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

$38,000

2143 Marina Dr, NAPLES

3 Beds 3 Baths 2,347 SqFt Rental MLS® # 226017315

John R Wood Properties

$38,000

13945 Old Coast Rd 301, NAPLES

4 Beds 4 Baths 3,238 SqFt Rental MLS® # 225080747

Coldwell Banker Realty

$38,000

3377 Gulf Shore Blvd N 1b, NAPLES

3 Beds 4 Baths 2,636 SqFt Rental MLS® # 225072206

John R Wood Properties

New New

$35,000

2211 Kingfish Rd, NAPLES

4 Beds 4 Baths 2,667 SqFt Rental MLS® # 226030855

Naples Vacation Properties

$35,000

13915 Old Coast Rd 502, NAPLES

3 Beds 4 Baths 3,280 SqFt Rental MLS® # 226019620

William Raveis Real Estate

$35,000

1480 Curlew Ave, NAPLES

4 Beds 4 Baths 3,056 SqFt Rental MLS® # 226018217

Premier Property Management

$35,000

8231 Bay Colony Dr 1604, NAPLES

3 Beds 3 Baths 2,980 SqFt Rental MLS® # 226011763

Royal Shell Real Estate, Inc.

$35,000

1645 Mullet Ct, NAPLES

4 Beds 4 Baths 1,643 SqFt Rental MLS® # 225081272

Bayview Realty of Florida

$35,000

↑ $5,000

6597 Nicholas Blvd 705, NAPLES

3 Beds 3 Baths 2,700 SqFt Rental MLS® # 225077838

William Raveis Real Estate

$35,000

1060 Galleon Dr, NAPLES

3 Beds 3 Baths 3,589 SqFt Rental MLS® # 225069104

Douglas Elliman Florida,LLC

$34,000

4400 Gulf Shore Blvd N 3-305, NAPLES

4 Beds 5 Baths 4,079 SqFt Rental MLS® # 225076304

John R Wood Properties

$33,000

677 18th Ave S, NAPLES

3 Beds 3 Baths 2,705 SqFt Rental MLS® # 225073551

Berkshire Hathaway FL Realty

$32,000

367 Mooring Line Dr, NAPLES

4 Beds 3 Baths 2,413 SqFt Rental MLS® # 226021253

John R Wood Properties

$31,000

4051 Gulf Shore Blvd N 105, NAPLES

3 Beds 2 Baths 2,152 SqFt Rental MLS® # 226027593

William Raveis Real Estate

$30,000

4041 Gulf Shore Blvd N 109, NAPLES

3 Beds 4 Baths 3,125 SqFt Rental MLS® # 226026906

Hamro & Associates LLC

$30,000

403 Seabee Ave, NAPLES

5 Beds 5 Baths 4,815 SqFt Rental MLS® # 226026209

Florida Prime Realty, LLC

$30,000

159 Conners Ave, NAPLES

4 Beds 3 Baths 3,034 SqFt Rental MLS® # 226017546

WeichertRealtors-ParadiseHomes

$30,000

9517 Gulf Shore Dr 401, NAPLES

3 Beds 4 Baths 2,230 SqFt Rental MLS® # 226015587

Keller Williams Realty Naples

$30,000

↓ $30,000

1100 Sandpiper St, NAPLES

5 Beds 7 Baths 3,600 SqFt Rental MLS® # 226001462

Naples Investment Realty

$30,000

3991 Gulf Shore Blvd N Ph101, NAPLES

2 Beds 3 Baths 2,959 SqFt Rental MLS® # 225083239

Premier Sotheby's Int'l Realty

$30,000

↑ $29,970

4021 Gulf Shore Blvd N 1804, NAPLES

3 Beds 3 Baths 2,500 SqFt Rental MLS® # 225084706

Royal Shell Real Estate, Inc.

$28,500

265 Indies Way 1004, NAPLES

3 Beds 3 Baths 3,050 SqFt Rental MLS® # 226018417

Luxe Naples Real Estate

$28,000

2201 Beacon Ln, NAPLES

3 Beds 3 Baths 2,867 SqFt Rental MLS® # 226018596

Douglas Elliman Florida,LLC

$28,000

4459 Crayton Rd, NAPLES

3 Beds 4 Baths 2,709 SqFt Rental MLS® # 225080936

Luxury Real Estate LLC

$26,000

9517 Gulf Shore Dr 202, NAPLES

3 Beds 4 Baths 1,750 SqFt Rental MLS® # 226015581

Keller Williams Realty Naples

$25,000

60 Seagate Dr 105, NAPLES

2 Beds 3 Baths 2,170 SqFt Rental MLS® # 226027249

Naples Vacation Properties

$25,000

4751 Gulf Shore Blvd N 1408, NAPLES

3 Beds 2 Baths 1,980 SqFt Rental MLS® # 226027460

Premier Sotheby's Int'l Realty

$25,000

374 14th Ave S, NAPLES

3 Beds 4 Baths 2,369 SqFt Rental MLS® # 226020306

Downing Frye Realty Inc.

$25,000

4041 Gulf Shore Blvd N 301, NAPLES

2 Beds 3 Baths 2,555 SqFt Rental MLS® # 226019420

Royal Shell Real Estate, Inc.

$25,000

275 Indies Way 1703, NAPLES

3 Beds 3 Baths 2,747 SqFt Rental MLS® # 226019247

William Raveis Real Estate

Naples Waterfront Vacations

Naples Waterfront Vacations - Active Listings

$38,000

2143 Marina Dr, NAPLES

$38,000

13945 Old Coast Rd 301, NAPLES

$38,000

3377 Gulf Shore Blvd N 1b, NAPLES

$35,000

2211 Kingfish Rd, NAPLES

$35,000

13915 Old Coast Rd 502, NAPLES

$35,000

1480 Curlew Ave, NAPLES

$35,000

8231 Bay Colony Dr 1604, NAPLES

$35,000

1645 Mullet Ct, NAPLES

$35,000

6597 Nicholas Blvd 705, NAPLES

$35,000

1060 Galleon Dr, NAPLES

$34,000

4400 Gulf Shore Blvd N 3-305, NAPLES

$33,000

677 18th Ave S, NAPLES

$32,000

367 Mooring Line Dr, NAPLES

$31,000

4051 Gulf Shore Blvd N 105, NAPLES

$30,000

4041 Gulf Shore Blvd N 109, NAPLES

$30,000

403 Seabee Ave, NAPLES

$30,000

159 Conners Ave, NAPLES

$30,000

9517 Gulf Shore Dr 401, NAPLES

$30,000

1100 Sandpiper St, NAPLES

$30,000

3991 Gulf Shore Blvd N Ph101, NAPLES

$30,000

4021 Gulf Shore Blvd N 1804, NAPLES

$28,500

265 Indies Way 1004, NAPLES

$28,000

2201 Beacon Ln, NAPLES

$28,000

4459 Crayton Rd, NAPLES

$26,000

9517 Gulf Shore Dr 202, NAPLES

$25,000

60 Seagate Dr 105, NAPLES

$25,000

4751 Gulf Shore Blvd N 1408, NAPLES

$25,000

374 14th Ave S, NAPLES

$25,000

4041 Gulf Shore Blvd N 301, NAPLES

$25,000

275 Indies Way 1703, NAPLES