Sugarloaf Key Rentals Provide Proximity to Florida Attractions

The tropical paradise which surrounds Sugarloaf Key rentals provides access to some of the region’s best attractions. You can explore Fort Jefferson National Monument on nearby Dry Tortugas. Another option for guests of Sugarloaf Key lodging is to visit Little Palm Island. This secluded beach allows for activities such as boating, kayaking, and swimming. A unique attraction for those staying in Sugarloaf Key vacation rentals to explore is the Bat Tower. This odd attraction was built in 1929 and designed to house bats which were supposed to help with the mosquito population.

Dine out During Your Time in Sugarloaf Key Rentals


The best part of staying in Sugarloaf Key rentals is the fresh seafood available. Try some seafood dishes at Mangrove Mama’s. During your residence in Sugarloaf Key lodging, you can eat at restaurants on nearby Cudjoe Key. Try the pub food at Key Beer Bar & Grill. KD's Steak and Seafood provides fish and savory meats for your dining pleasure. Plan a stop at Next No Name Pub as part of your time in Sugarloaf Key rentals, where you can dine on Italian cuisine.

Cudjoe Key Attractions Entertain Those Staying in Sugarloaf Key Lodging


Nearby Cudjoe Key provides a wealth of entertainment for guests of Sugarloaf Key vacation rentals. Creative types will enjoy a visit to Artists in Paradise Gallery. See wildlife during your stay in Sugarloaf Key lodging by visiting National Key Deer Refuge. Harris Antiques provides a shopping venue for travelers. Adventurous types staying in Sugarloaf Key vacation rentals will enjoy visiting Looe Key Reef Dive Center.

Explore Key West Attractions When You Book Sugarloaf Key Vacation Rentals


Key West is only 17 miles away from Sugarloaf Key accommodations. You can explore the Ernest Hemingway Museum. Another option is to take the Conch Train Tour. Kids will love a trip to the Key West Butterfly and Nature Conservancy.

Find more Lower Florida Keys rentals and include Key West rentals and Big Pine Key rentals in your search.

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Sugarloaf Key: Houses, Estates & More(31)

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Sugarloaf Open Water Home With Beach, Dock and Swimming Canal
    4 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 8
$8,000 - $10,000
per month

Sugarloaf Open Water Home With Beach, Dock and Swimming Canal

Book it Now!
28 night Minimum Stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
  1. Lower Florida Keys >
  2. Sugarloaf Key House
#436830vb
    (5)
    Unparalleled surroundings and 180 degree ocean views.
      3 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 6
    $11,200
    per month

    Unparalleled surroundings and 180 degree ocean views.

    28 night Minimum Stay
    • 3 BR,
    • 2 BA,
    • Sleeps 6
    1. Lower Florida Keys >
    2. Sugarloaf Key House
    #271794
      2 Reviews
      Incredible, peaceful, Florida Keys getaway home with an exclusive private beach!
        2 Bedrooms,
      • 2 Bathrooms, 
      • 1 Half Bath
        • , Sleeps 6

      Incredible, peaceful, Florida Keys getaway home with an exclusive private beach!

      • 2 BR,
      • 2 BA,
      • 1 HF BA,
      • Sleeps 6
      1. Lower Florida Keys >
      2. Sugarloaf Key Estate
      #346961
        (7)
        Exclusive, Private Neighborhood in Lower Sugarloaf
          3 Bedrooms,
        • 2 Bathrooms
          • , Sleeps 6
        $6,000
        per month

        Exclusive, Private Neighborhood in Lower Sugarloaf

        30 night Minimum Stay
        • 3 BR,
        • 2 BA,
        • Sleeps 6
        1. Lower Florida Keys >
        2. Sugarloaf Key House
        #22366vb
          (6)
          Canalfront Home On A Quiet Street, Only Minutes From Key West.
            3 Bedrooms,
          • 3 Bathrooms
            • , Sleeps 10
          $1,505
          per week

          Canalfront Home On A Quiet Street, Only Minutes From Key West.

          7 night Minimum Stay
          • 3 BR,
          • 3 BA,
          • Sleeps 10
          1. Lower Florida Keys >
          2. Sugarloaf Key House
          #334334
            (4)
            Spacious Luxury Home with Pool
              5 Bedrooms,
            • 5 Bathrooms
              • , Sleeps 10
            $6,200
            per month

            Spacious Luxury Home with Pool

            31 night Minimum Stay
            • 5 BR,
            • 5 BA,
            • Sleeps 10
            1. Lower Florida Keys >
            2. Sugarloaf Key House
            #368235
              2 Reviews
              Bayside Beauty in Sugarloaf Key
                3 Bedrooms,
              • 2 Bathrooms
                • , Sleeps 8

              Bayside Beauty in Sugarloaf Key

              • 3 BR,
              • 2 BA,
              • Sleeps 8
              1. Lower Florida Keys >
              2. Sugarloaf Key House
              #257918
                (37)
                Open Water Home with Pool, Boat Lift and Tiki Hut
                  3 Bedrooms,
                • 2 Bathrooms
                  • , Sleeps 8
                $2,625
                per week

                Open Water Home with Pool, Boat Lift and Tiki Hut

                7 night Minimum Stay
                • 3 BR,
                • 2 BA,
                • Sleeps 8
                1. Lower Florida Keys >
                2. Sugarloaf Key House
                #160456
                  (15)
                  NO LONGER AVAILABLE / SPECTACULAR, HUGE OPEN WATER HOME WITH AMAZING VIEWS!!!
                    3 Bedrooms,
                  • 2 Bathrooms, 
                  • 1 Half Bath
                    • , Sleeps 8

                  NO LONGER AVAILABLE / SPECTACULAR, HUGE OPEN WATER HOME WITH AMAZING VIEWS!!!

