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Ramrod Key Vacation Rentals

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    Check prices for these dates, December 14–15, 2026

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    Our top choices for Ramrod Key vacation homes

    1. Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

    Outdoor dining

    2. Kelly's Kabin - Adorable Private Summerland Key Cottage

    A small, single-story building with a blue exterior, a white door, and a red 'R' sign indicating a restaurant.

    3. Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

    Outdoor dining

    4. Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views

    Outdoor dining

    5. Waterfront 2BR/2BA with 35' Dock – Island Breeze Keys Escape

    Outdoor dining

    6. Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart

    Outdoor dining

    7. Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option

    Beach

    8. SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

    A waterfront property with a covered porch, a boat dock, and a clear sky.

    9. Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West

    Outdoor dining

    10. Canal-Front Retreat with Dock, Pool & Open Ocean Views

    A covered outdoor seating area with a view of the ocean and palm trees.

    11. 2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.

    Beach

    12. Florida Keys Waterfront Escape - 2BR with 44' Seawall

    Outdoor dining

    13. Sea La Vie #197 Oceanfront Home with 49' Dock, Heated Pool & Florida Keys Views

    Outdoor dining

    14. Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key

    Outdoor dining

    15. Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort

    Outdoor dining

    16. Sailfish Haven #390 - Ocean Views, 35' seawall

    Outdoor dining

    17. Ground Level Waterfront 2BR in Venture Out - 23' Seawall, Pool, Marina & Pet Friendly

    Outdoor dining

    18. Waterfront 2BR/2BA with 35' Dock, Kayaks, Bikes & Pet-Friendly

    Outdoor dining

    19. Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

    Outdoor wooden picnic tables arranged on a sandy area with palm trees, a view of the sea, and a building in the background.

    20. Charming 3-bedroom house in Big Pine Key near Beach and Key West

    A modern kitchen with a dishwasher, a dining area with a glass coffee table, and a ceiling fan.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Learn more about Ramrod Key

    Explore plenty to see and do in Ramrod Key—entertainment choices, diving spots, and sights like Boondocks Grille & Draft House.

    See all hotels in Ramrod Key

    A coastal bridge extending into turquoise waters, surrounded by clear skies and distant land.

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