Vacation Rentals with Pool in Captiva Island

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Filtering by: Swimming pool

2,228 vacation rentals

(3) Excellent 

    26

    SAND ANCHOR in Sunset Captiva #19

    Southwest Gulf Coast / Captiva Island

    Captiva Island house

    2 6 7 nights min

    • 2 bedrooms
    • sleeps 6
    • 7 nights min
    • Swimming pool
    • Child Friendly
    • Car not necessary

    Price per night from

    $302

    Price per night from

    $302

    (9) Excellent 

      29

      Marina Villa #905 Dolphin Sights Daily, Pool, 3 min. walk to Beach -Many extras!

      Southwest Gulf Coast / Captiva Island

      Captiva Island apartment

      2 6 min stay varies

      • 2 bedrooms
      • sleeps 6
      • min stay varies
      • Beach / lakeside relaxation
      • Swimming pool
      • Child Friendly

      Price per night from

      $161

      Responds fast!
      avg. 1 hour 44 minutes

      Price per night from

      $161

      (3) Very Good 

        42

        Aloha Baby- 5 Bedroom Luxury Pool Home !

        Southwest Gulf Coast / Captiva Island

        Captiva Island house

        5 12 7 nights min

        • 5 bedrooms
        • sleeps 12
        • 7 nights min
        • Swimming pool
        • Ask about children
        • Air conditioning

        Price per night from

        $928

        Price per night from

        $928

        (36) Very Good 

          40

          174-The Green Flash

          Southwest Gulf Coast / Captiva Island

          Captiva Island house

          4 10 min stay varies

          • 4 bedrooms
          • sleeps 10
          • min stay varies
          • Swimming pool
          • Child Friendly
          • Air conditioning
          “Great View ... BUT” if you are traveling with kids ... I like my bedroom on a separate floor so they can stay up late, etc. There was no "kid space" in this house. Also, kitchen wasn't as well equipped as I was used to. But the VIEW was incredible.
          …see more

          Price per night from

          $385

          Price per night from

          $385

            24

            Sanga Na Langa Village Area Captiva Home With Pool and Hot Tub

            Southwest Gulf Coast / Captiva Island

            Captiva Island house

            4 10 7 nights min

            • 4 bedrooms
            • sleeps 10
            • 7 nights min
            • Swimming pool
            • Child Friendly
            • Air conditioning

            Price per night from

            $490

            Price per night from

            $490

              30

              Winshall Home

              Southwest Gulf Coast / Captiva Island

              Captiva Island house

              4 8 7 nights min

              • 4 bedrooms
              • sleeps 8
              • 7 nights min
              • Swimming pool
              • Ask about children
              • Air conditioning

              Price per night from

              $997

              Price per night from

              $997

              (14) Very Good 

                24

                258-Turtle Trax

                Southwest Gulf Coast / Captiva Island

                Captiva Island house

                3 5 min stay varies

                • 3 bedrooms
                • sleeps 5
                • min stay varies
                • Swimming pool
                • Child Friendly
                • Air conditioning
                “It was a perfect place for the four of us. Very relaxing and en” The home was ideally located especially for the beach. There were no problems and we really felt comfortable. The pool being screened was an added plus. We really enjoyed the outside
                …see more

                Price per night from

                $250

                Price per night from

                $250

                  22

                  Lollipop Captiva

                  Southwest Gulf Coast / Captiva Island

                  Captiva Island house

                  3 8 7 nights min

                  • 3 bedrooms
                  • sleeps 8
                  • 7 nights min
                  • Swimming pool
                  • Ask about children
                  • Air conditioning

                  Price per night from

                  $524

                  Price per night from

                  $524

                    44

                    437 - LongLook Beachhouse

                    Southwest Gulf Coast / Captiva Island

                    Captiva Island house

                    3 6 min stay varies

                    • 3 bedrooms
                    • sleeps 6
                    • min stay varies
                    • Swimming pool
                    • Child Friendly
                    • Air conditioning

