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

$17,000

4751 Gulf Shore Blvd N Ph7, NAPLES

2 Beds 2 Baths 1,595 SqFt Rental MLS® # 226016379

Gulf Coast International Lux R

$17,000

60 Seagate Dr 704, NAPLES

3 Beds 3 Baths 2,500 SqFt Rental MLS® # 226015553

Royal Shell Real Estate, Inc.

$17,000

3443 Gulf Shore Blvd N 509, NAPLES

2 Beds 2 Baths 1,215 SqFt Rental MLS® # 226013985

Naples Vacation Properties

$17,000

↓ $1,000

10620 Gulf Shore Dr 202, NAPLES

3 Beds 4 Baths 2,375 SqFt Rental MLS® # 226003502

Premier Sotheby's Int'l Realty

$17,000

↑ $1,000

6573 Marissa Loop 2005, NAPLES

3 Beds 2 Baths 1,787 SqFt Rental MLS® # 226003153

Downing Frye Realty Inc.

$17,000

↑ $2,000

6001 Pelican Bay Blvd 1006, NAPLES

3 Beds 3 Baths 2,542 SqFt Rental MLS® # 225075545

Downing Frye Realty Inc.

$17,000

10851 Gulf Shore Dr 1402, NAPLES

2 Beds 2 Baths 1,570 SqFt Rental MLS® # 225067791

SunStream Realty

$16,500

3005 Coco Ave, NAPLES

3 Beds 2 Baths 2,324 SqFt Rental MLS® # 226028114

Keller Williams Realty Naples

$16,500

9653 Gulf Shore Dr 402, NAPLES

2 Beds 3 Baths 1,579 SqFt Rental MLS® # 225077633

Downing Frye Realty Inc.

$16,000

2736 Riverview Dr, NAPLES

2 Beds 2 Baths 1,320 SqFt Rental MLS® # 226029092

Naples Homes and Rentals Inc

$16,000

9375 Gulf Shore Dr Dr 203, NAPLES

2 Beds 2 Baths 1,530 SqFt Rental MLS® # 226027731

John R Wood Properties

$16,000

60 Seagate Dr 1606, NAPLES

3 Beds 3 Baths 2,403 SqFt Rental MLS® # 226027089

Berkshire Hathaway FL Realty

$16,000

4005 Gulf Shore Blvd N 700, NAPLES

3 Beds 3 Baths 1,646 SqFt Rental MLS® # 226026907

Downing Frye Realty Inc.

$16,000

5550 Heron Point Dr 1404, NAPLES

3 Beds 2 Baths 1,514 SqFt Rental MLS® # 226025789

Coldwell Banker Realty

$16,000

1400 Gulf Shore Blvd N 310, NAPLES

3 Beds 4 Baths 2,472 SqFt Rental MLS® # 226023697

Berkshire Hathaway FL Realty

$16,000

1490 5th Ave S 200a, NAPLES

2 Beds 2 Baths 1,797 SqFt Rental MLS® # 226022307

John R Wood Properties

$16,000

400 Flagship Dr 802, NAPLES

3 Beds 3 Baths 2,035 SqFt Rental MLS® # 226022480

William Raveis Real Estate

$16,000

10851 Gulfshore Dr 1001, NAPLES

3 Beds 3 Baths 2,003 SqFt Rental MLS® # 226020090

SunStream Realty

$16,000

410 Flagship Dr 605, NAPLES

3 Beds 3 Baths 1,860 SqFt Rental MLS® # 226017343

William Raveis Real Estate

$16,000

9375 Gulf Shore Dr 401, NAPLES

2 Beds 2 Baths 1,600 SqFt Rental MLS® # 226009385

John R Wood Properties

$16,000

↑ $1,000

7225 Pelican Bay Blvd 2102, NAPLES

2 Beds 2 Baths 1,818 SqFt Rental MLS® # 226008751

Downing Frye Realty Inc.

$16,000

3443 Gulf Shore Blvd N 710, NAPLES

2 Beds 2 Baths 1,215 SqFt Rental MLS® # 225078461

John R Wood Properties

$16,000

↑ $1,000

3443 Gulf Shore Blvd N 711, NAPLES

2 Beds 2 Baths 1,215 SqFt Rental MLS® # 225073453

Naples Vibe Realty, LLC

$16,000

10951 Gulf Shore Dr 1504, NAPLES

2 Beds 2 Baths 1,570 SqFt Rental MLS® # 225072976

SunStream Realty

$16,000

315 Dunes Blvd 801, NAPLES

3 Beds 3 Baths 2,187 SqFt Rental MLS® # 225070831

Premier Sotheby's Int'l Realty

$15,750

↑ $2,750

9415 Gulf Shore Dr 501, NAPLES

2 Beds 2 Baths 1,145 SqFt Rental MLS® # 2025021074

Worthington Realty, Inc.

$15,500

60 Seagate Dr 805, NAPLES

2 Beds 3 Baths 2,173 SqFt Rental MLS® # 226014356

Royal Shell Real Estate, Inc.

$15,400

410 Flagship Dr 806, NAPLES

3 Beds 3 Baths 1,979 SqFt Rental MLS® # 226013624

William Raveis Real Estate

$15,300

N/A, NAPLES

2 Beds 2 Baths 1,489 SqFt Rental MLS® # 226029796

William Raveis Real Estate

$15,000

400 Flagship Dr 1207, NAPLES

3 Beds 3 Baths 2,035 SqFt Rental MLS® # 226029543

William Raveis Real Estate

Naples Waterfront Vacations

Naples Waterfront Vacations - Active Listings

$17,000

4751 Gulf Shore Blvd N Ph7, NAPLES

$17,000

60 Seagate Dr 704, NAPLES

$17,000

3443 Gulf Shore Blvd N 509, NAPLES

$17,000

10620 Gulf Shore Dr 202, NAPLES

$17,000

6573 Marissa Loop 2005, NAPLES

$17,000

6001 Pelican Bay Blvd 1006, NAPLES

$17,000

10851 Gulf Shore Dr 1402, NAPLES

$16,500

3005 Coco Ave, NAPLES

$16,500

9653 Gulf Shore Dr 402, NAPLES

$16,000

2736 Riverview Dr, NAPLES

$16,000

9375 Gulf Shore Dr Dr 203, NAPLES

$16,000

60 Seagate Dr 1606, NAPLES

$16,000

4005 Gulf Shore Blvd N 700, NAPLES

$16,000

5550 Heron Point Dr 1404, NAPLES

$16,000

1400 Gulf Shore Blvd N 310, NAPLES

$16,000

1490 5th Ave S 200a, NAPLES

$16,000

400 Flagship Dr 802, NAPLES

$16,000

10851 Gulfshore Dr 1001, NAPLES

$16,000

410 Flagship Dr 605, NAPLES

$16,000

9375 Gulf Shore Dr 401, NAPLES

$16,000

7225 Pelican Bay Blvd 2102, NAPLES

$16,000

3443 Gulf Shore Blvd N 710, NAPLES

$16,000

3443 Gulf Shore Blvd N 711, NAPLES

$16,000

10951 Gulf Shore Dr 1504, NAPLES

$16,000

315 Dunes Blvd 801, NAPLES

$15,750

9415 Gulf Shore Dr 501, NAPLES

$15,500

60 Seagate Dr 805, NAPLES

$15,400

410 Flagship Dr 806, NAPLES

$15,300

N/A, NAPLES

$15,000

400 Flagship Dr 1207, NAPLES