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Naples

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Naples Holiday Rentals

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Naples Vacation Rentals

Known for its phenomenal golf courses with designer tags like Greg Norman, Tom Fazio and Rees Jones, miles of family-friendly, sandy beaches and luxury dining and boutique shopping, Naples is an enviable upscale Florida destination. If you want to enjoy Naples in an unparalleled fashion, book a vacation rental. From sprawling beach homes and high-rise condo rentals to quaint cottages and villas, the menu is exceptionally pleasing in the Naples area. Better still, you’ll save money by coming home to a fully equipped kitchen where you can enjoy a delicious and relaxing dinner.

Naples attractions and activities

A vacation rental makes it easy to explore all of Naples many attractions with easy access to beaches, golf courses and shopping. If you’re a family of nature lovers, immerse yourself in eco-tourist attractions like the Audubon Corkscrew Swamp Sanctuary, Rookery Bay National Estuarine Research Reserve, the Naples Botanical Garden and Everglades National Park, which is a short drive from Naples. For beach lovers, the Naples area boasts pristine areas like Tigertail Beach and Barefoot Beach Preserve where sunbathing, sailing, fishing and boating are popular activities. Shopping is an attraction unto itself in Naples, which features an eclectic menu of options, including major upscale complexes like Waterside Shops, Village at Venetian Bay and Tin City as well boutique and art gallery shopping in downtown along Fifth Avenue South and Third Street South. Golfers, is your idea of paradise more than 100 lush golf courses with carpet-like fairways? The Naples area is the place for you with exceptional layouts such as Tiburon Golf Club, Arrowhead Golf Club and Naples Grande Golf Club.

Family vacation rentals in Naples

With so many things to do and see in Naples you’ll spend a lot of time enjoying the outdoors. A vacation rental in Naples gives your family an airy and comfortable place to return after a long day of fun and frolic. A hotel room can get pretty cramped with luggage, golf clubs and beach toys, while a vacation rental in a spacious beach house, condo, villa or cottage gives your family extra space and lots of amenities.

Saving money on Naples vacation rentals

Great deals are available even on luxury properties. We have special deals and discounts on Naples vacation rentals in every price range at a wide variety of venues from beach to golf course and everything in between. For convenience, spacious accommodations and money saving attributes, a vacation rental is the best way to experience the upscale wonders of Naples.

 
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€1,733 - €1,883 / month
2 Bedrooms, sleeps 4
2 Bathrooms
€603 / week
2 Bedrooms, sleeps 6
2 Bathrooms
€2,185 / month
2 Bedrooms, sleeps 6
2 Bathrooms
€113 - €207 / night
2 Bedrooms, sleeps 6
2 Bathrooms
€718 - €1,196 / week
3 Bedrooms, sleeps 6
3 Bathrooms

