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

$10,500

9101 Vanderbilt Dr 203, NAPLES

2 Beds 2 Baths 1,154 SqFt Rental MLS® # 225072379

John R Wood Properties

$10,000

2121 Gulfshore Blvd N 503, NAPLES

2 Beds 2 Baths 905 SqFt Rental MLS® # 226015164

Naples Vibe Realty, LLC

$10,000

2500 Gulf Shore Blvd N S10, NAPLES

2 Beds 2 Baths 1,147 SqFt Rental MLS® # 226029270

Compass Florida LLC

$10,000

2216 Gulf Shore Blvd N R3, NAPLES

2 Beds 2 Baths 1,265 SqFt Rental MLS® # 226028178

William Raveis Real Estate

$10,000

↓ $1,000

3115 Gulf Shore Blvd N 608s, NAPLES

2 Beds 3 Baths 1,792 SqFt Rental MLS® # 226017942

Gulf Coast International Lux R

$10,000

4751 Gulf Shore Blvd N Ph7, NAPLES

2 Beds 2 Baths 1,595 SqFt Rental MLS® # 226016879

Gulf Coast International Lux R

$10,000

271 Southbay Dr 155, NAPLES

2 Beds 2 Baths 1,056 SqFt Rental MLS® # 226016598

Royal Shell Real Estate, Inc.

$10,000

10420 Gulf Shore Dr 121, NAPLES

2 Beds 2 Baths 1,329 SqFt Rental MLS® # 226004993

Alpizar & Company, LLC

$10,000

3951 Gulf Shore Blvd N 1203, NAPLES

2 Beds 2 Baths 1,770 SqFt Rental MLS® # 225083717

William Raveis Real Estate

$10,000

4551 Gulf Shore Blvd N 505, NAPLES

2 Beds 2 Baths 1,800 SqFt Rental MLS® # 225081424

Naples Vacation Properties

$10,000

3400 Gulf Shore Blvd N K2, NAPLES

3 Beds 2 Baths 1,540 SqFt Rental MLS® # 225077642

Compass Florida LLC

$10,000

↑ $1,500

15 Bluebill Ave 406, NAPLES

2 Beds 2 Baths 1,525 SqFt Rental MLS® # 225076534

Sun Realty

$10,000

400 Flagship Dr 1008, NAPLES

3 Beds 2 Baths 1,734 SqFt Rental MLS® # 225076165

Alpizar & Company, LLC

$10,000

↓ $1,000

222 Harbour Dr 403, NAPLES

2 Beds 3 Baths 1,924 SqFt Rental MLS® # 225070078

John R Wood Properties

$9,800

2750 Gulf Shore Blvd N 602, NAPLES

2 Beds 2 Baths 1,617 SqFt Rental MLS® # 225077295

Posh International Properties

$9,750

265 Indies Way 1404, NAPLES

3 Beds 3 Baths 2,798 SqFt Rental MLS® # 226017679

Keller Williams Realty Naples

$9,650

↓ $100

410 Bayfront Pl 2503, NAPLES

2 Beds 2 Baths 1,511 SqFt Rental MLS® # 225070346

Orlando Regional Realty Inc

New New

$9,500

1100 8th Ave S 328h, NAPLES

2 Beds 2 Baths 1,350 SqFt Rental MLS® # 226030877

Premier Sotheby's Int'l Realty

$9,500

25 Bluebill Ave 1103, NAPLES

3 Beds 2 Baths 1,613 SqFt Rental MLS® # 226027852

William Raveis Real Estate

$9,500

5550 Heron Point Dr 1003, NAPLES

2 Beds 2 Baths 1,263 SqFt Rental MLS® # 226025389

Keller Williams Realty Naples

$9,500

1280 Blue Point Ave C30, NAPLES

3 Beds 2 Baths 1,405 SqFt Rental MLS® # 226021206

Waterfront Realty Group Inc

$9,500

3400 Gulf Shore Blvd N M3, NAPLES

2 Beds 2 Baths 1,337 SqFt Rental MLS® # 226019317

Coldwell Banker Realty

$9,500

↑ $500

4001 Gulf Shore Blvd N 505, NAPLES

2 Beds 2 Baths 1,271 SqFt Rental MLS® # 226017427

Downing Frye Realty Inc.

$9,500

↑ $750

1282 Belaire Ct W, NAPLES

3 Beds 4 Baths 1,495 SqFt Rental MLS® # 226001347

Marzucco Real Estate

$9,400

↓ $100

11118 Gulfshore 203, NAPLES

2 Beds 2 Baths 1,470 SqFt Rental MLS® # 225080136

Real Estate Specialty Svcs II

$9,000

4001 Gulf Shore Blvd N 303, NAPLES

2 Beds 2 Baths 1,248 SqFt Rental MLS® # 226027498

RE/MAX Hallmark Realty

$9,000

25 Bluebill Ave 1002, NAPLES

3 Beds 2 Baths 1,613 SqFt Rental MLS® # 226027867

Berkshire Hathaway FL Realty

$9,000

2850 Gulf Shore Blvd N 102, NAPLES

2 Beds 2 Baths 1,431 SqFt Rental MLS® # 226023510

Royal Shell Real Estate, Inc.

$9,000

17 Bluebill Ave 1102, NAPLES

2 Beds 2 Baths 1,300 SqFt Rental MLS® # 226022520

William Raveis Real Estate

$9,000

3200 Gulf Shore Blvd N 308, NAPLES

3 Beds 2 Baths 1,250 SqFt Rental MLS® # 226021779

Berkshire Hathaway FL Realty

Naples Waterfront Vacations

Naples Waterfront Vacations - Active Listings

$10,500

9101 Vanderbilt Dr 203, NAPLES

$10,000

2121 Gulfshore Blvd N 503, NAPLES

$10,000

2500 Gulf Shore Blvd N S10, NAPLES

$10,000

2216 Gulf Shore Blvd N R3, NAPLES

$10,000

3115 Gulf Shore Blvd N 608s, NAPLES

$10,000

4751 Gulf Shore Blvd N Ph7, NAPLES

$10,000

271 Southbay Dr 155, NAPLES

$10,000

10420 Gulf Shore Dr 121, NAPLES

$10,000

3951 Gulf Shore Blvd N 1203, NAPLES

$10,000

4551 Gulf Shore Blvd N 505, NAPLES

$10,000

3400 Gulf Shore Blvd N K2, NAPLES

$10,000

15 Bluebill Ave 406, NAPLES

$10,000

400 Flagship Dr 1008, NAPLES

$10,000

222 Harbour Dr 403, NAPLES

$9,800

2750 Gulf Shore Blvd N 602, NAPLES

$9,750

265 Indies Way 1404, NAPLES

$9,650

410 Bayfront Pl 2503, NAPLES

$9,500

1100 8th Ave S 328h, NAPLES

$9,500

25 Bluebill Ave 1103, NAPLES

$9,500

5550 Heron Point Dr 1003, NAPLES

$9,500

1280 Blue Point Ave C30, NAPLES

$9,500

3400 Gulf Shore Blvd N M3, NAPLES

$9,500

4001 Gulf Shore Blvd N 505, NAPLES

$9,500

1282 Belaire Ct W, NAPLES

$9,400

11118 Gulfshore 203, NAPLES

$9,000

4001 Gulf Shore Blvd N 303, NAPLES

$9,000

25 Bluebill Ave 1002, NAPLES

$9,000

2850 Gulf Shore Blvd N 102, NAPLES

$9,000

17 Bluebill Ave 1102, NAPLES

$9,000

3200 Gulf Shore Blvd N 308, NAPLES