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330 condos

(1) Excellent 

    22

    Enclave at Naples Gated Community- Sleeps 6

    Southwest Gulf Coast / Naples

    Naples condo

    2 6 14 nights min

    • 2 bedrooms
    • sleeps 6
    • 14 nights min
    • Nearest beach 4 mi
    • Swimming pool
    • Child Friendly
    Match: Rental types Garden Tennis in town All filters match

    Price per night from

    $123

    Responds fast!
    avg. 18 minutes

    Price per night from

    $123

    (2) Excellent 

      30

      2 bed/2 bath Naples Condo(Gated Commun.)- sleeps 6

      Southwest Gulf Coast / Naples

      Naples condo

      2 6 14 nights min

      • 2 bedrooms
      • sleeps 6
      • 14 nights min
      • Beach / lakeside relaxation
      • Nearest beach 4 mi
      • Swimming pool
      Match: Rental types Garden Tennis in town All filters match

      Price per night from

      $122

      Responds fast!
      avg. 18 minutes

      Price per night from

      $122

      (3) Very Good 

        4

        Olde Naples, Great location, 1 mile from beach

        Naples / Naples Beach

        Naples condo

        1 3 14 nights min

        • 1 bedroom
        • sleeps 3
        • 14 nights min
        • Beach / lakeside relaxation
        • Nearest beach 2 mi
        • Swimming pool
        Match: Rental types Garden Tennis in town All filters match

        Price per night from

        $271

        Price per night from

        $271

          10

          Charming Condo in great Golf Club

          Southwest Gulf Coast / Naples

          Naples condo

          2 4 min stay varies

          • 2 bedrooms
          • sleeps 4
          • min stay varies
          • Nearest beach 2 mi
          • Swimming pool
          • Child Friendly
          Match: Rental types Garden Tennis in town All filters match

          Price per night from

          $57

          Responds fast!
          avg. 2 hours 41 minutes

          Price per night from

          $57

          These homes match some but not all of your filters. Clear all filters

          (1) Excellent 

            23

            Close to 5th Avenue, Beaches and Restaurants

            Southwest Gulf Coast / Naples

            Naples condo

            2 6 min stay varies

            • 2 bedrooms
            • sleeps 6
            • min stay varies
            • Swimming pool
            • Child Friendly
            • Air conditioning
            2 of 3 match: Garden, Rental types, Tennis in town 2 of 3 filters match

            Price per night from

            $125

            Price per night from

            $125

              14

              Modern Condo in great location, Naples FL

              Southwest Gulf Coast / Naples

              Naples condo

              2 4 30 nights min

              • 2 bedrooms
              • sleeps 4
              • 30 nights min
              • Nearest beach 12 mi
              • Swimming pool
              • Air conditioning
              2 of 3 match: Garden, Rental types, Tennis in town 2 of 3 filters match

              Price per night from

              $182

              Price per night from

              $182

                24

                Beautiful townhome type condo

                Southwest Gulf Coast / Naples

                Naples condo

                2 4 30 nights min

                • 2 bedrooms
                • sleeps 4
                • 30 nights min
                • Child Friendly
                • Air conditioning
                2 of 3 match: Garden, Rental types, Tennis in town 2 of 3 filters match

                Price per night from

                $88

                Price per night from

                $88

                  10

                  Clubside at The Strand CC

                  Southwest Gulf Coast / Naples

                  Naples condo

                  2 6 30 nights min

                  • 2 bedrooms
                  • sleeps 6
                  • 30 nights min
                  • Swimming pool
                  • Child Friendly
                  • Air conditioning
                  2 of 3 match: Garden, Rental types, Tennis in town 2 of 3 filters match

                  Price per night from

                  $42

                  Price per night from

                  $42

                    17

                    Naples Heritage Golf and Country Club

                    Southwest Gulf Coast / Naples

                    Naples condo

                    2 4 30 nights min

                    • 2 bedrooms
                    • sleeps 4
                    • 30 nights min
                    • Swimming pool
                    • Child Friendly
                    • Air conditioning
                    2 of 3 match: Garden, Rental types, Tennis in town 2 of 3 filters match

                    Price per night from

                    $140

                    Price per night from

                    $140

                    (15) Excellent 

                      18

                      Luxury Resort Style Golf Community in Naples, FL

                      Southwest Gulf Coast / Naples

                      Naples condo

                      2 6 30 nights min

                      • 2 bedrooms
                      • sleeps 6
                      • 30 nights min
                      • Nearest beach 10 mi
                      • Child Friendly
                      2 of 3 match: Garden, Rental types, Tennis in town 2 of 3 filters match
                      “Stay in Naples” Enjoyed our stay and the beautiful gated community. Wonderful location to Naples or Marco Island. Marco was very helpful with any needs.

