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Lower Florida Keys(173)

Sunset and Ocean View in Key West's Truman Annex with 2 Bikes and Pool Access
    2 Bedrooms,
  • 1 Bathroom
  • , Sleeps 4
Book it Now!
7 night Minimum Stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
#244472
    (61)
    Ocean Breeze Suites-3 Bd, 3 Bath with loft Sleeps 10
      3 Bedrooms,
    • 3 Bathrooms
    • , Sleeps 10
    Book it Now!
    2 - 4 night Minimum Stay
    • 3 BR,
    • 3 BA,
    • Sleeps 10
    #367100
      (12)
      Charming Condo in Old Town Key West's Truman Annex
        1 Bedrooms,
      • 1 Bathroom
      • , Sleeps 2
      Book it Now!
      7 night Minimum Stay
      • 1 BR,
      • 1 BA,
      • Sleeps 2
      #290407
        (32)
        Key West Condo in Truman Annex with Whirlpool Tub, 2 Bikes, & Access to Pool!
          2 Bedrooms, Sleeps 4
        Book it Now!
        7 night Minimum Stay
        • 2 BR,
        • Sleeps 4
        #938538
          (18)
          Charming, Romantic, Funky, Cozy, Unique, Beautiful, Island Charm, Beach, Ocean
            1 Bedrooms,
          • 1 Bathroom
          • , Sleeps 2
          Book it Now!
          2 - 3 night Minimum Stay
          • 1 BR,
          • 1 BA,
          • Sleeps 2
          #972748
            (8)
            Oceanfront Acre Heated Private Pool Sandy Area Dock 15 Min Key West
              3 Bedrooms,
            • 2 Bathrooms
            • , Sleeps 10
            7 night Minimum Stay
            • 3 BR,
            • 2 BA,
            • Sleeps 10
            #317093
              (51)
              Ocean Perch , Dock 80'Heated Pool Deep Channel Tennis 15 min Key West
                2 Bedrooms,
              • 2 Bathrooms
              • , Sleeps 6
              7 night Minimum Stay
              • 2 BR,
              • 2 BA,
              • Sleeps 6
              #315267
                (45)
                Private Luxury in Prestigious Casa Marina Neighborhood
                  3 Bedrooms,
                • 3 Bathrooms
                • 1 Half Bath
                • , Sleeps 7
                28 night Minimum Stay
                • 3 BR,
                • 3 BA,
                • 1 HF BA,
                • Sleeps 7
                #298674
                  (14)
                  STEPS FROM DUVAL! LUXURIOUS, SLEEPS 2-4, OLD TOWN
                    1 Bedrooms,
                  • 1 Bathroom
                  • , Sleeps 4
                  • 1 BR,
                  • 1 BA,
                  • Sleeps 4
                  #966039
                    (17)
                    Walk to the beach!
                      1 Bedrooms,
                    • 1 Bathroom
                    • , Sleeps 2
                    $2,146 - $2,884
                    per month
                    Book it Now!
                    28 night Minimum Stay
                    • 1 BR,
                    • 1 BA,
                    • Sleeps 2
                    #392129
                      (5)
                      HGTV Featured Home - Boaters Paradise! Waterfront Key West Home
                        3 Bedrooms,
                      • 2 Bathrooms
                      • , Sleeps 6
                      28 night Minimum Stay
                      • 3 BR,
                      • 2 BA,
                      • Sleeps 6
                      #277391
                        (33)
                        Full Month Discounts Now Available in Truman Annex, Key West
                          2 Bedrooms,
                        • 2 Bathrooms
                        • 1 Half Bath
                        • , Sleeps 5
                        7 night Minimum Stay
                        • 2 BR,
                        • 2 BA,
                        • 1 HF BA,
                        • Sleeps 5
                        #982960
                          (12)
                          New Home in Gated Community with Oceanview, Pool & Dock! MM21!
                            2 Bedrooms,
                          • 3 Bathrooms
                          • , Sleeps 6
                          • 2 BR,
                          • 3 BA,
                          • Sleeps 6
                          #356519vb
                            (14)
                            Private Yacht 3 blocks from Duval Street & Sloppy Joe's
                              3 Bedrooms, Sleeps 6
                            2 - 5 night Minimum Stay
                            • 3 BR,
                            • Sleeps 6
                            #390580vb
                              (21)
                              Ocean Suite at the Galleon Resort
                                2 Bedrooms,
                              • 2 Bathrooms
                              • , Sleeps 8
                              $495 - $695
                              per night
                              Book it Now!
                              2 - 4 night Minimum Stay
                              • 2 BR,
                              • 2 BA,
                              • Sleeps 8
                              #929000
                                (4)
                                Oceanfront Condominium - Key West Oceanfront at the Coral Reef
                                  2 Bedrooms,
                                • 2 Bathrooms
                                • , Sleeps 6
                                4 - 5 night Minimum Stay
                                • 2 BR,
                                • 2 BA,
                                • Sleeps 6
                                #154612
                                  (34)
                                  Key West Boat & Breakfast, Reef Sailing Trips, ASA sailing coming soon
                                    2 Bedrooms,
                                  • 2 Bathrooms
                                  • , Sleeps 4
                                  2 - 3 night Minimum Stay
                                  • 2 BR,
                                  • 2 BA,
                                  • Sleeps 4
                                  #229193
                                    (19)
                                    'CASA LOUISA @ UPPER DUVAL': Historic Conch Cottage & Pool 1/2 Block off Duval..
