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

$15,000

400 Flagship Dr 705, NAPLES

3 Beds 3 Baths 1,750 SqFt Rental MLS® # 226029539

William Raveis Real Estate

$15,000

400 Flagship Dr 402, NAPLES

3 Beds 3 Baths 2,035 SqFt Rental MLS® # 226029316

William Raveis Real Estate

$15,000

5550 Heron Point Dr 704, NAPLES

2 Beds 2 Baths 1,514 SqFt Rental MLS® # 226025708

Berkshire Hathaway FL Realty

$15,000

3115 Gulf Shore Blvd N 203s, NAPLES

2 Beds 2 Baths 1,505 SqFt Rental MLS® # 226025132

Compass Florida LLC

$15,000

4001 Gulf Shore Blvd N 702, NAPLES

2 Beds 2 Baths 1,267 SqFt Rental MLS® # 226024507

Downing Frye Realty Inc.

$15,000

400 Flagship Dr 302, NAPLES

3 Beds 3 Baths 2,035 SqFt Rental MLS® # 226023578

SunStream Realty

$15,000

10475 Gulfshore Dr 142, NAPLES

2 Beds 2 Baths 1,314 SqFt Rental MLS® # 226022473

William Raveis Real Estate

$15,000

1100 8th Ave S 123f, NAPLES

2 Beds 2 Baths 1,440 SqFt Rental MLS® # 226021935

John R Wood Properties

$15,000

4901 Gulf Shore Blvd N 104, NAPLES

2 Beds 2 Baths 1,913 SqFt Rental MLS® # 226018191

William Raveis Real Estate

$15,000

295 Grande Way 1006, NAPLES

3 Beds 4 Baths 2,964 SqFt Rental MLS® # 226019060

William Raveis Real Estate

$15,000

295 Grande Way 1006, NAPLES

3 Beds 4 Baths 2,964 SqFt Rental MLS® # 226019053

William Raveis Real Estate

$15,000

250 Park Shore Dr 803, NAPLES

3 Beds 2 Baths 1,690 SqFt Rental MLS® # 226016131

Naples Vacation Properties

$15,000

410 Flagship Dr 1105, NAPLES

3 Beds 3 Baths 1,860 SqFt Rental MLS® # 226017635

Downing Frye Realty Inc.

$15,000

10701 Gulf Shore Dr 1200, NAPLES

3 Beds 3 Baths 2,331 SqFt Rental MLS® # 226017544

WeichertRealtors-ParadiseHomes

$15,000

4551 Gulf Shore Blvd N 1500, NAPLES

2 Beds 2 Baths 1,671 SqFt Rental MLS® # 226016660

RE/MAX Hallmark Realty

$15,000

60 Seagate Dr 402, NAPLES

3 Beds 3 Baths 2,200 SqFt Rental MLS® # 226015549

Royal Shell Real Estate, Inc.

$15,000

4530 Gulf Shore Blvd N 2-122, NAPLES

3 Beds 3 Baths 1,786 SqFt Rental MLS® # 226014164

Premier Sotheby's Int'l Realty

$15,000

10701 Gulf Shore Dr 302, NAPLES

2 Beds 2 Baths 1,560 SqFt Rental MLS® # 226014821

WeichertRealtors-ParadiseHomes

$15,000

↑ $4,000

4901 Gulf Shore Blvd N 201, NAPLES

2 Beds 2 Baths 2,259 SqFt Rental MLS® # 225084101

John R Wood Properties

$15,000

6573 Marissa Loop 1902, NAPLES

2 Beds 2 Baths 1,341 SqFt Rental MLS® # 226009879

William Raveis Real Estate

$15,000

410 Flagship Dr 305, NAPLES

3 Beds 3 Baths 1,860 SqFt Rental MLS® # 226002411

Coldwell Banker Realty

$15,000

↑ $3,000

11118 Gulf Shore Dr A401, NAPLES

2 Beds 2 Baths 1,476 SqFt Rental MLS® # 226001762

William Raveis Real Estate

$15,000

↑ $1,000

6849 Grenadier Blvd 1602, NAPLES

2 Beds 2 Baths 1,640 SqFt Rental MLS® # 226000981

William Raveis Real Estate

$15,000

10851 Gulf Shore Dr 402, NAPLES

2 Beds 2 Baths 1,562 SqFt Rental MLS® # 225085053

William Raveis Real Estate

$15,000

400 Flagship Dr 1104, NAPLES

3 Beds 3 Baths 1,750 SqFt Rental MLS® # 225079012

Downing Frye Realty Inc.

$15,000

11116 Gulf Shore Dr B-904, NAPLES

2 Beds 2 Baths 1,476 SqFt Rental MLS® # 225079852

William Raveis Real Estate

$15,000

9051 Gulf Shore Dr Ph3, NAPLES

3 Beds 3 Baths 2,175 SqFt Rental MLS® # 225076271

John R Wood Properties

$15,000

6573 Marissa Loop 1403, NAPLES

2 Beds 2 Baths 1,341 SqFt Rental MLS® # 225070545

Coldwell Banker Realty

$15,000

↑ $1,000

10951 Gulf Shore Dr 804, NAPLES

2 Beds 2 Baths 1,795 SqFt Rental MLS® # 225067788

SunStream Realty

$14,500

60 Seagate Dr 604, NAPLES

3 Beds 3 Baths 2,535 SqFt Rental MLS® # 226024310

Royal Shell Real Estate, Inc.

Naples Waterfront Vacations

Naples Waterfront Vacations - Active Listings

$15,000

400 Flagship Dr 705, NAPLES

$15,000

400 Flagship Dr 402, NAPLES

$15,000

5550 Heron Point Dr 704, NAPLES

$15,000

3115 Gulf Shore Blvd N 203s, NAPLES

$15,000

4001 Gulf Shore Blvd N 702, NAPLES

$15,000

400 Flagship Dr 302, NAPLES

$15,000

10475 Gulfshore Dr 142, NAPLES

$15,000

1100 8th Ave S 123f, NAPLES

$15,000

4901 Gulf Shore Blvd N 104, NAPLES

$15,000

295 Grande Way 1006, NAPLES

$15,000

295 Grande Way 1006, NAPLES

$15,000

250 Park Shore Dr 803, NAPLES

$15,000

410 Flagship Dr 1105, NAPLES

$15,000

10701 Gulf Shore Dr 1200, NAPLES

$15,000

4551 Gulf Shore Blvd N 1500, NAPLES

$15,000

60 Seagate Dr 402, NAPLES

$15,000

4530 Gulf Shore Blvd N 2-122, NAPLES

$15,000

10701 Gulf Shore Dr 302, NAPLES

$15,000

4901 Gulf Shore Blvd N 201, NAPLES

$15,000

6573 Marissa Loop 1902, NAPLES

$15,000

410 Flagship Dr 305, NAPLES

$15,000

11118 Gulf Shore Dr A401, NAPLES

$15,000

6849 Grenadier Blvd 1602, NAPLES

$15,000

10851 Gulf Shore Dr 402, NAPLES

$15,000

400 Flagship Dr 1104, NAPLES

$15,000

11116 Gulf Shore Dr B-904, NAPLES

$15,000

9051 Gulf Shore Dr Ph3, NAPLES

$15,000

6573 Marissa Loop 1403, NAPLES

$15,000

10951 Gulf Shore Dr 804, NAPLES

$14,500

60 Seagate Dr 604, NAPLES