The Galleon Resort

Key West, Florida

The Galleon Resort

Key West, Florida

Timeshare rentals

$293 - $1,429 /night

Starting at $293 /night

View all timeshare rentals

Timeshare resales

$23,500 - $135,000

Starting at $23,500

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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.


On-Site Features & Amenities

  • Boating
  • Elevator
  • Fishing
  • Fitness center
  • Internet access
  • Ocean
  • Outdoor pool
  • Restaurant
  • Sauna
  • Scuba diving
  • Shared laundry facilities
  • Spa services
  • Water skiing
  • Whirlpool/hot tub

Nearby Attractions

  • Golf
  • Grocery store
  • Live entertainment
  • Medical facilities
  • Security
  • Shopping area
  • Tennis

Policies

  • No Pets
  • No Smoking

Stayed at The Galleon Resort recently? Let us know of resort details we should update.

Resort Reviews (134) Add review

4.8

out of 5
  • 5

    (223)

  • 4

    (21)

  • 3

    (11)

  • 2

    (2)

  • 1

    (4)

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

Map & Address

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

Timeshare Rentals

$293 - $1,429 /night

View all timeshare rentals

Timeshare Resales

$23,500 - $135,000

View all timeshare resales

Own a timeshare at The Galleon Resort?

Timeshare Rentals

Timeshares for rent at The Galleon Resort

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Dates Nights Price Room Sleeps View  
Nov 15, 2025 – Nov 22, 2025 11/15/25–11/22/25
New!
7 nights $342/night $2,636 before tax Room: 
Studio Unit
Sleeps: 2 View: None View Book
Jun 28, 2025 – Jul 5, 2025 06/28/25–07/05/25
New!
7 nights $443/night $3,100 before tax Room: 
2 Bedroom Unit
Sleeps: 6 View: Water view View posting
Jan 4, 2025 – Jan 18, 2025 01/04/25–01/18/25
New!
14 nights $893/night $12,500 before tax Room: 
2 Bedroom Unit
Sleeps: 6 View: Ocean view View posting
Feb 22, 2025 – Mar 1, 2025 02/22/25–03/01/25
New!
7 nights $714/night $5,475 before tax Room: 
2 Bedroom Unit
Sleeps: 6 View: Partial ocean view View Book
Jan 18, 2025 – Jan 25, 2025 01/18/25–01/25/25
New!
7 nights $586/night $4,100 before tax Room: 
2 Bedroom Unit
Sleeps: 6 View: Oceanfront View posting

Timeshare Resales

Timeshares for sale at The Galleon Resort

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Price (Maint. fee) Week (Season) Use Type Room Sleeps View  
Price: $39,500 Maint. fee: $1,395
New!
Week: 1 (high) Use: Annual Ownership: Deed Room: 
2 Bedroom Unit
Sleeps: 6 View: Water view View posting
Price: $42,000 Maint. fee: $1,415
New!
Week: 32 (high) Use: Annual Ownership: Deed Room: 
2 Bedroom Unit
Sleeps: 8 View: Oceanfront View posting
Price: $65,000 Maint. fee: $1,200
New!
Week: 3 (high) Use: Annual Ownership: Deed Room: 
2 Bedroom Unit
Sleeps: 6 View: Oceanfront View posting
Price: $135,000 Maint. fee: $1,395
New!
Week: 52 (high) Use: Annual Ownership: Deed Room: 
2 Bedroom Unit
Sleeps: 6 View: Oceanfront View posting
Price: $23,900 Maint. fee: $1,200
New!
Week: 35 (medium) Use: Annual Ownership: Deed Room: 
2 Bedroom Unit
Sleeps: 6 View: Ocean view View posting