                      Price per night from

                      $133

                      Responds fast!
                      avg. 3 hours 24 minutes

                      Price per night from

                      $133

                      (7) Very Good 

                        16

                        Sweet Bungalow, an independent unit with private entrance, bath, parking.

                        Southwest Gulf Coast / Naples

                        Naples bungalow

                        1 2 2 nights min

                        • 1 bedroom
                        • sleeps 2
                        • 2 nights min
                        • Beach / lakeside relaxation
                        • Air conditioning
                        • Ask about pets
                        1 of 3 match: Rental types, Garden, Tennis in town 1 of 3 filters match

                        Price per night from

                        $79

                        Responds fast!
                        avg. 1 hour 26 minutes

                        Price per night from

                        $79

                          21

                          Crystal Lake RV Resort 2 Bdrm Park Model House

                          Southwest Gulf Coast / Naples

                          Naples house

                          2 4 min stay varies

                          • 2 bedrooms
                          • sleeps 4
                          • min stay varies
                          • Nearest beach 12 mi
                          • Child Friendly
                          • Air conditioning
                          1 of 3 match: Rental types, Garden, Tennis in town 1 of 3 filters match

                          Price per night from

                          $106

                          Price per night from

                          $106

                          (1) Excellent 

                            19

                            Coastal Cottage near beaches & dining

                            Southwest Gulf Coast / Naples

                            Naples house

                            2 4 7 nights min

                            • 2 bedrooms
                            • sleeps 4
                            • 7 nights min
                            • Nearest beach 3 mi
                            • Child Friendly
                            • Air conditioning
                            1 of 3 match: Rental types, Garden, Tennis in town 1 of 3 filters match

                            Price per night from

                            $172

                            Responds fast!
                            avg. 3 hours 14 minutes

                            Price per night from

                            $172

                              26

                              Casa Napoletana a brand new SFH 4/3 with private pool, hot tub & lake view

                              Southwest Gulf Coast / Naples

                              Naples house

                              4 7 30 nights min

                              • 4 bedrooms
                              • sleeps 7
                              • 30 nights min
                              • Nearest beach 15 mi
                              • Swimming pool
                              • Child Friendly
                              1 of 3 match: Rental types, Garden, Tennis in town 1 of 3 filters match

                              Price per night from

                              $258

                              Price per night from

                              $258

                              (4) Very Good 

                                21

                                Closest street to Beach -walk or bike! New remodel.

                                Southwest Gulf Coast / Naples

                                Naples house

                                2 6 min stay varies

                                • 2 bedrooms
                                • sleeps 6
                                • min stay varies
                                • Nearest beach 1 mi
                                • Child Friendly
                                • Air conditioning
                                1 of 3 match: Rental types, Garden, Tennis in town 1 of 3 filters match

                                Price per night from

                                $114

                                Responds fast!
                                avg. 1 hour 8 minutes

                                Price per night from

                                $114

                                  16

                                  Pine Cottage - New Listing!

                                  Southwest Gulf Coast / Naples

                                  Naples house

                                  2 4 7 nights min

                                  • 2 bedrooms
                                  • sleeps 4
                                  • 7 nights min
                                  • Nearest beach 3 mi
                                  • Ask about children
                                  • Air conditioning
                                  1 of 3 match: Rental types, Garden, Tennis in town 1 of 3 filters match

                                  Price per night from

                                  $172

                                  Price per night from

                                  $172

                                    22

                                    Stunning New Home in Golf Course Community

                                    Southwest Gulf Coast / Naples

                                    Naples house

                                    3 6 60 nights min

                                    • 3 bedrooms
                                    • sleeps 6
                                    • 60 nights min
                                    • Swimming pool
                                    • Suitable for children age 5+
                                    • Air conditioning
                                    1 of 3 match: Rental types, Garden, Tennis in town 1 of 3 filters match

                                    Price per night from

                                    $264

                                    Price per night from

                                    $264

                                    (16) Excellent 

                                      11

                                      Charming Bungalow, an independent unit with private entrance and bath.

