Matecumbe Key Rentals

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

394 Houses

(12) Very Good 

    47

    Private Beachfront Paradise

    Florida Keys / Matecumbe Key

    Matecumbe Key house

    4 8 7 nights min

    • 4 bedrooms
    • sleeps 8
    • 7 nights min
    • Beach / lakeside relaxation
    • Nearest beach 0 mi
    • Swimming pool
    “Nicest rental property we have ever stayed in!!” Beautiful home on spotless white beach! Property has been updated with upscale furnishings throughout. Granite, leather furniture, redone bathrooms. Well stocked for all your vacation needs -- towels
    …see more

    Price per night from

    $573

    Price per night from

    $573

    (9) Excellent 

      16

      ISLAMORADA WATERFRONT PARADISE with FREE DOCKAGE

      Florida Keys / Matecumbe Key

      Matecumbe Key studio

      Studio 2 30 nights min

      • Studio
      • sleeps 2
      • 30 nights min
      • Beach / lakeside relaxation
      • Nearest beach 2 mi
      • Air conditioning
      “Relaxing Weekend Getaway” We love this home! It is on a private dead-end street, and everything is just perfect. Kept the boat right at the dock, fished right there at night, took some nice boat rides through the back country, and relaxed in paradise
      …see more

      Price per night from

      $229

      Price per night from

      $229

        15

        CRYSTAL CLEAR BAY HOME

        Florida Keys / Matecumbe Key

        Matecumbe Key house

        4 8 min stay varies

        • 4 bedrooms
        • sleeps 8
        • min stay varies
        • Ask about children

        Price per night from

        $250

        Price per night from

        $250

        (1) Excellent 

          25

          BEACON REEF 406

          Florida Keys / Matecumbe Key

          Matecumbe Key condo

          2 4 min stay varies

          • 2 bedrooms
          • sleeps 4
          • min stay varies
          • Swimming pool
          • Ask about children

          Price per night from

          $100

          Price per night from

          $100

            24

            Waterfront 3BR w/ Private Beach & Dock - Near Epic Diving & Everglades

            Florida Keys / Matecumbe Key

            Matecumbe Key house

            3 8 30 nights min

            • 3 bedrooms
            • sleeps 8
            • 30 nights min
            • Child Friendly
            • Air conditioning
            • Pet Friendly

            Price per night from

            $404

            Price per night from

            $404

              87

              75651 Overseas Hwy Islamorada Fla Keys Oceanfront

              Florida Keys / Matecumbe Key

              Matecumbe Key apartment

              2 3 28 nights min

              • 2 bedrooms
              • sleeps 3
              • 28 nights min
              • Ask about children
              • Air conditioning
              • Ask about pets

              Price per night from

              $201

              Price per night from

              $201

                52

                Tropical getaway at Executive Bay, heated pool, fish off the dock, tennis

                Florida Keys / Matecumbe Key

                Matecumbe Key house

                2 6 28 nights min

                • 2 bedrooms
                • sleeps 6
                • 28 nights min
                • Swimming pool
                • Child Friendly
                • Air conditioning

                Price per night from

                $148

                Responds fast!
                avg. 1 hour 25 minutes

                Price per night from

                $148

                  22

                  PALMS 313

                  Florida Keys / Matecumbe Key

                  Matecumbe Key condo

                  2 4 min stay varies

                  • 2 bedrooms
                  • sleeps 4
                  • min stay varies
                  • Swimming pool
                  • Ask about children

                  Price per night from

                  $73

                  Price per night from

                  $73

                    27

                    BEACON REEF 503

                    Florida Keys / Matecumbe Key

                    Matecumbe Key condo

                    2 4 min stay varies

                    • 2 bedrooms
                    • sleeps 4
                    • min stay varies
                    • Swimming pool
                    • Ask about children

                    Price per night from

                    $143

                    Price per night from

                    $143

                      25

                      87200OH-A7. Beautiful Florida Keys 3 Bedroom Town Home with Private Beach Access

                      Florida Keys / Matecumbe Key

                      Matecumbe Key house

                      3 8 28 nights min

                      • 3 bedrooms
                      • sleeps 8
                      • 28 nights min
                      • Swimming pool
                      • Child Friendly
                      • Air conditioning

