HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon

Make a holiday home, condo, cottage or house in Big Pine Key, Florida, USA your home away from home

One of the larger Keys, Big Pine Key is situated in the Florida Keys in the far south of the United States, to the south of Miami. Surrounded by sea, and connected to the rest of the Keys and the mainland via the Overseas Highway, self catering accommodation in Big Pine Key is popular with visitors who want a relaxing holiday, enjoying fishing, swimming, hiking and more.

Things to do on holiday in Big Pine Key, Florida, USA

A holiday in the Florida Keys for many visitors means rest and relaxation. This is not an area full of huge tourist resorts, hotels, and entertainment but is very much a place where you’ll come to relax and unwind. Spending time on the beach, sunbathing, swimming, and snorkelling are popular things to do when staying in self catering accommodation in Big Pine Key. Look out for the native wildlife, such as the cute little Key Deer that roam the island freely.

Of all the things you can do when staying in Big Pine Key, fishing is one of the most popular pastimes. Perhaps you could charter a fishing boat and go out to catch your dinner?! Speaking of dinner, the island is equipped with a supermarket where you can buy food and drink for your Big Pine Key self catering accommodation, or when you prefer to eat out there are several restaurants to try on the island too.

Places to visit on holiday in Big Pine Key, Florida, USA

There’s not a great many places to visit in the immediate vicinity when you stay in self catering accommodation in Big Pine Key as the main appeal is the relaxing location. You can however use your Big Pine Key accommodation as a base for exploring the rest of the Keys. Key West is only about 30 minutes drive and has lots to see and do including the historic Old Town, the New Town, restaurants, shopping, entertainment, beaches and more. Despite its far southern location Key West is a very vibrant and busy place!

The weather in Big Pine Key, Florida, USA

Hot weather all year round awaits holidaymakers who stay in self catering accommodation in Big Pine Key. The tropical climate means there is a wet and a dry season here – the driest months are from November to April and the wet season is from May to October, though this doesn’t mean it constantly rains so accommodation in Big Pine Keys can still be enjoyed throughout the year!

Flights to Big Pine Key, Florida, USA

Key West International Airport is the closest major airport to self catering accommodation in Big Pine Key, though this is a fairly small airport. You can connect through Miami, Fort Lauderdale, Atlanta or Charlotte to get here. Another option is to fly in to Miami International Airport then rent a car and drive down the Keys. The journey is certainly unforgettable and will take around 3 hours.