                  • 3 BR,
                  • 2 BA,
                  • 1 HF BA,
                  • Sleeps 8
                  1. Lower Florida Keys >
                  2. Sugarloaf Key House
                  #439552vb
                    1 Review
                    Spectacular Waterfront Paradise
                      3 Bedrooms,
                    • 3 Bathrooms
                      • , Sleeps 12
                    $7,500
                    per month

                    Spectacular Waterfront Paradise

                    28 night Minimum Stay
                    • 3 BR,
                    • 3 BA,
                    • Sleeps 12
                    1. Lower Florida Keys >
                    2. Sugarloaf Key House
                    #214002
                      (6)
                      Beautiful Open Water Home with Heated Pool and Hot Tub
                        5 Bedrooms,
                      • 2 Bathrooms
                        • , Sleeps 10
                      $3,200
                      per week

                      Beautiful Open Water Home with Heated Pool and Hot Tub

                      7 night Minimum Stay
                      • 5 BR,
                      • 2 BA,
                      • Sleeps 10
                      1. Lower Florida Keys >
                      2. Sugarloaf Key House
                      #961105
                        1 Review
                        Ballyhoo Shores - Open Water Oasis
                          3 Bedrooms,
                        • 2 Bathrooms
                          • , Sleeps 6

                        Ballyhoo Shores - Open Water Oasis

                        • 3 BR,
                        • 2 BA,
                        • Sleeps 6
                        1. Lower Florida Keys >
                        2. Sugarloaf Key House
                        #344495
                          (3)
                          Upscale and Spacious Waterfront Property
                            2 Bedrooms,
                          • 3 Bathrooms
                            • , Sleeps 6

                          Upscale and Spacious Waterfront Property

                          • 2 BR,
                          • 3 BA,
                          • Sleeps 6
                          1. Lower Florida Keys >
                          2. Sugarloaf Key House
                          #911039
                            2 Reviews
                            VINTAGE SUGARLOAF SHORES HOME ON OPEN WATER CORNER LOT
                              3 Bedrooms,
                            • 2 Bathrooms
                              • , Sleeps 8
                            $4,900
                            per month

                            VINTAGE SUGARLOAF SHORES HOME ON OPEN WATER CORNER LOT

                            28 night Minimum Stay
                            • 3 BR,
                            • 2 BA,
                            • Sleeps 8
                            1. Lower Florida Keys >
                            2. Sugarloaf Key House
                            #430064vb
                              (3)
                              Open Water Luxury 3/3 Pool
                                3 Bedrooms, Sleeps 10

                              Open Water Luxury 3/3 Pool

                              • 3 BR,
                              • Sleeps 10
                              1. Lower Florida Keys >
                              2. Sugarloaf Key House
                              #43380vb
                                (25)
                                Oceanfront Home-Gated 5 Acres,New Pool and Spa,Tiki Bar,Dock
                                  3 Bedrooms,
                                • 2 Bathrooms
                                  • , Sleeps 6
                                $7,560 - $8,400
                                per month

                                Oceanfront Home-Gated 5 Acres,New Pool and Spa,Tiki Bar,Dock

                                28 night Minimum Stay
                                • 3 BR,
                                • 2 BA,
                                • Sleeps 6
                                1. Lower Florida Keys >
                                2. Sugarloaf Key House
                                #246254vb
                                  1 Review
                                  CALL NOW FOR DISCOUNTED SUMMER RATES FOR QUALIFIED TENANT!
                                    2 Bedrooms,
                                  • 1 Bathroom
                                    • , Sleeps 4

                                  CALL NOW FOR DISCOUNTED SUMMER RATES FOR QUALIFIED TENANT!

                                  • 2 BR,
                                  • 1 BA,
                                  • Sleeps 4
                                  1. Lower Florida Keys >
                                  2. Sugarloaf Key House
                                  #391130vb
                                    Open Water With Pool!
                                      5 Bedrooms,
                                    • 3 Bathrooms
                                      • , Sleeps 10

                                    Open Water With Pool!

