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

$25,000

265 Indies Way 1404, NAPLES

3 Beds 3 Baths 2,798 SqFt Rental MLS® # 226018317

Keller Williams Realty Naples

$25,000

4041 Gulf Shore Blvd N 1007, NAPLES

3 Beds 3 Baths 2,667 SqFt Rental MLS® # 226018311

WeichertRealtors-ParadiseHomes

$25,000

4401 Gulf Shore Blvd N Ph3, NAPLES

3 Beds 3 Baths 2,511 SqFt Rental MLS® # 226013709

John R Wood Properties

$25,000

4041 Gulf Shore Blvd N Ph-7, NAPLES

2 Beds 3 Baths 2,240 SqFt Rental MLS® # 226008732

Hamro & Associates LLC

$25,000

4000 Gulf Shore Blvd N 900, NAPLES

3 Beds 3 Baths 3,100 SqFt Rental MLS® # 225076889

LoKation

$25,000

1900 Sandpiper St, NAPLES

3 Beds 3 Baths 2,653 SqFt Rental MLS® # 225074081

Premier Sotheby's Int'l Realty

$25,000

↓ $5,000

1320 Marlin Dr, NAPLES

3 Beds 3 Baths 2,294 SqFt Rental MLS® # 225071678

Naples Vacation Properties

$24,000

4041 Gulf Shore Blvd N Ph5, NAPLES

3 Beds 3 Baths 2,520 SqFt Rental MLS® # 226027869

William Raveis Real Estate

$24,000

8990 Bay Colony Dr 1203, NAPLES

2 Beds 3 Baths 2,610 SqFt Rental MLS® # 225084711

Royal Shell Real Estate, Inc.

$23,500

↓ $500

383 Seabee Ave, NAPLES

3 Beds 2 Baths 1,923 SqFt Rental MLS® # 226028517

Gulf Breeze Real Estate LC

$23,000

8990 Bay Colony Dr 901, NAPLES

3 Beds 6 Baths 2,500 SqFt Rental MLS® # 226023511

Royal Shell Real Estate, Inc.

$23,000

275 Indies Way 1205, NAPLES

3 Beds 3 Baths 2,798 SqFt Rental MLS® # 226018761

William Raveis Real Estate

$23,000

275 Indies Way 706, NAPLES

3 Beds 3 Baths 2,893 SqFt Rental MLS® # 226016125

William Raveis Real Estate

$23,000

4041 Gulf Shore Blvd N 907, NAPLES

3 Beds 3 Baths 2,700 SqFt Rental MLS® # 226003754

Hamro & Associates LLC

$22,500

4041 Gulf Shore Blvd N 802, NAPLES

3 Beds 3 Baths 2,160 SqFt Rental MLS® # 226030061

Hamro & Associates LLC

$22,500

↓ $1,500

9653 Gulf Shore Dr 203, NAPLES

3 Beds 3 Baths 2,010 SqFt Rental MLS® # 226026989

Premier Sotheby's Int'l Realty

$22,500

4251 Gulf Shore Blvd N 17a, NAPLES

2 Beds 2 Baths 2,101 SqFt Rental MLS® # 226019772

Royal Shell Real Estate, Inc.

$22,500

2048 Harbor Ln, NAPLES

3 Beds 2 Baths 1,512 SqFt Rental MLS® # 225068453

John R Wood Properties

$22,000

343 Conners Ave, NAPLES

3 Beds 2 Baths 2,014 SqFt Rental MLS® # 226028710

Gulf Breeze Real Estate LC

$22,000

1540 5th Ave S D305, NAPLES

3 Beds 4 Baths 2,391 SqFt Rental MLS® # 226028393

John R Wood Properties

$22,000

4451 Gulf Shore Blvd N 1604, NAPLES

3 Beds 2 Baths 2,250 SqFt Rental MLS® # 226023379

Coldwell Banker Realty

$22,000

60 Seagate Dr 305, NAPLES

2 Beds 3 Baths 2,173 SqFt Rental MLS® # 226023498

John R Wood Properties

$22,000

10620 Gulf Shore Dr 602, NAPLES

3 Beds 4 Baths 3,252 SqFt Rental MLS® # 226022617

Premier Sotheby's Int'l Realty

$22,000

265 Indies Way 904, NAPLES

3 Beds 3 Baths 2,798 SqFt Rental MLS® # 226019656

William Raveis Real Estate

$22,000

4651 Gulf Shore Blvd N 504, NAPLES

2 Beds 3 Baths 2,000 SqFt Rental MLS® # 226006636

Royal Shell Real Estate, Inc.

$22,000

↓ $1,000

10620 Gulf Shore Dr 203, NAPLES

3 Beds 4 Baths 2,357 SqFt Rental MLS® # 226000741

Premier Sotheby's Int'l Realty

$22,000

↑ $4,000

9577 Gulf Shore Dr 601, NAPLES

3 Beds 2 Baths 1,550 SqFt Rental MLS® # 225075382

Downing Frye Realty Inc.

$21,500

4651 Gulf Shore Blvd N 901, NAPLES

2 Beds 2 Baths 1,862 SqFt Rental MLS® # 225082988

Douglas Elliman Florida,LLC

$21,500

9577 Gulf Shore Dr W 504, NAPLES

3 Beds 3 Baths 1,582 SqFt Rental MLS® # 225075380

Downing Frye Realty Inc.

$21,000

4041 Gulf Shore Blvd N 606, NAPLES

3 Beds 3 Baths 2,550 SqFt Rental MLS® # 226028630

Royal Shell Real Estate, Inc.

Naples Waterfront Vacations

Naples Waterfront Vacations - Active Listings

$25,000

265 Indies Way 1404, NAPLES

$25,000

4041 Gulf Shore Blvd N 1007, NAPLES

$25,000

4401 Gulf Shore Blvd N Ph3, NAPLES

$25,000

4041 Gulf Shore Blvd N Ph-7, NAPLES

$25,000

4000 Gulf Shore Blvd N 900, NAPLES

$25,000

1900 Sandpiper St, NAPLES

$25,000

1320 Marlin Dr, NAPLES

$24,000

4041 Gulf Shore Blvd N Ph5, NAPLES

$24,000

8990 Bay Colony Dr 1203, NAPLES

$23,500

383 Seabee Ave, NAPLES

$23,000

8990 Bay Colony Dr 901, NAPLES

$23,000

275 Indies Way 1205, NAPLES

$23,000

275 Indies Way 706, NAPLES

$23,000

4041 Gulf Shore Blvd N 907, NAPLES

$22,500

4041 Gulf Shore Blvd N 802, NAPLES

$22,500

9653 Gulf Shore Dr 203, NAPLES

$22,500

4251 Gulf Shore Blvd N 17a, NAPLES

$22,500

2048 Harbor Ln, NAPLES

$22,000

343 Conners Ave, NAPLES

$22,000

1540 5th Ave S D305, NAPLES

$22,000

4451 Gulf Shore Blvd N 1604, NAPLES

$22,000

60 Seagate Dr 305, NAPLES

$22,000

10620 Gulf Shore Dr 602, NAPLES

$22,000

265 Indies Way 904, NAPLES

$22,000

4651 Gulf Shore Blvd N 504, NAPLES

$22,000

10620 Gulf Shore Dr 203, NAPLES

$22,000

9577 Gulf Shore Dr 601, NAPLES

$21,500

4651 Gulf Shore Blvd N 901, NAPLES

$21,500

9577 Gulf Shore Dr W 504, NAPLES

$21,000

4041 Gulf Shore Blvd N 606, NAPLES