Vacation Homes in Old Naples

Vacation home rentals in Old Naples, Florida, have more charm than you'll find anywhere else in the state, in addition to convenience and a location that can't be beaten. Old Naples, Florida, is one of Naples' classic neighborhoods, located around the Naples Pier. The neighborhood has survived decades, and Old Naples rental homes reflect this in a range of periods and styles: from charming turn-of-the-century rental cottages to modern high-rise vacation condos, Old Naples vacation rentals have something for everyone.

Because Old Naples, Florida, centers around the old Naples Pier, every east/west street in the neighborhood leads to the beach. Step outside your Old Naples rental cottage and you're a short walk to waterfront sunsets. Old Naples' downtown location puts you just blocks away from shopping on the acclaimed Third Avenue and Fifth Avenue, as well as dining, galleries, and antique shops. Old Naples is conveniently located just blocks from the Naples Municipal Airport, and many of the attractions in the area can be reached by foot. Staying in an Old Naples, Florida, vacation home means you probably won't even need to rent a car to have a great time.

Expand your search for Florida vacation rentals to include Vanderbilt Beach vacation rentals, Miami vacation rentals and Ft. Lauderdale rentals in South Florida, Destin vacation rentals and Siesta Key rentals on the Gulf Coast, North Naples condo rentals, or Orlando vacation home rentals near Disney.


Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Bungalows
Condos
Cottages
Estates
Homes
Villas
Barns
Boats
Cabins
Castles
Chalets
Farmhouses
Hotels
Lodges
Studios
Townhomes
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Old Naples: Condos, Houses & More(126)

126 Results
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(22)
$3,500 - $5,500
per week
7 - 28 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 9
7 - 28 night minimum stay
(13)
$4,500 - $8,900
per week
7 - 28 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 10
7 - 28 night minimum stay
(5)
$3,500 - $5,500
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(3)
  • 3 BR,
  • 3 BA,
  • Sleeps 9
2 night minimum stay
(3)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
7 night minimum stay
(16)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
30 night minimum stay
$995 - $1,295
per week
3 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 - 7 night minimum stay
(32)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
1 Review
  • 5 BR,
  • 3 BA,
  • Sleeps 14
(6)
$9,000 - $13,000
per month
28 - 31 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
28 - 31 night minimum stay
(6)
$50 - $495
per night
  • 2 BR,
  • 1 BA,
  • Sleeps 4
$5,100 - $7,100
per week
7 - 30 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 - 30 night minimum stay
$6,900
per week
4 - 7 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 12
4 - 7 night minimum stay
2 Reviews
  • 4 BR,
  • 6 BA,
  • Sleeps 8
7 - 14 night minimum stay
$6,900
per week
4 - 7 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 12
4 - 7 night minimum stay
2 Reviews
$800 - $2,200
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(10)
$6,900
per week
4 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 12
4 - 7 night minimum stay
$480 - $630
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
7 night minimum stay
$800 - $1,129
per night
4 - 7 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 12
4 - 7 night minimum stay
$6,300
per week
14 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 10
14 night minimum stay
$3,500 - $4,550
per week
7 - 28 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 - 28 night minimum stay
(12)
$229 - $271
per night
6 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
6 night minimum stay
(4)
$1,600 - $3,500
per week
7 - 28 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 - 28 night minimum stay
(7)
$171 - $243
per night
1 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
1 - 7 night minimum stay
(12)
$1,120 - $1,310
per week
7 - 30 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
7 - 30 night minimum stay
(7)
$195
per night
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(10)
$5,900
per week
4 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 12
4 - 7 night minimum stay
(6)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(17)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
28 night minimum stay
Advertisement