                    Price per night from

                    $485

                    Price per night from

                    $485

                      28

                      Captiva Shores 5B

                      Southwest Gulf Coast / Captiva Island

                      Captiva Island apartment

                      2 4 7 nights min

                      • 2 bedrooms
                      • sleeps 4
                      • 7 nights min
                      • Swimming pool
                      • Ask about children
                      • Air conditioning

                      Price per night from

                      $283

                      Price per night from

                      $283

                      (30) Very Good 

                        24

                        085-Gulf Breeze Cottage

                        Southwest Gulf Coast / Captiva Island

                        Captiva Island house

                        2 6 3 nights min

                        • 2 bedrooms
                        • sleeps 6
                        • 3 nights min
                        • Swimming pool
                        • Child Friendly
                        • Air conditioning
                        “Ready to go back!” This was a well kept place with close proximity to the beach and awesome sunsets! The hot tub was a nice bonus and the screened in porch was a nice place to enjoy the evenings. The island is great!
                        …see more

                        Price per night from

                        $113

                        Price per night from

                        $113

                          27

                          GREEN FLASH

                          Southwest Gulf Coast / Captiva Island

                          Captiva Island house

                          5 10 min stay varies

                          • 5 bedrooms
                          • sleeps 10
                          • min stay varies
                          • Swimming pool
                          • Ask about children
                          • Air conditioning

                          Price per night from

                          $541

                          Price per night from

                          $541

                          (21) Very Good 

                            50

                            169-Key Lime Time

                            Southwest Gulf Coast / Captiva Island

                            Captiva Island house

                            5 12 min stay varies

                            • 5 bedrooms
                            • sleeps 12
                            • min stay varies
                            • Swimming pool
                            • Child Friendly
                            • Air conditioning
                            “Key lime” Great location, modern home, extra expenses, límited stores, strict check in and out time, very nice beach
                            …see more

                            Price per night from

                            $340

                            Price per night from

                            $340

                              26

                              019- Dolphin Cottage

                              Southwest Gulf Coast / Captiva Island

                              Captiva Island house

                              2 7 3 nights min

                              • 2 bedrooms
                              • sleeps 7
                              • 3 nights min
                              • Swimming pool
                              • Child Friendly
                              • Air conditioning

                              Price per night from

                              $180

                              Price per night from

                              $180

                                35

                                Sunset Captiva 302

                                Southwest Gulf Coast / Captiva Island

                                Captiva Island apartment

                                3 8 min stay varies

                                • 3 bedrooms
                                • sleeps 8
                                • min stay varies
                                • Swimming pool
                                • Ask about children
                                • Air conditioning

                                Price per night from

                                $489

                                Price per night from

                                $489

                                (10) Excellent 

                                  24

                                  Relaxing Near Beach Captiva Island Pool Home

                                  Southwest Gulf Coast / Captiva Island

                                  Captiva Island house

                                  3 8 7 nights min

                                  • 3 bedrooms
                                  • sleeps 8
                                  • 7 nights min
                                  • Beach / lakeside relaxation
                                  • Swimming pool
                                  • Child Friendly
                                  “Awesome Rental Home on Captiva” Our party of eight had a marvelous week at Millertime Villa. We found the house to be very clean, well furnished, decorated attractively, and comfortable. The lovely beach was less than a five-minute walk away, and the
                                  …see more

                                  Price per night from

                                  $437

                                  Price per night from

                                  $437

                                  (21) Very Good 

                                    26

                                    170-Solitude

                                    Southwest Gulf Coast / Captiva Island

                                    Captiva Island house

                                    4 12 min stay varies

                                    • 4 bedrooms
                                    • sleeps 12
                                    • min stay varies
                                    • Swimming pool
                                    • Child Friendly
                                    • Air conditioning
                                    “The best yet” We have been coming to the island for about 7 years, renting different houses each time. We are a 3 generation family of 12 with children, teenagers, parents and grandparents. Solitude was a great house, well maintained and comfortabl
                                    …see more

