What is a Naples waterfront vacation rental?

A Naples waterfront vacation rental is a property situated directly on a canal, bay, river, or waterway — typically with a private boat dock and direct or convenient access to the Gulf of Mexico. These range from canal-front homes in Aqualane Shores and Royal Harbor with private docks for large vessels, to bay-view condominiums along Naples Bay, to family homes on the Vanderbilt Beach canal system.

Which Naples neighborhoods have the best waterfront vacation rentals?

The most sought-after waterfront vacation rental locations include Aqualane Shores with no-bridge direct Gulf access for large vessels, Royal Harbor with canal-front homes connecting to Naples Bay, the Gordon River and Bayfront area steps from downtown Naples, and the Vanderbilt Beach canal communities in North Naples with access to Wiggins Pass.

Can I bring my boat to a Naples waterfront vacation rental?

Yes — many Naples waterfront vacation rentals include private boat docks. Canal depths, dock configurations, and bridge clearances vary by property. Contact Alpizar & Company with your vessel specifications — size, draft, height — and we can identify properties where the dock and waterway route accommodate your boat.

What is the price range for Naples waterfront vacation rentals?

Canal-front homes in Vanderbilt Beach and Royal Harbor range from $8,000 to $25,000 per month during peak season. Deep-water estate homes in Aqualane Shores range from $20,000 to $60,000 per month. Premium waterfront estates can command $75,000 and above during peak season. Off-season rates are typically 30-50% lower.

What boating and water activities are available from Naples waterfront rentals?

Activities include Gulf fishing, offshore sportfishing, cruising to Keewaydin Island, exploring the Ten Thousand Islands, and waterfront dining via Naples Bay. For guests without a vessel, Alpizar & Company can help arrange boat rentals, fishing charters, kayak rentals, and paddleboard excursions through trusted Naples partners.

How do I find and book a Naples waterfront vacation rental?

Browse listings above or contact Alpizar & Company at (239) 438-1102. Share your preferred location, vessel requirements, group size, dates, and budget — we will identify matching properties and confirm dock and access details. Complimentary assistance with no pressure.

Naples Waterfront Vacations | Canal & Bay-Front Vacation Rentals

$14,500

↑ $500

400 Flagship Dr 403, NAPLES

3 Beds 3 Baths 2,035 SqFt Rental MLS® # 225073692

William Raveis Real Estate

$14,000

4551 Gulf Shore Blvd N 201, NAPLES

2 Beds 2 Baths 1,829 SqFt Rental MLS® # 226029098

Real Estate Specialty Svcs II

$14,000

400 Flagship Dr 504, NAPLES

3 Beds 3 Baths 1,760 SqFt Rental MLS® # 226029546

William Raveis Real Estate

$14,000

400 Flagship Dr 1002, NAPLES

3 Beds 3 Baths 2,035 SqFt Rental MLS® # 226029541

William Raveis Real Estate

$14,000

10562 Gulf Shore Dr 202, NAPLES

2 Beds 2 Baths 1,227 SqFt Rental MLS® # 226013613

William Raveis Real Estate

$14,000

450 Launch Cir 602, NAPLES

3 Beds 2 Baths 1,480 SqFt Rental MLS® # 226028551

John R Wood Properties

$14,000

5501 Heron Point Dr 602, NAPLES

2 Beds 2 Baths 1,289 SqFt Rental MLS® # 226026304

Premier Sotheby's Int'l Realty

$14,000

4751 Gulf Shore Blvd N 3, NAPLES

2 Beds 2 Baths 1,192 SqFt Rental MLS® # 226024173

John R Wood Properties

$14,000

4551 Gulf Shore Blvd N 1606, NAPLES

2 Beds 2 Baths 1,800 SqFt Rental MLS® # 226023689

Berkshire Hathaway FL Realty

$14,000

400 Flagship Dr 905, NAPLES

3 Beds 3 Baths 1,750 SqFt Rental MLS® # 226018453

William Raveis Real Estate

$14,000

5550 Heron Point Dr 2004, NAPLES

3 Beds 2 Baths 1,600 SqFt Rental MLS® # 226015563

Royal Shell Real Estate, Inc.

$14,000

3443 Gulf Shore Blvd N 809, NAPLES

2 Beds 2 Baths 1,164 SqFt Rental MLS® # 226011646

Downing Frye Realty Inc.

$14,000

400 Flagship Dr 501, NAPLES

3 Beds 2 Baths 1,734 SqFt Rental MLS® # 226010504

Downing Frye Realty Inc.

