Vacation Rentals with Hot Tub in Florida Keys

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Filtering by: Jacuzzi or hot tub

384 vacation rentals

(3) Very Good 

    16

    Conch Haven Old Town 1/1 MONTHLY Rental

    Florida Keys / Key West

    Key West apartment

    1 4 30 nights min

    • 1 bedroom
    • sleeps 4
    • 30 nights min
    • Beach / lakeside relaxation
    • Child Friendly
    • Car not necessary

    Price per night from

    $93

    Responds fast!
    avg. 3 hours 4 minutes

    Price per night from

    $93

    (3) Excellent 

      44

      ADVENTURE AWAITS I - MARINER'S CLUB 606 - KEY LARGO RESORT STYLE VACATION HOME

      Florida Keys / Key Largo

      Key Largo townhouse

      4 11 min stay varies

      • 4 bedrooms
      • sleeps 11
      • min stay varies
      • Swimming pool
      • Child Friendly
      • Air conditioning

      Price per night from

      $351

      Price per night from

      $351

      (16) Excellent 

        21

        Islamorada Luxury Waterfront Condo with Boat Slip

        Florida Keys / Islamorada

        Islamorada apartment

        2 6 7 nights min

        • 2 bedrooms
        • sleeps 6
        • 7 nights min
        • Beach / lakeside relaxation
        • Swimming pool
        • Child Friendly
        “Beautifully appointed, waterside condo!” This property is a beautiful, two bedroom condo, very well appointed, with everything we needed for a great stay! Islamorada is a great middle point to see the other parts of the Keys, and close to great restau
        …see more

        Price per night from

        $219

        Responds fast!
        avg. 3 hours 54 minutes

        Price per night from

        $219

        (19) Excellent 

          26

          Spectacular Atlantic Ocean View Condo (MONTHLY)

          Florida Keys / Key West

          Key West apartment

          2 6 28 nights min

          • 2 bedrooms
          • sleeps 6
          • 28 nights min
          • Beach / lakeside relaxation
          • Swimming pool
          • Child Friendly
          “Amazing Views And A Great Condo” My wife and I stayed here on our honeymoon and were absolutely 100% pleased with the condo. I have to honestly say it was the nicest condo either of us have stayed in. The view was amazing and the patio was very tranqu
          …see more

          Price per night from

          $338

          Price per night from

          $338

          (4) Excellent 

            48

            Key West Condo close to the Ocean

            Florida Keys / Key West

            Key West condo

            2 6 3 nights min

            • 2 bedrooms
            • sleeps 6
            • 3 nights min
            • Beach / lakeside relaxation
            • Swimming pool
            • Child Friendly

            Price per night from

            $344

            Responds fast!
            avg. 2 hours 11 minutes

            Price per night from

            $344

            (1) Very Good 

              11

              Magnificent Ocean view with 35' dock , Canal home in gated Venture Out Resort

              Florida Keys / Cudjoe Key

              Cudjoe Key cottage

              2 6 3 nights min

              • 2 bedrooms
              • sleeps 6
              • 3 nights min
              • Child Friendly
              • Pet Friendly

              Price per night from

              $188

              Price per night from

              $188

              (4) Excellent 

                31

                Duck Key Paradise

                Florida Keys / Duck Key

                Duck Key house

                3 9 28 nights min

                • 3 bedrooms
                • sleeps 9
                • 28 nights min
                • Nearest beach 19 mi
                • Swimming pool
                • Child Friendly

                Price per night from

                $308

                Responds fast!
                avg. 13 minutes

                Price per night from

                $308

                  19

                  Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach

                  Florida Keys / Key West

                  Key West townhouse

                  2 6 min stay varies

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

                  Price per night from

                  $456

                  Price per night from

                  $456

                  (40) Excellent 

                    38

                    Key West Beachfront Luxury 2/2 Condo A212 No Hurricane Damage

                    Florida Keys / Key West

                    Key West apartment

                    2 6 min stay varies

                    • 2 bedrooms
                    • sleeps 6
                    • min stay varies
                    • Beach / lakeside relaxation
                    • Nearest beach 0.2 mi
                    • Swimming pool
                    “Perfect place to experience Key West” This is a lovely condo with a tropical, quiet view. Many extras are included: beach towels, bikes, and kitchen supplies. The pool area was our favorite spot, and we had coffee every morning on the balcony with cha
                    …see more