                                      Southwest Gulf Coast / Naples

                                      Naples b&b

                                      2 min stay varies

                                      • sleeps 2
                                      • min stay varies
                                      • Beach / lakeside relaxation
                                      • Nearest beach 5 mi
                                      • Air conditioning
                                      1 of 3 match: Rental types, Garden, Tennis in town 1 of 3 filters match
                                      “Quiet and Green!” Karen's place is so very quiet, beautiful and charismatic! We felt like we were in the jungle yet in the middle of old Naples! There is another rental there but Karen's home office is in-between the two areas. The most wonderful aspe

                                      Price per night from

                                      $97

                                      Responds fast!
                                      avg. 1 hour 26 minutes

                                      Price per night from

                                      $97

                                      (1) Excellent 

                                        44

                                        Villa "Oasis of Serenity" in Countryside Golf Club Naples

                                        Southwest Gulf Coast / Naples

                                        Naples house

                                        3 6 30 nights min

                                        • 3 bedrooms
                                        • sleeps 6
                                        • 30 nights min
                                        • Swimming pool
                                        • Child Friendly
                                        • Air conditioning
                                        1 of 3 match: Rental types, Garden, Tennis in town 1 of 3 filters match
                                        “Mr” The most wonderful fully furnished in every meaning of the word. Pure peaceful vacation home. We truly miss that home and wonderful pool. Pure heaven is all I can say!!

                                        Price per night from

                                        $114

                                        Price per night from

                                        $114

                                          20

                                          Snowbird's delight!

                                          Southwest Gulf Coast / Naples

                                          Naples villa

                                          3 6 90 nights min

                                          • 3 bedrooms
                                          • sleeps 6
                                          • 90 nights min
                                          • Swimming pool
                                          • Child Friendly
                                          • Air conditioning
                                          1 of 3 match: Rental types, Garden, Tennis in town 1 of 3 filters match

                                          Price per night from

                                          $341

                                          Price per night from

                                          $341

                                          (1) Excellent 

                                            21

                                            Naples Park - New Beautiful Vacation Home - Superb Quality

                                            Southwest Gulf Coast / Naples

                                            Naples house

                                            2 4 7 nights min

                                            • 2 bedrooms
                                            • sleeps 4
                                            • 7 nights min
                                            • Nearest beach 2 mi
                                            • Swimming pool
                                            • Child Friendly
                                            1 of 3 match: Rental types, Garden, Tennis in town 1 of 3 filters match

                                            Price per night from

                                            $293

                                            Price per night from

                                            $293

                                            (1) Excellent 

                                              46

                                              Golfer's Paradise/Naples Esplanade Golf & Country Club! 3/3 Pool/Spa 16th Green

                                              Southwest Gulf Coast / Naples

                                              Naples house

                                              3 6 30 nights min

                                              • 3 bedrooms
                                              • sleeps 6
                                              • 30 nights min
                                              • Swimming pool
                                              • Child Friendly
                                              • Air conditioning
                                              1 of 3 match: Rental types, Garden, Tennis in town 1 of 3 filters match

                                              Price per night from

                                              $167

                                              Responds fast!
                                              avg. 41 minutes

                                              Price per night from

                                              $167

                                              (3) Excellent 

                                                29

                                                NAPLES LUXURY ESTATE NEAR RITZ CARLTON & VANDERBILT BEACH

                                                Southwest Gulf Coast / Naples

                                                Naples house

                                                2 6 1 night min

                                                • 2 bedrooms
                                                • sleeps 6
                                                • 1 night min
                                                • Nearest beach 8 mi
                                                • Swimming pool
                                                • Child Friendly
                                                1 of 3 match: Rental types, Garden, Tennis in town 1 of 3 filters match
                                                “Nice to see someone willing to help an work even late!” Our family was double booked at another home an had to find a place fast after being on the road 15 hours driving..... an we called Al the homeowner late evening an he was sooo wonderful to try t

                                                Price per night from

                                                $338

                                                Responds fast!
                                                avg. 2 hours 8 minutes

                                                Price per night from

                                                $338

                                                (1) Excellent 

                                                  12

                                                  Beautiful Naples Florida Courtyard Pool Home Within Glen Eagle Country Club

                                                  Southwest Gulf Coast / Naples

                                                  Naples house

                                                  3 6 30 nights min

                                                  • 3 bedrooms
                                                  • sleeps 6
                                                  • 30 nights min
                                                  • Swimming pool
                                                  • Child Friendly
                                                  • Air conditioning
                                                  1 of 3 match: Rental types, Garden, Tennis in town 1 of 3 filters match

