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 heart-filled Family icon
Cancel Clear Filters Apply Filters
More Filters

Price Per Night

$ $

Bedrooms

Bathrooms

Booking Options

Property Type

Location Type

Features

Managed By

Clear Filters
Use filters to narrow your search results!
Favorite
    Viewed 84 times in the last 48 hours
    • 1 BR
    • 1 BA
    • 650 sq. ft.
    avg/night
    House #1235321
    Favorite
      Viewed 107 times in the last 48 hours
      Premier Partner
      • 2 BR
      • 1 BA
      • 1400 sq. ft.
      Exceptional! 5/5
      (55 reviews)
      avg/night
      Cottage #561950
      55
      Favorite
        Viewed 28 times in the last 48 hours
        • 1 BR
        • 1 BA
        • 550 sq. ft.
        Exceptional! 5/5
        (1 reviews)
        avg/night
        Cottage #923824
        1
        Favorite
          Viewed 272 times in the last 48 hours
          Premier Partner
          • 4 BR
          • 4 BA
          • 1 HF BA
          • 3000 sq. ft.
          Wonderful! 4.9/5
          (57 reviews)
          avg/night
          Villa #562257
          57
          Favorite
            Viewed 107 times in the last 48 hours
            • 1 BR
            • 1 BA
            • 900 sq. ft.
            Excellent! 4.6/5
            (28 reviews)
            avg/night
            Bungalow #436242
            28
            Favorite
              Viewed 188 times in the last 48 hours
              Premier Partner
              • 3 BR
              • 1 BA
              • 1 HF BA
              Excellent! 4.7/5
              (50 reviews)
              avg/night
              Cottage #337680
              50
              Favorite
                Viewed 43 times in the last 48 hours
                • 2 BR
                • 2 BA
                • 1000 sq. ft.
                Exceptional! 5/5
                (5 reviews)
                avg/night
                Cottage #298408
                5
                Favorite
                  Viewed 32 times in the last 48 hours
                  • 1 BR
                  • 1 BA
                  • 800 sq. ft.
                  avg/night
                  Apartment #4477070ha
                  Favorite
                    Viewed 72 times in the last 48 hours
                    • 3 BR
                    • 2 BA
                    • 1890 sq. ft.
                    Exceptional! 5/5
                    (35 reviews)
                    avg/night
                    Villa #377589
                    35
                    Favorite
                      Viewed 33 times in the last 48 hours
                      • Studio
                      • 1 BA
                      • 355 sq. ft.
                      avg/night
                      Condo #1123896
                      Favorite
                        Viewed 19 times in the last 48 hours
                        • 1 BR
                        • 1 BA
                        avg/night
                        Apartment #1023233
                        Favorite
                          Viewed 51 times in the last 48 hours
                          • 3 BR
                          • 3 BA
                          • 2900 sq. ft.
                          avg/night
                          Villa #992980
                          Favorite
                            Viewed 30 times in the last 48 hours
                            • 4 BR
                            • 3 BA
                            • 2400 sq. ft.
                            Exceptional! 5/5
                            (5 reviews)
                            avg/night
                            Bungalow #847434
                            5
                            Favorite
                              Viewed 95 times in the last 48 hours
                              Premier Partner
                              • 5 BR
                              • 4 BA
                              • 1 HF BA
                              • 4500 sq. ft.
                              Wonderful! 4.9/5
                              (51 reviews)
                              avg/night
                              Villa #3553702ha
                              51
                              Favorite
                                Viewed 35 times in the last 48 hours
                                • 2 BR
                                • 2 BA
                                Wonderful! 4.9/5
                                (11 reviews)
                                avg/night
                                Cottage #507525
                                11
                                Favorite
                                  Viewed 52 times in the last 48 hours
                                  Premier Partner
                                  • 3 BR
                                  • 2 BA
                                  • 1 HF BA
                                  • 2200 sq. ft.
                                  Wonderful! 4.8/5
                                  (35 reviews)
                                  avg/night
                                  Villa #374967
                                  35
                                  Favorite
                                    Viewed 96 times in the last 48 hours
                                    Premier Partner
                                    • 3 BR
                                    • 1 BA
                                    • 1 HF BA
                                    Wonderful! 4.8/5
                                    (25 reviews)
                                    avg/night
                                    Cottage #957023ha
                                    25
                                    Favorite
                                      Viewed 62 times in the last 48 hours
                                      • 3 BR
                                      • 3 BA
                                      • 1 HF BA
                                      • 4000 sq. ft.
                                      Wonderful! 4.9/5
                                      (7 reviews)
                                      avg/night
                                      Villa #795088
                                      7
                                      Favorite
                                        Viewed 84 times in the last 48 hours
                                        • 2 BR
                                        • 2 BA
                                        • 1200 sq. ft.
                                        Exceptional! 5/5
                                        (31 reviews)
                                        avg/night
                                        Condo #3005891ha
                                        31
                                        Favorite
                                          Viewed 128 times in the last 48 hours
                                          • 3 BR
                                          • 3 BA
                                          • 3000 sq. ft.
                                          avg/night
                                          Villa #1191012
                                          1
                                          Favorite
                                            Viewed 56 times in the last 48 hours
                                            • 4 BR
                                            • 3 BA
                                            • 2500 sq. ft.
                                            avg/night
                                            Villa #731471
                                            2
                                            Favorite
                                              Viewed 15 times in the last 48 hours
                                              • 2 BR
                                              • 2 BA
                                              • 2025 sq. ft.
                                              Wonderful! 4.9/5
                                              (17 reviews)
                                              avg/night
                                              Cottage #315297
                                              17
                                              Favorite
                                                Viewed 51 times in the last 48 hours
                                                • 2 BR
                                                • 2 BA
                                                • 1 HF BA
                                                • 1300 sq. ft.
                                                Wonderful! 4.8/5
                                                (6 reviews)
                                                avg/night
                                                Villa #926930
                                                6
                                                Favorite
                                                  Viewed 61 times in the last 48 hours
                                                  • 4 BR
                                                  • 4 BA
                                                  Exceptional! 5/5
                                                  (9 reviews)
                                                  avg/night
                                                  Villa #874187
                                                  9
                                                  Favorite
                                                    Viewed 42 times in the last 48 hours
                                                    • 3 BR
                                                    • 2 BA
                                                    • 2000 sq. ft.
                                                    Wonderful! 4.9/5
                                                    (15 reviews)
                                                    avg/night
