A Florida Lower Keys vacation rental makes a great home away from home in the Florida Keys.

Key West, the southernmost town in the U.S., offers the ultimate laid-back Florida Keys vacation. Key West's palm-lined streets are lined with quaint cottages, lush gardens, sidewalk cafes, open-air bars and funky shops. Guests of Key West vacation rentals can join in the fund each evening as a crowd gathers at Mallory Dock for an impromptu celebration of the spectacular sunset. Other attractions for guests of Key West vacation rentals including snorkeling, diving, fishing and visiting Ernest Hemingway’s home and the John Audubon House.

Other activities in Florida's Lower Keys include basking on the beautiful white sand beach at Bahia Hondo State Park, snorkeling or diving on the Looe Key coral reef, or spotting the tiny Key Deer at National Key Deer Refuge.

Veterans Memorial Park, on Little Duck Key at mile marker 40, is a pet- and family-friendly destination.

Don’t miss out on other great cities. Consider Cudjoe Key rentals or Big Pine Key Vacation Rentals. You're sure to find the perfect Florida Lower Keys vacation rental for a memorable Florida vacation. Reserve your Lower Keys Florida vacation rental now for best selection!

Expand your search for Florida vacation rentals to include Miami vacation rentals and Ft. Lauderdale rentals in South Florida, Destin vacation rentals and Sanibel Island rentals on the Gulf Coast, or Orlando vacation home rentals near Disney.

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Lower Florida Keys: Houses, Condos & More(1,169)

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Sunset and Ocean View in Key West's Truman Annex with 2 Bikes and Pool Access
    2 Bedrooms,
  • 1 Bathroom
    • , Sleeps 4
$1,300 - $1,950
per week

Sunset and Ocean View in Key West's Truman Annex with 2 Bikes and Pool Access

Book it Now!
7 night Minimum Stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
  1. Lower Florida Keys >
  2. Key West Condo
#244472
    (61)
    Ocean Breeze Suites-3 Bd, 3 Bath with loft Sleeps 10
      3 Bedrooms,
    • 3 Bathrooms
      • , Sleeps 10
    $695 - $855
    per night

    Ocean Breeze Suites-3 Bd, 3 Bath with loft Sleeps 10

    Book it Now!
    2 - 4 night Minimum Stay
    • 3 BR,
    • 3 BA,
    • Sleeps 10
    1. Lower Florida Keys >
    2. Key West Condo
    #367100
      (12)
      Charming Condo in Old Town Key West's Truman Annex
        1 Bedrooms,
      • 1 Bathroom
        • , Sleeps 2
      $1,200 - $1,850
      per week

      Charming Condo in Old Town Key West's Truman Annex

      Book it Now!
      7 night Minimum Stay
      • 1 BR,
      • 1 BA,
      • Sleeps 2
      1. Lower Florida Keys >
      2. Key West Condo
      #290407
        (32)
        Key West Condo in Truman Annex with Whirlpool Tub, 2 Bikes, & Access to Pool!
          2 Bedrooms, Sleeps 4
        $1,300 - $1,950
        per week

        Key West Condo in Truman Annex with Whirlpool Tub, 2 Bikes, & Access to Pool!

        Book it Now!
        7 night Minimum Stay
        • 2 BR,
        • Sleeps 4
        1. Lower Florida Keys >
        2. Key West Condo
        #938538
          (18)
          Oceanfront Acre Heated Private Pool Sandy Area Dock 15 Min Key West
            3 Bedrooms,
          • 2 Bathrooms
            • , Sleeps 10
          $1,800 - $2,900
          per week

          Oceanfront Acre Heated Private Pool Sandy Area Dock 15 Min Key West

          7 night Minimum Stay
          • 3 BR,
          • 2 BA,
          • Sleeps 10
          1. Lower Florida Keys >
          2. Key West House
          #317093
            (52)
            Charming, Romantic, Funky, Cozy, Unique, Beautiful, Island Charm, Beach, Ocean
              1 Bedrooms,
            • 1 Bathroom
              • , Sleeps 2
            $149 - $189
            per night

            Charming, Romantic, Funky, Cozy, Unique, Beautiful, Island Charm, Beach, Ocean

            Book it Now!
            2 - 3 night Minimum Stay
            • 1 BR,
            • 1 BA,
            • Sleeps 2
            1. Lower Florida Keys >
            2. Key West Bungalow
            #972748
              (8)
              Ocean Perch , Dock 80'Heated Pool Deep Channel Tennis 15 min Key West
                2 Bedrooms,
              • 2 Bathrooms
                • , Sleeps 6
              $975 - $1,550
              per week

