Naples Vacation Rentals Won’t Let You Down

The Italian city of the same name is probably nice, too, but the Naples of Florida is the place to go for a classic American beach experience. Located on the Southern Gulf Coast and part of a larger region of vacation delights, this town is waiting to show you a good time during any season of the year.


Naples has proclaimed itself the “Golf Capital of the World.” While there are over 80 championship golf courses to back up this assertion, feel free to bring your clubs and do some investigating for yourself. It’s also known for some pretty great shopping, especially downtown along 5th Avenue South and 3rd Street South. From art galleries to antique shops, outlet malls to designer department stores, Naples doesn’t disappoint when it comes to delivering the goods.


After experiencing all that civilization has to offer, be sure to save time for the natural environment of Naples. Surrounding the beaches and the town are carefully preserved habitats and wildlife areas that are probably a little different than anything you’ve ever seen, so check out Everglades National Park and the Corkscrew Swamp Sanctuary, which is also considered a gateway for the Great Florida Birding Trail.


Finally, for a little light-hearted fun and a definite escape from the real world, try to catch a glimpse of the curious but oddly compelling sport of Swamp Buggy Racing. Three times per year at the Florida Sports Park the finest buggy engineers and racers come together to show their talents by competing against each other for cash prizes.


A trip to Naples or one of its attractive neighboring communities, which include Bonita Springs, Marco Island, and Vanderbilt Beach, will surely provide all the distractions you need to feel far from home in the best possible way.

Find more options for Naples lodging by checking out Naples Florida Resorts.

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Vacation Rentals in Naples

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SPECIAL OFFER! FREE PRIVATE POOLSIDE CABANA: book now! September 1 - June 30

Gulfshore Condo ON BEACH/Private poolside cabana/2010 SEASON AVAILABLE! 2WK Min. – Property 124814

  • Naples rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, beach, waterfront, pool
  • Calendar Last Updated On: Nov 8, 2009
Beach front paradise! 2 bedroom, 2 bath-fully appointed gem! Every room has Gulf views. The master bedroom has a bathroom suite, screened terrace with lounge chairs...

Villa Bonelli-charming, quiet, just a dream in Briarwood with european touch – Property 254650

  • Naples rental - villa, 4 bedrooms, sleeps 8, 3 bathrooms, beach, downtown, pool
  • $1,200 - $1,600/week
  • Calendar Last Updated On: Nov 8, 2009
A Great Place To Enjoy Living At Its Finest! Nestled within gated community of Briarwood you will find both luxury & elegance in this exquisitely well appointed 4...

For the Best Golf & Tennis plus Panoramic Fairway views – Property 200619

  • Naples rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, lake, near the ocean, pool
  • Calendar Last Updated On: Nov 8, 2009
Cypress Woods Country Club for Golf & Tennis is a gated community. Carport Parking Space located right at the elevator to take you to the Top 3rd floor & 10 steps to...

Magnificent upscale pool home close to beach – Property 15727

  • Naples rental - house, 4 bedrooms, sleeps 8, 3 bathrooms, beach, town, private pool
  • $750 - $1,800/week
  • Calendar Last Updated On: Nov 8, 2009
This is a superb deluxe residence on extensive grounds, very close to all that Naples has to offer. Just look at the list of upgrades - tiled roof and entrance...
SPECIAL OFFER! 10% OFF our already low prices November 1 - January 31

Naples-Tropical Oasis in the Heart of Prestigious Park Shore - – Property 126765

  • Naples rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, near the ocean, resort, tennis court
  • $750 - $1,500/week
  • Calendar Last Updated On: Nov 7, 2009
Nestled within thirteen acres of classic Florida in the heart of prestigious Naples is Park Shore Resort. Unwind by our lush, tropical waterfall or pool or enjoy the...
SPECIAL OFFER! XMAS SPECIAL OFFER December 13 - December 27

Unique luxury waterfront four bedroom villa with SE facing pool, Naples Florida. – Property 96252

  • Naples rental - villa, 4 bedrooms, sleeps 8, 2 bathrooms, 1 half bath, near the ocean, waterfront, private pool
  • $1,000 - $1,850/week
  • Calendar Last Updated On: Nov 7, 2009
Luxury Mediterranean-style villa in a stunning location in the sought after prestigious community of Kings Lake. This beautiful home has been custom built to take...

Reiss Home – Property 72488

  • Naples rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, adventure, beach
  • Calendar Last Updated On: Nov 7, 2009
Waterstone Resorts & Vacation Homes boasts high ceilings and an open floor plan in Naples Park. This three-bedroom, two-bath single family home features a cozy...

Paquette Home – Property 72486

  • Naples rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, adventure, beach
  • Calendar Last Updated On: Nov 7, 2009
Waterstone Resorts & Vacation Homes presents bay front living! This platinum rated, three-bedroom, two-bath private canal front home has all the amenities you...