                      Price per night from

                      $199

                      Price per night from

                      $199

                      (1) Excellent 

                        25

                        BEACON REEF 522

                        Florida Keys / Matecumbe Key

                        Matecumbe Key condo

                        2 4 min stay varies

                        • 2 bedrooms
                        • sleeps 4
                        • min stay varies
                        • Swimming pool
                        • Ask about children

                        Price per night from

                        $146

                        Price per night from

                        $146

                        Great rentals within 20 miles that match your search

                        Distance approx 16.92 km from Matecumbe Key

                        (5) Excellent 

                          36

                          Beautiful Condo - Moon Bay - Waterfront - Spectacular Views in Key Largo

                          Florida Keys / Key Largo

                          Key Largo apartment

                          2 6 6 nights min

                          • 2 bedrooms
                          • sleeps 6
                          • 6 nights min
                          • Child Friendly
                          “Excellent Condo” Oly was very accommodating and the place was beautiful and emaculate, the kitchen was fully stocked with everything you need. The beds were very comfortable and the ceiling fans were a nice addition. The facilities were also very clea
                          …see more

                          Price per night from

                          $229

                          Price per night from

                          $229

                          Distance approx 5.17 km from Matecumbe Key Show on Map

                          (3) Excellent 

                          Certificate of Excellence

                            19

                            Escape to Paradise in a Gated Tropical Bayfront Estate (Free Wifi)

                            Key Largo / Tavernier

                            Tavernier house

                            2 4 6 nights min

                            • 2 bedrooms
                            • sleeps 4
                            • 6 nights min
                            • Child Friendly

                            Certificate of Excellence

                            Price per night from

                            $258

                            Price per night from

                            $258

                            Distance approx 12.72 km from Matecumbe Key

                              38

                              Paradise on the water

                              Florida Keys / Key Largo

                              Key Largo house

                              4 8 28 nights min

                              • 4 bedrooms
                              • sleeps 8
                              • 28 nights min
                              • Child Friendly
                              • Air conditioning
                              • Private garden

                              Price per night from

                              $287

                              Responds fast!
                              avg. 1 hour 8 minutes

                              Price per night from

                              $287

                              Distance approx 17.63 km from Matecumbe Key

                              (18) Excellent 

                              Certificate of Excellence

                                16

                                Blue Bungalow

                                Florida Keys / Key Largo

                                Key Largo house

                                1 2 3 nights min

                                • 1 bedroom
                                • sleeps 2
                                • 3 nights min
                                • Air conditioning
                                • Pet Friendly
                                “Fantastic” Amazing little house. All the comforts you could ask for. Can’t beat the price. Definitely would book again!
                                …see more

                                Certificate of Excellence

                                Price per night from

                                $121

                                Responds fast!
                                avg. 1 hour 24 minutes

                                Price per night from

                                $121

                                Distance approx 5.8 km from Matecumbe Key Show on Map

                                (1) Excellent 

                                  23

                                  STUNNING 2 BEDROOM OCEANFRONT SUITE WITH MAGNIFICENT VIEWS

                                  Key Largo / Tavernier

                                  Tavernier condo

                                  2 6 min stay varies

                                  • 2 bedrooms
                                  • sleeps 6
                                  • min stay varies
                                  • Swimming pool
                                  • Child Friendly
                                  • Air conditioning

                                  Price per night from

                                  $275

                                  Price per night from

                                  $275

                                  Distance approx 3.89 km from Matecumbe Key Show on Map

                                    22

                                    Tavernier Dreams

                                    Key Largo / Tavernier

                                    Tavernier house

                                    2 6 30 nights min

                                    • 2 bedrooms
                                    • sleeps 6
                                    • 30 nights min
                                    • Nearest beach 5 mi
                                    • Child Friendly
                                    • Air conditioning

                                    Price per night from

                                    $201

                                    Responds fast!
                                    avg. 2 hours 48 minutes

                                    Price per night from

                                    $201

                                    Distance approx 5.6 km from Matecumbe Key Show on Map

                                      22

                                      Clean Keys 3/3 w/Davits Clear Canal Bay Side/Views Fenced 2Level Tavernier Home

                                      Key Largo / Tavernier

                                      Tavernier house

                                      3 12 28 nights min

                                      • 3 bedrooms
                                      • sleeps 12
                                      • 28 nights min
                                      • Beach / lakeside relaxation
                                      • Child Friendly
                                      • Air conditioning