                                                  Price per night from

                                                  $192

                                                  Responds fast!
                                                  avg. 25 minutes

                                                  Price per night from

                                                  $192

                                                  (1) Excellent 

                                                    30

                                                    Naples Getaway 3Bed 2Bath

                                                    Southwest Gulf Coast / Naples

                                                    Naples house

                                                    3 6 min stay varies

                                                    • 3 bedrooms
                                                    • sleeps 6
                                                    • min stay varies
                                                    • Child Friendly
                                                    • Air conditioning
                                                    • Private garden
                                                    1 of 3 match: Rental types, Garden, Tennis in town 1 of 3 filters match

                                                    Price per night from

                                                    $142

                                                    Responds fast!
                                                    avg. 1 hour 55 minutes

                                                    Price per night from

                                                    $142

                                                      26

                                                      Lakefront Home in Naples World Tennis Club

                                                      Southwest Gulf Coast / Naples

                                                      Naples house

                                                      3 8 30 nights min

                                                      • 3 bedrooms
                                                      • sleeps 8
                                                      • 30 nights min
                                                      • Nearest beach 4 mi
                                                      • Swimming pool
                                                      • Child Friendly
                                                      1 of 3 match: Rental types, Garden, Tennis in town 1 of 3 filters match

                                                      Price per night from

                                                      $114

                                                      Price per night from

                                                      $114

                                                      (8) Excellent 

                                                        23

                                                        10 BLOCKS to BEACH, PRIVATE HOME, CLEAN & UPDATED with POOL

                                                        Southwest Gulf Coast / Naples

                                                        Naples house

                                                        3 5 min stay varies

                                                        • 3 bedrooms
                                                        • sleeps 5
                                                        • min stay varies
                                                        • Nearest beach 2 mi
                                                        • Swimming pool
                                                        • Child Friendly
                                                        1 of 3 match: Rental types, Garden, Tennis in town 1 of 3 filters match

                                                        Price per night from

                                                        $199

                                                        Price per night from

                                                        $199

                                                        (10) Very Good 

                                                          20

                                                          Vanderbilt Breeze Villa-Walk to Beach-Private pool

                                                          Southwest Gulf Coast / Naples

                                                          Naples house

                                                          3 6 3 nights min

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • 3 nights min
                                                          • Beach / lakeside relaxation
                                                          • Nearest beach 0.5 mi
                                                          • Swimming pool
                                                          1 of 3 match: Rental types, Garden, Tennis in town 1 of 3 filters match
                                                          “Beautiful home, superb location, can't until next year!” We lived in Naples 6 years ago, moved back to the Midwest and continue to visit every year. This was the first home rental and we hope to make it our annual stop. It was the perfect home for ou

                                                          Price per night from

                                                          $258

                                                          Price per night from

                                                          $258

                                                            14

                                                            WESTLAKE VILLA

                                                            Naples / Naples Beach

                                                            Naples villa

                                                            3 6 min stay varies

                                                            • 3 bedrooms
                                                            • sleeps 6
                                                            • min stay varies
                                                            • Beach / lakeside relaxation
                                                            • Swimming pool
                                                            • Child Friendly
                                                            1 of 3 match: Rental types, Garden, Tennis in town 1 of 3 filters match

                                                            Price per night from

                                                            $189

                                                            Responds fast!
                                                            avg. 1 hour 6 minutes

                                                            Price per night from

                                                            $189

                                                              17

                                                              Perfect View: 2-bedroom Unit at Prestigious Vasari

                                                              Southwest Gulf Coast / Naples

                                                              Naples condo

                                                              2 5 30 nights min

                                                              • 2 bedrooms
                                                              • sleeps 5
                                                              • 30 nights min
                                                              • Nearest beach 9 mi
                                                              • Swimming pool
                                                              • Child Friendly
                                                              2 of 3 match: Garden, Rental types, Tennis in town 2 of 3 filters match

                                                              Price per night from

                                                              $159

                                                              Price per night from

                                                              $159

                                                                8

                                                                Beachfront Luxury Condo

                                                                Naples / Vanderbilt Beach Area

                                                                Naples condo

                                                                2 2 30 nights min

                                                                • 2 bedrooms
                                                                • sleeps 2
                                                                • 30 nights min
                                                                • Beach / lakeside relaxation
                                                                • Swimming pool
                                                                • Air conditioning
                                                                2 of 3 match: Garden, Rental types, Tennis in town 2 of 3 filters match