                                    Price per night from

                                    $335

                                    Price per night from

                                    $335

                                    (1) Excellent 

                                      39

                                      086-Silverseas Cottage

                                      Southwest Gulf Coast / Captiva Island

                                      Captiva Island house

                                      3 6 min stay varies

                                      • 3 bedrooms
                                      • sleeps 6
                                      • min stay varies
                                      • Swimming pool
                                      • Ask about children
                                      • Air conditioning

                                      Price per night from

                                      $225

                                      Price per night from

                                      $225

                                      (1) Excellent 

                                        40

                                        Murmond-Captiva

                                        Southwest Gulf Coast / Captiva Island

                                        Captiva Island house

                                        5 12 min stay varies

                                        • 5 bedrooms
                                        • sleeps 12
                                        • min stay varies
                                        • Swimming pool
                                        • Ask about children
                                        • Air conditioning

                                        Price per night from

                                        $687

                                        Price per night from

                                        $687

                                          15

                                          Beach house captiva Island

                                          Southwest Gulf Coast / Captiva Island

                                          Captiva Island house

                                          4 9 6 nights min

                                          • 4 bedrooms
                                          • sleeps 9
                                          • 6 nights min
                                          • Swimming pool
                                          • Child Friendly
                                          • Air conditioning

                                          Price per night from

                                          $733

                                          Price per night from

                                          $733

                                            27

                                            Millertime- Captiva

                                            Southwest Gulf Coast / Captiva Island

                                            Captiva Island house

                                            3 8 7 nights min

                                            • 3 bedrooms
                                            • sleeps 8
                                            • 7 nights min
                                            • Swimming pool
                                            • Ask about children
                                            • Air conditioning

                                            Price per night from

                                            $477

                                            Price per night from

                                            $477

                                            (12) Very Good 

                                              50

                                              139 - Isla Vista

                                              Southwest Gulf Coast / Captiva Island

                                              Captiva Island house

                                              4 8 min stay varies

                                              • 4 bedrooms
                                              • sleeps 8
                                              • min stay varies
                                              • Swimming pool
                                              • Child Friendly
                                              • Air conditioning
                                              “Booked for next year before we left!!” What a special place! We loved this house. It is very comfortable and had everything we needed. We loved the privacy of the pool. The many decks are welcoming places to watch the birds flying around, read a book
                                              …see more

                                              Price per night from

                                              $180

                                              Price per night from

                                              $180

                                              (10) Very Good 

                                                44

                                                059-The Tin Snook

                                                Southwest Gulf Coast / Captiva Island

                                                Captiva Island house

                                                3 6 5 nights min

                                                • 3 bedrooms
                                                • sleeps 6
                                                • 5 nights min
                                                • Swimming pool
                                                • Child Friendly
                                                • Air conditioning
                                                “Tin Snook 059” Very adequate for our extended family EXCEPT one of the beds was a mattress on the floor (twin/trundle). We lacked for nothing as far as supplies - even an extra golf cart and outdoor shower. We would book again.
                                                …see more

                                                Price per night from

                                                $106

                                                Price per night from

                                                $106

                                                (14) Very Good 

                                                  24

                                                  201-Bydesign On The Beach I

                                                  Southwest Gulf Coast / Captiva Island

                                                  Captiva Island apartment

                                                  3 6 3 nights min

                                                  • 3 bedrooms
                                                  • sleeps 6
                                                  • 3 nights min
                                                  • Swimming pool
                                                  • Child Friendly
                                                  • Air conditioning
                                                  “Family Paradise” We rented a very nice house on the beach in North Captiva - we loved the fact of accessing the island by boat (only access) bringing along our groceries (no stores on the island), getting around walking, cycling or driving little golf
                                                  …see more

