Vacation Rentals & House Rentals in Captiva Island

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

2,958 house rentals

(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

    (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

      (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

        $303

        Price per night from

        $303

        (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

            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

            $492

            Price per night from

            $492

            (11) Excellent 

              9

              Ricks Retreat In Captiva Florida

              Southwest Gulf Coast / Captiva Island

              Captiva Island house

              3 8 min stay varies

              • 3 bedrooms
              • sleeps 8
              • min stay varies
              • Beach / lakeside relaxation
              • Child Friendly
              • Air conditioning
              “Amazing Captiva Vacay! Can't wait to come back to our 2nd home!~” My family of six absolutely fell in love with Captiva! Our location was perfect as we were steps from the beach, activities and places to dine. The chill environment lends to a relaxi
              …see more

              Price per night from

              $258

              Responds fast!
              avg. 2 hours 51 minutes

              Price per night from

              $258

                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

                (9) Excellent 

                  19

                  Pelican Brief right on the beach

                  Southwest Gulf Coast / Captiva Island

                  Captiva Island house

                  3 8 7 nights min

                  • 3 bedrooms
                  • sleeps 8
                  • 7 nights min
                  • Beach / lakeside relaxation
                  • Child Friendly
                  • Air conditioning
                  “The Perfect Relaxing Vacation!!!” This house was perfect for our family of 5. My husband and son fished off the beach and off the private dock. We also brought our own jet skis and were able to keep them at the dock. My girls and I loved being able to
                  …see more

                  Price per night from

                  $500

                  Responds fast!
                  avg. 2 hours 22 minutes

                  Price per night from

                  $500

                    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

                    (5) Excellent 

                      100

                      219 - Latitude Adjustment

                      Southwest Gulf Coast / Captiva Island

                      Captiva Island house

                      3 10 7 nights min

                      • 3 bedrooms
                      • sleeps 10
                      • 7 nights min
                      • Child Friendly
                      • Air conditioning

                      Price per night from

                      $450

                      Price per night from

                      $450

                      (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

                        (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

                            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

                              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

                                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

                                (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

                                  (1) Excellent 

                                    26

                                    Beautiful Condo steps to the beach - with Golf Cart!

                                    Southwest Gulf Coast / Captiva Island

                                    Captiva Island apartment

                                    1 6 2 nights min

                                    • 1 bedroom
                                    • sleeps 6
                                    • 2 nights min
                                    • Child Friendly

                                    Price per night from

                                    $332

                                    Responds fast!
                                    avg. 1 hour 38 minutes

                                    Price per night from

                                    $332

                                    (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

                                        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

                                          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

                                          (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

                                            (10) Excellent 

                                              11

                                              "Romantic" Coquina Cottage ON the Beach~Pet friendly~BOOK NOW B4gone!

                                              Southwest Gulf Coast / Captiva Island

                                              Captiva Island cottage

                                              2 8 min stay varies

                                              • 2 bedrooms
                                              • sleeps 8
                                              • min stay varies
                                              • Beach / lakeside relaxation
                                              • Nearest beach 0 mi
                                              • Child Friendly
                                              “Best New Years Ever!” We started out the new year in your home and what a great start it was. We have never had the priviledge of being so close to the beach for a vacation! We felt so safe and private. We have 7 littles and the two youngest would eve
                                              …see more

                                              Price per night from

                                              $273

                                              Responds fast!
                                              avg. 1 hour 44 minutes

                                              Price per night from

                                              $273

                                                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

                                                (1) Excellent 

                                                  26

                                                  Captiva Shores 3A- Bay Breeze Cottage

                                                  Southwest Gulf Coast / Captiva Island

                                                  Captiva Island apartment

                                                  3 6 7 nights min

                                                  • 3 bedrooms
                                                  • sleeps 6
                                                  • 7 nights min
                                                  • Ask about children
                                                  • Air conditioning
                                                  “Perfect resort for our family-- close to bay, beach, and downtow” Stayed in Unit 3a, perfect for our family of five. Clean, quiet resort on narrow part of the island so beach and bay are both very close. Great access to pool which is well maintained
                                                  …see more

