Galleon Resort

Key West, Florida

The Galleon Resort

Key West, Florida

Timeshare rentals

$300 - $975 /night

Starting at $300 /night

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Timeshare resales

$20,000 - $70,000

Starting at $20,000

View all timeshare resales

Post your timeshare at The Galleon Resort for rent or sale in less than five minutes!

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.

Room Types

Sample Studio

Studio Efficiency

1 Bathroom, Partial kitchen, Sleeps 2

Room Details →

11 Rentals from $300/night

Sample Living Area

1 Bedroom Suite

1 Bathroom, Full kitchen, Sleeps 4

Room Details →

1 Rental from $450/night

Sample Living Area

2 Bedroom Penthouse (2 Twins)

2 Bathrooms, Full kitchen, Sleeps 6

Room Details →

1 Rental from $700/night • 7 Resales from $39,900

Sample Living Area

2 Bedroom Suite (1 Queen)

2 Bathrooms, Full kitchen, Sleeps 6

Room Details →

1 Rental from $525/night • 10 Resales from $20,000

Sample Living Area

2 Bedroom Suite (2 Twins)

2 Bathrooms, Full kitchen, Sleeps 6

Room Details →

9 Rentals from $400/night • 9 Resales from $21,000

Sample Living Area

1 Bedroom Penthouse

1 Bathroom, Full kitchen, Sleeps 4

Room Details →

No rentals or resales available

2 Bedroom Loft Penthouse

3 Bathrooms, Full kitchen, Sleeps 8

Room Details →

No rentals available • 1 Resale from $26,000

Sample Living Area

2 Bedroom Penthouse (1 Queen)

2 Bathrooms, Full kitchen, Sleeps 6

Room Details →

No rentals available • 4 Resales from $32,500


Features & Amenities

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
  • Minimum check-in age: 21
  • Check-in time: 4:00 PM
  • Check-out time: 10:00 AM

Recently stayed at The Galleon Resort? Share any resort updates we should know about.

4.8 out of 5
  • 5

    (273)

  • 4

    (24)

  • 3

    (10)

  • 2

    (2)

  • 1

    (4)

  • Resort location
  • Staff/Service
  • Cleanliness
  • Sleep comfort
  • This is the premier time share resort in Key West. There are 1000,s of reasons these weeks are in demand always!

    Read more »

    This is the premier time share resort in Key West. There are 1000,s of reasons these weeks are in demand always!

    By bn12 Updated Sep 13, 2022
    Helpful? 2 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 »

    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 Galleon is the best place on the island.

    By michaelv154 Jun 6, 2022
    Helpful? 1 0

See all 10 questions

Or talk with owners in the Galleon Resort forum


Map & Address

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

Timeshare Rentals

$300 - $975 /night

View all timeshare rentals

Timeshare Resales

$20,000 - $70,000

View all timeshare resales

Own a timeshare at The Galleon Resort?

Timeshare Rentals

Timeshares for rent at The Galleon Resort

Feb 6–13, 2027 7 Nights
2 Bedroom Suite (2 Twins)
Sleeps: 6
$750/night $5,748 before tax
Rented!
Jan 16–23, 2027 7 Nights
New!
Sleeps: 2
$380/night $2,924 before tax
Jan 23–30, 2027 7 Nights
New!
Sleeps: 2
$380/night $2,924 before tax
Jan 30 – Feb 6, 2027 7 Nights
New!
Sleeps: 2
$380/night $2,924 before tax
Feb 27 – Mar 6, 2027 7 Nights
New!
Sleeps: 2
$380/night $2,924 before tax

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Protected Rentals

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Timeshare Resales

Timeshares for sale at The Galleon Resort

Week: 2 (high)
Use: Annual, Type: Deed
New!
Price: $69,000
Maint. fee: $1,585
Week: 1 (high)
Use: Annual, Type: Deed
New!
Price: $69,000
Maint. fee: $1,585
Week: 4 (high)
Use: Annual, Type: Deed
New!
Price: $69,000
Maint. fee: $1,585
Week: 3 (high)
Use: Annual, Type: Deed
New!
Price: $69,000
Maint. fee: $1,585
Week: 2 (high)
Use: Annual, Type: Deed
New!
Price: $69,000
Maint. fee: $1,585

Posting Alerts

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Resale Term Definitions

Confused about timeshare terminology like "floating" and "RTU"? See the Glossary »

Resale FAQs

Common questions received by our customer service team. Learn More »