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(1,204)

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White Ibis Inn - Oceanview Estate. Summer Special!
    4 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 14
$400 - $560
per night

White Ibis Inn - Oceanview Estate. Summer Special!

Book it Now!
5 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 14
  1. Lower Florida Keys >
  2. Cudjoe Key House
#951852
    16 Reviews
    Sunset and Ocean View in Key West's Truman Annex with 2 Bikes and Pool Access
      2 Bedrooms,
    • 1 Bathroom
      • , Sleeps 4
    $1,100 - $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
        (13)
        Charming Condo in Old Town Key West's Truman Annex
          1 Bedrooms,
        • 1 Bathroom
          • , Sleeps 2
        $1,000 - $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
          $1,100 - $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
            (19)
            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
              $139 - $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)
                  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
                    (6)
                    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
                      (18)
                      'PUERTA CORALINA @ SOLARES HILL': Charming 2BR/3BA Cottage, 2 Master Suites...
                        2 Bedrooms,
                      • 3 Bathrooms
                        • , Sleeps 6
                      $236 - $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
                        (24)
                        'GULFSIDE VISTAS @ TRUMAN ANNEX': Lavish Oceanfront 2BR/2.5BA Penthouse Condo...
                          2 Bedrooms,
                        • 2 Bathrooms, 
                        • 1 Half Bath
                          • , Sleeps 5
                        $2,172 - $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
                          (21)
                          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)
                            Private Yacht 3 blocks from Duval Street & Sloppy Joe's
                              3 Bedrooms, Sleeps 6
                            $450 - $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)
                              'WINDOWS ON THE GULF @ THE ANNEX': Lavish Oceanfront 2BR/2.5BA Penthouse Condo..
                                2 Bedrooms,
                              • 2 Bathrooms, 
                              • 1 Half Bath
                                • , Sleeps 6
                              $2,390 - $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)
                                Luxury New Home with Pool/Dock on the Atlantic Near Key West
                                  2 Bedrooms,
                                • 3 Bathrooms
                                  • , Sleeps 6
                                $194 - $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
                                  (21)
                                  Location, Location, Location! Ocean View, Lagoon Beach Front
                                    3 Bedrooms,
                                  • 2 Bathrooms
                                    • , Sleeps 10
                                  $360
                                  per night

                                  Location, Location, Location! Ocean View, Lagoon Beach Front

                                  3 night minimum stay
                                  • 3 BR,
                                  • 2 BA,
                                  • Sleeps 10
                                  1. Lower Florida Keys >
                                  2. Key West House Boat
                                  #903627
                                    (15)
                                    'CONCH CASA GRANDE @ THE ANNEX': Enormous 7BR/7BA in Truman Annex...
                                      7 Bedrooms,
                                    • 7 Bathrooms
                                      • , Sleeps 12
                                    $7,241 - $12,900
                                    per week

                                    'CONCH CASA GRANDE @ THE ANNEX': Enormous 7BR/7BA in Truman Annex...

                                    7 night minimum stay
                                    • 7 BR,
                                    • 7 BA,
                                    • Sleeps 12
                                    1. Lower Florida Keys >
                                    2. Key West House
                                    #390171
                                      (13)
                                      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
                                        (9)
                                        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)
                                          'SEA CAPTAIN'S HAVEN @ THE ANNEX': Immaculate Villa near Duval & Sunset Pier...
                                            2 Bedrooms,
                                          • 2 Bathrooms, 
                                          • 1 Half Bath
                                            • , Sleeps 6
                                          $2,052 - $3,700
                                          per week

                                          'SEA CAPTAIN'S HAVEN @ THE ANNEX': Immaculate Villa near Duval & Sunset Pier...

                                          7 night minimum stay
                                          • 2 BR,
                                          • 2 BA,
                                          • 1 HF BA,
                                          • Sleeps 6
                                          1. Lower Florida Keys >
                                          2. Key West Villa
                                          #996654
                                            (8)
                                            Rare Penthouse 2 bed/2bath additional King in loft
                                              2 Bedrooms,
                                            • 2 Bathrooms
                                              • , Sleeps 8
                                            $495 - $695
                                            per night

                                            Rare Penthouse 2 bed/2bath additional King in loft

                                            Book it Now!
                                            2 - 4 night minimum stay
                                            • 2 BR,
                                            • 2 BA,
                                            • Sleeps 8
                                            1. Lower Florida Keys >
                                            2. Key West Condo
                                            #929000
                                              (4)
                                              'EDEN @ THE ANNEX': 2BR/1.5BA Old Town Villa near Beach & Sunset Pier...
                                                2 Bedrooms,
                                              • 1 Bathroom, 
                                              • 1 Half Bath
                                                • , Sleeps 6
                                              $1,328 - $2,500
                                              per week

                                              'EDEN @ THE ANNEX': 2BR/1.5BA Old Town Villa near Beach & Sunset Pier...

                                              7 night minimum stay
                                              • 2 BR,
                                              • 1 BA,
                                              • 1 HF BA,
                                              • Sleeps 6
                                              1. Lower Florida Keys >
                                              2. Key West Villa
                                              #390205
                                                (7)
                                                'CASA LOUISA @ UPPER DUVAL': Historic Conch Cottage & Pool 1/2 Block off Duval..
                                                  3 Bedrooms,
                                                • 2 Bathrooms
                                                  • , Sleeps 8
                                                $286 - $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
                                                  (48)
                                                  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)
                                                    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)
                                                      'HIDDEN TREASURE @ CASA EAST': Luxurious 3BR 3BA Villa & Huge Pool near Beach...
                                                        3 Bedrooms,
                                                      • 3 Bathrooms
                                                        • , Sleeps 6
                                                      $5,500 - $14,000
                                                      per month

                                                      'HIDDEN TREASURE @ CASA EAST': Luxurious 3BR 3BA Villa & Huge Pool near Beach...

                                                      28 night minimum stay
                                                      • 3 BR,
                                                      • 3 BA,
                                                      • Sleeps 6
                                                      1. Lower Florida Keys >
                                                      2. Key West House
                                                      #390210
                                                        (8)
                                                        'OLD TOWN OASIS @ TRUMAN ANNEX': Luxurious 2BR/2BA Condo + Oceanside Pool...
                                                          2 Bedrooms,
                                                        • 2 Bathrooms
                                                          • , Sleeps 6
                                                        $2,052 - $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
                                                          (25)
                                                          Salida del Sol - Waterfront Key West Resort Style Home w/Pool & Beach
                                                            2 Bedrooms,
                                                          • 2 Bathrooms
                                                            • , Sleeps 6
                                                          $500 - $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
                                                            (4)
                                                            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)
                                                              • 1 - 30 of 1,204
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