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

$21,000

295 Grande Way 1202, NAPLES

3 Beds 4 Baths 2,609 SqFt Rental MLS® # 226019069

William Raveis Real Estate

$21,000

↑ $1,000

10951 Gulfshore Dr 1405, NAPLES

3 Beds 3 Baths 1,964 SqFt Rental MLS® # 225066523

SunStream Realty

$20,500

8990 Bay Colony Dr 1002, NAPLES

2 Beds 3 Baths 2,100 SqFt Rental MLS® # 226019419

Royal Shell Real Estate, Inc.

New New

$20,000

4651 Gulf Shore Blvd N 1106, NAPLES

2 Beds 2 Baths 1,531 SqFt Rental MLS® # 226030950

Premier Sotheby's Int'l Realty

$20,000

482 Tradewinds Ave, NAPLES

4 Beds 3 Baths 2,467 SqFt Rental MLS® # 226030489

Naples Vibe Realty, LLC

$20,000

4000 Gulf Shore Blvd N 1400, NAPLES

2 Beds 2 Baths 1,753 SqFt Rental MLS® # 226026675

John R Wood Properties

$20,000

10475 Gulf Shore Dr 115, NAPLES

3 Beds 2 Baths 1,594 SqFt Rental MLS® # 226025793

Downing Frye Realty Inc.

$20,000

6597 Nicholas Blvd 401, NAPLES

3 Beds 3 Baths 3,275 SqFt Rental MLS® # 226023864

Premier Sotheby's Int'l Realty

$20,000

2736 Gulfview Dr, NAPLES

3 Beds 3 Baths 1,732 SqFt Rental MLS® # 226022311

John R Wood Properties

$20,000

374 14th Ave S, NAPLES

3 Beds 4 Baths 2,369 SqFt Rental MLS® # 226020309

Downing Frye Realty Inc.

$20,000

13925 Old Coast Rd 1104, NAPLES

3 Beds 5 Baths 3,287 SqFt Rental MLS® # 226020230

Premier Sotheby's Int'l Realty

$20,000

4501 Gulf Shore Blvd N 404, NAPLES

2 Beds 3 Baths 3,445 SqFt Rental MLS® # 226016389

Gulf Coast International Lux R

$20,000

10475 Gulf Shore Dr 161, NAPLES

3 Beds 2 Baths 1,594 SqFt Rental MLS® # 226015865

WeichertRealtors-ParadiseHomes

$20,000

20 Seagate Dr 803, NAPLES

2 Beds 3 Baths 2,718 SqFt Rental MLS® # 226012114

Gulf Coast International Lux R

$20,000

4001 Gulf Shore Blvd N 707, NAPLES

2 Beds 2 Baths 1,267 SqFt Rental MLS® # 226010387

RE/MAX Hallmark Realty

$20,000

↑ $4,000

4041 Gulf Shore Blvd N 1204, NAPLES

2 Beds 2 Baths 2,000 SqFt Rental MLS® # 226005707

Royal Shell Real Estate, Inc.

$20,000

↓ $1,500

4901 Gulf Shore Blvd N 1604, NAPLES

2 Beds 3 Baths 2,019 SqFt Rental MLS® # 226003439

Douglas Elliman Florida,LLC

$20,000

↑ $2,500

496 Flamingo Ave, NAPLES

5 Beds 4 Baths 3,476 SqFt Rental MLS® # 225073902

Premier Sotheby's Int'l Realty

$20,000

295 Grande Way 505, NAPLES

3 Beds 4 Baths 2,818 SqFt Rental MLS® # 225074783

William Raveis Real Estate

$20,000

↑ $2,000

1065 Gulf Shore Blvd N 201, NAPLES

3 Beds 3 Baths 2,030 SqFt Rental MLS® # 225067819

William Raveis Real Estate

$20,000

4041 Gulf Shore Blvd N 1108, NAPLES

2 Beds 3 Baths 2,240 SqFt Rental MLS® # 225071072

Hamro & Associates LLC

$19,500

↓ $3,000

950 Galleon Dr, NAPLES

3 Beds 4 Baths 3,688 SqFt Rental MLS® # 226008476

Coastal Intl Properties LLC

$19,500

↑ $1,500

9577 Gulf Shore Dr 703, NAPLES

2 Beds 2 Baths 1,340 SqFt Rental MLS® # 2025013254

Worthington Realty, Inc.