                    Price per night from

                    $401

                    Responds fast!
                    avg. 1 hour 59 minutes

                    Price per night from

                    $401

                      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

                      $293

                      Responds fast!
                      avg. 1 hour 8 minutes

                      Price per night from

                      $293

                        52

                        Colorful beachside condo w/ shared pool & hot tub - see the ocean from your deck

                        Key Largo / Tavernier

                        Tavernier house

                        1 2 28 nights min

                        • 1 bedroom
                        • sleeps 2
                        • 28 nights min
                        • Swimming pool
                        • Child Friendly
                        • Car not necessary

                        Price per night from

                        $107

                        Responds fast!
                        avg. 1 hour 58 minutes

                        Price per night from

                        $107

                        (37) Very Good 

                          38

                          Key Largo 2/2 Tropical Daze Oceanfront Condo

                          Florida Keys / Key Largo

                          Key Largo apartment

                          2 4 3 nights min

                          • 2 bedrooms
                          • sleeps 4
                          • 3 nights min
                          • Beach / lakeside relaxation
                          • Nearest beach 0 mi
                          • Swimming pool
                          “Couldn't be better!!!” If you are looking to rest and relax, look no further.
                          …see more

                          Price per night from

                          $227

                          Responds fast!
                          avg. 59 minutes

                          Price per night from

                          $227

                          (10) Excellent 

                            29

                            Oceanfront Condo - Pool, Beach, Tennis & Marina

                            Key Largo / Tavernier

                            Tavernier condo

                            2 6 min stay varies

                            • 2 bedrooms
                            • sleeps 6
                            • min stay varies
                            • Beach / lakeside relaxation
                            • Swimming pool
                            • Child Friendly

                            Price per night from

                            $209

                            Responds fast!
                            avg. 1 hour 54 minutes

                            Price per night from

                            $209

                            (19) Very Good 

                              18

                              Gorgeous Spa Villa, Marina in Florida Keys

                              Florida Keys / Duck Key

                              Duck Key villa

                              2 6 min stay varies

                              • 2 bedrooms
                              • sleeps 6
                              • min stay varies
                              • Beach / lakeside relaxation
                              • Swimming pool
                              • Child Friendly
                              “Loved it” Just got back from staying in this Villa. We were very happy with everything. The villa was clean & beautifully decorated & the location was perfect. I have stayed in Hawks Cays Villas twice before & this was the nicest. We will stay here
                              …see more

                              Price per night from

                              $175

                              Responds fast!
                              avg. 2 hours 45 minutes

                              Price per night from

                              $175

                              (4) Excellent 

                                22

                                Key West Florida Beachfront Condo

                                Florida Keys / Key West

                                Key West condo

                                2 6 5 nights min

                                • 2 bedrooms
                                • sleeps 6
                                • 5 nights min
                                • Beach / lakeside relaxation
                                • Swimming pool
                                • Child Friendly
                                “Better than the photos” Condo is perfectly located at the beach. Well designed for easy living both inside and out. Great advise on where to visit and eat thanks
                                …see more

                                Price per night from

                                $371

                                Price per night from

                                $371

                                  40

                                  SPACIOUS 2 BEDROOM TROPICAL OASIS WITH FLORIDA BAY SUNSET VIEWS!

                                  Florida Keys / Islamorada

                                  Islamorada condo

                                  2 6 7 nights min

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

                                  Price per night from

                                  $196

                                  Price per night from

                                  $196

                                  (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

                                    $586

                                    Price per night from

                                    $586

                                    (2) Excellent 

                                      17

                                      Incredible Luxury Home with Waterfront!! Paradise

                                      Florida Keys / Islamorada

                                      Islamorada house

                                      5 12 7 nights min

                                      • 5 bedrooms
                                      • sleeps 12
                                      • 7 nights min
                                      • Swimming pool
                                      • Child Friendly
                                      • Air conditioning

                                      Price per night from

                                      $1,423

                                      Price per night from

                                      $1,423

                                      (6) Excellent 

                                        23

                                        Ocean pointe island retreat

                                        Key Largo / Tavernier

                                        Tavernier condo

                                        2 5 min stay varies

                                        • 2 bedrooms
                                        • sleeps 5
                                        • min stay varies
                                        • Beach / lakeside relaxation
                                        • Swimming pool
                                        • Child Friendly

                                        Price per night from

                                        $224

                                        Responds fast!
                                        avg. 3 hours 18 minutes

                                        Price per night from

                                        $224

                                        (85) Very Good 

                                          26

                                          Tropical Escape

                                          Florida Keys / Key West

                                          Key West apartment

                                          2 5 3 nights min

                                          • 2 bedrooms
                                          • sleeps 5
                                          • 3 nights min
                                          • Swimming pool
                                          • Child Friendly
                                          • Air conditioning
                                          “Very comfortable and all around great place to stay.” It was very clean, comfortable and homey. The pool was great and it's very close to Key West and a beach. We really enjoyed our stay. Provided plenty of towels, pool accessories, kitchenware, etc.
                                          …see more

