Private Beachfront rentals Florida Keys

Summerland Key, FL 33042, US

(305) 745-4030

(305) 745-4030

  • Home
  • Conch House
  • Little Torch Key Nest
  • Family Retreat
  • Oasis
  • Fandango
  • Blue Palms Retreat
  • Latitudes
  • Starfish House
  • Tropical Paradise
  • Get Reel Bungalo
  • Summerland Nest
  • Sunset Paradise
  • Bogie Channel Apt
  • 5 Pirate's Hideaway
  • Blue Skys
  • Mad Mahi
  • Secluded Hideaway
  • Coral Palms
  • Sunrise Retreat
  • 7 Seas
  • More
    • Home
    • Conch House
    • Little Torch Key Nest
    • Family Retreat
    • Oasis
    • Fandango
    • Blue Palms Retreat
    • Latitudes
    • Starfish House
    • Tropical Paradise
    • Get Reel Bungalo
    • Summerland Nest
    • Sunset Paradise
    • Bogie Channel Apt
    • 5 Pirate's Hideaway
    • Blue Skys
    • Mad Mahi
    • Secluded Hideaway
    • Coral Palms
    • Sunrise Retreat
    • 7 Seas
  • Home
  • Conch House
  • Little Torch Key Nest
  • Family Retreat
  • Oasis
  • Fandango
  • Blue Palms Retreat
  • Latitudes
  • Starfish House
  • Tropical Paradise
  • Get Reel Bungalo
  • Summerland Nest
  • Sunset Paradise
  • Bogie Channel Apt
  • 5 Pirate's Hideaway
  • Blue Skys
  • Mad Mahi
  • Secluded Hideaway
  • Coral Palms
  • Sunrise Retreat
  • 7 Seas
Walkabout Retreat Vacation Rentals

Florida Keys Vacation Rentals

Florida Keys Vacation RentalsFlorida Keys Vacation Rentals

Photo Gallery

    Weekly Rental Homes

    Family Retreat

    Family Retreat

    Family Retreat

    Ocean Front 6 bedroom 4 bathroom home with private pool and dock


    Fandango

    Family Retreat

    Family Retreat

    Gorgeous ocean view from this 5 bedroom 3 bathroom home with private pool, and dock.  

    Tropical Paradise

    Tropical Paradise

    Tropical Paradise

    Ocean Front 3 bedroom 2 bathroom home with dipping pool and private dock

    Latitudes

    Tropical Paradise

    Tropical Paradise

    6 bed/ 4 bath Ocean Front home with private pool

    Conch House

    Little Torch Key Nest

    Little Torch Key Nest

    4 bed/4 bath Oceanfront home with boat dockage and private pool

    Little Torch Key Nest

    Little Torch Key Nest

    Little Torch Key Nest

    6 Bedrooms 4 bath - This 4 bedroom home has a 2 bedroom cottage. Great for privacy

    Oasis

    Blue Palms Retreat I

    Blue Palms Retreat I

    4 bedroom/3 bath Ocean Front Home on Cudjoe Key with; heated pool, dock, screened in porch and great ocean views.  Sleeps 10+ 

    Blue Palms Retreat I

    Blue Palms Retreat I

    Blue Palms Retreat I

     Spectacular ocean front home with 3 bedroom and 2 bathrooms, private pool and dock 

    Starfish House

    Blue Palms Retreat I

    Starfish House

    3 bed 2 bath ocean front home with private dock at your back door

    Monthly Rentals

    Monthly Rentals

    Get Reel Bungalo

    Secluded Hideaway

    Get Reel Bungalo

    Nicely appointed 3 bedroom 2 bathroom

    deep canal for boating

    Mad Mahi

    Secluded Hideaway

    Get Reel Bungalo

    Great Boating home on Summerland Key.  3 bedroom 3 bath

    Secluded Hideaway

    Secluded Hideaway

    Secluded Hideaway

    3 Bed 2 bath private home with pool and boat dock

    Monthly Rentals

    Sunset Paradise

    5 Pirate's Hideaway

    Sunset Paradise

    Sunset Views on the open water 

    3 bedroom, 2 bathroom home with dock

    Summerland Nest

    5 Pirate's Hideaway

    Sunset Paradise

    Fabulous resort-style living & 

    incredible open water views.

    5 Pirate's Hideaway

    5 Pirate's Hideaway

    5 Pirate's Hideaway

    Canal Front home on deep water with private pool and tiki hut.  3 bedroom 2 bathroom

    Blue Skys

    Sunrise Retreat

    5 Pirate's Hideaway

    3 bedroom, 2 bath, canal front home. Dock your boat.

    7 Seas

    Sunrise Retreat

    Sunrise Retreat

    Canal Front home - dock your boat at your back door.  3 bedroom 3 bathroom home

    Sunrise Retreat

    Sunrise Retreat

    Sunrise Retreat

    Ocean front 3 bedroom, 2 bath home with gorgeous views. Plenty of room for your boat!

