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

$13,000

4001 Gulf Shore Blvd N 302, NAPLES

2 Beds 2 Baths 1,267 SqFt Rental MLS® # 226018762

RE/MAX Hallmark Realty

$13,000

4001 Gulf Shore Blvd N 500, NAPLES

2 Beds 3 Baths 1,646 SqFt Rental MLS® # 226025865

RE/MAX Hallmark Realty

$13,000

222 Harbour Dr 105, NAPLES

2 Beds 2 Baths 1,393 SqFt Rental MLS® # 226025923

Royal Shell Real Estate, Inc.

$13,000

N/A, NAPLES

2 Beds 3 Baths 1,505 SqFt Rental MLS® # 226021978

Luxe Naples Real Estate

$13,000

1065 Borghese Ln 2003, NAPLES

3 Beds 3 Baths 1,768 SqFt Rental MLS® # 226021297

John R Wood Properties

$13,000

315 Dunes Blvd 404, NAPLES

3 Beds 2 Baths 1,950 SqFt Rental MLS® # 226018405

William Raveis Real Estate

$13,000

3443 Gulf Shore Blvd N 213, NAPLES

2 Beds 2 Baths 1,215 SqFt Rental MLS® # 226012058

Premier Property Management

$12,500

6585 Nicholas Blvd 1702, NAPLES

2 Beds 2 Baths 1,341 SqFt Rental MLS® # 226030070

John R Wood Properties

$12,500

3443 Gulf Shore Blvd N 707, NAPLES

2 Beds 2 Baths 1,164 SqFt Rental MLS® # 226023790

Premier Sotheby's Int'l Realty

$12,500

N/A, NAPLES

2 Beds 2 Baths 1,138 SqFt Rental MLS® # 226019585

Premier Sotheby's Int'l Realty

$12,500

3443 Gulf Shore Blvd N 808, NAPLES

2 Beds 2 Baths 1,164 SqFt Rental MLS® # 226019583

Premier Sotheby's Int'l Realty

$12,500

4255 Gulf Shore Blvd N 1403, NAPLES

2 Beds 2 Baths 1,536 SqFt Rental MLS® # 226017816

Premier Sotheby's Int'l Realty

$12,500

4001 Gulf Shore Blvd N 1106, NAPLES

3 Beds 3 Baths 1,667 SqFt Rental MLS® # 226006542

Downing Frye Realty Inc.

$12,500

↑ $600

4751 Gulf Shore Blvd N 602, NAPLES

2 Beds 2 Baths 1,424 SqFt Rental MLS® # 225079521

Downing Frye Realty Inc.

$12,500

↑ $2,500

6361 Pelican Bay Blvd 802, NAPLES

2 Beds 2 Baths 1,456 SqFt Rental MLS® # 225076426

Royal Shell Real Estate, Inc.

$12,450

↓ $50

4551 Gulf Shore Blvd N 306, NAPLES

2 Beds 2 Baths 1,671 SqFt Rental MLS® # 226022492

Real Estate Specialty Svcs II

New New

$12,000

3443 Gulf Shore Blvd N 804, NAPLES

2 Beds 2 Baths 1,162 SqFt Rental MLS® # 226030925

Royal Shell Real Estate, Inc.

$12,000

451 Bayfront Pl 5311, NAPLES

3 Beds 2 Baths 1,869 SqFt Rental MLS® # 226020693

Premiere Plus Realty Company

$12,000

4005 Gulf Shore Blvd N 603, NAPLES

2 Beds 2 Baths 1,267 SqFt Rental MLS® # 226027362

Downing Frye Realty Inc.

$12,000

4005 Gulf Shore Blvd N 605, NAPLES

2 Beds 2 Baths 1,267 SqFt Rental MLS® # 226027015

Downing Frye Realty Inc.

$12,000

4001 Gulf Shore Blvd N 105, NAPLES

2 Beds 2 Baths 1,247 SqFt Rental MLS® # 226025861

RE/MAX Hallmark Realty

$12,000

1851 Gulf Shore Blvd. N. 15, NAPLES

2 Beds 2 Baths 1,140 SqFt Rental MLS® # 226026340

William Raveis Real Estate

$12,000

4001 Gulf Shore Blvd N Ph8, NAPLES

2 Beds 3 Baths 1,648 SqFt Rental MLS® # 226024393

RE/MAX Hallmark Realty

$12,000

10684 Gulf Shore Dr 205, NAPLES

2 Beds 2 Baths 1,440 SqFt Rental MLS® # 226021991

Naples Vacation Properties

$12,000

60 Seagate Dr 305, NAPLES

2 Beds 3 Baths 2,173 SqFt Rental MLS® # 226023503

John R Wood Properties

$12,000

9380 Gulf Shore Dr 102, NAPLES

3 Beds 2 Baths 1,800 SqFt Rental MLS® # 226020317

William Raveis Real Estate

$12,000

315 Dunes Blvd 505, NAPLES

3 Beds 2 Baths 1,893 SqFt Rental MLS® # 226018463

William Raveis Real Estate

$12,000

5550 Heron Point Dr 802, NAPLES

2 Beds 2 Baths 1,263 SqFt Rental MLS® # 226018227

Premier Sotheby's Int'l Realty

$12,000

4051 Gulf Shore Blvd N 700, NAPLES

2 Beds 2 Baths 2,074 SqFt Rental MLS® # 226015416

William Raveis Real Estate

$12,000

4041 Gulf Shore Blvd N 305, NAPLES

2 Beds 2 Baths 1,735 SqFt Rental MLS® # 226015912

Premier Property Management

Naples Waterfront Vacations

Naples Waterfront Vacations - Active Listings

$13,000

4001 Gulf Shore Blvd N 302, NAPLES

$13,000

4001 Gulf Shore Blvd N 500, NAPLES

$13,000

222 Harbour Dr 105, NAPLES

$13,000

N/A, NAPLES

$13,000

1065 Borghese Ln 2003, NAPLES

$13,000

315 Dunes Blvd 404, NAPLES

$13,000

3443 Gulf Shore Blvd N 213, NAPLES

$12,500

6585 Nicholas Blvd 1702, NAPLES

$12,500

3443 Gulf Shore Blvd N 707, NAPLES

$12,500

N/A, NAPLES

$12,500

3443 Gulf Shore Blvd N 808, NAPLES

$12,500

4255 Gulf Shore Blvd N 1403, NAPLES

$12,500

4001 Gulf Shore Blvd N 1106, NAPLES

$12,500

4751 Gulf Shore Blvd N 602, NAPLES

$12,500

6361 Pelican Bay Blvd 802, NAPLES

$12,450

4551 Gulf Shore Blvd N 306, NAPLES

$12,000

3443 Gulf Shore Blvd N 804, NAPLES

$12,000

451 Bayfront Pl 5311, NAPLES

$12,000

4005 Gulf Shore Blvd N 603, NAPLES

$12,000

4005 Gulf Shore Blvd N 605, NAPLES

$12,000

4001 Gulf Shore Blvd N 105, NAPLES

$12,000

1851 Gulf Shore Blvd. N. 15, NAPLES

$12,000

4001 Gulf Shore Blvd N Ph8, NAPLES

$12,000

10684 Gulf Shore Dr 205, NAPLES

$12,000

60 Seagate Dr 305, NAPLES

$12,000

9380 Gulf Shore Dr 102, NAPLES

$12,000

315 Dunes Blvd 505, NAPLES

$12,000

5550 Heron Point Dr 802, NAPLES

$12,000

4051 Gulf Shore Blvd N 700, NAPLES

$12,000

4041 Gulf Shore Blvd N 305, NAPLES