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Holidaymakers searching for holiday rentals in Captiva Island also enquired about villas in Bradenton, villas in Anna Maria and villas in Doral Woods

Make a holiday rental house or villa in Captiva Island, Florida your home away from home

Captiva Island is a stunningly beautiful island on the South Central Gulf Coast of Florida, tropical in appearance, with a long history of pirates and full of adventure. The spectacular white sand beaches of Captiva Island, Florida attract beach lovers from around the world, but for those who are looking for a little more from their Captiva Island holiday rentals, there is a huge amount of sport, culture and cuisine to get stuck into too.

Things to do in Captiva Island, Florida

The beaches of Captiva Island, Florida are absolutely sensational. Surrounded by warm, clear waters and lined with fine, white sand, Captiva Island is a beach lover’s dream. These beaches aren’t your usual tourist centres, but are fantastically natural, secluded beaches, surrounded by nature and perfectly peaceful. Wildlife ranging from dolphin to heron, racoon to manatee can be seen from Captiva Island’s beaches, and there can be no finer way to spend an afternoon than canoeing along the maze of waterways that carve through the island, Canoe, boat and fishing charter rental are easily arranged from any self catering Captiva Island accommodation.

Other water sports also thrive from Captiva Island villas. Sailing is particularly popular, and both lessons and yacht charter facilities are ready available from any of the three marinas on the island. Windsurfing, kite surfing and deep sea fishing trips are among the most popular activities from Captiva Island properties.

Places to visit on holiday in Captiva Island, Florida

Captiva Island’s neighbour, Sanibel Island, is wonderfully easy to access from a holiday rental in Captiva Island, via a large bridge. Much like Captiva Island, Santibel is a tropical wonderland, where complete relaxation is an inevitable part of your holiday. The sensational wildlife on Santibel Island makes it a real favourite with visitors and locals alike, and there are a host of top restaurants to visit.

Weather in Captiva Island, Florida

The glorious year round climate of Captiva Island and indeed the whole of Florida has helped hugely with making the region on of the most popular holiday destinations in the world. During the summer months, temperatures reach up towards 35°C on a regular basis, with extraordinarily balmy evenings making dinner outside watching the sun setting a truly magical experience.

Travel to Captiva Island, Florida

A holiday rental on Captiva Island is fantastically easy to reach from Fort Myers Airport (RSW), although unfortunately, there are no direct flights from the UK. However, with just a brief stopover in Miami (MIA), you can reach Fort Myers with British Airways and Virgin Atlantic from London.

