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321 condos

(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 Fishing All filters match

    Price per night from

    $123

    Responds fast!
    avg. 18 minutes

    Price per night from

    $123

    (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 Fishing All filters match

      Price per night from

      $123

      Responds fast!
      avg. 18 minutes

      Price per night from

      $123

      (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 Fishing All filters match

        Price per night from

        $271

        Price per night from

        $271

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

        (6) Very Good 

        Certificate of Excellence

          20

          Luxury! Private Heated Pool House Near Vanderbilt

          Southwest Gulf Coast / Naples

          Naples house

          3 6 min stay varies

          • 3 bedrooms
          • sleeps 6
          • min stay varies
          • Nearest beach 2 mi
          • Swimming pool
          • Child Friendly
          1 of 3 match: Rental types, Garden, Fishing 1 of 3 filters match

          Certificate of Excellence

          Price per night from

          $149

          Price per night from

          $149

          (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, Fishing 1 of 3 filters match

            Price per night from

            $79

            Responds fast!
            avg. 1 hour 26 minutes

            Price per night from

            $79

            (3) Very Good 

              18

              Beachwalk at Vanderbilt Beach

              Southwest Gulf Coast / Naples

              Naples house

              2 6 2 nights min

              • 2 bedrooms
              • sleeps 6
              • 2 nights min
              • Nearest beach 1 mi
              • Child Friendly
              • Air conditioning
              1 of 3 match: Rental types, Garden, Fishing 1 of 3 filters match

              Price per night from

              $126

              Responds fast!
              avg. 24 minutes

              Price per night from

              $126

              (3) Very Good 

                33

                Gulf Breeze at Vanderbilt Beach

                Southwest Gulf Coast / Naples

                Naples house

                2 8 2 nights min

                • 2 bedrooms
                • sleeps 8
                • 2 nights min
                • Nearest beach 1 mi
                • Child Friendly
                • Air conditioning
                1 of 3 match: Rental types, Garden, Fishing 1 of 3 filters match

                Price per night from

                $281

                Responds fast!
                avg. 24 minutes

                Price per night from

                $281

                (4) Very Good 

                  21

                  The Treehouse at Vanderbilt Beach

                  Southwest Gulf Coast / Naples

                  Naples house

                  1 6 1 night min

                  • 1 bedroom
                  • sleeps 6
                  • 1 night min
                  • Nearest beach 1 mi
                  • Child Friendly
                  • Air conditioning
                  1 of 3 match: Rental types, Garden, Fishing 1 of 3 filters match

                  Price per night from

                  $115

                  Responds fast!
                  avg. 24 minutes

                  Price per night from

                  $115

                    20

                    Year round or seasonal tranquil cozy cottage!

                    Southwest Gulf Coast / Naples

                    Naples guest house

                    1 3 4 nights min

                    • 1 bedroom
                    • sleeps 3
                    • 4 nights min
                    • Nearest beach 12 mi
                    • Child Friendly
                    • Air conditioning
                    1 of 3 match: Rental types, Garden, Fishing 1 of 3 filters match

                    Price per night from

                    $95

                    Responds fast!
                    avg. 2 hours 59 minutes

                    Price per night from

                    $95

                      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, Fishing 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, Fishing 1 of 3 filters match

                        Price per night from

                        $263

                        Price per night from

                        $263

                          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, Fishing 1 of 3 filters match

                          Price per night from

                          $107

                          Price per night from

                          $107

                            9

                            Terra Palma Cottages, Historic Home in the heart of Naples

                            Southwest Gulf Coast / Naples

                            Naples cottage

                            1 2 7 nights min

                            • 1 bedroom
                            • sleeps 2
                            • 7 nights min
                            • Swimming pool
                            • Car not necessary
                            • Air conditioning
                            1 of 3 match: Rental types, Garden, Fishing 1 of 3 filters match

                            Price per night from

                            $205

                            Price per night from

                            $205

                            (1) Excellent 

                              34

                              Sunset Hide-A-Way South (If booked check out Sunset Hide-A-Way North)

                              Southwest Gulf Coast / Naples

                              Naples house

                              2 5 2 nights min

                              • 2 bedrooms
                              • sleeps 5
                              • 2 nights min
                              • Nearest beach 30 mi
                              • Child Friendly
                              • Air conditioning
                              1 of 3 match: Rental types, Garden, Fishing 1 of 3 filters match

