Spacious Homes, Private Pools & Family-Friendly Amenities Across Naples

A Naples family vacation is one of the finest Gulf Coast experiences you can give your family — white sand beaches, calm warm water, wildlife encounters, world-class dining, and a pace of life that invites everyone to slow down and reconnect. Our curated selection of family vacation rentals includes spacious homes with private pools, multiple bedrooms and bathrooms, fully equipped kitchens, and generous outdoor living areas across Naples, Marco Island, and the surrounding communities. Whether your family wants to spend every day on the beach, explore the Ten Thousand Islands by boat, or simply gather around a pool with nowhere to be — Naples has the perfect home waiting for you.

 

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Naples Family Vacation Rentals - Active Listings

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Exclusive Listing
125 Westwood Dr, NAPLES

$5,000

125 Westwood Dr, NAPLES

3 Beds 2 Baths 2,090 SqFt Rental MLS® # 226028326

Alpizar & Company, LLCNaples Area Board of Realtors Logo

Exclusive Listing
14864 Indigo Lakes Cir, NAPLES

$3,500

14864 Indigo Lakes Cir, NAPLES

3 Beds 2 Baths 1,934 SqFt Rental MLS® # 226027777

Alpizar & Company, LLCNaples Area Board of Realtors Logo

New New
1270 Gulf Shore Blvd S, NAPLES

$150,000

1270 Gulf Shore Blvd S, NAPLES

5 Beds 6 Baths 5,789 SqFt Rental MLS® # 226031198

Douglas Elliman Florida,LLCNaples Area Board of Realtors Logo

637 Palm Cir W, NAPLES

$100,000

637 Palm Cir W, NAPLES

5 Beds 10 Baths 5,256 SqFt Rental MLS® # 225084061

Downing Frye Realty Inc.Naples Area Board of Realtors Logo

590 Carica Rd, NAPLES

$100,000

590 Carica Rd, NAPLES

4 Beds 5 Baths 5,641 SqFt Rental MLS® # 225074224

Premier Sotheby's Int'l RealtyNaples Area Board of Realtors Logo

440 Kings Town Dr, NAPLES

$97,000

440 Kings Town Dr, NAPLES

4 Beds 5 Baths 4,920 SqFt Rental MLS® # 226021804

Naples Homes and Rentals IncNaples Area Board of Realtors Logo

844 8th St S, NAPLES

$94,000

844 8th St S, NAPLES

4 Beds 5 Baths 3,750 SqFt Rental MLS® # 226015299

Naples Homes and Rentals IncNaples Area Board of Realtors Logo

2325 Lantern Ln, NAPLES

$87,000

2325 Lantern Ln, NAPLES

6 Beds 7 Baths 6,940 SqFt Rental MLS® # 226015168

Waterfront Realty Group IncNaples Area Board of Realtors Logo

56 Gulf Shore Blvd S, NAPLES

$87,000

56 Gulf Shore Blvd S, NAPLES

5 Beds 6 Baths 4,800 SqFt Rental MLS® # 226000771

Royal Shell Real Estate, Inc.Naples Area Board of Realtors Logo

2595 Half Moon Walk, NAPLES

$85,000

2595 Half Moon Walk, NAPLES

5 Beds 6 Baths 6,042 SqFt Rental MLS® # 226019608

William Raveis Real EstateNaples Area Board of Realtors Logo

67 8th Ave S, NAPLES

$75,000

67 8th Ave S, NAPLES

4 Beds 3 Baths 3,500 SqFt Rental MLS® # 225083478

William Raveis Real EstateNaples Area Board of Realtors Logo

245 Broad Ave S, NAPLES

$75,000

245 Broad Ave S, NAPLES

5 Beds 6 Baths 4,500 SqFt Rental MLS® # 225076190

Naples Homes and Rentals IncNaples Area Board of Realtors Logo

187 Broad Ave S, NAPLES

$75,000

187 Broad Ave S, NAPLES

4 Beds 5 Baths 2,912 SqFt Rental MLS® # 225076187

Naples Homes and Rentals IncNaples Area Board of Realtors Logo

N/A, NAPLES

$71,600

N/A, NAPLES

5 Beds 6 Baths 5,849 SqFt Rental MLS® # 226005344

Luxury Real Estate LLCNaples Area Board of Realtors Logo

154 4th Ave N, NAPLES

$70,000

154 4th Ave N, NAPLES

5 Beds 6 Baths 5,145 SqFt Rental MLS® # 226028556

John R Wood PropertiesNaples Area Board of Realtors Logo

675 2nd St S, NAPLES

$70,000

675 2nd St S, NAPLES

4 Beds 5 Baths 3,000 SqFt Rental MLS® # 226021155

Royal Shell Real Estate, Inc.Naples Area Board of Realtors Logo

160 Broad Ave S, NAPLES

$70,000

↑ $20,000

160 Broad Ave S, NAPLES

4 Beds 6 Baths 5,283 SqFt Rental MLS® # 225074925

Naples Vacation PropertiesNaples Area Board of Realtors Logo

200 Bahia Pt, NAPLES

$65,000

200 Bahia Pt, NAPLES

5 Beds 4 Baths 4,157 SqFt Rental MLS® # 226025696

Gulf Coast International Lux RNaples Area Board of Realtors Logo

590 6th Ave N, NAPLES

$65,000

590 6th Ave N, NAPLES

4 Beds 5 Baths 4,729 SqFt Rental MLS® # 226022505

Royal Shell Real Estate, Inc.Naples Area Board of Realtors Logo

Xxx Lantern Ln, NAPLES

$65,000

Xxx Lantern Ln, NAPLES

4 Beds 7 Baths 6,181 SqFt Rental MLS® # 225084208

Downing Frye Realty Inc.Naples Area Board of Realtors Logo