  • Showing 1-50 of 300+
  View Map Map
Additional service fee may apply.
    Wonderful! 4.9/5
    (47 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • Sleeps 6
    House #923749
    47
    Viewed 336 times in the last 48 hours
      Excellent! 4.6/5
      (26 reviews)
      avg/night
      • 1 BR
      • 1 BA
      • Sleeps 4
      Bungalow #492169vb
      26
      Viewed 174 times in the last 48 hours
        Excellent! 4.7/5
        (15 reviews)
        avg/night
        • 2 BR
        • 1 BA
        • Sleeps 4
        Cottage #789269vb
        15
        Viewed 111 times in the last 48 hours
          Very Good! 4.2/5
          (10 reviews)
          avg/night
          • 1 BR
          • 1 BA
          • Sleeps 3
          Cottage #791238vb
          10
          Viewed 73 times in the last 48 hours
            Wonderful! 4.8/5
            (24 reviews)
            avg/night
            • 3 BR
            • 2 BA
            • Sleeps 8
            House #996590
            24
            Viewed 97 times in the last 48 hours
              Wonderful! 4.8/5
              (42 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Sleeps 11
              House #289568vb
              42
              Viewed 95 times in the last 48 hours
                Wonderful! 4.8/5
                (12 reviews)
                avg/night
                • 2 BR
                • 2 BA
                • Sleeps 6
                House #4363253
                12
                Viewed 117 times in the last 48 hours
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Sleeps 6
                  Cottage #741405vb
                  1
                  Viewed 22 times in the last 48 hours
                    • 2 BR
                    • 1 BA
                    • Sleeps 4
                    House #4355663
                    1
                    Viewed 53 times in the last 48 hours
                      Excellent! 4.3/5
                      (6 reviews)
                      avg/night
                      • 4 BR
                      • 2 BA
                      • Sleeps 11
                      House #726857vb
                      6
                      Viewed 51 times in the last 48 hours
                        Wonderful! 4.9/5
                        (17 reviews)
                        avg/night
                        • 3 BR
                        • 2 BA
                        • Sleeps 9
                        House #761809vb
                        17
                        Viewed 51 times in the last 48 hours
                          Exceptional! 5/5
                          (5 reviews)
                          avg/night
                          • 3 BR
                          • 2 BA
                          • Sleeps 9
                          House #7119838
                          5
                          Viewed 30 times in the last 48 hours
                            Excellent! 4.4/5
                            (7 reviews)
                            avg/night
                            • 1 BR
                            • 1 BA
                            • Sleeps 4
                            Recreational Vehicle #844976vb
                            7
                            Viewed 47 times in the last 48 hours
                              Exceptional! 5/5
                              (5 reviews)
                              avg/night
                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              House #853058vb
                              5
                              Viewed 47 times in the last 48 hours
                                Exceptional! 5/5
                                (6 reviews)
                                avg/night
                                • 2 BR
                                • 2 BA
                                • Sleeps 6
                                House #457127vb
                                6
                                Viewed 31 times in the last 48 hours
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 8
                                  House #868931vb
                                  3
                                  Viewed 64 times in the last 48 hours
                                    Wonderful! 4.8/5
                                    (9 reviews)
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 8
                                    House #506675vb
                                    9
                                    Viewed 37 times in the last 48 hours
                                      avg/night
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 6
                                      House #755558vb
                                      1
                                      Viewed 31 times in the last 48 hours
                                        Exceptional! 5/5
                                        (9 reviews)
                                        avg/night
                                        • 2 BR
                                        • 1 BA
                                        • Separate Toilet
                                        • Sleeps 8
                                        House #369579vb
                                        9
                                        Viewed 25 times in the last 48 hours
                                          Exceptional! 5/5
                                          (9 reviews)
                                          View details for price
                                          • 2 BR
                                          • 1 BA
                                          • Separate Toilet
                                          • Sleeps 8
                                          House #941337
                                          9
                                          Viewed 6 times in the last 48 hours
                                            avg/night
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 7
                                            House #869647vb
                                            1
                                            Viewed 37 times in the last 48 hours
                                              Excellent! 4.5/5
                                              (21 reviews)
                                              avg/night
                                              • 3 BR
                                              • 4 BA
                                              • Sleeps 8
                                              Estate #345619vb
                                              21
                                              Viewed 91 times in the last 48 hours
                                                Wonderful! 4.8/5
                                                (9 reviews)
                                                avg/night
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 4
                                                Mobile Home #344464
                                                9
                                                Viewed 13 times in the last 48 hours
                                                  avg/night
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  House #895914vb
                                                  Viewed 11 times in the last 48 hours
                                                    avg/night
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 6
                                                    Cabin #4313266
                                                    1
                                                    Viewed 51 times in the last 48 hours
                                                      avg/night
                                                      • 4 BR
                                                      • 3 BA
                                                      • Separate Toilet
                                                      • Sleeps 12
                                                      House #720936vb
                                                      1
                                                      Viewed 43 times in the last 48 hours
                                                        Excellent! 4.4/5
                                                        (9 reviews)
                                                        avg/night
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        Bungalow #769829vb
                                                        9
                                                        Viewed 128 times in the last 48 hours
                                                          avg/night
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 6
                                                          Cottage #4135572
                                                          Viewed 27 times in the last 48 hours
                                                            Exceptional! 5/5
                                                            (5 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            House #633129vb
                                                            5
                                                            Viewed 16 times in the last 48 hours
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 10
                                                              House #906800vb
                                                              3
                                                              Viewed 45 times in the last 48 hours
                                                                Good! 3.8/5
                                                                (5 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 8
                                                                House #752333vb
                                                                5
                                                                Viewed 27 times in the last 48 hours
                                                                  Exceptional! 5/5
                                                                  (12 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 3 BA
                                                                  • Sleeps 6
                                                                  House #568568vb
                                                                  12
                                                                  Viewed 19 times in the last 48 hours
                                                                    Exceptional! 5/5
                                                                    (6 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 9
                                                                    House #7020687
                                                                    6
                                                                    Viewed 65 times in the last 48 hours
                                                                      Excellent! 4.6/5
                                                                      (10 reviews)
                                                                      avg/night
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      Cabin #663773vb
                                                                      10
                                                                      Viewed 107 times in the last 48 hours
                                                                        Excellent! 4.5/5
                                                                        (4 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        House #660864vb
                                                                        4
                                                                        Viewed 19 times in the last 48 hours
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          House #874585vb
                                                                          1
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            House #1003292vb
                                                                            Viewed 69 times in the last 48 hours
                                                                              Wonderful! 4.9/5
                                                                              (8 reviews)
                                                                              avg/night
                                                                              • 6 BR
                                                                              • 4 BA
                                                                              • Sleeps 14
                                                                              House #326460vb
                                                                              8
                                                                              Viewed 81 times in the last 48 hours
                                                                                Wonderful! 4.8/5
                                                                                (31 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                House #386640vb
                                                                                31
                                                                                Viewed 14 times in the last 48 hours
                                                                                  avg/night
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 6
                                                                                  Mobile Home #4149839
                                                                                  3
                                                                                  Viewed 116 times in the last 48 hours
                                                                                    Exceptional! 5/5
                                                                                    (6 reviews)
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 7
                                                                                    House #623065vb
                                                                                    6
                                                                                    Viewed 14 times in the last 48 hours
                                                                                      Exceptional! 5/5
                                                                                      (14 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      House #905554
                                                                                      14
                                                                                      Viewed 25 times in the last 48 hours
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        House #899345vb
                                                                                        3
                                                                                        Viewed 33 times in the last 48 hours
                                                                                          Exceptional! 5/5
                                                                                          (12 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          House #46707vb
                                                                                          12
                                                                                          Viewed 33 times in the last 48 hours
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Separate Toilet
                                                                                            • Sleeps 7
                                                                                            House #628849vb
                                                                                            3
                                                                                            Viewed 9 times in the last 48 hours
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Separate Toilet
                                                                                              • Sleeps 8
                                                                                              House #3994772
                                                                                              3
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 8
                                                                                                House #4363762
                                                                                                Viewed 60 times in the last 48 hours
                                                                                                  avg/night
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 2
                                                                                                  Apartment #914511vb
                                                                                                  1
                                                                                                  Viewed 17 times in the last 48 hours
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 8
                                                                                                    House #4470968
                                                                                                    Viewed 34 times in the last 48 hours
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 4
                                                                                                      Cottage #370050vb
                                                                                                      Viewed 20 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+