Traveller Rating | Price / nt | Price / wk | Bedrooms | # of photos | # of reviews
Florida, Southwest Gulf Coast, Naples Holiday Rentals
  • Holiday Rental House
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Week:
€565 - €1,092
Minimum rental - 1 week
Check availability
Florida, Southwest Gulf Coast, Naples Holiday Rentals
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Week:
€509 - €885
Minimum rental - 6 nights
Check availability
Map unavailable
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Month:
€904 - €2,109
Minimum rental - 4 weeks, 2 nights
Check availability
Also consider
€1,733 - €1,883 / month
2 Bedrooms, sleeps 4
2 Bathrooms
€603 / week
2 Bedrooms, sleeps 6
2 Bathrooms
€2,185 / month
2 Bedrooms, sleeps 6
2 Bathrooms
€113 - €207 / night
2 Bedrooms, sleeps 6
2 Bathrooms
€718 - €1,196 / week
3 Bedrooms, sleeps 6
3 Bathrooms
Florida, Southwest Gulf Coast, Naples Holiday Rentals
  • Villa
  • 4 Bedrooms, sleeps 8
  • 3 Bathrooms
  • Owner
EMAIL OWNER
Week:
€1,077 - €1,675
Minimum rental - 1 week
Check availability
  • Condo/Apartment
  • 3 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Week:
€539 - €942
Minimum rental - 6 nights
Check availability
  • Holiday Rental House
  • 3 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Week:
€1,134 - €1,898
Minimum rental - 1 week
Check availability
Map unavailable
  • Holiday Rental House
  • 3 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Week:
€1,134 - €1,898
Minimum rental - 1 week
Check availability
Map unavailable
  • Villa
  • 3 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
€45 - €90
Minimum rental - 5 nights
Check availability
  • Holiday Rental House
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Month:
€1,356 - €3,013
Minimum rental - 2 weeks
Check availability
  • Holiday Rental House
  • 3 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Month:
€2,260 - €2,486
Minimum rental - 4 weeks, 2 nights
Check availability
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Month:
€1,205 - €2,448
Minimum rental - 4 weeks, 2 nights
Check availability
  • Holiday Rental House
  • 3 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Week:
€904 - €1,130
Month:
€3,164 - €3,993
Minimum rental - 1 night
Check availability
  • Condo/Apartment
  • 3 Bedrooms, sleeps 6
  • 3 Bathrooms
  • Professional
EMAIL AGENT
Month:
€1,695 - €3,390
Minimum rental - 4 weeks, 2 nights
Check availability
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Week:
€640 - €1,394
Minimum rental - 1 week
Check availability
  • Condo/Apartment
  • 3 Bedrooms, sleeps 6
  • 3 Bathrooms
  • Owner
EMAIL OWNER
Month:
€3,767
Minimum rental - 4 weeks, 2 nights
Check availability
  • Condo/Apartment
  • 2 Bedrooms, sleeps 5
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Month:
€2,411
Minimum rental - 4 weeks
Check availability

Naples Holiday Rental Advice

Posted by mandrontour, 19 Aug 2010
We too use holiday rentals and owners direct not sure I can advertise for someone we have rented with on here but if you PM me I can pass on her details as she has several beautiful homes in the area, one we are going to next week! Cant wait ... more
Posted by jaani_janardan, 11 Oct 2005
... in Naples, who may have holiday rentals on their books. Once they get the impression you are responsible etc.. they'll be falling over themselves to help. also try www.naplesnews.com they advertise realtors. Trust this is ok jaani Ps Have you been to the fresh food mart near ... more
Posted by cocotwice, 1 Feb 2012
... I've finally found a vacation rental to fit my huge extended family in but it's in Briarwood which is kind of behind Naples airport. We usually like to stay west of the 41 and walking distance to the beach but I just couldn't find anything big enough ... more
Posted by cocotwice, 1 Feb 2012
... you are staying in a vacation rental then mention you like fishing to the owners - I had mentioned fishing and found the owners left us two rods even though they weren't listed amongst the list of items in the house. They had kindly left them for us. We found ... more
Posted by pattib22, 23 Jan 2012
Many of the golf course communities allow vacation rental tenants to pay a transfer fee and use the owners golf course membership while they are renting. If you are staying in a golf course community, check that option. ... more
Posted by NotAccidental, 1 Nov 2011
Thinking about a 1mo vacation rental this winter in Naples or nearby.Two questions: 1. Is it possible to stay beyond walking distance to the beach and routinely park the car at an attractive, walkable beach, or is parking very limited. 2. Can someone recommend a realtor that specializes in ... more
Posted by SandyToesMinnesota, 31 Oct 2011
Thanks for your thoughts. We did look into a vacation rental, but most require 7 days...unfortunately we can only do 5. I will check into Bellasera. Thanks! ... more
Posted by travelfamily483, 15 Mar 2011
... a last minute cancellation and they can offer us a great discount on one of their vacation rental properties. Don't know if it sounds too good to be true or not? Ron and Kathy Rubeck? Property near Delnor Wiggins State Park? How do I know if this is legitimate ... more
Posted by Sunshineonthewater, 1 Aug 2010
... week visit. Is it super crowded during the holidays? I'm a super picky traveler when it comes to accomodations, so I'll be looking for a private luxurious vacation rental with a pool and on the beach. Am I better off looking in the Old Naples area? Thank you ... more
Posted by cocotwice, 10 May 2010
... to be staying in a vacation rental around the Vanderbilt area but they are happy to travel wherever for a good game! I know they've come to the right place for a game of golf as there is so much choice but does anyone have some suggestions on where ... more
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