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

$6,500

↓ $500

1100 8th Ave S 226g, NAPLES

2 Beds 2 Baths 1,350 SqFt Rental MLS® # 226018673

Premier Sotheby's Int'l Realty

$6,500

1 Bluebill Ave 707, NAPLES

1 Bed 1 Bath 1,040 SqFt Rental MLS® # 226017062

Liberty Real Estate Services

$6,500

↓ $500

15 Bluebill Ave 206, NAPLES

2 Beds 2 Baths 1,493 SqFt Rental MLS® # 226002833

Downing Frye Realty Inc.

$6,250

9486 Gulf Shore Dr A101, NAPLES

2 Beds 2 Baths 1,132 SqFt Rental MLS® # 226014539

Orchid Properties

New New

$6,000

2170 Gulf Shore Blvd N 41e, NAPLES

1 Bed 1 Bath 682 SqFt Rental MLS® # 226029347

Luxe Naples Real Estate

$6,000

451 Bayfront Pl 5311, NAPLES

3 Beds 2 Baths 1,869 SqFt Rental MLS® # 226020692

Premiere Plus Realty Company

$6,000

6585 Nicholas Blvd 1702, NAPLES

2 Beds 2 Baths 1,341 SqFt Rental MLS® # 226030076

John R Wood Properties

$6,000

6548 Monterey Pt 204, NAPLES

3 Beds 3 Baths 2,288 SqFt Rental MLS® # 226020871

Coldwell Banker Realty

$6,000

↓ $200

4031 Gulf Shore Blvd N 55, NAPLES

2 Beds 2 Baths 2,150 SqFt Rental MLS® # 226017770

Premier Sotheby's Int'l Realty

$6,000

1 Bluebill Ave 709, NAPLES

1 Bed 1 Bath 800 SqFt Rental MLS® # 226015801

Serhant-Naples

$6,000

N/A, NAPLES

2 Beds 2 Baths 1,138 SqFt Rental MLS® # 226014633

Premier Sotheby's Int'l Realty

$6,000

↓ $500

146 Windward Cay, NAPLES

3 Beds 2 Baths 2,244 SqFt Rental MLS® # 226005955

Premier Sotheby's Int'l Realty

$6,000

↓ $1,000

4551 Gulf Shore Blvd N 1506, NAPLES

2 Beds 2 Baths 1,671 SqFt Rental MLS® # 226004523

Sun Realty

$6,000

↓ $4,000

4751 Gulf Shore Blvd N 1202, NAPLES

2 Beds 2 Baths 1,525 SqFt Rental MLS® # 225071775

Premiere Plus Realty Company

$5,995

↓ $1,000

15 Bluebill Ave 103s, NAPLES

2 Beds 2 Baths 1,569 SqFt Rental MLS® # 225077359

REMAX Affinity Mercato

$5,900

3450 Gulf Shore Blvd N 210, NAPLES

3 Beds 2 Baths 1,886 SqFt Rental MLS® # 226028001

DomainRealty.com LLC

$5,900

1165 Clam Ct 7, NAPLES

2 Beds 3 Baths 1,449 SqFt Rental MLS® # 226024487

Naples Flat Fee Realty LLC

$5,800

1417 Chesapeake Ave 104, NAPLES

2 Beds 2 Baths 913 SqFt Rental MLS® # 226029035

Downing Frye Realty Inc.

$5,700

↓ $200

222 Harbour Dr 114, NAPLES

2 Beds 2 Baths 1,450 SqFt Rental MLS® # 225084681

Real Estate Specialty Svcs II

$5,600

10682 Gulfshore Dr 304 C, NAPLES

2 Beds 2 Baths 1,490 SqFt Rental MLS® # 226020082

SunStream Realty

New New

$5,500

5 Bluebill Ave 303-1, NAPLES

2 Beds 2 Baths 1,068 SqFt Rental MLS® # 226030982

Berkshire Hathaway FL Realty

$5,500

2880 Gulf Shore Blvd N 509, NAPLES

2 Beds 2 Baths 1,554 SqFt Rental MLS® # 226025777

ERA Naples Realty Services

$5,500

13105 Vanderbilt Dr 808, NAPLES

2 Beds 2 Baths 1,390 SqFt Rental MLS® # 226021203

ERA Naples Realty Services

$5,500

↓ $400

1120 Sandpiper St, NAPLES

3 Beds 3 Baths 2,400 SqFt Rental MLS® # 226009670

Klein and Associates Realty In

$5,500

↑ $600

333 Harbour Dr 211, NAPLES

2 Beds 2 Baths 975 SqFt Rental MLS® # 225074540

Naples Flat Fee Realty LLC

$5,400

↓ $600

13105 Vanderbilt Dr 802, NAPLES

2 Beds 2 Baths 1,390 SqFt Rental MLS® # 225073771

Florida Home Realty, Inc.

$5,250

3500 Gulf Shore Blvd N 408, NAPLES

2 Beds 2 Baths 1,196 SqFt Rental MLS® # 226025767

John R Wood Properties

$5,250

807 River Point Dr 102d, NAPLES

1 Bed 2 Baths 1,100 SqFt Rental MLS® # 226027345

William Raveis Real Estate

$5,000

11 Bluebill Ave 103, NAPLES

1 Bed 1 Bath 780 SqFt Rental MLS® # 226029187

Royal Shell Real Estate, Inc.

$5,000

5 Bluebill Ave 810, NAPLES

1 Bed 1 Bath 812 SqFt Rental MLS® # 226025569

William Raveis Real Estate

Naples Waterfront Vacations

Naples Waterfront Vacations - Active Listings

$6,500

1100 8th Ave S 226g, NAPLES

$6,500

1 Bluebill Ave 707, NAPLES

$6,500

15 Bluebill Ave 206, NAPLES

$6,250

9486 Gulf Shore Dr A101, NAPLES

$6,000

2170 Gulf Shore Blvd N 41e, NAPLES

$6,000

451 Bayfront Pl 5311, NAPLES

$6,000

6585 Nicholas Blvd 1702, NAPLES

$6,000

6548 Monterey Pt 204, NAPLES

$6,000

4031 Gulf Shore Blvd N 55, NAPLES

$6,000

1 Bluebill Ave 709, NAPLES

$6,000

N/A, NAPLES

$6,000

146 Windward Cay, NAPLES

$6,000

4551 Gulf Shore Blvd N 1506, NAPLES

$6,000

4751 Gulf Shore Blvd N 1202, NAPLES

$5,995

15 Bluebill Ave 103s, NAPLES

$5,900

3450 Gulf Shore Blvd N 210, NAPLES

$5,900

1165 Clam Ct 7, NAPLES

$5,800

1417 Chesapeake Ave 104, NAPLES

$5,700

222 Harbour Dr 114, NAPLES

$5,600

10682 Gulfshore Dr 304 C, NAPLES

$5,500

5 Bluebill Ave 303-1, NAPLES

$5,500

2880 Gulf Shore Blvd N 509, NAPLES

$5,500

13105 Vanderbilt Dr 808, NAPLES

$5,500

1120 Sandpiper St, NAPLES

$5,500

333 Harbour Dr 211, NAPLES

$5,400

13105 Vanderbilt Dr 802, NAPLES

$5,250

3500 Gulf Shore Blvd N 408, NAPLES

$5,250

807 River Point Dr 102d, NAPLES

$5,000

11 Bluebill Ave 103, NAPLES

$5,000

5 Bluebill Ave 810, NAPLES