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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Regatta Road, Naples. Tranquil location near beach/shops. – Property 147502

  • Naples rental - house, 4 bedrooms, sleeps 8, 3 bathrooms, beach, downtown, pool
  • $1,250 - $2,450/week
  • Calendar Last Updated On: Nov 21, 2009
A beautiful, 4 bedroom, single family home with heated pool, located in The Moorings area, set in the heart of Naples. This home has a peaceful view of water and...

Naples Bay Cottage on 5th Ave near Downtown Old Naples. Boat slip also available – Property 171685

  • Naples rental - cottage, 3 bedrooms, sleeps 8, 2 bathrooms, resort, fitness room
  • Calendar Last Updated On: Nov 21, 2009
Naples Bay offers a complete fitness center and luxurious spa. 5000 Sq Ft Swimming Pool, Children's pool and lazy river. There is also a large sun deck and poolside...
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 20, 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...

Tuscan - Luxury Home... Walk to Beach... Private Heated Pool and Spa – Property 316557

  • Naples rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, near the ocean, pool
  • $980 - $1,950/week
  • Calendar Last Updated On: Nov 20, 2009
This charming home is located within a walking distance to the beautiful Vanderbilt Beach in North Naples. Built in 2002, it has all amenities to let you relax and...

642 Briarwood Blvd – Property 7031131

  • Naples rental - house, 4 bedrooms, sleeps 10, 3 bathrooms, adventure, beach
  • $1,090 - $1,750/week
  • Calendar Last Updated On: Nov 20, 2009
Fabulous 4 bed, 3 bath home with a South facing solar & electric heated pool and spa surrounded by the home for total privacy.

1063 Tivoli Dr. – Property 7031126

  • Naples rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, adventure, air-conditioning
  • $990 - $1,400/week
  • Calendar Last Updated On: Nov 20, 2009
The elegant town of Naples is sited on Florida's Gulf Coast, famous for miles of beautiful, white sandy beaches and clear waters.<br /> <br /> Located in Briarwood,...

Barefoot Pelican #258 – Property 72410

  • Naples rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, adventure, beach
  • Calendar Last Updated On: Nov 21, 2009
Waterstone Resorts & Vacation Homes offers the Barefoot Pelican condominium complex. Overlooking the bay and canals, this gated community features a heated swimming...

Winterpark 2nd Floor 2 Br, 2 BA Condo. Great Pool and Close to Downtown Naples – Property 312436

  • Naples rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, downtown, near the ocean, tennis court
  • Calendar Last Updated On: Nov 20, 2009
Spacious, fully furnished 2 bedroom, 2 bathroom, 2nd floor condo with 1,350 square feet under air. Airy cathedral ceilings, living and dining room, and a screened...

Beautifully appointed 3 Bed, 3 Bath family home, private pool, summer kitchen. – Property 419431

  • Naples rental - house, 3 bedrooms, sleeps 6, 3 bathrooms, beach, town, private pool
  • $1,400 - $1,890/week
  • Calendar Last Updated On: Nov 20, 2009
A beautifully appointed three bedroom executive pool home furnished to a high standard with key pieces from Robb & Stucky. Built in 2008 this Grand Venetian design...

Canal Front, Walking to Tin City and Old Naples **NEW LOWER HIGH SEASON RATE** – Property 124397

  • Naples rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, near the ocean, town, balcony
  • $350 - $600/week
  • Calendar Last Updated On: Nov 21, 2009
Second floor southern exposure unit with lovely spacious screened in lanai overlooking pool with bay view. Walking distance to Tin City and Old Naples, 5th Ave.

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 20, 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...

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 19, 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...

Princeton Place #1-307 – Property 72569

  • Naples rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, adventure, beach
  • Calendar Last Updated On: Nov 19, 2009
Waterstone Resorts & Vacation Rentals Naples asks you to escape to paradise. Enjoy your vacation in this two-bedroom, two-bath nicely decorated condominium, that is...

The Club at Naples Cay #301 – Property 72427

  • Naples rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, adventure, balcony
  • Calendar Last Updated On: Nov 21, 2009
Waterstone Resorts & Vacation Homes features The Club at Naples Cay. A prestigious gated condominium situated directly on the Gulf of Mexico, This two-bedroom, plus...

Paterniti Home – Property 72487

  • Naples rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, adventure, beach
  • Calendar Last Updated On: Nov 21, 2009
Waterstone Resorts & Vacation Homes asks you to enjoy all the comforts of home. Nestled in lush tropical landscaping, this nicely decorated three-bedroom, two-bath...

Vanderbilt Gulfside I – Property 72681

  • Naples rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, adventure, beach
  • Calendar Last Updated On: Nov 21, 2009
Waterstone Resorts & Vacation Rentals Naples offers breathtaking views at this 14th floor two-bedroom, two-bath condominium. After a hard day on the golf course or...

Beachfront Home Rental on the Gulf – Property 148453

  • Naples rental - house, 5 bedrooms, sleeps 14, 5 bathrooms, 2 half baths, beach, pool
  • $13,000 - $15,000/week
  • Calendar Last Updated On: Nov 19, 2009
Large property with mature landscaping located on one of the best beaches in Naples, just blocks south of The Naples Fishing Pier.

Luxury New Home with Lake and Golf Course Views in Naples, Florida – Property 56261

  • Naples rental - villa, 3 bedrooms, sleeps 8, 2 bathrooms, beach, resort, private pool
  • $918 - $1,453/week
  • Calendar Last Updated On: Nov 19, 2009
New luxury home with fabulous view overlooking 16th tee of Championship Mustang Golf Course and lake with fishing at the end of the garden.

1099 Tivoli Drive – Property 7031128

  • Naples rental - house, 4 bedrooms, sleeps 8, 3 bathrooms, adventure, air-conditioning
  • $1,090 - $1,700/week
  • Calendar Last Updated On: Nov 19, 2009
Extra Charge of $15/day for pool heat. <br /> FULL DESCRIPTION: Luxurious 4 bed, 3 bath home with an electric heated pool and spa.

1120 Tivoli Drive – Property 7031129

  • Naples rental - house, 4 bedrooms, sleeps 8, 3 bathrooms, adventure, beach
  • $1,090 - $1,700/week
  • Calendar Last Updated On: Nov 19, 2009
Luxurious 4 bed, 3 bath home with an electric heated pool and spa. There is a spacious pool deck with a beatuful lake view. High quality furnishings and fittings.
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