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

$12,000

10701 Gulf Shore Dr 702, NAPLES

2 Beds 2 Baths 1,560 SqFt Rental MLS® # 226014810

WeichertRealtors-ParadiseHomes

$12,000

10691 Gulf Shore Dr E 1101, NAPLES

2 Beds 2 Baths 1,675 SqFt Rental MLS® # 2026008891

LPT Realty, LLC

$12,000

300 Dunes Blvd 603, NAPLES

3 Beds 2 Baths 1,893 SqFt Rental MLS® # 226008499

William Raveis Real Estate

$12,000

3115 Gulf Shore Blvd N 412s, NAPLES

2 Beds 3 Baths 1,505 SqFt Rental MLS® # 226005523

John R Wood Properties

$12,000

10682 Gulf Shore Dr C-204, NAPLES

2 Beds 2 Baths 1,177 SqFt Rental MLS® # 226003893

John R Wood Properties

$12,000

400 Flagship Dr 306, NAPLES

3 Beds 3 Baths 1,750 SqFt Rental MLS® # 226001581

William Raveis Real Estate

$12,000

410 Flagship Dr 1101, NAPLES

3 Beds 3 Baths 1,979 SqFt Rental MLS® # 225083250

William Raveis Real Estate

$12,000

↑ $5,100

4041 Gulf Shore Blvd N 105, NAPLES

2 Beds 2 Baths 1,735 SqFt Rental MLS® # 225082734

Hudson Burnham Real Estate

$12,000

↓ $3,000

1065 Borghese Ln 1503, NAPLES

3 Beds 3 Baths 1,865 SqFt Rental MLS® # 225081221

Century 21 AllPoints Realty

$12,000

↑ $4,000

3443 Gulf Shore Blvd N 814, NAPLES

2 Beds 2 Baths 1,215 SqFt Rental MLS® # 225077717

Keller Williams Realty Naples

$12,000

↑ $3,500

8446 Mallards Way, NAPLES

2 Beds 2 Baths 3,029 SqFt Rental MLS® # 225077063

Premier Sotheby's Int'l Realty

$12,000

↑ $1,500

4451 Gulf Shore Blvd N 1205, NAPLES

3 Beds 3 Baths 2,030 SqFt Rental MLS® # 225073319

Compass Florida LLC

$12,000

↑ $7,500

450 Bayfront Pl 4508, NAPLES

3 Beds 3 Baths 1,796 SqFt Rental MLS® # 225072212

Compass Florida LLC

$11,900

4551 Gulf Shore Blvd N 301, NAPLES

2 Beds 2 Baths 1,792 SqFt Rental MLS® # 226029762

Premier Property Management

$11,500

11116 Gulf Shore Dr 601, NAPLES

2 Beds 2 Baths 1,476 SqFt Rental MLS® # 226024945

Royal Shell Real Estate, Inc.

$11,500

400 Flagship Dr 505, NAPLES

3 Beds 3 Baths 1,760 SqFt Rental MLS® # 226018444

William Raveis Real Estate

$11,495

9103 Vanderbilt Dr 205, NAPLES

2 Beds 2 Baths 1,221 SqFt Rental MLS® # 226026028

Berkshire Hathaway FL Realty

New New

$11,000

10951 Gulfshore Dr 504, NAPLES

2 Beds 2 Baths 1,562 SqFt Rental MLS® # 226027556

SunStream Realty

New New

$11,000

3200 Gulf Shore Blvd N 205, NAPLES

2 Beds 2 Baths 1,116 SqFt Rental MLS® # 226029602

Hamro & Associates LLC

$11,000

400 Flagship Dr 505, NAPLES

3 Beds 3 Baths 1,760 SqFt Rental MLS® # 226029545

William Raveis Real Estate

$11,000

10684 Gulf Shore Dr B-302, NAPLES

3 Beds 2 Baths 1,248 SqFt Rental MLS® # 226027811

John R Wood Properties

$11,000

↓ $1,000

4451 Gulf Shore Blvd N 601, NAPLES

3 Beds 3 Baths 2,100 SqFt Rental MLS® # 226014012

Downing Frye Realty Inc.

$11,000

5501 Heron Point Dr 702, NAPLES

2 Beds 2 Baths 1,155 SqFt Rental MLS® # 226019036

William Raveis Real Estate

$11,000

9101 Vanderbilt Dr 304, NAPLES

2 Beds 2 Baths 1,335 SqFt Rental MLS® # 226013157

SunStream Realty

$11,000

6585 Nicholas Blvd 703, NAPLES

2 Beds 2 Baths 1,341 SqFt Rental MLS® # 2026001711

Maxim LLC

$11,000

↑ $2,000

10682 Gulf Shore Dr C205, NAPLES

2 Beds 2 Baths 1,248 SqFt Rental MLS® # 225080651

John R Wood Properties

$11,000

4001 Gulf Shore Blvd N 1104, NAPLES

2 Beds 2 Baths 1,267 SqFt Rental MLS® # 225072111

Premier Sotheby's Int'l Realty

$11,000

10686 Gulf Shore Dr A105, NAPLES

2 Beds 2 Baths 1,248 SqFt Rental MLS® # 225069500

Naples Vacation Properties

$10,500

3443 Gulf Shore Blvd N 609, NAPLES

2 Beds 2 Baths 1,215 SqFt Rental MLS® # 226030526

DomainRealty.com LLC

$10,500

325 Dunes Blvd 406, NAPLES

3 Beds 3 Baths 2,194 SqFt Rental MLS® # 226018443

William Raveis Real Estate

Naples Waterfront Vacations

Naples Waterfront Vacations - Active Listings

$12,000

10701 Gulf Shore Dr 702, NAPLES

$12,000

10691 Gulf Shore Dr E 1101, NAPLES

$12,000

300 Dunes Blvd 603, NAPLES

$12,000

3115 Gulf Shore Blvd N 412s, NAPLES

$12,000

10682 Gulf Shore Dr C-204, NAPLES

$12,000

400 Flagship Dr 306, NAPLES

$12,000

410 Flagship Dr 1101, NAPLES

$12,000

4041 Gulf Shore Blvd N 105, NAPLES

$12,000

1065 Borghese Ln 1503, NAPLES

$12,000

3443 Gulf Shore Blvd N 814, NAPLES

$12,000

8446 Mallards Way, NAPLES

$12,000

4451 Gulf Shore Blvd N 1205, NAPLES

$12,000

450 Bayfront Pl 4508, NAPLES

$11,900

4551 Gulf Shore Blvd N 301, NAPLES

$11,500

11116 Gulf Shore Dr 601, NAPLES

$11,500

400 Flagship Dr 505, NAPLES

$11,495

9103 Vanderbilt Dr 205, NAPLES

$11,000

10951 Gulfshore Dr 504, NAPLES

$11,000

3200 Gulf Shore Blvd N 205, NAPLES

$11,000

400 Flagship Dr 505, NAPLES

$11,000

10684 Gulf Shore Dr B-302, NAPLES

$11,000

4451 Gulf Shore Blvd N 601, NAPLES

$11,000

5501 Heron Point Dr 702, NAPLES

$11,000

9101 Vanderbilt Dr 304, NAPLES

$11,000

6585 Nicholas Blvd 703, NAPLES

$11,000

10682 Gulf Shore Dr C205, NAPLES

$11,000

4001 Gulf Shore Blvd N 1104, NAPLES

$11,000

10686 Gulf Shore Dr A105, NAPLES

$10,500

3443 Gulf Shore Blvd N 609, NAPLES

$10,500

325 Dunes Blvd 406, NAPLES