              Ocean Perch , Dock 80'Heated Pool Deep Channel Tennis 15 min Key West

              7 night Minimum Stay
              • 2 BR,
              • 2 BA,
              • Sleeps 6
              1. Lower Florida Keys >
              2. Key West House
              #315267
                (45)
                'CASA LOUISA @ UPPER DUVAL': Historic Conch Cottage & Pool 1/2 Block off Duval..
                  3 Bedrooms,
                • 2 Bathrooms
                  • , Sleeps 8
                $400 - $750
                per night

                'CASA LOUISA @ UPPER DUVAL': Historic Conch Cottage & Pool 1/2 Block off Duval..

                4 night Minimum Stay
                • 3 BR,
                • 2 BA,
                • Sleeps 8
                1. Lower Florida Keys >
                2. Key West Cottage
                #135603
                  (45)
                  STEPS FROM DUVAL! LUXURIOUS, SLEEPS 2-4, OLD TOWN
                    1 Bedrooms,
                  • 1 Bathroom
                    • , Sleeps 4

                  STEPS FROM DUVAL! LUXURIOUS, SLEEPS 2-4, OLD TOWN

                  • 1 BR,
                  • 1 BA,
                  • Sleeps 4
                  1. Lower Florida Keys >
                  2. Key West Condo
                  #966039
                    (17)
                    Private Luxury in Prestigious Casa Marina Neighborhood
                      3 Bedrooms,
                    • 3 Bathrooms, 
                    • 1 Half Bath
                      • , Sleeps 7
                    $3,500 - $8,800
                    per month

                    Private Luxury in Prestigious Casa Marina Neighborhood

                    28 night Minimum Stay
                    • 3 BR,
                    • 3 BA,
                    • 1 HF BA,
                    • Sleeps 7
                    1. Lower Florida Keys >
                    2. Key West House
                    #298674
                      (14)
                      Walk to the beach!
                        1 Bedrooms,
                      • 1 Bathroom
                        • , Sleeps 2
                      $2,146 - $2,884
                      per month

                      Walk to the beach!

                      Book it Now!
                      28 night Minimum Stay
                      • 1 BR,
                      • 1 BA,
                      • Sleeps 2
                      1. Lower Florida Keys >
                      2. Key West Studio
                      #392129
                        (5)
                        Full Month Discounts Now Available in Truman Annex, Key West
                          2 Bedrooms,
                        • 2 Bathrooms, 
                        • 1 Half Bath
                          • , Sleeps 5
                        $1,750 - $2,751
                        per week

                        Full Month Discounts Now Available in Truman Annex, Key West

                        7 night Minimum Stay
                        • 2 BR,
                        • 2 BA,
                        • 1 HF BA,
                        • Sleeps 5
                        1. Lower Florida Keys >
                        2. Key West Condo
                        #982960
                          (12)
                          HGTV Featured Home - Boaters Paradise! Waterfront Key West Home
                            3 Bedrooms,
                          • 2 Bathrooms
                            • , Sleeps 6
                          $6,409 - $7,196
                          per month

                          HGTV Featured Home - Boaters Paradise! Waterfront Key West Home

                          28 night Minimum Stay
                          • 3 BR,
                          • 2 BA,
                          • Sleeps 6
                          1. Lower Florida Keys >
                          2. Key West House
                          #277391
                            (33)
                            Ocean Suite at the Galleon Resort
                              2 Bedrooms,
                            • 2 Bathrooms
                              • , Sleeps 8
                            $495 - $695
                            per night

                            Ocean Suite at the Galleon Resort

                            Book it Now!
                            2 - 4 night Minimum Stay
                            • 2 BR,
                            • 2 BA,
                            • Sleeps 8
                            1. Lower Florida Keys >
                            2. Key West Condo
                            #929000
                              (4)
                              New Home in Gated Community with Oceanview, Pool & Dock! MM21!
                                2 Bedrooms,
                              • 3 Bathrooms
                                • , Sleeps 6

                              New Home in Gated Community with Oceanview, Pool & Dock! MM21!