$14,000

3215 Gulf Shore Blvd N 704n, NAPLES

2 Beds 3 Baths 1,505 SqFt Rental MLS® # 226005679

William Raveis Real Estate

$14,000

10851 Gulf Shore Dr 301, NAPLES

3 Beds 2 Baths 2,003 SqFt Rental MLS® # 2026004273

Coldwell Banker Realty

$14,000

9375 Gulf Shore Dr 302, NAPLES

2 Beds 2 Baths 1,530 SqFt Rental MLS® # 226003364

Premier Sotheby's Int'l Realty

$14,000

↑ $1,500

3 Bluebill Ave 801, NAPLES

3 Beds 2 Baths 1,472 SqFt Rental MLS® # 225080896

WeichertRealtors-ParadiseHomes

$14,000

400 Flagship Dr 704, NAPLES

3 Beds 3 Baths 1,760 SqFt Rental MLS® # 225075935

Downing Frye Realty Inc.

$14,000

4155 Crayton Rd 203, NAPLES

3 Beds 3 Baths 1,940 SqFt Rental MLS® # 225074233

Premier Sotheby's Int'l Realty

$14,000

4005 Gulf Shore Blvd N 607, NAPLES

2 Beds 2 Baths 1,400 SqFt Rental MLS® # 225074195

Premier Sotheby's Int'l Realty

$14,000

5550 Heron Point Dr 504, NAPLES

3 Beds 2 Baths 1,514 SqFt Rental MLS® # 225069818

Royal Shell Real Estate, Inc.

$13,750

300 Dunes Blvd 602, NAPLES

3 Beds 3 Baths 2,194 SqFt Rental MLS® # 226019251

William Raveis Real Estate

New New

$13,500

4551 Gulf Shore Blvd N 605, NAPLES

2 Beds 2 Baths 1,800 SqFt Rental MLS® # 226028478

Real Estate Specialty Svcs II

$13,500

10701 Gulf Shore Dr 401, NAPLES

2 Beds 3 Baths 1,961 SqFt Rental MLS® # 226027350

SunStream Realty

$13,500

4551 Gulf Shore Blvd N 1001, NAPLES

2 Beds 2 Baths 1,829 SqFt Rental MLS® # 226023245

Real Estate Specialty Svcs II

$13,500

3500 Gulf Shore Blvd N 408, NAPLES

2 Beds 2 Baths 1,196 SqFt Rental MLS® # 226025338

John R Wood Properties

$13,500

400 Flagship Dr 604, NAPLES

3 Beds 3 Baths 1,760 SqFt Rental MLS® # 226018451

William Raveis Real Estate

$13,500

10475 Gulf Shore Dr 113, NAPLES

2 Beds 2 Baths 1,315 SqFt Rental MLS® # 225084739

SunStream Realty

$13,500

↑ $1,000

4255 Gulf Shore Blvd N 407, NAPLES

2 Beds 2 Baths 1,714 SqFt Rental MLS® # 225070817

Premier Sotheby's Int'l Realty

$13,250

↓ $250

5550 Heron Point Dr 503, NAPLES

2 Beds 2 Baths 1,263 SqFt Rental MLS® # 226019615

Excel Real Estate Services Inc

Naples Waterfront Vacations

Naples Waterfront Vacations - Active Listings

$14,500

400 Flagship Dr 403, NAPLES

$14,000

4551 Gulf Shore Blvd N 201, NAPLES

$14,000

400 Flagship Dr 504, NAPLES

$14,000

400 Flagship Dr 1002, NAPLES

$14,000

10562 Gulf Shore Dr 202, NAPLES

$14,000

450 Launch Cir 602, NAPLES

$14,000

5501 Heron Point Dr 602, NAPLES

$14,000

4751 Gulf Shore Blvd N 3, NAPLES

$14,000

4551 Gulf Shore Blvd N 1606, NAPLES

$14,000

400 Flagship Dr 905, NAPLES

$14,000

5550 Heron Point Dr 2004, NAPLES

$14,000

3443 Gulf Shore Blvd N 809, NAPLES

$14,000

400 Flagship Dr 501, NAPLES

$14,000

3215 Gulf Shore Blvd N 704n, NAPLES

$14,000

10851 Gulf Shore Dr 301, NAPLES

$14,000

9375 Gulf Shore Dr 302, NAPLES

$14,000

3 Bluebill Ave 801, NAPLES

$14,000

400 Flagship Dr 704, NAPLES

$14,000

4155 Crayton Rd 203, NAPLES

$14,000

4005 Gulf Shore Blvd N 607, NAPLES

$14,000

5550 Heron Point Dr 504, NAPLES

$13,750

300 Dunes Blvd 602, NAPLES

$13,500

4551 Gulf Shore Blvd N 605, NAPLES

$13,500

10701 Gulf Shore Dr 401, NAPLES

$13,500

4551 Gulf Shore Blvd N 1001, NAPLES

$13,500

3500 Gulf Shore Blvd N 408, NAPLES

$13,500

400 Flagship Dr 604, NAPLES

$13,500

10475 Gulf Shore Dr 113, NAPLES

$13,500

4255 Gulf Shore Blvd N 407, NAPLES

$13,250

5550 Heron Point Dr 503, NAPLES