St. Nicole at Pelican Bay #1603 – Property 72619

  • Naples rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, adventure, beach
  • Calendar Last Updated On: Nov 7, 2009
Waterstone Resorts & Vacation Homes presents St. Nicole at Pelican Bay. This prestigious community includes a wide variety of amenities including a tram to the...

1067 Tivoli Drive – Property 7031127

  • Naples rental - house, 4 bedrooms, sleeps 8, 3 bathrooms, adventure, air-conditioning
  • $1,090 - $1,700/week
  • Calendar Last Updated On: Nov 7, 2009
FULL DESCRIPTION: Brand New 4 bedroom 3 bath privat pool home overlooking a canal. This home has been tastfuly decorated with elegance and confert in mind.
SPECIAL OFFER! Special Offer Due to Cancellation November 7 - November 20

Superb villa with private heated pool, close to all amenities. – Property 92956

  • Naples rental - villa, 3 bedrooms, sleeps 8, 2 bathrooms, near the ocean, town, private pool
  • $815 - $1,141/week
  • Calendar Last Updated On: Nov 6, 2009
Fabulous 3 bedroom 2 bathroom villa on gated community close to all amenities Naples has to offer. The main feature is the large heated pool and oversized screened...

Welcome to Paradise.. Luxury Coach Home at Fiddlers Creek Resort, Naples, FL – Property 167363

  • Naples rental - townhome, 3 bedrooms, sleeps 8, 3 bathrooms, near the ocean, resort, pool
  • $900 - $1,000/week
  • Calendar Last Updated On: Nov 6, 2009
Fiddlers Creek is a world class resort community in Naples FL located minutes from Marco Island beaches or the inviting downtown Naples 5th avenue shopping...

A perfect affordable golf vacation and much more. – Property 258188

  • Naples rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, near the ocean, resort, pool
  • Calendar Last Updated On: Nov 6, 2009
This property is just 10-15 minutes from downtown Naples. Shopping and beaches just minutes away. This quiet and elegant vacation allows something for everyone.

Stroll to Vanderbilt Beach from this Lovely Home – Property 71020

  • Naples rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, beach, near the ocean, pets considered
  • $700 - $1,200/week
  • Calendar Last Updated On: Nov 6, 2009
This is your opportunity for a truly unforgettable vacation in paradise. This home is in a quiet and safe neighborhood and is conveniently located within moments of...
SPECIAL OFFER! Early Season Discount October 30 - December 20

Luxury Golf Estate w/ Heated Pool/Spa in Exclusive Gated Country Club – Property 172702

  • Naples rental - house, 3 bedrooms, sleeps 8, 3 bathrooms, beach, pool
  • $2,000/week
  • Calendar Last Updated On: Nov 5, 2009
Welcome to your Naples, FL golf getaway! This luxury estate home is located in North Naples within the exclusive gated golf and country club community of Olde...

Luxurious Beach front Condo with Spectacular Views! – Property 318825

  • Naples rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, tennis court
  • $1,400 - $2,600/week
  • Calendar Last Updated On: Nov 5, 2009
The Club #502 is in an unspoiled beach front gated community, Nestled between Pelican Bay and Parkshore. The Club at Naples Cay is a Beach front community within 33...

Tropical home away from home, comfortable, relaxaing, great golfing, beaches – Property 252972

  • Naples rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, lake, near the ocean, pool
  • Calendar Last Updated On: Nov 5, 2009
This contemporary NEWLY FURNISHED home away from home is cozy, light and airy. You'll immediately feel at ease and relaxed with VIEWS OF LAKE WITH FOUNTAIN.

Waterfront Mansion in Exclusive Port Royal – Property 7030510

  • Naples rental - house, 4 bedrooms, sleeps 10, 4 bathrooms, coffee maker, toaster
  • $12,000/week
  • Calendar Last Updated On: Nov 5, 2009
Perfectly gorgeous 2-story residence in the Neo-Tuscan style in the heart of exclusive Port Royal. Lovely views from your large screened lanai and resort-like pool &...

Lely Resort Ole' – Property 93259

  • Naples rental - condo, 3 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, children welcome, pets not allowed
  • Calendar Last Updated On: Nov 5, 2009
This is an amazing condo located in beautiful Lely Resort Just 9 miles from Old Naples and Marco Island.

Glades Country Club Condo (1st floor) - Den - Bundled Golf – Property 124011

  • Naples rental - condo, 2 bedrooms, sleeps 5, 2 bathrooms, near the ocean, town, pool
  • Calendar Last Updated On: Nov 5, 2009
This First Floor end unit, one of the largest in the Glades totaling approximately 1,700 sq. ft. is located at the end of the Peppermint Lane cul-de sac in the...
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