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 Vacation Rentals(77)

77 Results
Book it Now!
1 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
    (12)
    7 - 28 night minimum stay
    • 4 BR,
    • 2 BA,
    • Sleeps 9
      (13)
      Book it Now!
      2 night minimum stay
      • 3 BR,
      • 3 BA,
      • Sleeps 9
        (3)
        Book it Now!
        7 night minimum stay
        • 1 BR,
        • 1 BA,
        • Sleeps 4
          (22)
          7 - 28 night minimum stay
          • 5 BR,
          • 4 BA,
          • Sleeps 10
            (4)
            7 - 28 night minimum stay
            • 4 BR,
            • 2 BA,
            • Sleeps 8
              (3)
              3 - 7 night minimum stay
              • 1 BR,
              • 1 BA,
              • Sleeps 3
                (32)
                $800 - $2,200
                per week
                7 night minimum stay
                • 2 BR,
                • 2 BA,
                • Sleeps 6
                  (10)
                  7 night minimum stay
                  • 5 BR,
                  • 4 BA,
                  • 1 HF BA,
                  • Sleeps 12
                    (13)
                    4 - 7 night minimum stay
                    • 5 BR,
                    • 4 BA,
                    • Sleeps 12
                      1 Review
                      4 - 7 night minimum stay
                      • 5 BR,
                      • 3 BA,
                      • Sleeps 14
                        (3)
                        28 - 31 night minimum stay
                        • 3 BR,
                        • 2 BA,
                        • Sleeps 6
                          (5)
                          $200 - $271
                          per night
                          Book it Now!
                          6 night minimum stay
                          • 2 BR,
                          • 2 BA,
                          • Sleeps 4
                            (4)
                            7 - 28 night minimum stay
                            • 4 BR,
                            • 3 BA,
                            • Sleeps 8
                              (12)
                              $195
                              per night
                              • 2 BR,
                              • 2 BA,
                              • Sleeps 6
                                (10)
                                4 - 7 night minimum stay
                                • 5 BR,
                                • 3 BA,
                                • Sleeps 12
                                  (6)
                                  7 - 28 night minimum stay
                                  • 3 BR,
                                  • 3 BA,
                                  • Sleeps 6
                                    (7)
                                    • 2 BR,
                                    • 2 BA,
                                    • Sleeps 4
                                      (15)
                                      4 - 7 night minimum stay
                                      • 6 BR,
                                      • 4 BA,
                                      • Sleeps 14
                                        1 Review
                                        7 - 30 night minimum stay
                                        • 1 BR,
                                        • 1 BA,
                                        • Sleeps 2
                                          (7)
                                          7 night minimum stay
                                          • 1 BR,
                                          • 1 BA,
                                          • Sleeps 2
                                            2 Reviews
                                            Book it Now!
                                            6 - 30 night minimum stay
                                            • 2 BR,
                                            • 2 BA,
                                            • Sleeps 4
                                              (8)
                                              30 night minimum stay
                                              • 3 BR,
                                              • 3 BA,
                                              • 1 HF BA,
                                              • Sleeps 6
                                                (4)
                                                7 night minimum stay
                                                • 2 BR,
                                                • 2 BA,
                                                • Sleeps 6
                                                  (6)
                                                  2 night minimum stay
                                                  • 4 BR,
                                                  • 4 BA,
                                                  • 1 HF BA,
                                                  • Sleeps 10
                                                    (4)
                                                    $2,000 - $5,300
                                                    per month
                                                    30 night minimum stay
                                                    • 2 BR,
                                                    • 2 BA,
                                                    • Sleeps 4
                                                      (3)
                                                      • 4 BR,
                                                      • 3 BA,
                                                      • Sleeps 14
                                                        1 Review
                                                        Book it Now!
                                                        6 night minimum stay
                                                        • 2 BR,
                                                        • 2 BA,
                                                        • Sleeps 4
                                                          (20)
                                                          Book it Now!
                                                          2 - 4 night minimum stay
                                                          • 1 BR,
                                                          • 1 BA,
                                                          • Sleeps 4
                                                            1 Review
                                                            $805 - $1,400
                                                            per week
                                                            Book it Now!
                                                            7 night minimum stay
                                                            • 1 BR,
                                                            • 1 BA,
                                                            • Sleeps 4
                                                              (11)
                                                              Advertisement
                                                               

                                                              Recent Old Naples Reviews

                                                              World class home in world class area....

                                                              4 of 5
                                                              This home is a wonderful, and I mean WONDERFUL, vacation home to rent. The location is unbeatable - on the ocean in Naples, yet only a short walk (2 blocks) to Naples' world class dinning and shopping. The home features two master bedrooms and 2 additional (spacious and nice) bedrooms. One of the master bedrooms is straight out of a dream - floor to ceiling windows and balcony overlooking the gorgeous yard, pool, and ocean. There is also a fantastic kitchen, and two separate TV rooms, not to mention a formal living room. The yard is huge, private and beautiful. Don't miss the chance to stay in a ~$10 million home in paradise.
                                                              • Submitted: Sep 6, 2014
                                                              • Stayed: Aug 2014

                                                              A beautiful house to vacation in!

                                                              5 of 5
                                                              Finding this home was a wonderful surprise ! It's living areas are spacious, well designed, comfortably and beautifully furnished , meticulously maintained and cleaned, and filled with every amenity one could think of. There is a large lanai with pool, spa and multiple seating areas surrounded by a private and beautifully landscaped yard with flowers. The owner is a gracious, friendly woman who can not do enough to make her guests comfortable and happy in her home. She even goes so far as to keep fresh cut flowers throughout the house! The kitchen is spacious and state of the art with everything one needs to cook and serve. There is also a barbecue grill in the lanai. Everything for the beach is provided in the garage including sand toys, beach chairs, umbrella and a cart to pull it all. This home is a definite winner and not to be missed!! Diane from New Jersey
                                                              • Submitted: Aug 28, 2014
                                                              • Stayed: Feb 2014

                                                              Loved It!

                                                              5 of 5
                                                              We were pleasantly surprised by the condo (bedroom bigger than we thought), bed was very comfortable, nice bathroom, kitchen is set up with everything you need. It was close enough to walk to anything you need or want. Beach is a great walk for people who like to exercise. Condo building is well kept. Area was quiet. We would highly recommend!
                                                              • Submitted: Jun 16, 2014
                                                              • Stayed: May 2014