N/A, NAPLES

$63,600

N/A, NAPLES

4 Beds 6 Baths 4,336 SqFt Rental MLS® # 226005355

Luxury Real Estate LLCNaples Area Board of Realtors Logo

1100 Sandpiper St, NAPLES

$60,000

1100 Sandpiper St, NAPLES

5 Beds 7 Baths 3,600 SqFt Rental MLS® # 226022129

Naples Investment RealtyNaples Area Board of Realtors Logo

613 14th Ave, NAPLES

$60,000

613 14th Ave, NAPLES

4 Beds 5 Baths 4,110 SqFt Rental MLS® # 226005369

Luxury Real Estate LLCNaples Area Board of Realtors Logo

380 5th Ave N, NAPLES

$58,500

380 5th Ave N, NAPLES

4 Beds 4 Baths 3,229 SqFt Rental MLS® # 225076302

John R Wood PropertiesNaples Area Board of Realtors Logo

N/A, NAPLES

$55,600

N/A, NAPLES

6 Beds 8 Baths 5,900 SqFt Rental MLS® # 226005363

Luxury Real Estate LLCNaples Area Board of Realtors Logo

3280 Gordon Dr, NAPLES

$55,000

3280 Gordon Dr, NAPLES

4 Beds 6 Baths 4,669 SqFt Rental MLS® # 226028189

William Raveis Real EstateNaples Area Board of Realtors Logo

134 16th Ave S, NAPLES

$55,000

134 16th Ave S, NAPLES

3 Beds 3 Baths 2,754 SqFt Rental MLS® # 226027002

Premier Sotheby's Int'l RealtyNaples Area Board of Realtors Logo

2325 Lantern Ln, NAPLES

$55,000

2325 Lantern Ln, NAPLES

6 Beds 7 Baths 6,940 SqFt Rental MLS® # 226012952

Waterfront Realty Group IncNaples Area Board of Realtors Logo

434 3rd Ave S, NAPLES

$55,000

434 3rd Ave S, NAPLES

4 Beds 6 Baths 3,909 SqFt Rental MLS® # 226009344

Waterfront Realty Group IncNaples Area Board of Realtors Logo

300 2nd Ave N, NAPLES

$55,000

300 2nd Ave N, NAPLES

4 Beds 5 Baths 3,850 SqFt Rental MLS® # 225080225

Royal Shell Real Estate, Inc.Naples Area Board of Realtors Logo

 

Why Naples for a Family Vacation?

Naples consistently ranks among Florida's most family-friendly beach destinations — and for good reasons that go beyond the obvious. The Gulf of Mexico here is exceptionally calm and shallow near shore, making it ideal for young children who want to splash and wade without the waves and undertow of the Atlantic coast. The water is warm virtually year-round and clear enough to see the bottom, making snorkeling and wildlife spotting a genuine daily activity rather than a special occasion.

Beyond the beach, Naples and the surrounding area offer a remarkable range of family experiences. The Naples Zoo at Caribbean Gardens is a genuine favorite for families with younger children. The Conservancy of Southwest Florida offers guided boat tours through mangrove tunnels and up-close wildlife encounters. Everglades National Park and the Ten Thousand Islands provide some of the most extraordinary natural experiences in the country — accessible by airboat tour or kayak excursion from the Naples area. Marco Island, just 20 minutes south, offers a quieter beach experience with excellent shelling and dolphin sightings.

 

What to Look for in a Naples Family Vacation Rental

The right family vacation rental makes or breaks the trip. Our family vacation rental inventory is filtered to properties with three or more bedrooms — giving every family member their own space to decompress after days of activity. Here is what our team looks for when recommending family rental properties:

  • Private pool — A screened or fenced private pool gives families the flexibility to swim on their own schedule without the crowds of a shared pool facility. In Naples' climate, this is used morning, afternoon, and evening.
  • Fully equipped kitchen — Dining out for every meal with a family adds up quickly. A well-equipped kitchen means breakfast and casual meals at home, reserving restaurant experiences for evenings worth dressing up for.
  • Outdoor living space — Lanais, covered patios, and outdoor dining areas extend the livable space of the home and are used constantly in Naples' climate. Properties with generous outdoor areas feel significantly larger than their square footage suggests.
  • Bedroom configuration — The right number of bedrooms for your group matters enormously. We look for properties where the bedroom layout genuinely accommodates your family's sleeping needs rather than requiring creative arrangements.
  • Proximity to the beach — For families, a short distance to the beach means the difference between going every day and going occasionally. The best family rentals are either on or near the beach, or have easy golf cart or bicycle access to it.

 

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