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

$9,000

2400 Gulf Shore Blvd N 603, NAPLES

3 Beds 2 Baths 1,840 SqFt Rental MLS® # 226020923

REMAX Affinity Mercato

$9,000

35 Bluebill Ave B-702, NAPLES

3 Beds 2 Baths 1,626 SqFt Rental MLS® # 226015313

Premier Property Management

$9,000

2750 Gulf Shore Blvd N 402, NAPLES

2 Beds 2 Baths 1,542 SqFt Rental MLS® # 225081048

William Raveis Real Estate

$9,000

6361 Pelican Bay Blvd 904, NAPLES

2 Beds 2 Baths 1,440 SqFt Rental MLS® # 225073763

Downing Frye Realty Inc.

$9,000

↓ $8,000

10691 Gulf Shore Dr 1201, NAPLES

2 Beds 2 Baths 1,675 SqFt Rental MLS® # 225071241

WeichertRealtors-ParadiseHomes

$8,900

↓ $600

3500 Gulf Shore Blvd N 505, NAPLES

2 Beds 2 Baths 1,320 SqFt Rental MLS® # 225082692

Premier Sotheby's Int'l Realty

$8,500

25 Bluebill Ave 403, NAPLES

3 Beds 2 Baths 1,613 SqFt Rental MLS® # 226030381

Realty One Group MVP

$8,500

25 Bluebill Ave 301, NAPLES

2 Beds 2 Baths 1,506 SqFt Rental MLS® # 226030378

Realty One Group MVP

$8,500

5 Bluebill Ave 403, NAPLES

2 Beds 2 Baths 1,086 SqFt Rental MLS® # 226020776

Coldwell Banker Realty

$8,500

15 Bluebill Ave 805, NAPLES

2 Beds 2 Baths 1,525 SqFt Rental MLS® # 226015848

Realty One Group MVP

$8,500

10420 Gulf Shore Dr 162, NAPLES

1 Bed 1 Bath 1,045 SqFt Rental MLS® # 226016523

SunStream Realty

$8,500

↑ $1,000

2500 Gulf Shore Blvd N S6, NAPLES

2 Beds 2 Baths 1,145 SqFt Rental MLS® # 226017152

Royal Shell Real Estate, Inc.

$8,500

1353 Pelican Ave, NAPLES

2 Beds 2 Baths 1,203 SqFt Rental MLS® # 225083499

Premier Property Management

$8,500

1351 Curlew Ave 104, NAPLES

2 Beds 2 Baths 1,022 SqFt Rental MLS® # 225080011

Marzucco Real Estate

$8,500

↑ $500

N/A, NAPLES

2 Beds 2 Baths 1,215 SqFt Rental MLS® # 225061939

Luxe Naples Real Estate

$8,500

↓ $1,500

4560 Gulf Shore Blvd N 3-213, NAPLES

2 Beds 2 Baths 1,321 SqFt Rental MLS® # 225072881

Premier Sotheby's Int'l Realty

New New

$8,000

10686 Gulf Shore Dr 206, NAPLES

2 Beds 2 Baths 1,490 SqFt Rental MLS® # 226030856

Royal Shell Real Estate, Inc.

$8,000

334 La Peninsula Blvd 334, NAPLES

2 Beds 2 Baths 1,440 SqFt Rental MLS® # 226029648

Vineyards Properties Inc

$8,000

1100 8th Ave S H227, NAPLES

2 Beds 2 Baths 1,350 SqFt Rental MLS® # 226028740

William Raveis Real Estate

$8,000

18457 Royal Hammock Blvd, NAPLES

3 Beds 2 Baths 1,763 SqFt Rental MLS® # 226027167

Premier Sotheby's Int'l Realty

$8,000

10684 Gulf Shore Dr B-305, NAPLES

2 Beds 2 Baths 1,248 SqFt Rental MLS® # 226027163

Premier Sotheby's Int'l Realty

$8,000

10682 Gulf Shore Dr C-104, NAPLES

2 Beds 2 Baths 1,250 SqFt Rental MLS® # 226027152

Premier Sotheby's Int'l Realty

$8,000

271 Southbay Dr 235, NAPLES

2 Beds 2 Baths 1,075 SqFt Rental MLS® # 226020050

SunStream Realty

$8,000

↓ $1,000

5 Bluebill Ave 201, NAPLES

3 Beds 2 Baths 1,441 SqFt Rental MLS® # 226018075

Coldwell Banker Realty

$8,000

17 Bluebill Ave 904, NAPLES

2 Beds 2 Baths 1,214 SqFt Rental MLS® # 226018299

Keller Williams Realty Naples

$8,000

1296 Grand Canal Dr, NAPLES

3 Beds 2 Baths 1,614 SqFt Rental MLS® # 226018220

Compass Florida LLC

$8,000

21 Bluebill Ave B401, NAPLES

2 Beds 2 Baths 1,804 SqFt Rental MLS® # 226015457

William Raveis Real Estate

$8,000

↑ $4,250

1910 Gulf Shore Blvd N 107, NAPLES

2 Beds 2 Baths 1,300 SqFt Rental MLS® # 226017087

William Raveis Real Estate

$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.

Naples Waterfront Vacations

Naples Waterfront Vacations - Active Listings

$9,000

2400 Gulf Shore Blvd N 603, NAPLES

$9,000

35 Bluebill Ave B-702, NAPLES

$9,000

2750 Gulf Shore Blvd N 402, NAPLES

$9,000

6361 Pelican Bay Blvd 904, NAPLES

$9,000

10691 Gulf Shore Dr 1201, NAPLES

$8,900

3500 Gulf Shore Blvd N 505, NAPLES

$8,500

25 Bluebill Ave 403, NAPLES

$8,500

25 Bluebill Ave 301, NAPLES

$8,500

5 Bluebill Ave 403, NAPLES

$8,500

15 Bluebill Ave 805, NAPLES

$8,500

10420 Gulf Shore Dr 162, NAPLES

$8,500

2500 Gulf Shore Blvd N S6, NAPLES

$8,500

1353 Pelican Ave, NAPLES

$8,500

1351 Curlew Ave 104, NAPLES

$8,500

N/A, NAPLES

$8,500

4560 Gulf Shore Blvd N 3-213, NAPLES

$8,000

10686 Gulf Shore Dr 206, NAPLES

$8,000

334 La Peninsula Blvd 334, NAPLES

$8,000

1100 8th Ave S H227, NAPLES

$8,000

18457 Royal Hammock Blvd, NAPLES

$8,000

10684 Gulf Shore Dr B-305, NAPLES

$8,000

10682 Gulf Shore Dr C-104, NAPLES

$8,000

271 Southbay Dr 235, NAPLES

$8,000

5 Bluebill Ave 201, NAPLES

$8,000

17 Bluebill Ave 904, NAPLES

$8,000

1296 Grand Canal Dr, NAPLES

$8,000

21 Bluebill Ave B401, NAPLES

$8,000

1910 Gulf Shore Blvd N 107, NAPLES

$8,000

11030 Gulf Shore Dr 202, NAPLES

$8,000

3070 Gulf Shore Blvd N 103, NAPLES