                                                    Villa #491557
                                                    15
                                                    Favorite
                                                      Viewed 54 times in the last 48 hours
                                                      • 3 BR
                                                      • 2 BA
                                                      • 2890 sq. ft.
                                                      Exceptional! 5/5
                                                      (9 reviews)
                                                      avg/night
                                                      Villa #815169
                                                      9
                                                      Favorite
                                                        Viewed 110 times in the last 48 hours
                                                        • 4 BR
                                                        • 2 BA
                                                        • 1 HF BA
                                                        • 2000 sq. ft.
                                                        Exceptional! 5/5
                                                        (7 reviews)
                                                        avg/night
                                                        Villa #655982
                                                        7
                                                        Favorite
                                                          Viewed 17 times in the last 48 hours
                                                          • 1 BR
                                                          • 1 BA
                                                          • 675 sq. ft.
                                                          avg/night
                                                          House #4449243ha
                                                          Favorite
                                                            Viewed 36 times in the last 48 hours
                                                            • 2 BR
                                                            • 1 BA
                                                            avg/night
                                                            Cottage #967535
                                                            1
                                                            Favorite
                                                              Viewed 135 times in the last 48 hours
                                                              • 2 BR
                                                              • 2 BA
                                                              • 1 HF BA
                                                              • 1100 sq. ft.
                                                              Excellent! 4.6/5
                                                              (5 reviews)
                                                              avg/night
                                                              Townhome #694163
                                                              5
                                                              Favorite
                                                                Viewed 57 times in the last 48 hours
                                                                • 1 BR
                                                                • 1 BA
                                                                • 750 sq. ft.
                                                                Exceptional! 5/5
                                                                (29 reviews)
                                                                avg/night
                                                                Cottage #774290
                                                                29
                                                                Favorite
                                                                  Viewed 179 times in the last 48 hours
                                                                  • 8 BR
                                                                  • 7 BA
                                                                  • 6000 sq. ft.
                                                                  Exceptional! 5/5
                                                                  (7 reviews)
                                                                  avg/night
                                                                  Villa #928024
                                                                  7
                                                                  Favorite
                                                                    Viewed 81 times in the last 48 hours
                                                                    • 4 BR
                                                                    • 3 BA
                                                                    • 5600 sq. ft.
                                                                    Wonderful! 4.9/5
                                                                    (17 reviews)
                                                                    avg/night
                                                                    Villa #845901
                                                                    17
                                                                    Favorite
                                                                      Viewed 62 times in the last 48 hours
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • 1 HF BA
                                                                      • 1500 sq. ft.
                                                                      Very Good! 4.2/5
                                                                      (12 reviews)
                                                                      avg/night
                                                                      Villa #789046
                                                                      12
                                                                      Favorite
                                                                        Viewed 163 times in the last 48 hours
                                                                        • 5 BR
                                                                        • 2 BA
                                                                        • 1900 sq. ft.
                                                                        Exceptional! 5/5
                                                                        (7 reviews)
                                                                        avg/night
                                                                        Villa #655983
                                                                        7
                                                                        Favorite
                                                                          Viewed 141 times in the last 48 hours
                                                                          • 5 BR
                                                                          • 3 BA
                                                                          • 2600 sq. ft.
                                                                          Exceptional! 5/5
                                                                          (13 reviews)
                                                                          avg/night
                                                                          Villa #490903
                                                                          13
                                                                          Favorite
                                                                            Viewed 60 times in the last 48 hours
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            Wonderful! 4.8/5
                                                                            (6 reviews)
                                                                            avg/night
                                                                            Villa #421599
                                                                            6
                                                                            Favorite
                                                                              Viewed 34 times in the last 48 hours
                                                                              • 3 BR
                                                                              • 3 BA
                                                                              • 1 HF BA
                                                                              • 3000 sq. ft.
                                                                              avg/night
                                                                              Villa #893860
                                                                              Favorite
                                                                                Viewed 278 times in the last 48 hours
                                                                                • 5 BR
                                                                                • 4 BA
                                                                                • 1 HF BA
