Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Condos
Cottages
Homes
Townhomes
Villas
Apartments
Barns
Boats
Bungalows
Cabins
Castles
Chalets
Estates
Farmhouses
Hotels
Lodges
Studios
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Harbor Island Vacation Rentals with Pool(120)

120 Results
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
    (18)
    3 - 7 night minimum stay
    • 2 BR,
    • 2 BA,
    • 1 HF BA,
    • Sleeps 4
      (13)
      Book it Now!
      2 night minimum stay
      • 1 BR,
      • 1 BA,
      • 1 HF BA,
      • Sleeps 4
        1 Review
        2 - 7 night minimum stay
        • 5 BR,
        • 5 BA,
        • Sleeps 10
          (17)
          • 3 BR,
          • 2 BA,
          • Sleeps 8
            (7)
            • 1 BR,
            • 1 BA,
            • 1 HF BA,
            • Sleeps 6
              (13)
              Book it Now!
              2 - 7 night minimum stay
              • 4 BR,
              • 3 BA,
              • Sleeps 14
                (25)
                Book it Now!
                3 - 7 night minimum stay
                • 4 BR,
                • 2 BA,
                • Sleeps 8
                  (7)
                  3 - 7 night minimum stay
                  • 2 BR,
                  • 2 BA,
                  • 1 HF BA,
                  • Sleeps 5
                    (3)
                    • 2 BR,
                    • 2 BA,
                    • Sleeps 4
                      (3)
                      3 - 7 night minimum stay
                      • 3 BR,
                      • 2 BA,
                      • Sleeps 8
                        3 - 7 night minimum stay
                        • 2 BR,
                        • 2 BA,
                        • Sleeps 6
                          2 Reviews
                          2 night minimum stay
                          • 1 BR,
                          • 1 BA,
                          • 1 HF BA,
                          • Sleeps 4
                            (21)
                            2 - 7 night minimum stay
                            • 4 BR,
                            • 2 BA,
                            • Sleeps 11
                              2 Reviews
                              3 - 7 night minimum stay
                              • 2 BR,
                              • 2 BA,
                              • Sleeps 4
                                3 - 7 night minimum stay
                                • 6 BR,
                                • 5 BA,
                                • Sleeps 12
                                  3 - 7 night minimum stay
                                  • 5 BR,
                                  • 4 BA,
                                  • Sleeps 10
                                    3 - 5 night minimum stay
                                    • 1 BR,
                                    • 1 BA,
                                    • 1 HF BA,
                                    • Sleeps 4
                                      Book it Now!
                                      3 - 7 night minimum stay
                                      • 3 BR,
                                      • 2 BA,
                                      • Sleeps 8
                                        (38)
                                        Book it Now!
                                        3 - 7 night minimum stay
                                        • 4 BR,
                                        • 3 BA,
                                        • Sleeps 8
                                          (6)
                                          Book it Now!
                                          3 - 7 night minimum stay
                                          • 5 BR,
                                          • 4 BA,
                                          • Sleeps 12
                                            2 Reviews
                                            3 - 7 night minimum stay
                                            • 4 BR,
                                            • 3 BA,
                                            • Sleeps 10
                                              1 Review
                                              2 night minimum stay
                                              • 2 BR,
                                              • 2 BA,
                                              • 1 HF BA,
                                              • Sleeps 6
                                                (11)
                                                3 - 7 night minimum stay
                                                • 3 BR,
                                                • 3 BA,
                                                • Sleeps 8
                                                  (15)
                                                  2 - 7 night minimum stay
                                                  • 5 BR,
                                                  • 4 BA,
                                                  • Sleeps 12
                                                    (12)
                                                    3 - 7 night minimum stay
                                                    • 2 BR,
                                                    • 2 BA,
                                                    • 1 HF BA,
                                                    • Sleeps 6
                                                      (11)
                                                      • 2 BR,
                                                      • 2 BA,
                                                      • 1 HF BA,
                                                      • Sleeps 4
                                                        (61)
                                                        2 - 7 night minimum stay
                                                        • 4 BR,
                                                        • 3 BA,
                                                        • Sleeps 8
                                                          2 Reviews
                                                          2 - 7 night minimum stay
                                                          • 4 BR,
                                                          • 2 BA,
                                                          • Sleeps 8
                                                            (8)
                                                            2 - 3 night minimum stay
                                                            • 2 BR,
                                                            • 2 BA,
                                                            • 1 HF BA,
                                                            • Sleeps 6
                                                              (10)
                                                              Advertisement
                                                               

                                                              Recent Harbor Island Reviews

                                                              Harbor Island tranquility

                                                              4 of 5
                                                              Great views. Well equipped. Perfect weather. bit of a hike to the beach but boardwalk most of the way.
                                                              • Submitted: Sep 3, 2014
                                                              • Stayed: Jun 2014

                                                              Perfect for families!

                                                              5 of 5
                                                              Our family consists of two toddlers, a five-year-old, an eighty-year-old, and a slew of adults in between, and EVERYONE had fun in this house. The golf cart made it easy to go to and from the beach, and the views from the porches made the house more unique than any house we've ever stayed in. In fact, we all agreed that we would choose this house over a front row beach house every time. Grandmother wore out her binoculars watching the ospreys, and we all have fantastic alligator pictures on our cellphones. The owner is super nice and quick with responses, which made this rental less complicated than renting through an agency. I just can't say anything negative about this property or the owner. It was perfect!
                                                              • Submitted: Jul 29, 2014
                                                              • Stayed: Jul 2014

                                                              Another fabulous family adventure

                                                              5 of 5
                                                              This was our second stay at "The Ultimate View" and was even better than the first, if that's possible. The panorama from both decks is unbelievable: fantastic slow motion sunrises; a variety of water fowl feeding in the marsh, including a whooping crane; pelicans swooping across at rooftop level; the surf kicking up around Hunting Island; and impressive thunderstorms over the water. We enjoy the comfortable deck furniture and the addition of the upstairs washer/dryer. The kitchen is well-equipped and conducive to socializing during meal preparation. The second floor large-screen TV provides a great format for watching the World Cup soccer matches and an occasional movie. We all love our golf cart rides to the beach and pool; the older kids rented bikes to facilitate their travels. In summary, this property offers everything you need for an enjoyable vacation.
                                                              • Submitted: Jul 24, 2014
                                                              • Stayed: Jun 2014