                                                  Price per night from

                                                  $379

                                                  Price per night from

                                                  $379

                                                    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

                                                    (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

                                                      $400

                                                      Price per night from

                                                      $400

                                                      (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

                                                        $427

                                                        Price per night from

                                                        $427

                                                        (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

                                                            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 

                                                              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

                                                              (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

                                                                $1,706

                                                                Price per night from

                                                                $1,706

                                                                  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

                                                                  (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

                                                                    (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

                                                                        21

                                                                        Captiva Shores 2A

                                                                        Southwest Gulf Coast / Captiva Island

                                                                        Captiva Island apartment

                                                                        3 6 7 nights min

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

                                                                        Price per night from

                                                                        $310

                                                                        Price per night from

                                                                        $310

                                                                          16

                                                                          Hideaway Captiva Island

                                                                          Southwest Gulf Coast / Captiva Island

                                                                          Captiva Island condo

                                                                          2 4 7 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 4
                                                                          • 7 nights min
                                                                          • Beach / lakeside relaxation
                                                                          • Swimming pool
                                                                          • Child Friendly

                                                                          Price per night from

                                                                          $393

                                                                          Price per night from

                                                                          $393

                                                                          (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

                                                                            (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

                                                                              About Captiva Island

                                                                              Nestled on the southern end of Florida's central Gulf Coast and surrounded by endless natural beauty and coral reefs teeming with marine life, Captiva Island offers the perfect vacation paradise. Join the thousands of visitors who escape here every year for honeymoons, family vacation getaways, or unforgettable Captiva Island weddings. There's no better place to relax, have fun, and experience breathtaking scenery on land or beneath the blue waves. The best way to enjoy everything Captiva Island has to offer is with a stay in a private vacation rental of your own. Find a luxury Florida condo or summer home just a few steps away from the beach where you can watch the sun rise from your private balcony and then begin a day of exploration and exciting activities.

                                                                              Wander the quaint downtown area of Captiva Island and browse the shops and art galleries featuring the work of talented local artists and artisans. Shop at the high end boutiques and have lunch at a charming beachside cafe. Go sailing, swimming, fishing, or diving all afternoon. Then come home to your vacation rental and grill the day's catch on your deck. After the sun goes down, host a campfire on the beach for your family and friends.

                                                                              Here are a few additional suggestions for your trip:

                                                                              • Hike or bike the inland trails: Lace up your hiking boots or rent a bike in town and explore the scenic beauty of Redfish Pass and Captiva Pass.
                                                                              • Tour a historic site or plantation: Captiva Island is home to some charming preserved gardens and historic Florida homes. Take a tour and learn more about local history.
                                                                              • Take a sailing lesson: Offshore Sailing offers lessons for beginners. Enlist the help of a patient instructor who can have you cruising the waves in no time.
                                                                              • Go deep sea fishing: Captiva Island fishing trips usually leave shore in the morning and head into the deeper waters in pursuit of tuna, grouper, and marlin.
                                                                              • Rent a sea kayak: Rent a sea kayak and let an experienced guide take you to the best places to spot marine life like dolphins, sea turtles, and manatees.
                                                                              • Go parasailing: If you've never experienced the exhilaration of parasailing above a long stretch of beautiful beach, Captiva Island is a perfect place to start.

                                                                              Captiva Island is a sunny picturesque escape during all four seasons of the year. You'll never run out of fun things to do here and you'll have no trouble finding the perfect vacation rental that offers all the amenities you and your family need. Stow your beach gear in your own private condo or summer home and start making lasting vacation memories. While you're here, visit some of the other popular destinations on Florida's Gulf Coast like Indialantic or Punta Gorda.