                                                                                • 2600 sq. ft.
                                                                                avg/night
                                                                                Villa #750221
                                                                                2
                                                                                Favorite
                                                                                  Viewed 72 times in the last 48 hours
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • 675 sq. ft.
                                                                                  Wonderful! 4.9/5
                                                                                  (73 reviews)
                                                                                  avg/night
                                                                                  Apartment #942102ha
                                                                                  73
                                                                                  Favorite
                                                                                    Viewed 14 times in the last 48 hours
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    avg/night
                                                                                    Cottage #1042280
                                                                                    1
                                                                                    Favorite
                                                                                      Viewed 88 times in the last 48 hours
                                                                                      • 3 BR
                                                                                      • 3 BA
                                                                                      • 1 HF BA
                                                                                      Exceptional! 5/5
                                                                                      (25 reviews)
                                                                                      avg/night
                                                                                      House #305299
                                                                                      25
                                                                                      Favorite
                                                                                        Viewed 105 times in the last 48 hours
                                                                                        • 5 BR
                                                                                        • 4 BA
                                                                                        • 1 HF BA
                                                                                        • 4600 sq. ft.
                                                                                        Wonderful! 4.9/5
                                                                                        (11 reviews)
                                                                                        avg/night
                                                                                        Villa #613851
                                                                                        11
                                                                                        Favorite
                                                                                          Viewed 7 times in the last 48 hours
                                                                                          • 3 BR
                                                                                          • 3 BA
                                                                                          avg/night
                                                                                          Villa #3679170ha
                                                                                          Favorite
                                                                                            Viewed 38 times in the last 48 hours
                                                                                            • 3 BR
                                                                                            • 1386 sq. ft.
                                                                                            Excellent! 4.5/5
                                                                                            (26 reviews)
                                                                                            avg/night
                                                                                            Cottage #366784ha
                                                                                            26
                                                                                            Favorite
                                                                                              Viewed 95 times in the last 48 hours
                                                                                              • 3 BR
                                                                                              • 3 BA
                                                                                              • 2200 sq. ft.
                                                                                              avg/night
                                                                                              Townhome #784253
                                                                                              3
                                                                                              Favorite
                                                                                                Viewed 191 times in the last 48 hours
                                                                                                • 3 BR
                                                                                                • 3 BA
                                                                                                • 1 HF BA
                                                                                                • 4500 sq. ft.
                                                                                                Wonderful! 4.9/5
                                                                                                (8 reviews)
                                                                                                avg/night
                                                                                                House #3487029ha
                                                                                                8
                                                                                                Favorite
                                                                                                  Viewed 78 times in the last 48 hours
                                                                                                  • 3 BR
                                                                                                  • 3 BA
                                                                                                  • 1 HF BA
                                                                                                  • 1500 sq. ft.
                                                                                                  avg/night
                                                                                                  Villa #750222
                                                                                                  1
                                                                                                  Favorite
                                                                                                    Viewed 37 times in the last 48 hours
                                                                                                    • 5 BR
                                                                                                    • 5 BA
                                                                                                    • 1 HF BA
                                                                                                    avg/night
                                                                                                    Villa #959691
                                                                                                    3
                                                                                                    Favorite
                                                                                                      Viewed 32 times in the last 48 hours
                                                                                                      • 4 BR
                                                                                                      • 4 BA
                                                                                                      avg/night
                                                                                                      Villa #8530232ha
                                                                                                       