                                      Price per night from

                                      $184

                                      Responds fast!
                                      avg. 1 hour 26 minutes

                                      Price per night from

                                      $184

                                      Distance approx 11.85 km from Matecumbe Key

                                      (2) Excellent 

                                        24

                                        Elegant Beach Home With Dockage

                                        Florida Keys / Key Largo

                                        Key Largo house

                                        4 12 min stay varies

                                        • 4 bedrooms
                                        • sleeps 12
                                        • min stay varies
                                        • Child Friendly
                                        • Air conditioning
                                        • Pet Friendly

                                        Price per night from

                                        $458

                                        Price per night from

                                        $458

                                        Distance approx 11.07 km from Matecumbe Key

                                        (4) Excellent 

                                          7

                                          Laid Back and Waterfront (Monthly Rental)

                                          Florida Keys / Key Largo

                                          Key Largo house

                                          2 8 30 nights min

                                          • 2 bedrooms
                                          • sleeps 8
                                          • 30 nights min
                                          • Beach / lakeside relaxation
                                          • Child Friendly
                                          • Air conditioning
                                          “Wonderful way to start a new year” We truly enjoyed our stay in Key Largo. The house had everything we needed. We enjoyed fishing in the canal and there were even manatees two different days in the canal. The location of this property is excellent and
                                          …see more

                                          Price per night from

                                          $134

                                          Price per night from

                                          $134

                                          Distance approx 1.06 km from Matecumbe Key Show on Map

                                          (4) Excellent 

                                            19

                                            Bay Front Beauty/ Summer Sea Must See!!!!

                                            Florida Keys / Islamorada

                                            Islamorada condo

                                            1 4 28 nights min

                                            • 1 bedroom
                                            • sleeps 4
                                            • 28 nights min
                                            • Nearest beach 0 mi
                                            • Swimming pool
                                            • Child Friendly

                                            Price per night from

                                            $158

                                            Responds fast!
                                            avg. 17 minutes

                                            Price per night from

                                            $158

                                            Distance approx 11.83 km from Matecumbe Key

                                            (2) Very Good 

                                              44

                                              Sep 3-Dec 1 Open! EZ Ocean Access*Boat Slip*Roof Top Deck*Hot Tub*28 nt min

                                              Florida Keys / Key Largo

                                              Key Largo house

                                              3 6 28 nights min

                                              • 3 bedrooms
                                              • sleeps 6
                                              • 28 nights min
                                              • Beach / lakeside relaxation
                                              • Nearest beach 6 mi
                                              • Swimming pool
                                              “Great Key Largo Rental” We rent homes on the water in the Keys frequently. By far this is the best home we have rented. House is immaculate, fully equipped,and only a short ride to the ocean. On water gas super close. Restaurants within walking di
                                              …see more

                                              Price per night from

                                              $182

                                              Responds fast!
                                              avg. 1 hour 4 minutes

                                              Price per night from

                                              $182

                                              Distance approx 15.82 km from Matecumbe Key

                                                39

                                                Meagan's Beach House - Bayfront Home with Spectacular Sunrise and Sunsets

                                                Florida Keys / Key Largo

                                                Key Largo house

                                                2 6 28 nights min

                                                • 2 bedrooms
                                                • sleeps 6
                                                • 28 nights min
                                                • Child Friendly
                                                • Air conditioning

                                                Price per night from

                                                $287

                                                Price per night from

                                                $287

                                                Distance approx 11.11 km from Matecumbe Key Show on Map

                                                (2) Excellent 

                                                  43

                                                  100' Private Beach Front Ocean Front Estate

                                                  Florida Keys / Islamorada

                                                  Islamorada house

                                                  4 12 min stay varies

                                                  • 4 bedrooms
                                                  • sleeps 12
                                                  • min stay varies
                                                  • Nearest beach 0 mi
                                                  • Swimming pool
                                                  • Child Friendly

                                                  Price per night from

                                                  $950

                                                  Responds fast!
                                                  avg. 2 hours 17 minutes