                                          Price per night from

                                          $252

                                          Price per night from

                                          $252

                                            24

                                            Key Colony Beach Home

                                            Florida Keys / Key Colony Beach

                                            Key Colony Beach house

                                            2 6 7 nights min

                                            • 2 bedrooms
                                            • sleeps 6
                                            • 7 nights min
                                            • Nearest beach 1 mi
                                            • Swimming pool
                                            • Child Friendly

                                            Price per night from

                                            $205

                                            Price per night from

                                            $205

                                            (1) Excellent 

                                              24

                                              President's Walk

                                              Florida Keys / Key West

                                              Key West house

                                              2 4 min stay varies

                                              • 2 bedrooms
                                              • sleeps 4
                                              • min stay varies
                                              • Swimming pool
                                              • Child Friendly

                                              Price per night from

                                              $195

                                              Price per night from

                                              $195

                                                0

                                                NEW LISTING! Oceanfront home with private hot tub and amazing ocean views!

                                                Florida Keys / Conch Key

                                                Conch Key house

                                                4 10 28 nights min

                                                • 4 bedrooms
                                                • sleeps 10
                                                • 28 nights min
                                                • Child Friendly
                                                • Car not necessary
                                                • Air conditioning

                                                Price per night from

                                                $297

                                                Responds fast!
                                                avg. 1 hour 58 minutes

                                                Price per night from

                                                $297

                                                  47

                                                  New Rental Sombero Beach

                                                  Marathon / Marathon Shores

                                                  Marathon Shores house

                                                  4 10 7 nights min

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

                                                  Price per night from

                                                  $857

                                                  Price per night from

                                                  $857

                                                    18

                                                    Oceanfront Condo at Ocean Pointe Resort

                                                    Key Largo / Tavernier

                                                    Tavernier condo

                                                    2 6 3 nights min

                                                    • 2 bedrooms
                                                    • sleeps 6
                                                    • 3 nights min
                                                    • Beach / lakeside relaxation
                                                    • Child Friendly

                                                    Price per night from

                                                    $257

                                                    Price per night from

                                                    $257

                                                      26

                                                      Dog-friendly, waterfront home w/ a private pool, hot tub & private beach

                                                      Florida Keys / Islamorada

                                                      Islamorada house

                                                      4 14 7 nights min

                                                      • 4 bedrooms
                                                      • sleeps 14
                                                      • 7 nights min
                                                      • Swimming pool
                                                      • Child Friendly
                                                      • Car not necessary

                                                      Price per night from

                                                      $1,167

                                                      Responds fast!
                                                      avg. 1 hour 58 minutes

                                                      Price per night from

                                                      $1,167

                                                      (15) Very Good 

                                                        28

                                                        Family Retreat ocean front home with private pool

                                                        Florida Keys / Cudjoe Key

                                                        Cudjoe Key house

                                                        6 18 7 nights min

                                                        • 6 bedrooms
                                                        • sleeps 18
                                                        • 7 nights min
                                                        • Beach / lakeside relaxation
                                                        • Nearest beach 13 mi
                                                        • Swimming pool

                                                        Price per night from

                                                        $585

                                                        Price per night from

                                                        $585

                                                        (1) Average 

                                                          29

                                                          Best Kept Secret,Port Largo Villas In Key Largo,FL

                                                          Florida Keys / Key Largo

                                                          Key Largo villa

                                                          2 6 min stay varies

                                                          • 2 bedrooms
                                                          • sleeps 6
                                                          • min stay varies
                                                          • Beach / lakeside relaxation
                                                          • Nearest beach 8 mi
                                                          • Swimming pool

                                                          Price per night from

                                                          $212

                                                          Price per night from

                                                          $212

                                                          (2) Excellent 

                                                            25

                                                            KEY LARGO YACHT CLUB 8

                                                            Florida Keys / Key Largo

                                                            Key Largo apartment

                                                            3 6 30 nights min

                                                            • 3 bedrooms
                                                            • sleeps 6
                                                            • 30 nights min
                                                            • Swimming pool
                                                            • Ask about children
                                                            • Pet Friendly

                                                            Price per night from

                                                            $140

                                                            Price per night from

                                                            $140

                                                            (3) Very Good 

                                                              25

                                                              Dog-friendly, tropical escape with central location, hot tub, and shared pool

                                                              Florida Keys / Sugarloaf Key

                                                              Sugarloaf Key house

                                                              1 4 min stay varies

                                                              • 1 bedroom
                                                              • sleeps 4
                                                              • min stay varies
                                                              • Swimming pool
                                                              • Child Friendly
                                                              • Car not necessary