                              Price per night from

                              $126

                              Responds fast!
                              avg. 1 hour 20 minutes

                              Price per night from

                              $126

                              (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, Fishing 1 of 3 filters match

                                Price per night from

                                $172

                                Responds fast!
                                avg. 3 hours 14 minutes

                                Price per night from

                                $172

                                  21

                                  On 5th Ave - 1 1/2 Blocks from the Beach! Newly Renovated Luxury Coastal Condo

                                  Southwest Gulf Coast / Naples

                                  Naples condo

                                  2 6 4 nights min

                                  • 2 bedrooms
                                  • sleeps 6
                                  • 4 nights min
                                  • Child Friendly
                                  2 of 3 match: Garden, Rental types, Fishing 2 of 3 filters match

                                  Price per night from

                                  $288

                                  Responds fast!
                                  avg. 55 minutes

                                  Price per night from

                                  $288

                                  (3) Excellent 

                                    24

                                    TROPICAL PARADISE CLOSE NAPLES BEACH AND FIFTH AVE

                                    Southwest Gulf Coast / Naples

                                    Naples condo

                                    3 6 min stay varies

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

                                    Price per night from

                                    $69

                                    Price per night from

                                    $69

                                      25

                                      NEW! Waterfront 2-Story Condo Steps From 5th Ave

                                      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, Fishing 2 of 3 filters match

                                      Price per night from

                                      $62

                                      Responds fast!
                                      avg. 47 minutes

                                      Price per night from

                                      $62

                                        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, Fishing 2 of 3 filters match

                                        Price per night from

                                        $183

                                        Price per night from

                                        $183

                                          28

                                          NEW! Renovated Naples Condo Walk to Beach & 3rd St

                                          Southwest Gulf Coast / Naples

                                          Naples condo

                                          2 4 min stay varies

                                          • 2 bedrooms
                                          • sleeps 4
                                          • min stay varies
                                          • Swimming pool
                                          • Child Friendly
                                          • Air conditioning
                                          2 of 3 match: Garden, Rental types, Fishing 2 of 3 filters match

                                          Price per night from

                                          $201

                                          Responds fast!
                                          avg. 10 minutes

                                          Price per night from

                                          $201

                                            24

                                            NEW! Naples Studio 1 Block to Beach & Restaurants!

                                            Southwest Gulf Coast / Naples

                                            Naples condo

                                            1 2 min stay varies

                                            • 1 bedroom
                                            • sleeps 2
                                            • min stay varies
                                            • Swimming pool
                                            • Air conditioning
                                            2 of 3 match: Garden, Rental types, Fishing 2 of 3 filters match

                                            Price per night from

                                            $146

                                            Responds fast!
                                            avg. 10 minutes

                                            Price per night from

                                            $146

                                              29

                                              NEW LISTING! Quaint condo in the heart of Old Naples w/ a shared pool!

                                              Southwest Gulf Coast / Naples

                                              Naples condo

                                              2 4 min stay varies

                                              • 2 bedrooms
                                              • sleeps 4
                                              • min stay varies
                                              • Swimming pool
                                              • Child Friendly
                                              • Car not necessary
                                              2 of 3 match: Garden, Rental types, Fishing 2 of 3 filters match

                                              Price per night from

                                              $161

                                              Responds fast!
                                              avg. 1 hour 11 minutes

                                              Price per night from

                                              $161

                                              (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, Fishing 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

                                                $115

                                                Price per night from

                                                $115

                                                (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, Fishing 1 of 3 filters match

                                                  Price per night from

                                                  $191

                                                  Responds fast!
                                                  avg. 25 minutes

                                                  Price per night from

                                                  $191

                                                    24

                                                    Luxury Dream Villa (Happiness)

                                                    Southwest Gulf Coast / Naples

                                                    Naples villa

                                                    3 6 14 nights min

                                                    • 3 bedrooms
                                                    • sleeps 6
                                                    • 14 nights min
                                                    • Nearest beach 12 mi
                                                    • Swimming pool
                                                    • Child Friendly
                                                    1 of 3 match: Rental types, Garden, Fishing 1 of 3 filters match

                                                    Price per night from

                                                    $196

                                                    Price per night from

                                                    $196

                                                    (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, Fishing 1 of 3 filters match

                                                      Price per night from

                                                      $294

                                                      Price per night from

                                                      $294

                                                      (11) Very Good 

                                                        31

                                                        Villa North Naples Florida United States

                                                        Naples / Vanderbilt Beach Area

                                                        Naples house

                                                        4 8 7 nights min

                                                        • 4 bedrooms
                                                        • sleeps 8
                                                        • 7 nights min
                                                        • Beach / lakeside relaxation
                                                        • Nearest beach 4 mi
                                                        • Swimming pool
                                                        1 of 3 match: Rental types, Garden, Fishing 1 of 3 filters match
                                                        “Excellent vacation in Naples” The villa in Naples was very comfortable, clean and good situated. We could really recommend this villa. Also the contact with the host was very friedly and we had all information for a good holiday.