                                    • 5 BR,
                                    • 3 BA,
                                    • Sleeps 10
                                    1. Lower Florida Keys >
                                    2. Sugarloaf Key Estate
                                    #447003vb
                                      Stunning Sunsets over Crystal Clear Water in a family friendly setting
                                        2 Bedrooms, Sleeps 8

                                      Stunning Sunsets over Crystal Clear Water in a family friendly setting

                                      • 2 BR,
                                      • Sleeps 8
                                      1. Lower Florida Keys >
                                      2. Sugarloaf Key House
                                      #430548vb
                                        2 Reviews
                                        Serenity Abounds in Brand New Waterfront Florida Keys Getaway
                                          3 Bedrooms, Sleeps 8

                                        Serenity Abounds in Brand New Waterfront Florida Keys Getaway

                                        • 3 BR,
                                        • Sleeps 8
                                        1. Lower Florida Keys >
                                        2. Sugarloaf Key House
                                        #393351vb
                                          1 Review
                                          Elegant Open Water, Boat Dock and Sandy Beach
                                            4 Bedrooms,
                                          • 3 Bathrooms
                                            • , Sleeps 10

                                          Elegant Open Water, Boat Dock and Sandy Beach

                                          • 4 BR,
                                          • 3 BA,
                                          • Sleeps 10
                                          1. Lower Florida Keys >
                                          2. Sugarloaf Key House
                                          #210791vb
                                            (4)
                                            3 Bedroom Island Home Surrounded by Warm Caribbean Water
                                              3 Bedrooms, Sleeps 6

                                            3 Bedroom Island Home Surrounded by Warm Caribbean Water

                                            • 3 BR,
                                            • Sleeps 6
                                            1. Lower Florida Keys >
                                            2. Sugarloaf Key House
                                            #80822vb
                                              3 Reviews
                                              Sugarloaf Paradise:Pool, Private on Canal/Fish/Swim/Boat Backyard
                                                4 Bedrooms, Sleeps 10

                                              Sugarloaf Paradise:Pool, Private on Canal/Fish/Swim/Boat Backyard

                                              • 4 BR,
                                              • Sleeps 10
                                              1. Lower Florida Keys >
                                              2. Sugarloaf Key House
                                              #347987vb
                                                (4)
                                                Sweet Views with a Pool, Summer Months Available!!!
                                                  3 Bedrooms, Sleeps 6

                                                Sweet Views with a Pool, Summer Months Available!!!

                                                • 3 BR,
                                                • Sleeps 6
                                                1. Lower Florida Keys >
                                                2. Sugarloaf Key House
                                                #457467vb
                                                  Beautiful Pool Home in Sugarloaf Key
                                                    3 Bedrooms,
                                                  • 2 Bathrooms
                                                    • , Sleeps 6

                                                  Beautiful Pool Home in Sugarloaf Key

                                                  • 3 BR,
                                                  • 2 BA,
                                                  • Sleeps 6
                                                  1. Lower Florida Keys >
                                                  2. Sugarloaf Key House
                                                  #460051vb
                                                    Bamboo Palms Open Water Home W/ Heated Pool/Hot Tub/Kayaks/Bikes
                                                      4 Bedrooms,
                                                    • 2 Bathrooms, 
                                                    • 1 Half Bath
                                                      • , Sleeps 12

                                                    Bamboo Palms Open Water Home W/ Heated Pool/Hot Tub/Kayaks/Bikes

                                                    • 4 BR,
                                                    • 2 BA,
                                                    • 1 HF BA,
                                                    • Sleeps 12
                                                    1. Lower Florida Keys >
                                                    2. Sugarloaf Key House
                                                    #373204vb
                                                      (7)
                                                      Tranquillity in Paradise 2
                                                        5 Bedrooms,
                                                      • 3 Bathrooms
                                                        • , Sleeps 12

                                                      Tranquillity in Paradise 2

                                                      • 5 BR,
                                                      • 3 BA,
                                                      • Sleeps 12
                                                      1. Lower Florida Keys >
                                                      2. Sugarloaf Key House
                                                      #431470vb
                                                        1 Review
                                                        Canal front ground level single family rental with dockage
                                                          3 Bedrooms,
                                                        • 3 Bathrooms, 
                                                        • 1 Half Bath
                                                          • , Sleeps 6

                                                        Canal front ground level single family rental with dockage

                                                        • 3 BR,
                                                        • 3 BA,
                                                        • 1 HF BA,
                                                        • Sleeps 6
                                                        1. Lower Florida Keys >
                                                        2. Sugarloaf Key House
                                                        #437013vb
                                                          Beachfront Home on Sugar Sand Beach,Tropical,Private and Gated
                                                            2 Bedrooms, Sleeps 4

                                                          Beachfront Home on Sugar Sand Beach,Tropical,Private and Gated

                                                          • 2 BR,
                                                          • Sleeps 4
                                                          1. Lower Florida Keys >
                                                          2. Sugarloaf Key House
                                                          #133509vb
                                                            1 Review
                                                            Waterfront Paradise with Privacy and Sunshine
                                                              4 Bedrooms, Sleeps 8

                                                            Waterfront Paradise with Privacy and Sunshine

                                                            • 4 BR,
                                                            • Sleeps 8
                                                            1. Lower Florida Keys >
                                                            2. Sugarloaf Key House
                                                            #116099vb
                                                              • 1 - 30 of 31
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