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Naples

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Vacation Rentals in Naples, Southwest Gulf Coast

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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Traveller Rating | Price / nt | Price / wk | Bedrooms | # of photos | # of reviews | Just Added
1-20 of 803
THE SAVOY 1404 AT PARK SHORE
Florida, Southwest Gulf Coast, Naples Holiday Rentals
THE SAVOY 1404 AT PARK SHORE
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 3 Bathrooms
  • Professional
EMAIL AGENT
Special offer details »
Month:
3,074 AUD - 8,159 AUD
Minimum rental - 30 nights
Check availability
Show on map
Luxurious Lakefront Condo Wiggins Lake & Preserves
Florida, Southwest Gulf Coast, Naples Holiday Rentals
Luxurious Lakefront Condo Wiggins Lake & Preserves
Slideshow
4 of 5 stars 2 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
154 AUD - 205 AUD
Week:
872 AUD - 1,488 AUD
Month:
1,180 AUD - 3,489 AUD
Minimum rental - 1 week
Check availability
Show on map
AN ELEGANT, COMFORTABLE VILLA
Florida, Southwest Gulf Coast, Naples Holiday Rentals
AN ELEGANT, COMFORTABLE VILLA
Slideshow
4 of 5 stars 1 review
  • Villa
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Month:
2,001 AUD - 3,284 AUD
Minimum rental - 30 nights
Check availability
Show on map
Also consider
Cosy and quiet...
1,385 AUD - 2,206 AUD / month
2 Bedrooms, sleeps 4
2 Bathrooms
3bd Condo...
2,258 AUD - 3,489 AUD / month
3 Bedrooms, sleeps 6
2 Bathrooms
The Palms...
158 AUD - 221 AUD / night
2 Bedrooms, sleeps 6
2 Bathrooms
Park Shore...
154 AUD - 282 AUD / night
2 Bedrooms, sleeps 6
2 Bathrooms
Milano Paradise
2,053 AUD - 2,566 AUD / month
3 Bedrooms, sleeps 8
3 Bathrooms
PROP ID BW1039 Sunset View
Florida, Southwest Gulf Coast, Naples Holiday Rentals
PROP ID BW1039 Sunset View
Slideshow
4 of 5 stars 1 review
  • Holiday Rental House
  • 3 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Week:
1,545 AUD - 2,586 AUD
Minimum rental - 3 nights
Check availability
Show on map
PROP ID BW1156
Florida, Southwest Gulf Coast, Naples Holiday Rentals
PROP ID BW1156
Slideshow
4 of 5 stars 1 review
  • Holiday Rental House
  • 3 Bedrooms, sleeps 6
  • 3 Bathrooms
  • Professional
EMAIL AGENT
Week:
1,545 AUD - 2,586 AUD
Minimum rental - 3 nights
Check availability
Show on map
Arielle in Pelican Marsh - PMA 2104
Florida, Southwest Gulf Coast, Naples Holiday Rentals
Arielle in Pelican Marsh - PMA 2104
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
144 AUD - 160 AUD
Week:
1,006 AUD - 1,118 AUD
Minimum rental - 30 nights
Check availability
Show on map
Naples 3 BR, 2 BA Villa (GREENL821)
Florida, Southwest Gulf Coast, Naples Holiday Rentals
Naples 3 BR, 2 BA Villa (GREENL821)
Slideshow
4 of 5 stars 2 reviews
  • Condo/Apartment
  • 3 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
159 AUD - 257 AUD
Week:
734 AUD - 1,283 AUD
Minimum rental - 1 week
Check availability
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Nice 2 Bedroom/2 Bathroom Villa in Naples (GREENL1224)
Florida, Southwest Gulf Coast, Naples Holiday Rentals
Nice 2 Bedroom/2 Bathroom Villa in Naples (GREENL1224)
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 2 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
144 AUD - 231 AUD
Week:
693 AUD - 1,206 AUD
Minimum rental - 1 week
Check availability
Show on map
Lakeside Villa
Florida, Southwest Gulf Coast, Naples Holiday Rentals
Lakeside Villa
Slideshow
4 of 5 stars 1 review
  • Villa
  • 4 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Week:
1,199 AUD - 1,440 AUD
Minimum rental - 1 week
Check availability
Map unavailable
FANTASTIC 2BR 2BA CONDO LAKE AND FOUNTAIN VIEW