                                                  Price per night from

                                                  $129

                                                  Price per night from

                                                  $129

                                                  (61) Excellent 

                                                    50

                                                    North Captiva New Lux Beach Front Home w/ Pool/Spa

                                                    Southwest Gulf Coast / Captiva Island

                                                    Captiva Island house

                                                    4 12 7 nights min

                                                    • 4 bedrooms
                                                    • sleeps 12
                                                    • 7 nights min
                                                    • Beach / lakeside relaxation
                                                    • Swimming pool
                                                    • Child Friendly
                                                    “Spectacular. That is all you need to know.” This is the perfect NCI family house to stay in. No other home offers such a child friendly environment. All the kids loved their room and bath, especially claiming a bunk of their favorite color. The out do
                                                    …see more

                                                    Price per night from

                                                    $399

                                                    Price per night from

                                                    $399

                                                      48

                                                      Sea Otter

                                                      Southwest Gulf Coast / Captiva Island

                                                      Captiva Island house

                                                      5 12 min stay varies

                                                      • 5 bedrooms
                                                      • sleeps 12
                                                      • min stay varies
                                                      • Swimming pool
                                                      • Ask about children
                                                      • Air conditioning

                                                      Price per night from

                                                      $481

                                                      Price per night from

                                                      $481

                                                      (1) Excellent 

                                                        24

                                                        New Latitude Beach Estate

                                                        Southwest Gulf Coast / Captiva Island

                                                        Captiva Island house

                                                        6 16 7 nights min

                                                        • 6 bedrooms
                                                        • sleeps 16
                                                        • 7 nights min
                                                        • Swimming pool
                                                        • Child Friendly
                                                        • Air conditioning

                                                        Price per night from

                                                        $1,747

                                                        Price per night from

                                                        $1,747

                                                        (1) Excellent 

                                                          17

                                                          Low Off Season Rates! boat slip included if you need one!

                                                          Southwest Gulf Coast / Captiva Island

                                                          Captiva Island house

                                                          3 8 7 nights min

                                                          • 3 bedrooms
                                                          • sleeps 8
                                                          • 7 nights min
                                                          • Swimming pool
                                                          • Child Friendly
                                                          • Car not necessary

                                                          Price per night from

                                                          $253

                                                          Responds fast!
                                                          avg. 3 hours 30 minutes

                                                          Price per night from

                                                          $253

                                                            25

                                                            274 - Sea Star

                                                            Southwest Gulf Coast / Captiva Island

                                                            Captiva Island house

                                                            3 6 min stay varies

                                                            • 3 bedrooms
                                                            • sleeps 6
                                                            • min stay varies
                                                            • Swimming pool
                                                            • Child Friendly
                                                            • Air conditioning

                                                            Price per night from

                                                            $225

                                                            Price per night from

                                                            $225

                                                            (12) Very Good 

                                                              39

                                                              Captiva Bayfront 4 bedroom/4 bath, boat dock, pool

                                                              Southwest Gulf Coast / Captiva Island

                                                              Captiva Island house

                                                              4 8 7 nights min

                                                              • 4 bedrooms
                                                              • sleeps 8
                                                              • 7 nights min
                                                              • Beach / lakeside relaxation
                                                              • Swimming pool
                                                              • Child Friendly
                                                              “Most amazing vacation on Captiva Island!” We had a great time on Captiva Island. We have stayed there several times, but this time we chose to stay at this private home on the bay. My husband and I were relaxed and the kids had plenty of room to run
                                                              …see more

                                                              Price per night from

                                                              $834

                                                              Price per night from

                                                              $834

                                                                44

                                                                528 - Coral Cottage

                                                                Southwest Gulf Coast / Captiva Island

                                                                Captiva Island house

                                                                3 6 7 nights min

                                                                • 3 bedrooms
                                                                • sleeps 6
                                                                • 7 nights min
                                                                • Swimming pool
                                                                • Child Friendly
                                                                • Air conditioning

