A Season on Vanderbilt Beach
Vanderbilt Beach is where North Naples spends the winter: a public beach at the end of the road, Delnor-Wiggins Pass State Park two minutes north, the Ritz-Carlton and LaPlaya on the sand, and Mercato a short drive east. Seasonal residences run from Gulf-front towers and bayside condominiums to canal homes with a dock, and most of the buildings set a 30-day minimum, so a month, a season or a full winter are all possible here.
Vanderbilt Beach Rentals at a Glance
| Typical Minimum | 30 days in most Gulf Shore Drive and Bluebill Avenue buildings; 7 days at Kings Crown, Sandcastle Villas and Baypoint; 7 to 14 days by season at Barefoot Pelican; 14 days at Bayshores and Sausalito; 90 days at Beachmoor; no leasing at The Vanderbilt or Mansions; canal homes set by the owner |
| Season | January through April, with February the peak; the best residences are reserved by early fall |
| Seasonal Rates | Median asking rates of about $5,000 a month for a one-bedroom, $11,000 for a two-bedroom and $14,000 for a three-bedroom in season; Conners canal homes from about $20,000 |
| Property Types | Gulf-front high-rise condominiums, bayside and lagoon mid-rises, Regatta resort-style condos, and Conners canal homes with docks |
| Beach Access | Public access at Vanderbilt Beach Park and the Gulf Shore Drive walkways; beachfront buildings open directly onto the sand; Delnor-Wiggins Pass State Park two minutes north |
| Boating | Canal homes with docks and lifts reach the Gulf through Wiggins Pass; kayak and paddleboard launches on Vanderbilt Lagoon |
| Nearby | The Ritz-Carlton and LaPlaya beach resorts, Turtle Club, Mercato, Waterside Shops, Artis–Naples |
Vanderbilt Beach Vacation Rentals - Active Listings
Request a Curated Selection of Vanderbilt Beach Rentals
Tell us your dates, party size, and whether you want the Gulf out the window, a boat at the dock, or a resort pool for the grandchildren, and we will send a curated selection, including residences we manage that are not on the public feed.
What a Season Costs, Building by Building
Between September 2024 and September 2026, owners posted 243 Vanderbilt Beach rental listings with a peak-season monthly rate, and the spread follows the same lines as the sales market. Gulf-front buildings such as Vanderbilt Gulfside, Seawatch and Bayshores ask $16,000 to $17,000 a month in season, the Conners canal homes with pools and docks start around $20,000, and the Bluebill Avenue towers are the value end, around $5,500 at Vanderbilt Towers. Off-season rates run roughly half of the seasonal figure. As of September 26, 2026, 149 Vanderbilt Beach residences were listed for rent, 39 of them at Regatta and 29 at Vanderbilt Towers.
| Building | Median | Range |
|---|---|---|
| Conners canal homes 10 listings · Set by the owner |
$26,375 | $22,000 – $30,000 |
| Sand Castle 3 listings · 30-day minimum |
$26,000 | $24,000 – $28,000 |
| Beachcomber 4 listings · 30-day minimum |
$22,000 | $20,800 – $22,200 |
| Casa Grande 4 listings · One lease a year |
$19,750 | $16,900 – $23,100 |
| Bayshores 10 listings · 14-day minimum |
$17,000 | $13,900 – $19,500 |
| Vanderbilt Gulfside 20 listings · 30-day minimum |
$16,000 | $15,000 – $17,000 |
| Seawatch 7 listings · 30-day minimum |
$16,000 | $15,000 – $17,000 |
| Regatta 59 listings |
$14,000 | $10,500 – $15,000 |
| Watermark 3 listings · 30-day minimum |
$12,000 | $10,500 – $12,000 |
| Chateau Vanderbilt 6 listings · 30-day minimum |
$11,000 | $10,600 – $11,000 |
| Vanderbilt Landings 6 listings · 30-day minimum |
$10,000 | $9,600 – $13,800 |
| Baypoint 5 listings · 7-day minimum |
$9,000 | $7,500 – $9,000 |
| Gulf Breeze 12 listings · 30-day minimum |
$8,750 | $8,000 – $9,500 |
| Vanderbilt Surf Colony 11 listings · 30-day minimum |
$8,000 | $6,200 – $8,800 |
| Monte Carlo Club 13 listings · 30-day minimum |
$8,000 | $7,000 – $11,000 |
| Barefoot Pelican 5 listings · 7 to 14 days by season |
$8,000 | $8,000 |
| Vanderbilt Towers 46 listings · 30-day minimum |
$5,500 | $4,600 – $7,400 |
Peak-season monthly asking rates from rental listings reported through the Naples Area Board of REALTORS® MLS, September 2024 to September 2026, for buildings with three or more listings. The typical range is the middle half of asking rates. Rates are asking, not achieved, and vary by residence, view and dates.
