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

$18,000

4401 Gulf Shore Blvd N E-908, NAPLES

2 Beds 2 Baths 1,850 SqFt Rental MLS® # 226027608

Premier Sotheby's Int'l Realty

$18,000

4041 Gulf Shore Blvd N 308, NAPLES

2 Beds 3 Baths 2,240 SqFt Rental MLS® # 226024471

Hamro & Associates LLC

$18,000

4041 Gulf Shore Blvd N 1109, NAPLES

2 Beds 3 Baths 2,240 SqFt Rental MLS® # 226024473

Hamro & Associates LLC

$18,000

3443 Gulf Shore Blvd N 803, NAPLES

2 Beds 2 Baths 1,200 SqFt Rental MLS® # 226021284

Naples Vacation Properties

$18,000

3254 Lakeview Dr, NAPLES

3 Beds 2 Baths 1,627 SqFt Rental MLS® # 226022310

John R Wood Properties

$18,000

↓ $2,000

2357 Gulf Shore Blvd N 107, NAPLES

2 Beds 3 Baths 1,663 SqFt Rental MLS® # 226022403

REMAX Affinity Mercato

$18,000

10851 Gulf Shore Dr 303, NAPLES

2 Beds 2 Baths 1,600 SqFt Rental MLS® # 226020098

SunStream Realty

$18,000

4031 Gulf Shore Blvd N 7d, NAPLES

3 Beds 3 Baths 2,500 SqFt Rental MLS® # 226015035

William Raveis Real Estate

$18,000

10475 Gulf Shore Dr 162, NAPLES

2 Beds 2 Baths 1,315 SqFt Rental MLS® # 226018828

Premier Sotheby's Int'l Realty

$18,000

4041 Gulf Shore Blvd N 1505, NAPLES

2 Beds 2 Baths 1,735 SqFt Rental MLS® # 226018139

Hamro & Associates LLC

$18,000

4041 Gulf Shore Blvd N 204, NAPLES

2 Beds 2 Baths 1,750 SqFt Rental MLS® # 226017556

Hamro & Associates LLC

$18,000

↑ $3,000

10475 Gulf Shore Dr 165, NAPLES

3 Beds 2 Baths 1,594 SqFt Rental MLS® # 226011010

Paradise Lifestyles LLC

$18,000

4021 Gulf Shore Blvd N 202, NAPLES

3 Beds 3 Baths 2,500 SqFt Rental MLS® # 226010636

Grice Realty Inc

$18,000

410 Flagship 1104, NAPLES

3 Beds 4 Baths 2,320 SqFt Rental MLS® # 226009241

William Raveis Real Estate

$18,000

4041 Gulf Shore Blvd N 805, NAPLES

2 Beds 2 Baths 1,735 SqFt Rental MLS® # 226008729

Hamro & Associates LLC

$18,000

7515 Pelican Bay Blvd Ph D, NAPLES

4 Beds 3 Baths 2,500 SqFt Rental MLS® # 226000764

Royal Shell Real Estate, Inc.

$18,000

↓ $1,000

10701 Gulf Shore Dr 502, NAPLES

2 Beds 2 Baths 1,642 SqFt Rental MLS® # 225081577

Premier Sotheby's Int'l Realty

$17,900

↓ $2,100

1600 Curlew Ave, NAPLES

3 Beds 2 Baths 1,817 SqFt Rental MLS® # 226010107

Troy Companies of Florida

$17,500

2203 Gulf Shore Blvd N E1, NAPLES

2 Beds 2 Baths 1,491 SqFt Rental MLS® # 226013483

Premier Sotheby's Int'l Realty

$17,500

7515 Pelican Bay Blvd 17d, NAPLES

3 Beds 3 Baths 2,500 SqFt Rental MLS® # 226006943

John R Wood Properties

$17,500

↓ $1,000

2211 Gulf Shore Blvd N C4, NAPLES

2 Beds 2 Baths 1,265 SqFt Rental MLS® # 225080554

William Raveis Real Estate

$17,250

↑ $2,250

17 Bluebill Ave 903, NAPLES

2 Beds 2 Baths 1,214 SqFt Rental MLS® # 2026001607

Worthington Realty, Inc.

