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

$8,000

↓ $4,000

11030 Gulf Shore Dr 202, NAPLES

3 Beds 2 Baths 1,770 SqFt Rental MLS® # 226008188

Downing Frye Realty Inc.

$8,000

3070 Gulf Shore Blvd N 103, NAPLES

2 Beds 2 Baths 1,300 SqFt Rental MLS® # 225080093

Downing Frye Realty Inc.

$8,000

1 Bluebill Ave 412, NAPLES

2 Beds 2 Baths 1,050 SqFt Rental MLS® # 226000229

Serhant-Naples

$8,000

↑ $2,500

10686 Gulf Shore Dr A-104, NAPLES

2 Beds 2 Baths 1,107 SqFt Rental MLS® # 225073752

Premier Sotheby's Int'l Realty

$8,000

17 Bluebill Ave 1104, NAPLES

2 Beds 2 Baths 1,214 SqFt Rental MLS® # 225072148

Premier Sotheby's Int'l Realty

$8,000

10686 Gulf Shore Dr A302, NAPLES

2 Beds 2 Baths 1,500 SqFt Rental MLS® # 225072146

Premier Sotheby's Int'l Realty

$8,000

↓ $2,000

271 Southbay Dr 225, NAPLES

2 Beds 2 Baths 977 SqFt Rental MLS® # 225071026

Naples Vacation Properties

$8,000

500 L'ambiance Cir 5-104, NAPLES

2 Beds 2 Baths 1,349 SqFt Rental MLS® # 225068974

Coldwell Banker Realty

$7,995

↓ $5

450 Bayfront Pl 4502, NAPLES

1 Bed 2 Baths 1,126 SqFt Rental MLS® # 225081488

Orlando Regional Realty Inc

$7,950

↓ $550

400 Flagship Dr 1206, NAPLES

3 Beds 3 Baths 1,760 SqFt Rental MLS® # 226011063

John R Wood Properties

$7,900

15 Bluebill Ave 205, NAPLES

2 Beds 2 Baths 1,525 SqFt Rental MLS® # 225073930

Downing Frye Realty Inc.

$7,800

430 Cove Tower Dr 1202, NAPLES

3 Beds 2 Baths 1,519 SqFt Rental MLS® # 226018214

Premier Property Management

$7,500

4551 Gulf Shore Blvd N 306, NAPLES

2 Beds 2 Baths 1,671 SqFt Rental MLS® # 226028476

Real Estate Specialty Svcs II

$7,500

3000 Gulf Shore Blvd N 213, NAPLES

2 Beds 2 Baths 1,113 SqFt Rental MLS® # 226027098

Coldwell Banker Realty

$7,200

2600 Gulf Shore Blvd N 64, NAPLES

2 Beds 2 Baths 1,200 SqFt Rental MLS® # 226005985

Naples Flat Fee Realty LLC

New New

$7,000

12945 Vanderbilt Dr 306, NAPLES

2 Beds 2 Baths 1,200 SqFt Rental MLS® # 226030648

Florida Home Realty, Inc.

$7,000

1395 Curlew Ave 4-3, NAPLES

2 Beds 2 Baths 975 SqFt Rental MLS® # 226027108

Premier Sotheby's Int'l Realty

$7,000

10686 Gulfshore Dr 304 A, NAPLES

2 Beds 2 Baths 1,177 SqFt Rental MLS® # 226025548

SunStream Realty

$7,000

5601 Turtle Bay Dr 302, NAPLES

2 Beds 2 Baths 2,009 SqFt Rental MLS® # 226023392

Realty One Group MVP

$7,000

410 Flagship Dr 301 (terrace), NAPLES

3 Beds 3 Baths 1,979 SqFt Rental MLS® # 226017200

William Raveis Real Estate

$7,000

↓ $1,000

N/A, NAPLES

1 Bed 1 Bath 817 SqFt Rental MLS® # 226005189

Coldwell Banker Realty

$7,000

401 Bayfront Pl 3405, NAPLES

2 Beds 2 Baths 1,223 SqFt Rental MLS® # 226001917

Naples Trust Real Estate Servi

$7,000

1 Bluebill Ave 703, NAPLES

1 Bed 1 Bath 800 SqFt Rental MLS® # 225077740

Serhant-Naples

$6,895

1060 Borghese Ln 603, NAPLES

3 Beds 4 Baths 2,524 SqFt Rental MLS® # 226010018

Premier Property Management

$6,800

430 Cove Tower Dr 302, NAPLES

3 Beds 2 Baths 1,623 SqFt Rental MLS® # 226024357

Collier Home Management

$6,700

451 Bayfront Pl 5206, NAPLES

1 Bed 2 Baths 1,325 SqFt Rental MLS® # 226017997

Berkshire Hathaway FL Realty

$6,700

1 Bluebill Ave 803, NAPLES

1 Bed 2 Baths 1,147 SqFt Rental MLS® # 225070123

William Raveis Real Estate

$6,500

5 Bluebill Ave 505/605, NAPLES

2 Beds 3 Baths 1,035 SqFt Rental MLS® # 226023690

William Raveis Real Estate

$6,500

2100 Gulf Shore Blvd N 120, NAPLES

2 Beds 2 Baths 1,200 SqFt Rental MLS® # 226023192

Sky Coastal Realty LLC

$6,500

↓ $500

5 Bluebill Ave 504, NAPLES

1 Bed 1 Bath 896 SqFt Rental MLS® # 226018983

Serhant-Naples

Naples Waterfront Vacations

Naples Waterfront Vacations - Active Listings

$8,000

11030 Gulf Shore Dr 202, NAPLES

$8,000

3070 Gulf Shore Blvd N 103, NAPLES

$8,000

1 Bluebill Ave 412, NAPLES

$8,000

10686 Gulf Shore Dr A-104, NAPLES

$8,000

17 Bluebill Ave 1104, NAPLES

$8,000

10686 Gulf Shore Dr A302, NAPLES

$8,000

271 Southbay Dr 225, NAPLES

$8,000

500 L'ambiance Cir 5-104, NAPLES

$7,995

450 Bayfront Pl 4502, NAPLES

$7,950

400 Flagship Dr 1206, NAPLES

$7,900

15 Bluebill Ave 205, NAPLES

$7,800

430 Cove Tower Dr 1202, NAPLES

$7,500

4551 Gulf Shore Blvd N 306, NAPLES

$7,500

3000 Gulf Shore Blvd N 213, NAPLES

$7,200

2600 Gulf Shore Blvd N 64, NAPLES

$7,000

12945 Vanderbilt Dr 306, NAPLES

$7,000

1395 Curlew Ave 4-3, NAPLES

$7,000

10686 Gulfshore Dr 304 A, NAPLES

$7,000

5601 Turtle Bay Dr 302, NAPLES

$7,000

410 Flagship Dr 301 (terrace), NAPLES

$7,000

N/A, NAPLES

$7,000

401 Bayfront Pl 3405, NAPLES

$7,000

1 Bluebill Ave 703, NAPLES

$6,895

1060 Borghese Ln 603, NAPLES

$6,800

430 Cove Tower Dr 302, NAPLES

$6,700

451 Bayfront Pl 5206, NAPLES

$6,700

1 Bluebill Ave 803, NAPLES

$6,500

5 Bluebill Ave 505/605, NAPLES

$6,500

2100 Gulf Shore Blvd N 120, NAPLES

$6,500

5 Bluebill Ave 504, NAPLES