                                                                Price per night from

                                                                $175

                                                                Price per night from

                                                                $175

                                                                  44

                                                                  214-SkyLark

                                                                  Southwest Gulf Coast / Captiva Island

                                                                  Captiva Island house

                                                                  5 10 min stay varies

                                                                  • 5 bedrooms
                                                                  • sleeps 10
                                                                  • min stay varies
                                                                  • Swimming pool
                                                                  • Child Friendly
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $350

                                                                  Price per night from

                                                                  $350

                                                                  (13) Very Good 

                                                                    24

                                                                    159-Flamingo House

                                                                    Southwest Gulf Coast / Captiva Island

                                                                    Captiva Island house

                                                                    3 8 3 nights min

                                                                    • 3 bedrooms
                                                                    • sleeps 8
                                                                    • 3 nights min
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    • Air conditioning
                                                                    “Highly Recommend” If you are looking for a quiet relaxing get away then this is the spot. The island is quaint and a great place for families with small children. The house was very well maintained and in excellent condition. We didn't count the
                                                                    …see more

                                                                    Price per night from

                                                                    $141

                                                                    Price per night from

                                                                    $141

                                                                    (1) Excellent 

                                                                      24

                                                                      Conch-Captiva Beach Villas

                                                                      Southwest Gulf Coast / Captiva Island

                                                                      Captiva Island apartment

                                                                      4 10 7 nights min

                                                                      • 4 bedrooms
                                                                      • sleeps 10
                                                                      • 7 nights min
                                                                      • Swimming pool
                                                                      • Ask about children
                                                                      • Air conditioning

                                                                      Price per night from

                                                                      $655

                                                                      Price per night from

                                                                      $655

                                                                      (30) Excellent 

                                                                        34

                                                                        Sun & Moon Pool House - Beachside of Village Center Area

                                                                        Southwest Gulf Coast / Captiva Island

                                                                        Captiva Island house

                                                                        3 8 7 nights min

                                                                        • 3 bedrooms
                                                                        • sleeps 8
                                                                        • 7 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Swimming pool
                                                                        • Child Friendly
                                                                        “Great House Fully Stocked Almost New Well Maintained” We've stayed on Captiva many times and this was one of our favorite houses. The house looks brand new and is well maintained. It is stocked with everything you would need including beach chairs,
                                                                        …see more

                                                                        Price per night from

                                                                        $392

                                                                        Responds fast!
                                                                        avg. 1 hour 10 minutes

                                                                        Price per night from

                                                                        $392

                                                                        (6) Average 

                                                                          39

                                                                          047-Spring Fever

                                                                          Southwest Gulf Coast / Captiva Island

                                                                          Captiva Island house

                                                                          3 6 min stay varies

                                                                          • 3 bedrooms
                                                                          • sleeps 6
                                                                          • min stay varies
                                                                          • Swimming pool
                                                                          • Child Friendly
                                                                          • Air conditioning
                                                                          “Great house that needs a little maintenance” This is a nicely decorated house with a great open floor plan, hard wood floors (in living area), a wrap around porch, and a roof deck with a great view. The upstairs master bedroom is roomy and has a huge
                                                                          …see more

                                                                          Price per night from

                                                                          $115

                                                                          Price per night from

                                                                          $115

                                                                          (7) Excellent 

                                                                            34

                                                                            Sea Dreams: Luxury Ocean and Beach Front Townhome

                                                                            Southwest Gulf Coast / Captiva Island

                                                                            Captiva Island house

                                                                            3 6 7 nights min

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • 7 nights min
                                                                            • Beach / lakeside relaxation
                                                                            • Swimming pool
                                                                            • Child Friendly

                                                                            Price per night from

                                                                            $357

                                                                            Price per night from

                                                                            $357

                                                                              33

                                                                              Captiva Shores 8B

                                                                              Southwest Gulf Coast / Captiva Island

                                                                              Captiva Island apartment

                                                                              3 6 7 nights min

                                                                              • 3 bedrooms
                                                                              • sleeps 6
                                                                              • 7 nights min
                                                                              • Swimming pool
                                                                              • Ask about children
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $361

                                                                              Price per night from

                                                                              $361