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  • 1 - 50 of 300+
Additional service fee may apply.
    Exceptional! 5.0/5
    (15 reviews)
    avg/night
    • 4 BR
    • 3 BA
    • Sleeps 10
    House #464718vb
    15
    Viewed 12 times in the last 48 hours
      Wonderful! 4.9/5
      (30 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 6
      Condo #213922vb
      30
      Viewed 36 times in the last 48 hours
        Wonderful! 4.9/5
        (29 reviews)
        avg/night
        • 3 BR
        • 2 BA
        • Sleeps 6
        House #326225
        29
        Viewed 61 times in the last 48 hours
          Wonderful! 4.8/5
          (53 reviews)
          avg/night
          • 2 BR
          • 2 BA
          • Sleeps 6
          Villa #94668vb
          53
          Viewed 33 times in the last 48 hours
            Exceptional! 5.0/5
            (68 reviews)
            avg/night
            • 3 BR
            • 2 BA
            • Sleeps 6
            House #1927vb
            68
            Viewed 41 times in the last 48 hours
              Wonderful! 4.9/5
              (14 reviews)
              avg/night
              • 4 BR
              • 4 BA
              • Separate Toilet
              • Sleeps 10
              House #233681vb
              14
              Viewed 18 times in the last 48 hours
                Wonderful! 4.9/5
                (54 reviews)
                avg/night
                • 2 BR
                • 2 BA
                • Sleeps 8
                Cottage #94663vb
                54
                Viewed 59 times in the last 48 hours
                  Exceptional! 5.0/5
                  (9 reviews)
                  avg/night
                  • 4 BR
                  • 3 BA
                  • Sleeps 10
                  House #762685vb
                  9
                  Viewed 49 times in the last 48 hours
                    Wonderful! 4.9/5
                    (22 reviews)
                    avg/night
                    • 4 BR
                    • 3 BA
                    • Sleeps 8
                    Villa #389646vb
                    22
                    Viewed 18 times in the last 48 hours
                      Exceptional! 5.0/5
                      (12 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Separate Toilet
                      • Sleeps 6
                      Townhome #3715644
                      12
                      Viewed 90 times in the last 48 hours
                        Wonderful! 4.9/5
                        (32 reviews)
                        avg/night
                        • 5 BR
                        • 4 BA
                        • Sleeps 12
                        House #986732
                        32
                        Viewed 36 times in the last 48 hours
                          Exceptional! 5.0/5
                          (11 reviews)
                          avg/night
                          • 9 BR
                          • 9 BA
                          • Sleeps 30
                          Estate #475504vb
                          11
                          Viewed 82 times in the last 48 hours
                            Excellent! 4.7/5
                            (11 reviews)
                            avg/night
                            • 6 BR
                            • 6 BA
                            • Separate Toilet
                            • Sleeps 14
                            House #1393195
                            11
                            Viewed 12 times in the last 48 hours
                              • 4 BR
                              • 4 BA
                              • Sleeps 10
                              House #332181vb
                              2 Reviews
                              Viewed 14 times in the last 48 hours
                                • 3 BR
                                • 2 BA
                                • Separate Toilet
                                • Sleeps 6
                                House #837670vb
                                3
                                  Wonderful! 4.9/5
                                  (12 reviews)
                                  avg/night
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 8
                                  House #308819
                                  12
                                  Viewed 11 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (20 reviews)
                                    avg/night
                                    • 4 BR
                                    • 4 BA
                                    • Sleeps 11
                                    House #92300vb
                                    20
                                    Viewed 15 times in the last 48 hours
                                      avg/night
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                      House #838965vb
                                      3
                                      Viewed 17 times in the last 48 hours
                                        Exceptional! 5.0/5
                                        (23 reviews)
                                        avg/night
                                        • 3 BR
                                        • 3 BA
                                        • Sleeps 8
                                        House #103143
                                        23
                                        Viewed 7 times in the last 48 hours
                                          avg/night
                                          • 5 BR
                                          • 3 BA
                                          • Separate Toilet
                                          • Sleeps 8
                                          House #373280vb
                                          3
                                          Viewed 8 times in the last 48 hours
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 6
                                            Condo #511433vb
                                            6
                                              Exceptional! 5.0/5
                                              (5 reviews)
                                              avg/night
                                              • 2 BR
                                              • 3 BA
                                              • Sleeps 6
                                              House #390877vb
                                              5
                                              Viewed 25 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (14 reviews)
                                                avg/night
                                                • 2 BR
                                                • 3 BA
                                                • Sleeps 6
                                                House #91465vb
                                                14
                                                Viewed 19 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (6 reviews)
                                                  avg/night
                                                  • 4 BR
                                                  • 4 BA
                                                  • Sleeps 10
                                                  House #50555vb
                                                  6
                                                  Viewed 9 times in the last 48 hours
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 7
                                                    Townhome #229861vb
                                                    5
                                                      Wonderful! 4.9/5
                                                      (9 reviews)
                                                      avg/night
                                                      • 3 BR
                                                      • 2 BA
                                                      • Separate Toilet
                                                      • Sleeps 7
                                                      House #4064124
                                                      9
                                                      Viewed 42 times in the last 48 hours
                                                        avg/night
                                                        • 5 BR
                                                        • 5 BA
                                                        • Sleeps 12
                                                        House #811475vb
                                                        3
                                                        Viewed 32 times in the last 48 hours
                                                          Exceptional! 5.0/5
                                                          (11 reviews)
                                                          avg/night
                                                          • 6 BR
                                                          • 6 BA
                                                          • Separate Toilet
                                                          • Sleeps 16
                                                          House #939127vb
                                                          11
                                                          Viewed 54 times in the last 48 hours
                                                            Wonderful! 4.9/5
                                                            (11 reviews)
                                                            avg/night
                                                            • 1 BR
                                                            • 2 BA
                                                            • Sleeps 4
                                                            Condo #429331vb
                                                            11
                                                            Viewed 26 times in the last 48 hours
                                                              Wonderful! 4.8/5
                                                              (26 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 3 BA
                                                              • Sleeps 6
                                                              Cottage #102129
                                                              26
                                                              Viewed 38 times in the last 48 hours
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                Cottage #912969vb
                                                                1 Review
                                                                Viewed 30 times in the last 48 hours
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 8
                                                                  Condo #940450vb
                                                                  Viewed 27 times in the last 48 hours
                                                                    Exceptional! 5.0/5
                                                                    (7 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 3 BA
                                                                    • Sleeps 8
                                                                    Condo #728722vb
                                                                    7
                                                                    Viewed 20 times in the last 48 hours
                                                                      avg/night
                                                                      • 4 BR
                                                                      • 3 BA
                                                                      • Sleeps 10
                                                                      House #860887vb
                                                                      Viewed 7 times in the last 48 hours
                                                                        avg/night
                                                                        • 4 BR
                                                                        • 2 BA
                                                                        • Separate Toilet
                                                                        • Sleeps 10
                                                                        Condo #875764vb
                                                                        Viewed 8 times in the last 48 hours
                                                                          Exceptional! 5.0/5
                                                                          (13 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 4 BA
                                                                          • Sleeps 10
                                                                          House #432872vb
                                                                          13
                                                                          Viewed 13 times in the last 48 hours
                                                                            avg/night
                                                                            • 5 BR
                                                                            • 5 BA
                                                                            • Separate Toilet
                                                                            • Sleeps 14
                                                                            House #875794vb
                                                                            Viewed 17 times in the last 48 hours
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Separate Toilet
                                                                              • Sleeps 8
                                                                              House #4232025
                                                                              Viewed 18 times in the last 48 hours
                                                                                Excellent! 4.7/5
                                                                                (38 reviews)
                                                                                avg/night
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                Condo #376263vb
                                                                                38
                                                                                Viewed 20 times in the last 48 hours
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 8
                                                                                  House #875780vb
                                                                                  1 Review
                                                                                    avg/night
                                                                                    • 4 BR
                                                                                    • 5 BA
                                                                                    • Sleeps 10
                                                                                    House #924907vb
                                                                                    Viewed 17 times in the last 48 hours
                                                                                      avg/night
                                                                                      • 5 BR
                                                                                      • 4 BA
                                                                                      • Sleeps 10
                                                                                      House #933214vb
                                                                                      Viewed 9 times in the last 48 hours
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        House #302719
                                                                                        3
                                                                                        Viewed 27 times in the last 48 hours
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          Condo #657731vb
                                                                                          3
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            Condo #914191vb
                                                                                              avg/night
                                                                                              • 4 BR
                                                                                              • 5 BA
                                                                                              • Separate Toilet
                                                                                              • Sleeps 8
                                                                                              Yacht #495802vb
                                                                                              2 Reviews
                                                                                              Viewed 61 times in the last 48 hours
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 6
                                                                                                Cottage #432382vb
                                                                                                5
                                                                                                Viewed 9 times in the last 48 hours
                                                                                                  Excellent! 4.6/5
                                                                                                  (8 reviews)
                                                                                                  avg/night
                                                                                                  • 5 BR
                                                                                                  • 5 BA
                                                                                                  • Sleeps 18
                                                                                                  House #18626vb
                                                                                                  8
                                                                                                  Viewed 11 times in the last 48 hours
                                                                                                    Exceptional! 5.0/5
                                                                                                    (9 reviews)
                                                                                                    avg/night
                                                                                                    • 5 BR
                                                                                                    • 6 BA
                                                                                                    • Sleeps 18
                                                                                                    House #772868vb
                                                                                                    9
                                                                                                    Viewed 26 times in the last 48 hours
                                                                                                      Exceptional! 5.0/5
                                                                                                      (10 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 3 BA
                                                                                                      • Separate Toilet
                                                                                                      • Sleeps 6
                                                                                                      House #360261
                                                                                                      10
                                                                                                      Viewed 6 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      Beautiful Family Castle