                                                        Price per night from

                                                        $213

                                                        Price per night from

                                                        $213

                                                        (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, Fishing 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

                                                          (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, Fishing 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

                                                            $98

                                                            Responds fast!
                                                            avg. 1 hour 26 minutes

                                                            Price per night from

                                                            $98

                                                              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, Fishing 1 of 3 filters match

                                                              Price per night from

                                                              $115

                                                              Price per night from

                                                              $115

                                                              (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, Fishing 1 of 3 filters match

                                                                Price per night from

                                                                $200

                                                                Price per night from

                                                                $200

                                                                (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, Fishing 1 of 3 filters match

                                                                  Price per night from

                                                                  $144

                                                                  Responds fast!
                                                                  avg. 1 hour 55 minutes

                                                                  Price per night from

                                                                  $144

                                                                    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, Fishing 1 of 3 filters match

                                                                    Price per night from

                                                                    $189

                                                                    Responds fast!
                                                                    avg. 1 hour 5 minutes

                                                                    Price per night from

                                                                    $189

                                                                    (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, Fishing 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

                                                                      $257

                                                                      Price per night from

                                                                      $257

                                                                      (4) Very Good 

                                                                        20

                                                                        Delnor Wiggins State Park and Beach

                                                                        Southwest Gulf Coast / Naples

                                                                        Naples house

                                                                        1 4 2 nights min

                                                                        • 1 bedroom
                                                                        • sleeps 4
                                                                        • 2 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Nearest beach 2 mi
                                                                        • Child Friendly
                                                                        1 of 3 match: Rental types, Garden, Fishing 1 of 3 filters match

                                                                        Price per night from

                                                                        $155

                                                                        Responds fast!
                                                                        avg. 24 minutes

                                                                        Price per night from

                                                                        $155

                                                                        (4) Average 

                                                                          19

                                                                          Vanderbilt Beach

                                                                          Southwest Gulf Coast / Naples

                                                                          Naples house

                                                                          1 4 1 night min

                                                                          • 1 bedroom
                                                                          • sleeps 4
                                                                          • 1 night min
                                                                          • Beach / lakeside relaxation
                                                                          • Nearest beach 2 mi
                                                                          • Child Friendly
                                                                          1 of 3 match: Rental types, Garden, Fishing 1 of 3 filters match

                                                                          Price per night from

                                                                          $143

                                                                          Responds fast!
                                                                          avg. 24 minutes

                                                                          Price per night from

                                                                          $143

                                                                            33

                                                                            Sunset Hide A Way North in Paradise

                                                                            Southwest Gulf Coast / Naples

                                                                            Naples guest house

                                                                            2 5 2 nights min

                                                                            • 2 bedrooms
                                                                            • sleeps 5
                                                                            • 2 nights min
                                                                            • Nearest beach 10 mi
                                                                            • Child Friendly
                                                                            • Air conditioning
                                                                            1 of 3 match: Rental types, Garden, Fishing 1 of 3 filters match

                                                                            Price per night from

                                                                            $126

                                                                            Responds fast!
                                                                            avg. 1 hour 20 minutes

                                                                            Price per night from

                                                                            $126

                                                                              24

                                                                              Olde Naples Vacation Home

                                                                              Southwest Gulf Coast / Naples

                                                                              Naples house

                                                                              3 8 30 nights min

                                                                              • 3 bedrooms
                                                                              • sleeps 8
                                                                              • 30 nights min
                                                                              • Swimming pool
                                                                              • Child Friendly
                                                                              • Air conditioning
                                                                              1 of 3 match: Rental types, Garden, Fishing 1 of 3 filters match

                                                                              Price per night from

                                                                              $338

                                                                              Responds fast!
                                                                              avg. 2 hours 21 minutes

                                                                              Price per night from

                                                                              $338