                              • 2 BR,
                              • 3 BA,
                              • Sleeps 6
                              1. Lower Florida Keys >
                              2. Cudjoe Key House
                              #356519vb
                                (14)
                                Oceanfront Condominium - Key West Oceanfront at the Coral Reef
                                  2 Bedrooms,
                                • 2 Bathrooms
                                  • , Sleeps 6
                                $265 - $495
                                per night

                                Oceanfront Condominium - Key West Oceanfront at the Coral Reef

                                4 - 5 night Minimum Stay
                                • 2 BR,
                                • 2 BA,
                                • Sleeps 6
                                1. Lower Florida Keys >
                                2. Key West Condo
                                #154612
                                  (34)
                                  Key West Boat & Breakfast, Reef Sailing Trips, ASA sailing coming soon
                                    2 Bedrooms,
                                  • 2 Bathrooms
                                    • , Sleeps 4
                                  $320 - $375
                                  per night

                                  Key West Boat & Breakfast, Reef Sailing Trips, ASA sailing coming soon

                                  2 - 3 night Minimum Stay
                                  • 2 BR,
                                  • 2 BA,
                                  • Sleeps 4
                                  1. Lower Florida Keys >
                                  2. Key West Yacht
                                  #229193
                                    (19)
                                    Private Yacht 3 blocks from Duval Street & Sloppy Joe's
                                      3 Bedrooms, Sleeps 6
                                    $575 - $650
                                    per night

                                    Private Yacht 3 blocks from Duval Street & Sloppy Joe's

                                    2 - 5 night Minimum Stay
                                    • 3 BR,
                                    • Sleeps 6
                                    1. Lower Florida Keys >
                                    2. Key West Yacht
                                    #390580vb
                                      (21)
                                      Luxury Spacious Townhouse overlooking Pool w/ water view & 2 Bikes
                                        1 Bedrooms,
                                      • 1 Bathroom
                                        • , Sleeps 4
                                      $185 - $328
                                      per night

                                      Luxury Spacious Townhouse overlooking Pool w/ water view & 2 Bikes

                                      3 - 5 night Minimum Stay
                                      • 1 BR,
                                      • 1 BA,
                                      • Sleeps 4
                                      1. Lower Florida Keys >
                                      2. Key West Townhome
                                      #3472045
                                        (8)
                                        Seas The Keys! Vacation Paradise on Deep Water Flow Through Canal
                                          3 Bedrooms,
                                        • 3 Bathrooms
                                          • , Sleeps 8
                                        $2,100 - $2,450
                                        per week

                                        Seas The Keys! Vacation Paradise on Deep Water Flow Through Canal

                                        Book it Now!
                                        7 night Minimum Stay
                                        • 3 BR,
                                        • 3 BA,
                                        • Sleeps 8
                                        1. Lower Florida Keys >
                                        2. Summerland Key House
                                        #436601vb
                                          (3)
                                          'WINDOWS ON THE GULF @ THE ANNEX': Lavish Oceanfront 2BR/2.5BA Penthouse Condo..
                                            2 Bedrooms,
                                          • 2 Bathrooms, 
                                          • 1 Half Bath
                                            • , Sleeps 6
                                          $3,300 - $5,500
                                          per week

                                          'WINDOWS ON THE GULF @ THE ANNEX': Lavish Oceanfront 2BR/2.5BA Penthouse Condo..

                                          7 night Minimum Stay
                                          • 2 BR,
                                          • 2 BA,
                                          • 1 HF BA,
                                          • Sleeps 6
                                          1. Lower Florida Keys >
                                          2. Key West Condo
                                          #390177
                                            (13)
                                            'VILLA BAHAMA @ THE FOUNDRY': Luxury 2BR/2.5BA Townhome in Truman Annex...
                                              2 Bedrooms,
                                            • 2 Bathrooms, 
                                            • 1 Half Bath
                                              • , Sleeps 6
                                            $1,950 - $3,500
                                            per week

                                            'VILLA BAHAMA @ THE FOUNDRY': Luxury 2BR/2.5BA Townhome in Truman Annex...

                                            7 night Minimum Stay
                                            • 2 BR,
                                            • 2 BA,
                                            • 1 HF BA,
                                            • Sleeps 6
                                            1. Lower Florida Keys >
                                            2. Key West Villa
                                            #390213
                                              (12)
                                              Salida del Sol - Waterfront Key West Resort Style Home w/Pool & Beach
                                                2 Bedrooms,
                                              • 2 Bathrooms
                                                • , Sleeps 6
                                              $520 - $525
                                              per night

                                              Salida del Sol - Waterfront Key West Resort Style Home w/Pool & Beach

                                              Book it Now!
                                              3 night Minimum Stay
                                              • 2 BR,
                                              • 2 BA,
                                              • Sleeps 6
                                              1. Lower Florida Keys >
                                              2. Key West House
                                              #3498085
                                                (3)
                                                'OLD TOWN OASIS @ TRUMAN ANNEX': Luxurious 2BR/2BA Condo + Oceanside Pool...
                                                  2 Bedrooms,
                                                • 2 Bathrooms
                                                  • , Sleeps 6
                                                $2,100 - $3,800
                                                per week

                                                'OLD TOWN OASIS @ TRUMAN ANNEX': Luxurious 2BR/2BA Condo + Oceanside Pool...

