 16

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