Where to Stay in Vanderbilt Beach
The Gulf-front towers on the west side of Gulf Shore Drive put the beach at the elevator door and the sunset on the terrace; they are the first to book and carry some of the highest seasonal rates. Behind them, the bayside and lagoon buildings offer larger floor plans for the money, quieter pools and a short distance to the same beach. Regatta, on the lagoon at Flagship Drive and Launch Circle, is the neighborhood's resort-style option, with a lagoon pool, spa and boat slips inside a gated community; Alpizar Property Management looks after residences there. For families and boaters, the Conners canal homes offer private pools and docks a short distance from the sand. Rental minimums are set building by building, so confirm the policy before you plan around a specific residence; our Vanderbilt Beach condo buildings guide lists the leasing rules for all 38.
Own a Residence in Vanderbilt Beach?
If you spend part of the year away, a well-managed seasonal rental can carry a residence's expenses without turning it into a full-time business. Alpizar Property Management manages a deliberately small portfolio of quality vacation rentals in the neighborhoods we know best, with tenant screening, association compliance, housekeeping and maintenance handled by our own team, and reporting delivered wherever you are. At the median asking rate, a two-bedroom residence rented January through March brings in about $33,000 in season, before management, association and tax costs. Because the brokerage and the management company are one firm, we can also tell you plainly when the better answer is to sell. Tell us about your residence below, or read more about Alpizar Property Management.
Annual Leases in Vanderbilt Beach
Unfurnished annual leases are uncommon in Vanderbilt Beach; most owners keep their residences for the season. When one is available it moves quickly. If you are looking for a twelve-month lease, tell us what you need and we will let you know the moment one comes to market, or see current Naples annual rentals.
Vanderbilt Beach Communities
More About Vanderbilt Beach
Vanderbilt Beach Vacation Rental FAQs
What is the minimum rental period in Vanderbilt Beach?
Most condominium associations along Gulf Shore Drive and Bluebill Avenue require a 30-day minimum. Kings Crown, Sandcastle Villas and Baypoint allow weekly stays, Barefoot Pelican allows them from April through December, Bayshores and Sausalito require 14 days, Beachmoor requires 90 days, and The Vanderbilt and Mansions do not permit leasing. Single-family canal homes are set by the owner and subject to Collier County short-term rental rules. Confirm the policy for any specific residence before booking.
When should I book a seasonal rental in Vanderbilt Beach?
For January through April, the best residences are reserved by early fall, and repeat guests often re-book before they leave. Off-season and shoulder months have far more availability and lower rates.
Are the rentals furnished?
Yes. Seasonal rentals in Vanderbilt Beach are turnkey furnished, typically with linens, kitchenware, beach chairs and internet included. Utilities are usually included in seasonal rates; confirm the specifics for each residence.
Can I bring a boat?
Only with a canal home that includes dock use in the lease; condominium docks are generally reserved for owners. Boat rentals and a full-service marina are available nearby at Pelican Isle Yacht Club and the Wiggins Pass marinas.
Do you manage vacation rentals for owners in Vanderbilt Beach?
Yes. Alpizar Property Management manages a selective portfolio of seasonal residences in Vanderbilt Beach and the surrounding North Naples neighborhoods. Use the owner form above to tell us about your residence.
How much does a seasonal rental cost in Vanderbilt Beach?
Between September 2024 and September 2026, Vanderbilt Beach owners asked a median of about $5,000 a month in season for a one-bedroom, $11,000 for a two-bedroom and $14,000 for a three-bedroom. Gulf-front buildings such as Vanderbilt Gulfside and Seawatch asked about $16,000, and Conners canal homes from about $20,000. Off-season rates run roughly half the seasonal figure.
Rental policies are set by each association and owner and change over time. Availability and rates are subject to change; verify all details before booking.
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Alpizar & Company is a family-owned independent brokerage specializing in luxury waterfront real estate across Naples' most sought-after neighborhoods. Led by Robert Alpizar (CLHMS, GRI, SRS, PSA) and Marlene Alpizar, our team operates as advisors — not salespeople — guiding buyers and sellers with firsthand local expertise and no corporate quotas.
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