                                                7 night Minimum Stay
                                                • 2 BR,
                                                • 2 BA,
                                                • Sleeps 6
                                                1. Lower Florida Keys >
                                                2. Key West Condo
                                                #390175
                                                  (23)
                                                  'GULFSIDE VISTAS @ TRUMAN ANNEX': Lavish Oceanfront 2BR/2.5BA Penthouse Condo...
                                                    2 Bedrooms,
                                                  • 2 Bathrooms, 
                                                  • 1 Half Bath
                                                    • , Sleeps 5
                                                  $2,950 - $5,000
                                                  per week

                                                  'GULFSIDE VISTAS @ TRUMAN ANNEX': Lavish Oceanfront 2BR/2.5BA Penthouse Condo...

                                                  7 night Minimum Stay
                                                  • 2 BR,
                                                  • 2 BA,
                                                  • 1 HF BA,
                                                  • Sleeps 5
                                                  1. Lower Florida Keys >
                                                  2. Key West Condo
                                                  #904145
                                                    (19)
                                                    'PARADISE @ GARRISON BIGHT': Large 5BR/4BA Waterfront Home + Private Dock...
                                                      5 Bedrooms,
                                                    • 4 Bathrooms
                                                      • , Sleeps 14
                                                    $1,200 - $1,800
                                                    per night

                                                    'PARADISE @ GARRISON BIGHT': Large 5BR/4BA Waterfront Home + Private Dock...

                                                    4 night Minimum Stay
                                                    • 5 BR,
                                                    • 4 BA,
                                                    • Sleeps 14
                                                    1. Lower Florida Keys >
                                                    2. Key West Townhome
                                                    #390212
                                                      (25)
                                                      Tiki Beach Too, Charming Townhome, Old Town, Pool Access, great porch!
                                                        2 Bedrooms,
                                                      • 1 Bathroom
                                                        • , Sleeps 6
                                                      $1,195 - $1,895
                                                      per week

                                                      Tiki Beach Too, Charming Townhome, Old Town, Pool Access, great porch!

                                                      Book it Now!
                                                      7 night Minimum Stay
                                                      • 2 BR,
                                                      • 1 BA,
                                                      • Sleeps 6
                                                      1. Lower Florida Keys >
                                                      2. Key West Townhome
                                                      #3539485
                                                        Luxury New Home with Pool/Dock on the Atlantic Near Key West
                                                          2 Bedrooms,
                                                        • 3 Bathrooms
                                                          • , Sleeps 6
                                                        $250 - $310
                                                        per night

                                                        Luxury New Home with Pool/Dock on the Atlantic Near Key West

                                                        3 night Minimum Stay
                                                        • 2 BR,
                                                        • 3 BA,
                                                        • Sleeps 6
                                                        1. Lower Florida Keys >
                                                        2. Cudjoe Key House
                                                        #3020462
                                                          (20)
                                                          'PUERTA CORALINA @ SOLARES HILL': Charming 2BR/3BA Cottage, 2 Master Suites...
                                                            2 Bedrooms,
                                                          • 3 Bathrooms
                                                            • , Sleeps 6
                                                          $350 - $700
                                                          per night

                                                          'PUERTA CORALINA @ SOLARES HILL': Charming 2BR/3BA Cottage, 2 Master Suites...

                                                          4 night Minimum Stay
                                                          • 2 BR,
                                                          • 3 BA,
                                                          • Sleeps 6
                                                          1. Lower Florida Keys >
                                                          2. Key West House
                                                          #904144
                                                            (22)
                                                            'SOUTHERN STAR' @ THE SEAPORT' Renovated Historic 3BR/3BA Home with Pool...
                                                              3 Bedrooms,
                                                            • 3 Bathrooms
                                                              • , Sleeps 6
                                                            $7,000 - $16,000
                                                            per month

                                                            'SOUTHERN STAR' @ THE SEAPORT' Renovated Historic 3BR/3BA Home with Pool...

                                                            28 night Minimum Stay
                                                            • 3 BR,
                                                            • 3 BA,
                                                            • Sleeps 6
                                                            1. Lower Florida Keys >
                                                            2. Key West House
                                                            #390182
                                                              (11)
                                                              • 1 - 30 of 1,169
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