Florida, Southwest Gulf Coast, Naples Holiday Rentals
FANTASTIC 2BR 2BA CONDO LAKE AND FOUNTAIN VIEW
Slideshow
4 of 5 stars 3 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Special offer details »
Night:
117 AUD
Week:
821 AUD
Month:
1,539 AUD - 3,284 AUD
Minimum rental - 2 weeks
Check availability
Show on map
Falling Waters Pristine Lakefront Condo
Florida, Southwest Gulf Coast, Naples Holiday Rentals
Falling Waters Pristine Lakefront Condo
Slideshow
4 of 5 stars 2 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 5
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Week:
564 AUD - 616 AUD
Month:
1,847 AUD - 3,079 AUD
Minimum rental - 2 weeks
Check availability
Show on map
Life is Good in Naples
Florida, Southwest Gulf Coast, Naples Holiday Rentals
Life is Good in Naples
Slideshow
4 of 5 stars 1 review
  • Holiday Rental House
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
154 AUD
Week:
924 AUD - 1,078 AUD
Month:
2,053 AUD - 4,105 AUD
Minimum rental - 2 weeks
Check availability
Show on map
Lely - Sunstone - SUN6
Florida, Southwest Gulf Coast, Naples Holiday Rentals
Lely - Sunstone - SUN6
Slideshow
4 of 5 stars 2 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Month:
1,796 AUD - 3,079 AUD
Minimum rental - 30 nights
Check availability
Map unavailable
Pool Home in Naples Park, Close to the Beach
Florida, Southwest Gulf Coast, Naples Holiday Rentals
Pool Home in Naples Park, Close to the Beach
Slideshow
4 of 5 stars 3 reviews
  • Holiday Rental House
  • 3 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Week:
924 AUD - 1,642 AUD
Minimum rental - 3 nights
Check availability
Show on map
Perfect location in Old Naples. Luxury 4BR Home!
Florida, Southwest Gulf Coast, Naples Holiday Rentals
Perfect location in Old Naples. Luxury 4BR Home!
Slideshow
4.5 of 5 stars 3 reviews
  • Holiday Rental House
  • 4 Bedrooms, sleeps 8
  • 3 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
411 AUD
Week:
2,848 AUD - 6,671 AUD
Minimum rental - 1 week
Check availability
Show on map
Heritage Bay Golf & CC
Florida, Southwest Gulf Coast, Naples Holiday Rentals
Heritage Bay Golf & CC
Slideshow
4.5 of 5 stars 4 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
116 AUD
Month:
3,489 AUD
Minimum rental - 30 nights
Check availability
Show on map
1-20 of 803

Naples Holiday Rental Advice

Villa/home rental in Naples
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
De luxe villas in Naples
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
Seasonal Rentals
Posted by puddnpie1023, 5 Apr 2012
Try using a vacation rental company that doesn't require a lease. Most vacation rental companies out there require you to sign a lease even for a month, but there are some companies that do not and will rent the month of March with no issues. PM if you have ... more
Naples Vacation Rental
Posted by getcha, 30 Mar 2012
Hi Everyone, am wondering if you can tell me if there is some good vacation rental that matches the following criteria 1. is on the beach 2. decent beach for swimming/snorkeling 3. is withing walking distance to restaurants/pubs/shops 4. has kitchen/bbq thanks getcha ... more
Fishing rod renals - Naples Pier
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
Briarwood?
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
Golf for one month
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
Winter Parking at Naples beaches ??
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
Family-friendly for 5
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
Naples VacationProperty
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
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