A Winter at Wiggins Pass
A seasonal rental at Kalea Bay is a furnished residence of more than 3,200 square feet in one of the five towers at Wiggins Pass, with views across the estuary toward the Gulf, a rooftop pool on your own tower and The Club at Kalea Bay below. Leases run 30 days or more, and on September 25, 2026 nine residences were offered for rent on the MLS, eight of them for the winter season.
Renting at Kalea Bay at a Glance
| Minimum Lease | 30 days; owners may lease up to four times a year |
| Homes | Furnished three-bedroom-plus-den and four-bedroom residences of about 3,200 to 3,300 sq ft in Towers 100 to 400 |
| Winter Rent | Asking rents on September 25, 2026 ran from $35,000 to $50,000 a month; leases recorded over the last two years ran from $29,500 to $47,500 |
| Off Season | Where owners quote a rate, $12,000 to $35,000 a month on current listings |
| Annual Leases | $20,000 to $27,000 a month over the last two years |
| Peak Season | January through April, when rents are highest and the best residences are spoken for early |
| The Club | Tenants typically use The Club and their tower’s rooftop terrace in the owner’s place; we confirm the terms for the residence you choose |
| Pets | At the owner’s discretion; the community permits pets with no weight limit |
| Location | Old Coast Road off Vanderbilt Drive, North Naples, FL 34110 |
Kalea Bay Naples - Vacation Rentals
Request a Curated Selection of Kalea Bay Rentals
The listings above are only part of the picture. Tell us your dates, how many bedrooms you need and which view matters most, and we will send a private selection with availability confirmed, including residences we manage and know personally. Call (239) 438-1102.
What Kalea Bay Rents For
Monthly rents by tower from the Naples MLS: residences offered on September 25, 2026, and leases recorded between September 1, 2024 and September 25, 2026.
| Tower | Offered Sep 25, 2026 | Leased, Last 2 Years |
|---|---|---|
| Tower 100 | 3 · $35,000 to $45,000 Off-season $12,000 to $35,000 |
2 · $40,000 and $47,500 Plus the penthouse, listed at $50,000 winter or $25,000 annual |
| Tower 200 | 1 · $45,000 Off-season $30,000; annual: 1 · $20,000 |
1 · $29,500 Annual: 1 · $20,000 |
| Tower 300 | 1 · $50,000 Off-season $15,000 |
None |
| Tower 400 | 3 · $38,000 to $45,000 Off-season $30,000 |
4 · $40,000 to $42,500 Annual: 3 · $23,000 to $27,000 |
Tower 400, the newest finished tower, leads the record, with four winter leases at $40,000 to $42,500 a month and three annual leases at $23,000 to $27,000. The highest recorded winter lease was $47,500, for a 22nd-floor residence in Tower 100 that is offered again this winter at $45,000. This year’s asking rents sit at a median $45,000, above most of the leases actually recorded, and since late May two winter listings, at $30,000 and $40,000, ended without a lease. The well-placed residences at a realistic rate are the ones that lease first. Tower 500 has no leases yet.
The MLS shows only part of this market. Some Kalea Bay leases are arranged through rental agencies or directly between owners and returning guests and never appear there, which is why we keep a private list.
What a Season at Kalea Bay Looks Like
Mornings start on a terrace high above the estuary, with Wiggins Pass and the Gulf beyond. The Club is the center of the day: coffee and breakfast at the Driftwood Café, a Pilates class or a session in the Wellness Center, tennis on the Har-Tru courts or a game on one of eight pickleball courts, and an afternoon at the resort pool or the adults-only pool. Evenings belong to the rooftop terrace on your own tower, with its negative-edge pool and sky lounge at sunset, or to dinner at Salt and Oak. Delnor-Wiggins Pass State Park, Vanderbilt Beach and the restaurants of Mercato are a short drive away.
Choosing a Residence
Nearly every Kalea Bay residence is between 3,200 and 3,300 square feet, so the choice comes down to tower, height, view and plan. Views vary by stack and floor, from the Gulf and Wiggins Pass on the upper floors to the mangrove preserve and the club lower down, and we confirm the view from each residence before you commit. The three-bedroom-plus-den plans in Towers 100, 200 and 300 suit guests who want a study as well as bedrooms, and the four-bedroom plans suit families and friends traveling together. For the towers, plans and sales in detail, see our Kalea Bay guide.
Annual Rentals
Annual leases are permitted and come along from time to time, at $20,000 to $27,000 a month over the last two years. On September 25, 2026, one was offered, a three-bedroom-plus-den residence in Tower 200 at $20,000 a month. For long-term leases elsewhere in the city, see Naples annual rentals, and for seasonal rentals nearby, compare The Dunes, Regatta and Vanderbilt Beach, or browse all Naples vacation rentals.
Own at Kalea Bay? Rent Your Residence With Us
Kalea Bay allows four leases a year, which leaves room for a full winter season, and the rents above show what a well-presented residence can earn: three months at $40,000 a month grosses $120,000, about three years of association fees in most towers. Alpizar Property Management handles pricing, marketing, tenant screening, turnover and care of the residence between guests, with the brokerage behind it when you are ready to sell. See property management or request a rental estimate below.
Wiggins Pass Communities
More About the Pass
Kalea Bay Rental Questions
How much does it cost to rent at Kalea Bay?
Winter rentals were offered at $35,000 to $50,000 a month on September 25, 2026, and winter leases recorded over the last two years ran from $29,500 to $47,500 a month. Off-season rates on current listings run from $12,000 to $35,000 a month, and annual leases have run from $20,000 to $27,000 a month.
What is the minimum rental period at Kalea Bay?
Thirty days. Owners may lease up to four times a year, so nightly and weekly stays are not available.
Do renters get to use The Club at Kalea Bay?
Tenants typically use The Club, including the pools, restaurants, Wellness Center and courts, and their tower’s rooftop terrace in the owner’s place. We confirm the terms for the residence you choose before you sign.
When should I book a winter at Kalea Bay?
As early as you can. Only eight winter rentals were offered on the MLS in late September 2026, returning guests often rebook before they leave, and some residences are leased privately. Off-season stays are easier to arrange.
Are Kalea Bay rentals pet friendly?
The community permits pets with no weight limit, but each owner decides whether to accept them in a rental. Tell us up front and we will search accordingly.
Is Kalea Bay on the beach?
No. Kalea Bay faces the Cocohatchee River estuary and Wiggins Pass. The nearest beach is Delnor-Wiggins Pass State Park, just south of Wiggins Pass, with Vanderbilt Beach further south.
Can I rent out my Kalea Bay residence?
Yes, up to four times a year with a 30-day minimum. At $40,000 a month, a three-month winter season grosses about three years of association fees in most towers. Alpizar Property Management can outline what your residence should earn and handle the season from marketing to turnover.
Rents are compiled from Naples Area Board of Realtors MLS rental data for Kalea Bay: residences offered on September 25, 2026, leases recorded September 1, 2024 through September 25, 2026, and listings that ended without a lease since May 28, 2026; some Kalea Bay leases are arranged privately and do not appear on the MLS. Leasing, pet and club rules are set by the associations and are subject to change; verify current terms before leasing.
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