                                                              Price per night from

                                                              $212

                                                              Responds fast!
                                                              avg. 1 hour 58 minutes

                                                              Price per night from

                                                              $212

                                                              (6) Very Good 

                                                                14

                                                                THE PERFECT GETAWAY

                                                                Florida Keys / Islamorada

                                                                Islamorada house

                                                                4 10 7 nights min

                                                                • 4 bedrooms
                                                                • sleeps 10
                                                                • 7 nights min
                                                                • Beach / lakeside relaxation
                                                                • Child Friendly
                                                                • Air conditioning
                                                                “The owner was understanding and worked with us” I was scheduled to rent from Dec 29th to Jan 4th and expected 7 friends to join me. For multiple personal reasons four of the seven had to back out and it is not the place you want to be without the full
                                                                …see more

                                                                Price per night from

                                                                $409

                                                                Price per night from

                                                                $409

                                                                (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

                                                                  $282

                                                                  Price per night from

                                                                  $282

                                                                  (1) Excellent 

                                                                    12

                                                                    Family Friendly 2 Bedroom 1 Bath, 32' Seawall, 4 Bikes, 2 Kayaks and padl board

                                                                    Florida Keys / Cudjoe Key

                                                                    Cudjoe Key caravan/mobile home

                                                                    2 6 3 nights min

                                                                    • 2 bedrooms
                                                                    • sleeps 6
                                                                    • 3 nights min
                                                                    • Beach / lakeside relaxation
                                                                    • Swimming pool
                                                                    • Child Friendly

                                                                    Price per night from

                                                                    $155

                                                                    Price per night from

                                                                    $155

                                                                    (4) Excellent 

                                                                      21

                                                                      BEACON REEF 310

                                                                      Florida Keys / Islamorada

                                                                      Islamorada apartment

                                                                      2 4 min stay varies

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

                                                                      Price per night from

                                                                      $110

                                                                      Price per night from

                                                                      $110

                                                                      (11) Excellent 

                                                                        17

                                                                        Oceanfront 2 Bedroom 2 Bath Condo Key West Florida

                                                                        Florida Keys / Key West

                                                                        Key West apartment

                                                                        2 6 5 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • 5 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Nearest beach 0 mi
                                                                        • Swimming pool
                                                                        “Perfect location and great value!” From the moment we arrived, this condo was everything we wanted without breaking the bank. We spent days looking for a place in Key West for Christmas week. What was available was crazy expensive, so to be honest w
                                                                        …see more

                                                                        Price per night from

                                                                        $327

                                                                        Responds fast!
                                                                        avg. 2 hours 29 minutes

                                                                        Price per night from

                                                                        $327

                                                                          6

                                                                          Coconut Beach

                                                                          Florida Keys / Key West

                                                                          Key West apartment

                                                                          1 4 7 nights min

                                                                          • 1 bedroom
                                                                          • sleeps 4
                                                                          • 7 nights min
                                                                          • Beach / lakeside relaxation
                                                                          • Swimming pool
                                                                          • Child Friendly

                                                                          Price per night from

                                                                          $262

                                                                          Responds fast!
                                                                          avg. 3 hours 11 minutes

                                                                          Price per night from

                                                                          $262

                                                                            0

                                                                            NEW LISTING! Dog-friendly, waterfront retreat w/ shared hot tub, pool, views

                                                                            Florida Keys / Stock Island

                                                                            Stock Island house

                                                                            2 6 28 nights min

                                                                            • 2 bedrooms
                                                                            • sleeps 6
                                                                            • 28 nights min
                                                                            • Swimming pool
                                                                            • Child Friendly
                                                                            • Car not necessary

                                                                            Price per night from

                                                                            $149

                                                                            Responds fast!
                                                                            avg. 1 hour 58 minutes

                                                                            Price per night from

                                                                            $149

                                                                              0

                                                                              NEW LISTING! Waterfront condo w/ shared pool and hot tub & amazing water views

                                                                              Florida Keys / Stock Island

                                                                              Stock Island house

                                                                              2 6 28 nights min

                                                                              • 2 bedrooms
                                                                              • sleeps 6
                                                                              • 28 nights min
                                                                              • Swimming pool
                                                                              • Child Friendly
                                                                              • Car not necessary

                                                                              Price per night from

                                                                              $147

                                                                              Responds fast!
                                                                              avg. 1 hour 58 minutes

                                                                              Price per night from

                                                                              $147