                                                  Price per night from

                                                  $950

                                                  Distance approx 5.81 km from Matecumbe Key Show on Map

                                                    44

                                                    Experience Island Living ☼ Epic Views ☼ Pool & Cabana Bar + Wifi

                                                    Key Largo / Tavernier

                                                    Tavernier condo

                                                    2 6 min stay varies

                                                    • 2 bedrooms
                                                    • sleeps 6
                                                    • min stay varies
                                                    • Child Friendly

                                                    Price per night from

                                                    $210

                                                    Price per night from

                                                    $210

                                                    Distance approx 1.87 km from Matecumbe Key Show on Map

                                                    (26) Excellent 

                                                      29

                                                      Luxurious Anglers Reef with Boat Slip, Pool, Ocean

                                                      Florida Keys / Islamorada

                                                      Islamorada house

                                                      2 5 7 nights min

                                                      • 2 bedrooms
                                                      • sleeps 5
                                                      • 7 nights min
                                                      • Beach / lakeside relaxation
                                                      • Swimming pool
                                                      • Child Friendly
                                                      “A perfect retreat! Every need anticipated.” Anglers Reef is the ideal spot for a truly relaxing and enjoyable holiday. The owner was so helpful prior to our arrival that we were able settle into our vacation home immediately. It was spotless and ever
                                                      …see more

                                                      Price per night from

                                                      $328

                                                      Responds fast!
                                                      avg. 1 hour 44 minutes

                                                      Price per night from

                                                      $328

                                                      Distance approx 16.14 km from Matecumbe Key

                                                      (3) Very Good 

                                                        38

                                                        Large I Bed. Central Air, Beach, Marina, Docks

                                                        Florida Keys / Key Largo

                                                        Key Largo apartment

                                                        1 3 1 night min

                                                        • 1 bedroom
                                                        • sleeps 3
                                                        • 1 night min
                                                        • Beach / lakeside relaxation
                                                        • Child Friendly
                                                        • Air conditioning
                                                        “Tranquil and friendly” This was a place we found after months of searching and having another owner cancel out on us. We came in with a pre judgement of the place and BOY were we wrong. Everyone is super nice, everyone there(employees and guests) are
                                                        …see more

                                                        Price per night from

                                                        $184

                                                        Responds fast!
                                                        avg. 2 hours 35 minutes

                                                        Price per night from

                                                        $184

                                                        Distance approx 4.77 km from Matecumbe Key Show on Map

                                                          19

                                                          Georgous Sunsets! Beautiful 2 bedroom/2 bath condo- Tamarind Bay Club

                                                          Key Largo / Tavernier

                                                          Tavernier condo

                                                          2 4 60 nights min

                                                          • 2 bedrooms
                                                          • sleeps 4
                                                          • 60 nights min
                                                          • Swimming pool
                                                          • Child Friendly
                                                          • Air conditioning

                                                          Price per night from

                                                          $153

                                                          Responds fast!
                                                          avg. 2 hours 23 minutes

                                                          Price per night from

                                                          $153

                                                          Distance approx 5.51 km from Matecumbe Key Show on Map

                                                            27

                                                            Oceanfront Therapy. Relax and enjoy the Ocean

                                                            Key Largo / Tavernier

                                                            Tavernier house

                                                            3 6 30 nights min

                                                            • 3 bedrooms
                                                            • sleeps 6
                                                            • 30 nights min
                                                            • Child Friendly
                                                            • Air conditioning

                                                            Price per night from

                                                            $161

                                                            Price per night from

                                                            $161

                                                            Distance approx 17.25 km from Matecumbe Key

                                                              18

                                                              A Piece Of Paradise

                                                              Florida Keys / Key Largo

                                                              Key Largo house

                                                              3 6 28 nights min

                                                              • 3 bedrooms
                                                              • sleeps 6
                                                              • 28 nights min
                                                              • Child Friendly

                                                              Price per night from

                                                              $113

                                                              Price per night from

                                                              $113

                                                              Distance approx 12.06 km from Matecumbe Key

                                                                36

                                                                Key Largo Waterfront Estate

                                                                Florida Keys / Key Largo

                                                                Key Largo house

                                                                10 20 7 nights min

                                                                • 10 bedrooms
                                                                • sleeps 20
                                                                • 7 nights min
                                                                • Swimming pool
                                                                • Child Friendly
                                                                • Air conditioning

                                                                Price per night from

                                                                $1,227

                                                                Price per night from

                                                                $1,227

                                                                Distance approx 1 km from Matecumbe Key Show on Map

                                                                  6

                                                                  Beautiful Pool home near Snake Creek in Islamorada with Boat Slip!! New Listing!

