Rental R1239457

The Galleon Resort

Key West, Florida

7 nights

  • Check-in:
    Sat, Dec 6, 2025
  • Check-out:
    Sat, Dec 13, 2025
  • 2 Bedrooms
  • 6 Guests
  • 2 Bathrooms

$4,500 ($643/night)

  • 7-night stay
  • Check-in: Sat, Dec 6, 2025
  • Check-out: Sat, Dec 13, 2025
  • Cancellation policy: Moderate  
Cancellation policy: Moderate  

Rental R1239457

The Galleon Resort

Key West, Florida
    • 2 Bedrooms
    • Sleeps 6
    • Beds 1 King, 1 Queen, 1 Sofa bed
    • Building/Unit: D42
    • View: Water view
  • 2 Bathrooms
  • Full kitchen
Important resort notices
Posting details
About the Resort
Resort Reviews (134)
  • Kitchen

    • Coffee maker
    • Dishwasher
    • Microwave
    • Oven
    • Refrigerator (full-size)
    • Stovetop
    • Toaster

    Entertainment

    • DVD player
    • Internet access
    • Radio or music player
    • Telephone
    • TV

    Features

    • Air conditioning
    • Patio or balcony
    • Washer and dryer (in-unit)

    Policies

    • No pets
    • No smoking

    B-side units do not include a parking pass.

    The Galleon Resort has a $80 plus tax resort fee per week, due at the time of check-in.

    This is a RedWeek.com full-service rental with booking protection. Key details have been verified, and all inquiries and bookings will be handled by the RedWeek full-service team.

    Contact us with questions, or book online with your credit card. You will receive your final confirmation within 5 days.

    Interested in this posting?

    Request to Book
  • The Galleon Resort

    Key West, Florida

    Overlooking the shimmering span of Gulf of Mexico in historic Old Town, The Galleon Resort puts you in an ideal spot to enjoy the countless charms of Key West. Mingle with friends new and old at the Tiki Bar, or relax and unwind in the swimming pool. The resort's observation deck guarantees a stunning view from sunrise to sunset, and even to gaze at the stars. Rent a boat for a private viewing of the Keys or take a jetski for a spin right from the resort's marina. Work up a sweat at the on-site exercise room and afterwards, relax your body and mind in the sauna.

    The Galleon Resort offers a multitude of accommodations in studio, one-bedroom and two-bedroom configurations. Studios house two people and are equipped with a small refrigerator, coffee maker and microwave oven. One-bedroom suites sleep up to four while most two-bedroom suites sleep up to six, while both include a full kitchen, dining area and decked out living area. Each is lovingly furnished with sandy earth tones, rattan furniture and tropical prints that perfectly set the mood for your stay in Key West.

    The Galleon Resort is perfectly positioned, sitting only two blocks from Duval Street - a legendary road that boasts top-notch restaurants, dazzling nightlife and non-stop soirees. Party until dawn at a carnival, swing by a cuban cigar stand or bring your camera to the exotic butterfly conservatory, all located on this versatile street that's earned its reputation. At the northwest end of Duval Street lies Mallory Square, a plaza which is famous for its "Sunset Celebration" - tourists gaze at the sunset while arts and crafts displays and entertainers amuse the gatherers. Key West's oldest attraction, the Key West Aquarium is a hit with families - everyone will enjoy scoping out the menagerie of rainbow-hued fish.

    617 Front St
    Key West, Florida 33040
    Accuracy not guaranteed. Contact the resort to confirm the address before making plans.
  • 4.8

    out of 5
    • 5

      (222)

    • 4

      (21)

    • 3

      (11)

    • 2

      (2)

    • 1

      (4)

    • Resort location
    • Staff/Service
    • Cleanliness
    • Sleep comfort

    Been to The Galleon Resort lately?

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    • This room is right on the Gulf in Old Town which means you do not need a car to go anywhere in Town it is steps away Duvall St

      Read more »
      By catherinec21 Updated Sep 24, 2022
      Helpful? 1 0
    • This is the premier time share resort in Key West. There are 1000,s of reasons these weeks are in demand always!

      Read more »
      By bn12 Updated Sep 13, 2022
      Helpful? 1 0
    • Location is key in Key West and this one can't be beat. Oceanfront, off the beaten path enough to be quiet, pool AND a beach, on-site...

      Read more »
      By keld4 Nov 30, 2024
      Helpful? 0 0
    • Paradise

      By robertr1520 Nov 26, 2024
      Helpful? 0 0
    • Excellent resort. Go there every year

      Read more »
      By marks2070 Oct 14, 2024
      Helpful? 0 0
    • Beautiful two bedroom two bath room over looking the Marina. Super Boat races

      Read more »
      By janiceh271 Aug 12, 2023
      Helpful? 0 0
    • I have been an owner here since 1988. This is the perfect location to see and do everything fun in Key West.

      Read more »
      By lisap1235 Aug 27, 2024
      Helpful? 0 0
    • Prime location in Key West! Outstanding resort and marina overlooking the beautiful waters of the Gulf of Mexico! Priceless sunsets! A...

      Read more »
      By erins550 Aug 18, 2024
      Helpful? 0 0
    • Once you have visited Key West, you will never stay further than 6 blocks north of Duval. By your second trip, you will realize the...

      Read more »
      By michaelv154 Jun 6, 2022
      Helpful? 0 0
    • We have owned a Timeshare at the Galleon Resort for over 30 years and have enjoyed our stays at this wonderful resort. The Staff is...

      Read more »
      By albertp63 Aug 12, 2024
      Helpful? 0 0

Unit Details

  • Sleeps 6
  • 1 King, 1 Queen, 1 Sofa bed
  • 2 Bathrooms
  • Full kitchen
  • Building/Unit: D42
  • View: Water view

Kitchen

  • Coffee maker
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator (full-size)
  • Stovetop
  • Toaster

Entertainment

  • DVD player
  • Internet access
  • Radio or music player
  • Telephone
  • TV

Features

  • Air conditioning
  • Patio or balcony
  • Washer and dryer (in-unit)

Policies

  • No pets
  • No smoking

This is a RedWeek.com full-service rental with booking protection. Key details have been verified, and all inquiries and bookings will be handled by the RedWeek full-service team.

Contact us with questions, or book online with your credit card. You will receive your final confirmation within 5 days.

$4,500 ($643/night)

  • 7-night stay
  • Check-in: Sat, Dec 6, 2025
  • Check-out: Sat, Dec 13, 2025
  • Cancellation policy: Moderate  
Cancellation policy: Moderate  
  • About the Resort
  • Resort Reviews
  • $642.86 / night

    Dec 6, 2025 – Dec 13, 2025