Explore the Winding Cypress 3 Bedroom Vacation House with Internet Access, Pool and More, in Naples, FL
Home Rental in Naples Florida
Explore the tranquil setting of our Winding Cypress House in Naples, FL. This 3-bedroom vacation rental offers a pool, grill facility, washer/dryer, and internet access, providing a comfortable and convenient homestay experience.
Why You'll Love This Rental
Winding Cypress is a 3-bedroom, 3-bath home in Naples, Florida that sleeps 6, with an additional den/study featuring a murphy double bed. The home is pet friendly (some pets allowed) and set within the Winding Cypress community. Standout features include an open floor plan with zero-corner sliders that connect indoor living space to an outdoor kitchen and bar area, plus a screened-in patio and a privacy-wall view.
Inside, the bedroom setup includes a king in the primary suite, a queen in the second bedroom, and two twins in the third. The home includes internet access, a washer/dryer, and a grill. Community amenities referenced for Winding Cypress include a resort-style pool, tennis, pickleball, bocce ball, a fitness center, an outdoor yoga deck, a dog park, a community garden, and a nature trail boardwalk through protected preserves. Stays are monthly with a 30-day minimum, and the association requires a $75 online application with a 30-day approval period.
Property Highlights
The home is in the gated Winding Cypress community in Naples, Florida. Community grounds and a clubhouse are referenced, along with amenities such as a resort-style pool, sports courts, a dog park, and a nature trail boardwalk through protected preserves. The provided beach distance is 11 miles.
Rates & Availability (USD)
Live booking details are maintained by William Raveis Florida Rentals.
Availability Calendar
Use the calendar as a guide, then confirm current availability directly with the manager.
| Season | Nightly | Weekly | Monthly |
|---|---|---|---|
|
PMS Rate Nov 14, 2026 - Nov 30, 2026 Minimum Stay: 29 Days |
$207 | n/a | $6,000 |
|
PMS Rate Dec 01, 2026 - Jan 31, 2027 Minimum Stay: 30 Days |
$333 | n/a | $10,000 |
|
PMS Rate Feb 01, 2027 - Feb 28, 2027 Minimum Stay: 27 Days |
$370 | n/a | $10,000 |
|
PMS Rate Mar 01, 2027 - Mar 31, 2027 Minimum Stay: 30 Days |
$333 | n/a | $10,000 |
|
PMS Rate Apr 01, 2027 - Apr 30, 2027 Minimum Stay: 29 Days |
$345 | n/a | $10,000 |
|
PMS Rate May 01, 2027 - May 31, 2027 Minimum Stay: 30 Days |
$200 | n/a | $6,000 |
About This Rental
For additional information please contact Lesley Garlock at 239.289.1351, lesley.garlock@raveis.com or Nathan Dyer at 417.350.7803, nathan.dyer@raveis.com.
Activities and Special Interests
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Frequently Asked Questions
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