$19,500

6849 Grenadier Blvd 1905, NAPLES

2 Beds 2 Baths 1,900 SqFt Rental MLS® # 225069819

Royal Shell Real Estate, Inc.

$19,000

10701 Gulf Shore Dr 701, NAPLES

2 Beds 3 Baths 1,803 SqFt Rental MLS® # 225075704

WeichertRealtors-ParadiseHomes

$18,500

4041 Gulf Shore Blvd N 1705, NAPLES

2 Beds 2 Baths 1,850 SqFt Rental MLS® # 226021212

Hamro & Associates LLC

$18,500

↑ $1,000

10525 Gulf Shore Dr 251, NAPLES

3 Beds 2 Baths 1,594 SqFt Rental MLS® # 225071578

Naples Homes

New New

$18,000

1250 Tuna Ct, NAPLES

3 Beds 2 Baths 1,940 SqFt Rental MLS® # 226030765

DomainRealty.com LLC

$18,000

4251 Gulf Shore Blvd N 6d, NAPLES

2 Beds 3 Baths 2,562 SqFt Rental MLS® # 226028595

Premier Sotheby's Int'l Realty

$18,000

10620 Gulf Shore Dr 201, NAPLES

3 Beds 4 Baths 2,357 SqFt Rental MLS® # 226028634

WeichertRealtors-ParadiseHomes

Naples Waterfront Vacations

Naples Waterfront Vacations - Active Listings

$21,000

295 Grande Way 1202, NAPLES

$21,000

10951 Gulfshore Dr 1405, NAPLES

$20,500

8990 Bay Colony Dr 1002, NAPLES

$20,000

4651 Gulf Shore Blvd N 1106, NAPLES

$20,000

482 Tradewinds Ave, NAPLES

$20,000

4000 Gulf Shore Blvd N 1400, NAPLES

$20,000

10475 Gulf Shore Dr 115, NAPLES

$20,000

6597 Nicholas Blvd 401, NAPLES

$20,000

2736 Gulfview Dr, NAPLES

$20,000

374 14th Ave S, NAPLES

$20,000

13925 Old Coast Rd 1104, NAPLES

$20,000

4501 Gulf Shore Blvd N 404, NAPLES

$20,000

10475 Gulf Shore Dr 161, NAPLES

$20,000

20 Seagate Dr 803, NAPLES

$20,000

4001 Gulf Shore Blvd N 707, NAPLES

$20,000

4041 Gulf Shore Blvd N 1204, NAPLES

$20,000

4901 Gulf Shore Blvd N 1604, NAPLES

$20,000

496 Flamingo Ave, NAPLES

$20,000

295 Grande Way 505, NAPLES

$20,000

1065 Gulf Shore Blvd N 201, NAPLES

$20,000

4041 Gulf Shore Blvd N 1108, NAPLES

$19,500

950 Galleon Dr, NAPLES

$19,500

9577 Gulf Shore Dr 703, NAPLES

$19,500

6849 Grenadier Blvd 1905, NAPLES

$19,000

10701 Gulf Shore Dr 701, NAPLES

$18,500

4041 Gulf Shore Blvd N 1705, NAPLES

$18,500

10525 Gulf Shore Dr 251, NAPLES

$18,000

1250 Tuna Ct, NAPLES

$18,000

4251 Gulf Shore Blvd N 6d, NAPLES

$18,000

10620 Gulf Shore Dr 201, NAPLES