                                                                Price per night from

                                                                $340

                                                                Price per night from

                                                                $340

                                                                  11

                                                                  Beautiful 2 BR Condo in desirable Carlton Lakes, Naples

                                                                  Southwest Gulf Coast / Naples

                                                                  Naples condo

                                                                  2 4 21 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 4
                                                                  • 21 nights min
                                                                  • Swimming pool
                                                                  • Air conditioning
                                                                  2 of 3 match: Garden, Rental types, Tennis in town 2 of 3 filters match

                                                                  Price per night from

                                                                  $71

                                                                  Responds fast!
                                                                  avg. 2 hours 12 minutes

                                                                  Price per night from

                                                                  $71

                                                                  (1) Excellent 

                                                                    21

                                                                    Cascada at Fiddler's Creek - resort lifestyle

                                                                    Southwest Gulf Coast / Naples

                                                                    Naples condo

                                                                    3 6 30 nights min

                                                                    • 3 bedrooms
                                                                    • sleeps 6
                                                                    • 30 nights min
                                                                    • Beach / lakeside relaxation
                                                                    • Suitable for children age 5+
                                                                    • Air conditioning
                                                                    2 of 3 match: Garden, Rental types, Tennis in town 2 of 3 filters match

                                                                    Price per night from

                                                                    $228

                                                                    Responds fast!
                                                                    avg. 3 hours 8 minutes

                                                                    Price per night from

                                                                    $228

                                                                      19

                                                                      Beautiful Condo in Exclusive Gated Community

                                                                      Southwest Gulf Coast / Naples

                                                                      Naples condo

                                                                      3 6 30 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • 30 nights min
                                                                      • Swimming pool
                                                                      • Child Friendly
                                                                      • Air conditioning
                                                                      2 of 3 match: Garden, Rental types, Tennis in town 2 of 3 filters match

                                                                      Price per night from

                                                                      $65

                                                                      Price per night from

                                                                      $65

                                                                        12

                                                                        A Slice of Paradise

                                                                        Southwest Gulf Coast / Naples

                                                                        Naples condo

                                                                        2 4 30 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 4
                                                                        • 30 nights min
                                                                        • Child Friendly
                                                                        2 of 3 match: Garden, Rental types, Tennis in town 2 of 3 filters match

                                                                        Price per night from

                                                                        $61

                                                                        Price per night from

                                                                        $61

                                                                          10

                                                                          Beautiful condo in Naples

                                                                          Southwest Gulf Coast / Naples

                                                                          Naples condo

                                                                          2 4 30 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 4
                                                                          • 30 nights min
                                                                          • Swimming pool
                                                                          • Air conditioning
                                                                          2 of 3 match: Garden, Rental types, Tennis in town 2 of 3 filters match

                                                                          Price per night from

                                                                          $114

                                                                          Price per night from

                                                                          $114

                                                                          (1) Excellent 

                                                                            29

                                                                            Naples Tropical Oasis Water Front Condo minutes to gorgeous white sand beaches!

                                                                            Southwest Gulf Coast / Naples

                                                                            Naples condo

                                                                            2 6 min stay varies

                                                                            • 2 bedrooms
                                                                            • sleeps 6
                                                                            • min stay varies
                                                                            • Nearest beach 9 mi
                                                                            • Swimming pool
                                                                            • Child Friendly
                                                                            2 of 3 match: Garden, Rental types, Tennis in town 2 of 3 filters match

                                                                            Price per night from

                                                                            $86

                                                                            Price per night from

                                                                            $86

                                                                            (1) Excellent 

                                                                              14

                                                                              2 BR/2 BA/Den/Garage Coach Home

                                                                              Southwest Gulf Coast / Naples

                                                                              Naples condo

                                                                              2 6 30 nights min

                                                                              • 2 bedrooms
                                                                              • sleeps 6
                                                                              • 30 nights min
                                                                              • Swimming pool
                                                                              • Child Friendly
                                                                              • Air conditioning
                                                                              2 of 3 match: Garden, Rental types, Tennis in town 2 of 3 filters match

                                                                              Price per night from

                                                                              $114

                                                                              Price per night from

                                                                              $114