                                                                                                      5 of 5
                                                                                                      My mom, in her aging years, decided to take our family on a vacation which would be forever remembered. We found Sandcastle online and immediately booked our reservations based on the description alone. Well let me tell you, it was the perfect castle away from home! This home is nicely laid out with a fantastic pool and outdoor entertainment area second to none! We all had our own bedrooms with nice amenities and were all able to take advantage of the roominess within the castle. The elevator made it extremely easy for mom to get around as there are 3 levels to maneuver. There is one large kitchen, fully stocked with pots & pans, dishes, plenty of silver, and a huge table for family style eating. Each main room had a TV and a nice entertainment system in the main living room. Ping-pong was also a nice option to break up the day. The property is close to the beach and several night spots. We rented a golf cart and a two person bicycle on the trip as well - both highly recommended. The property was clean upon arrival and very well-maintained - although it took us a while to find all of the light switches in the house!!! I would highly recommend this property to anybody who wants a Castle near the beach!!
                                                                                                      • Review Submitted: 14-Jul-2016
                                                                                                      • Date of Stay: Jul 2016

                                                                                                      A wonderful month spent at Captiva Cottage!

                                                                                                      5 of 5
                                                                                                      Bob and I have enjoyed our month here in Captiva Cottage. It is hard to leave to go back to the icy cold of Wisconsin! The new pool has been wonderful! Our grandkids especially enjoyed the fountain and the shallow end. We love having a fenced yard and all the privacy that the cottage gives us. The beach has been incredible...most days we have had it to ourselves. Every day it is different and it is always fun to see what it will be like. Most days we have seen dolphins. Piper, our Golden Retriever, has been Queen of the beach! She just wants to swim and retrieve any kind of ball and is quite good at riding the waves. I think she has developed a following! The Cottage has an outdoor shower where we were able to bathe her daily after her time at the beach. We have enjoyed the Ding Darling immensely and have made a daily trip there. We've seen endangered Wood Storks, the legendary lady crocodile,an alligator and so many gorgeous birds. Some of them such as the Blue Herons, Snowy Egret and Great Egrets we have at home in the summer. We kayaked in Tarpon Bay which was so neat. We also went fishing with a guide for Redfish. We came home and prepared them for dinner. It was wonderful! Your perfect location enabled us easy access to many fantastic restaurants both on Captiva and in Sanibel. Our favorites include Over Easy Cafe for breakfasts, picking up take home lunches at Sweet Treats Gourmet and dinners at The Timbers, Doc Fords and Sunshine Seafood. Bob and I so enjoyed our time in Captiva Cottage. It was the 2nd year we stayed and hopefully we will again next year! Your photos give an accurate look into the house which really has all that one needs for their vacation. It is very clean and well maintained.
                                                                                                      • Review Submitted: 22-Feb-2010
                                                                                                      • Date of Stay: Dec 2009