    Coral Palms

    Coral Palms

    Coral Palms

    This ground level 3 bedroom/2 bath home is super secluded and makes a beautiful escape.

    Fun In the Keys

    Dining

    Tried and True Local Eateries



    GALLEY GRILL is a great breakfast choice in Summerland Key


    SQUARE GROUPER BAR & GRILL fresh, local seafood and cold beverages


    BOONDOCKS "Largest Tiki Bar in the Keys", live music, miniature golf


    KIKI'S SANDBAR  waterfront beach bar & grill


    BROIL wood fired grilled steakhouse with a lush outdoor patio


    THE BENT PROP BAR & GRILL Keys cuisine with a twist


    SOUTH OF THE SEVEN home to the Tomahawk Club



    Boat Rentals


    Need to rent a boat during your vacation in the lower keys? We've got you covered!



                                              LOWER KEYS BOAT RENTAL


           AQUA BOAT RENTALS                                     CUDJOE KEY BOAT RENTALS


                                             CAROLINE'S BOAT RENTALS

                                  

                                         

    Charter Captains

    Sit back and let the Captain take the wheel this vacation


                      CAPTAIN HOOK'S & STRIKE ZONE CHARTERS 


    CAPTAIN DANNY LOMBARDO                       LAST CHANCE CHARTERS


    COMPASS ROSE CHARTERS                            FLORIDA KEYS JET SKI RENTALS

    Boat Launches

    Check out these local spots to launch your boat


    CUDJOE GARDENS MARINA                          LOOE KEY REEF MARINA & RESORT


    DOLPHIN MARINA                                         LITTLE TORCH KEY STATE ROAD 4A


    EDEN PINES                                                     KOEHN AVENUE IN BIG PINE KEY


    OLD WOODEN BRIDGE                                  BAHIA HONDA STATE PARK

    Equipment Rental

    Oops, you forgot the stroller! Check out local rental companies that can help

    Keys Vacation Rental Supply

    Frequently Asked Questions

    Please reach us at walkaboutretreat@gmail.com if you cannot find an answer to your question.

    Our Cancellation Policy is:  If you cancel your reservation in writing 90 days or more before your arrival, you will receive a full refund, less a cancellation fee of $25.00 and Administrative fee.  If you cancel less than 90 days before arrival, your payment and any prepaid rent will be refunded only if we are able to procure another rental for that same period. If no rental is procured, you will lose your payment and any prepaid rent, not to exceed the amount of your rental.  If you cancel within 30 days of your arrival, there will be no refund.  If the Florida Keys are closed to visitors because of hurricane or other emergency, you will have te option to reschedule or receive a full refund.


    We provide all linens, towels, beach towels as well as a start up supply of toilet paper and paper towels.  


    There is a Winn Dixie located on Big Pine Key just a few miles from the house.  Publix is located in Key West.


    A security damage waiver is an insurance policy that cover up to $3000 in damages to the rental property.  Please visit this link for full waiver details.   www.waivo.io/walkabout-retreat/  




    You can purchase Trip cancellation insurance by clicking the link to the right.

    Travel Cancellation Insurance

    Contact Us

    walkaboutretreat@gmail.com

    Walkabout Retreat Vacation Rentals

    24752 Overseas Hwy, Summerland Key, Florida 33042, United States

    (305) 745-4030

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    About Us

    Weekly and Monthly Rentals

    Weekly and Monthly Rentals

    Weekly and Monthly Rentals

    Walkabout Retreat's specializes in ocean front weekly rentals in the Lower Florida Keys.  We have been in business for 15+ years and we have created a product that provides our customers with a truly satisfying vacation rental experience

    Amenities

    Weekly and Monthly Rentals

    Weekly and Monthly Rentals

    Our waterfront homes with pools and hot tubs are well stocked and maintained. You have everything you need for a great vacation including propane BBQ grills, fully stocked kitchen, linens and kayaks.   Most of our homes include beach bikes.

    Rates

    Weekly and Monthly Rentals

    Rates

    We have weekly and monthly Florida Keys Vacation Rentals properties available.  Our larger homes for rent are priced based on the number of guests in your party.  Please call us for off season rates.



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    • Home
    • Conch House
    • Little Torch Key Nest
    • Family Retreat
    • Oasis
    • Fandango
    • Blue Palms Retreat
    • Latitudes
    • Starfish House
    • Tropical Paradise
    • Get Reel Bungalo
    • Summerland Nest
    • Sunset Paradise
    • Bogie Channel Apt
    • 5 Pirate's Hideaway
    • Blue Skys
    • Mad Mahi
    • Secluded Hideaway
    • Coral Palms
    • Sunrise Retreat
    • 7 Seas
    • Search for Rentals