New New

$17,000

3443 Gulf Shore Blvd N 504, NAPLES

2 Beds 2 Baths 1,350 SqFt Rental MLS® # 226030750

Naples Vacation Properties

$17,000

4901 Gulf Shore Blvd N 2101, NAPLES

2 Beds 3 Baths 2,259 SqFt Rental MLS® # 226027482

Royal Shell Real Estate, Inc.

$17,000

10691 Gulf Shore Dr 1102, NAPLES

2 Beds 2 Baths 1,960 SqFt Rental MLS® # 226024195

Naples Vacation Properties

$17,000

10701 Gulf Shore Dr 1002, NAPLES

2 Beds 2 Baths 1,560 SqFt Rental MLS® # 226023976

WeichertRealtors-ParadiseHomes

$17,000

6001 Pelican Bay Blvd F, NAPLES

3 Beds 3 Baths 3,133 SqFt Rental MLS® # 226019969

William Raveis Real Estate

$17,000

10851 Gulf Shore Dr 605, NAPLES

3 Beds 3 Baths 2,003 SqFt Rental MLS® # 226020096

SunStream Realty

$17,000

9375 Gulf Shore Dr 602, NAPLES

2 Beds 2 Baths 1,530 SqFt Rental MLS® # 226019710

SunStream Realty

$17,000

10851 Gulf Shore Dr 502, NAPLES

2 Beds 2 Baths 1,570 SqFt Rental MLS® # 226017597

SunStream Realty

Naples Waterfront Vacations

Naples Waterfront Vacations - Active Listings

$18,000

4401 Gulf Shore Blvd N E-908, NAPLES

$18,000

4041 Gulf Shore Blvd N 308, NAPLES

$18,000

4041 Gulf Shore Blvd N 1109, NAPLES

$18,000

3443 Gulf Shore Blvd N 803, NAPLES

$18,000

3254 Lakeview Dr, NAPLES

$18,000

2357 Gulf Shore Blvd N 107, NAPLES

$18,000

10851 Gulf Shore Dr 303, NAPLES

$18,000

4031 Gulf Shore Blvd N 7d, NAPLES

$18,000

10475 Gulf Shore Dr 162, NAPLES

$18,000

4041 Gulf Shore Blvd N 1505, NAPLES

$18,000

4041 Gulf Shore Blvd N 204, NAPLES

$18,000

10475 Gulf Shore Dr 165, NAPLES

$18,000

4021 Gulf Shore Blvd N 202, NAPLES

$18,000

410 Flagship 1104, NAPLES

$18,000

4041 Gulf Shore Blvd N 805, NAPLES

$18,000

7515 Pelican Bay Blvd Ph D, NAPLES

$18,000

10701 Gulf Shore Dr 502, NAPLES

$17,900

1600 Curlew Ave, NAPLES

$17,500

2203 Gulf Shore Blvd N E1, NAPLES

$17,500

7515 Pelican Bay Blvd 17d, NAPLES

$17,500

2211 Gulf Shore Blvd N C4, NAPLES

$17,250

17 Bluebill Ave 903, NAPLES

$17,000

3443 Gulf Shore Blvd N 504, NAPLES

$17,000

4901 Gulf Shore Blvd N 2101, NAPLES

$17,000

10691 Gulf Shore Dr 1102, NAPLES

$17,000

10701 Gulf Shore Dr 1002, NAPLES

$17,000

6001 Pelican Bay Blvd F, NAPLES

$17,000

10851 Gulf Shore Dr 605, NAPLES

$17,000

9375 Gulf Shore Dr 602, NAPLES

$17,000

10851 Gulf Shore Dr 502, NAPLES