                                                                                                      Recent Leeward Settlement Reviews

                                                                                                      Convenient Condo

                                                                                                      5 of 5
                                                                                                      The condo is just as described. It is on the first level with a few short steps to the pool and about a 5-10 min walk to the beach where there were always lounge chairs for use by the condo guests. There were pool toys on the patio and the pool was never crowded. Very convenient to have a washer and dryer in the unit and kitchen was stocked with numerous pantry items, so you didn't have to buy everything from scratch. It is a short drive to town and we do recommend renting a car, as multiple taxi rides can get quite pricey. We stayed the week before Christmas and although you could see the devastation from the hurricanes, in no way did it affect our vacation. The beaches were breathtaking. Make sure to take trips to other beaches on the islands, as they all have a personality of their own. Overall, a wonderful stay!
                                                                                                      • Submitted: Jan 03, 2018
                                                                                                      • Stayed: Dec 2017

                                                                                                      Great View, Relaxing, Private, Well Stocked!

                                                                                                      5 of 5
                                                                                                      Carol, thank you for making our first trip to the Caribbean a wonderful and relaxing experience! When we started looking at vacation spots, we kept getting drawn back to your property. We wanted something private, well stocked, with a great view. We were so pleased when we got there, and we loved every second! The week we were there, we drove all over the Island (thanks for the car rental discount!), and I think my favorite view of the ocean on Provo was sitting right in your pool. The apartment was cozy, comfortable, clean and very well stocked with everything from spices to body wash. When we thought of something we needed, we usually found it tucked away neatly in a well-organised drawer. We appreciated having access to the snorkel equipment (many different sizes!) and the beach chairs and umbrella. I loved having coffee sitting out by the pool in the mornings. Your pool is amazing, by the way. I usually started and ended the day there. Even though you were not there with us at the time, you always quickly responded to our emails when we had questions, or your property manager was able to come quickly to help with anything. Thank you for the discount with Big Blue. One of our favorite experiences was snorkeling with the dolphins on our tour! We snorkeled every day, and loved the nice snorkel spots right off the beach. Bight Reef was wonderful. Thank you for all of your detailed directions to the beaches on North and Middle Caicos Islands. We would not have gotten to see some of those had we not had your trusty directions! We saw a nurse shark off of Three Mary Cays! We explored many of the restaurant suggestions in your Johnson's Guide to Provo. We appreciated that there were different levels for expenses, so we could make sure to stay in the middle section and not spend too much going out to eat. My favorite places were Hemingway's and Bugaloos. (I highly recommend the coconut cracked conch there!) We were sad to leave, and we think often of your little place by the sea. We keep talking about "When we go back..." I think you may have another repeat guest! We've recommended your place to everyone looking for a nice private place with a great view of the Caribbean! Thank you!
                                                                                                      • Submitted: Dec 14, 2017
                                                                                                      • Stayed: Jun 2017