Sixty residences on Vanderbilt Lagoon, forty-three private slips, and weekly rentals off season.
Barefoot Pelican sits just off Gulf Shore Drive at 271 Southbay Drive, a gated five-story community on Vanderbilt Lagoon with its own dockage — forty-three private slips with direct Gulf access, several conveying with the residence. Homes are efficient two-bedroom plans at the most attainable prices in the neighborhood, the beach is a short distance west, and the rental rules are the most flexible on this side of Vanderbilt Beach Road.
Barefoot Pelican at a Glance
| Address | 271 Southbay Drive, Naples, FL 34108 |
| Neighborhood | Vanderbilt Beach, North Naples — off Vanderbilt Beach Road on Vanderbilt Lagoon, beside the Ritz-Carlton Residences |
| Year Built | 1986 |
| Residences | 60 residences over 5 floors, across two buildings |
| Floor Plans | 2 bedrooms, 2 baths, approximately 950 to 1,150 sq ft; available on request |
| Waterfront | Vanderbilt Lagoon frontage; the Gulf beach is a short distance west |
| Boating | 43 private slips with direct Gulf access, some deeded with a residence and others available to rent; boat ramp and boat storage on site |
| Amenities | Heated bayfront pool and spa, grill and picnic area, social area, bike and extra storage, vehicle wash area, elevators, guest parking |
| Gated | Yes |
| Parking | One assigned space under building, plus guest parking |
| Pet Policy | One pet, 25-pound limit, with association approval |
| Rental Policy | Up to 26 leases per year; shorter minimum terms off season — verify current in-season minimum with the association |
Barefoot Pelican - Active Listings
Request a Curated Selection of Barefoot Pelican Residences
Two things decide value here: whether a slip conveys, and whether the residence has been renovated. Both vary widely across sixty homes, and the rental rules make the income math worth running before you offer. Tell us your boat and how you intend to use the place, and we will assemble a private selection and the rental numbers to go with it. Complimentary and without obligation. Call (239) 438-1102.
Residences at Barefoot Pelican
Every residence is a two-bedroom, two-bath of roughly 950 to 1,150 square feet with a screened or glass-enclosed lanai over the water. Top-floor and end residences are the ones owners hold onto — wide lagoon views, side windows for morning light, and no one above. Many have been renovated with quartz counters, shaker cabinetry, tile throughout and new lanai glass; others are priced to let a buyer do that work. The scale is the point: this is the address where a bayfront residence with a slip is still attainable in a neighborhood where the Ritz-Carlton Residences next door trade past four million. Floor plans are available on request.
Boating, Rentals and Location
Forty-three slips line the seawall with direct Gulf access through Wiggins Pass and no fixed bridges — some deeded to a residence and conveying with the sale, others available to rent from the association or an owner. A boat ramp and boat storage sit on site, which is rare here. The rental program is the other draw: up to twenty-six leases a year, with shorter minimum terms permitted off season, which puts the building in a small group of Vanderbilt Beach addresses that work as genuine income property. Vanderbilt Beach itself is a short distance west, with the Ritz-Carlton, the Turtle Club, LaPlaya and Buzz's Lighthouse all close by, and the Pavilion, Mercato and Waterside Shops minutes away.
Vanderbilt Beach Communities
More About Vanderbilt Beach
Barefoot Pelican FAQs
Where is Barefoot Pelican located?
At 271 Southbay Drive in Vanderbilt Beach, North Naples, 34108 — off Vanderbilt Beach Road on Vanderbilt Lagoon, next to the Ritz-Carlton Residences and a short distance from the beach.
Does Barefoot Pelican have boat slips?
Yes. The community has 43 private slips with direct Gulf access through Wiggins Pass. Some are deeded and convey with a residence, others are available to rent, and the property also has a boat ramp and boat storage.
How many residences are in Barefoot Pelican?
Sixty, across two five-story buildings behind a gate, completed in the mid-1980s.
Can I rent out a Barefoot Pelican condo short term?
Barefoot Pelican permits up to twenty-six leases per year, with shorter minimum terms allowed off season than during the January to March high season. The exact in-season minimum has been stated differently by different sources, so confirm the current rule in the condominium documents before purchasing as an investment.
Is Barefoot Pelican pet friendly?
One pet up to 25 pounds is permitted with association approval. Confirm current rules in the condominium documents before purchasing.
Building details, association policies and fees are subject to change and should be verified with the association and current condominium documents before relying on them.
Meet the Team
Connect with Real Estate Advisors... not Salespeople.
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.
We offer complimentary, pressure-free consultations without any commitment.
How can we Help?
Over 250 closed transactions. $100 million in Naples luxury waterfront sales. Read what our buyers and sellers say about working with an advisor-driven independent brokerage — and why they come back.
What's it like working with Alpizar & Company?