                                                                  Florida Keys / Islamorada

                                                                  Islamorada house

                                                                  5 10 30 nights min

                                                                  • 5 bedrooms
                                                                  • sleeps 10
                                                                  • 30 nights min
                                                                  • Swimming pool
                                                                  • Child Friendly
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $382

                                                                  Price per night from

                                                                  $382

                                                                  Distance approx 5.92 km from Matecumbe Key Show on Map

                                                                    39

                                                                    Incredible Marina/Ocean View - Sunrise Breeze at Ocean Pointe

                                                                    Key Largo / Tavernier

                                                                    Tavernier condo

                                                                    2 6 min stay varies

                                                                    • 2 bedrooms
                                                                    • sleeps 6
                                                                    • min stay varies
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    • Air conditioning

                                                                    Price per night from

                                                                    $269

                                                                    Price per night from

                                                                    $269

                                                                    Distance approx 11.9 km from Matecumbe Key

                                                                    (53) Very Good 

                                                                    Certificate of Excellence

                                                                      12

                                                                      Tropical Cottage with Sandy Beach

                                                                      Florida Keys / Key Largo

                                                                      Key Largo cottage

                                                                      2 6 4 nights min

                                                                      • 2 bedrooms
                                                                      • sleeps 6
                                                                      • 4 nights min
                                                                      • Beach / lakeside relaxation
                                                                      • Child Friendly
                                                                      • Air conditioning
                                                                      “Nice, quiet & FUN!” Our kids 5&8 loved the house & exploring around the property. We were pleasantly surprised how quiet it was since the property is just off of highway 1 or Overseas hwy
                                                                      …see more

                                                                      Certificate of Excellence

                                                                      Price per night from

                                                                      $229

                                                                      Price per night from

                                                                      $229

                                                                      Distance approx 11.9 km from Matecumbe Key

                                                                      (28) Excellent 

                                                                      Certificate of Excellence

                                                                        15

                                                                        bayfront beach house with sandy beach

                                                                        Florida Keys / Key Largo

                                                                        Key Largo house

                                                                        4 10 4 nights min

                                                                        • 4 bedrooms
                                                                        • sleeps 10
                                                                        • 4 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Child Friendly
                                                                        • Air conditioning
                                                                        “Great, relaxing vacation” The house was wonderful! It is centrally located in Key Largo. It was roomy enough for 8 of us to have our own space when needed. We were able to gather on the dock and watch the sunsets, on the roomy poorch for meals, or out
                                                                        …see more

                                                                        Certificate of Excellence

                                                                        Price per night from

                                                                        $516

                                                                        Price per night from

                                                                        $516

                                                                        Distance approx 5.54 km from Matecumbe Key Show on Map

                                                                          6

                                                                          STILT HOME- BRING YOUR BOAT OR FISH FROM 40' DOCK

                                                                          Key Largo / Tavernier

                                                                          Tavernier house

                                                                          3 6 30 nights min

                                                                          • 3 bedrooms
                                                                          • sleeps 6
                                                                          • 30 nights min
                                                                          • Ask about children
                                                                          • Air conditioning
                                                                          • Pet Friendly

                                                                          Price per night from

                                                                          $100

                                                                          Price per night from

                                                                          $100

                                                                          Distance approx 5.84 km from Matecumbe Key Show on Map

                                                                            47

                                                                            Mangroves

                                                                            Key Largo / Tavernier

                                                                            Tavernier apartment

                                                                            2 6 min stay varies

                                                                            • 2 bedrooms
                                                                            • sleeps 6
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Child Friendly
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $233

                                                                            Price per night from

                                                                            $233

                                                                            Distance approx 5.84 km from Matecumbe Key Show on Map

                                                                              39

                                                                              Mangroves

                                                                              Key Largo / Tavernier

                                                                              Tavernier apartment

                                                                              1 4 min stay varies

                                                                              • 1 bedroom
                                                                              • sleeps 4
                                                                              • min stay varies
                                                                              • Swimming pool
                                                                              • Child Friendly
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $219

                                                                              Price per night from

                                                                              $219