                                      3 Bedrooms,
                                    • 2 Bathrooms
                                    • , Sleeps 8
                                    4 night Minimum Stay
                                    • 3 BR,
                                    • 2 BA,
                                    • Sleeps 8
                                    #135603
                                      (45)
                                      'WINDOWS ON THE GULF @ THE ANNEX': Lavish Oceanfront 2BR/2.5BA Penthouse Condo..
                                        2 Bedrooms,
                                      • 2 Bathrooms
                                      • 1 Half Bath
                                      • , Sleeps 6
                                      7 night Minimum Stay
                                      • 2 BR,
                                      • 2 BA,
                                      • 1 HF BA,
                                      • Sleeps 6
                                      #390177
                                        (13)
                                        'VILLA BAHAMA @ THE FOUNDRY': Luxury 2BR/2.5BA Townhome in Truman Annex...
                                          2 Bedrooms,
                                        • 2 Bathrooms
                                        • 1 Half Bath
                                        • , Sleeps 6
                                        7 night Minimum Stay
                                        • 2 BR,
                                        • 2 BA,
                                        • 1 HF BA,
                                        • Sleeps 6
                                        #390213
                                          (12)
                                          Seas The Keys! Vacation Paradise on Deep Water Flow Through Canal
                                            3 Bedrooms,
                                          • 3 Bathrooms
                                          • , Sleeps 8
                                          Book it Now!
                                          7 night Minimum Stay
                                          • 3 BR,
                                          • 3 BA,
                                          • Sleeps 8
                                          #436601vb
                                            (3)
                                            'PARADISE @ GARRISON BIGHT': Large 5BR/4BA Waterfront Home + Private Dock...
                                              5 Bedrooms,
                                            • 4 Bathrooms
                                            • , Sleeps 14
                                            4 night Minimum Stay
                                            • 5 BR,
                                            • 4 BA,
                                            • Sleeps 14
                                            #390212
                                              (25)
                                              'OLD TOWN OASIS @ TRUMAN ANNEX': Luxurious 2BR/2BA Condo + Oceanside Pool...
                                                2 Bedrooms,
                                              • 2 Bathrooms
                                              • , Sleeps 6
                                              7 night Minimum Stay
                                              • 2 BR,
                                              • 2 BA,
                                              • Sleeps 6
                                              #390175
                                                (23)
                                                Salida del Sol - Waterfront Key West Resort Style Home w/Pool & Beach
                                                  2 Bedrooms,
                                                • 2 Bathrooms
                                                • , Sleeps 6
                                                Book it Now!
                                                3 night Minimum Stay
                                                • 2 BR,
                                                • 2 BA,
                                                • Sleeps 6
                                                #3498085
                                                  (3)
                                                  'GULFSIDE VISTAS @ TRUMAN ANNEX': Lavish Oceanfront 2BR/2.5BA Penthouse Condo...
                                                    2 Bedrooms,
                                                  • 2 Bathrooms
                                                  • 1 Half Bath
                                                  • , Sleeps 5
                                                  7 night Minimum Stay
                                                  • 2 BR,
                                                  • 2 BA,
                                                  • 1 HF BA,
                                                  • Sleeps 5
                                                  #904145
                                                    (19)
                                                    Tiki Beach Too, Charming Townhome, Old Town, Pool Access, great porch!
                                                      2 Bedrooms,
                                                    • 1 Bathroom
                                                    • , Sleeps 6
                                                    Book it Now!
                                                    7 night Minimum Stay
                                                    • 2 BR,
                                                    • 1 BA,
                                                    • Sleeps 6
                                                    #3539485
                                                      Luxury Spacious Townhouse overlooking Pool w/ water view & 2 Bikes
                                                        1 Bedrooms,
                                                      • 1 Bathroom
                                                      • , Sleeps 4
                                                      3 - 5 night Minimum Stay
                                                      • 1 BR,
                                                      • 1 BA,
                                                      • Sleeps 4
                                                      #3472045
                                                        (8)
                                                        Luxury New Home with Pool/Dock on the Atlantic Near Key West
                                                          2 Bedrooms,
                                                        • 3 Bathrooms
                                                        • , Sleeps 6
                                                        3 night Minimum Stay
                                                        • 2 BR,
                                                        • 3 BA,
                                                        • Sleeps 6
                                                        #3020462
                                                          (20)
                                                          'PUERTA CORALINA @ SOLARES HILL': Charming 2BR/3BA Cottage, 2 Master Suites...
                                                            2 Bedrooms,
                                                          • 3 Bathrooms
                                                          • , Sleeps 6
                                                          4 night Minimum Stay
                                                          • 2 BR,
                                                          • 3 BA,
                                                          • Sleeps 6
                                                          #904144
                                                            (22)
                                                            'SOUTHERNMOST COMFORT @ CASA EAST': Stunning 4BR/4.5BA Home w/ Cottage & Pool...
                                                              4 Bedrooms,
                                                            • 4 Bathrooms
                                                            • 1 Half Bath
                                                            • , Sleeps 8
                                                            28 night Minimum Stay
                                                            • 4 BR,
                                                            • 4 BA,
                                                            • 1 HF BA,
                                                            • Sleeps 8
                                                            #990995
                                                              (11)