
The Galleon Resort
Key West, Florida
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The Galleon Resort Timeshare rentals
« Back to resort27 rentals from $276/night
Nov 29 – Dec 6, 2025
7 Nights
2 Bedroom Suite (1 Queen)
Sleeps: 6
$300/night
$2,100 before tax
Dec 20–27, 2025
7 Nights
RedWeek Verified
2 Bedroom Suite (2 Twins), Water view
Sleeps: 6
$615/night
$4,305 before tax
Dec 20–27, 2025
7 Nights
New!
Sleeps: 6
$536/night
$4,112 before tax
Dec 20–27, 2025
7 Nights
RedWeek Verified
2 Bedroom Suite (1 Queen), Pool
Sleeps: 6
$557/night
$4,000 before tax
Dec 27, 2025 – Jan 3, 2026
7 Nights
New!
Sleeps: 6
$1,250/night
$9,562 before tax
Dec 27, 2025 – Jan 3, 2026
7 Nights
2 Bedroom Penthouse (2 Twins)
Sleeps: 6
$757/night
$5,300 before tax
Jan 3–10, 2026
7 Nights
Verified & Protected
Sleeps: 6
$429/night
$3,295 before tax
Jan 3–10, 2026
7 Nights
Verified & Protected
New!
Sleeps: 6
$829/night
$6,347 before tax
Jan 3–10, 2026
7 Nights
2 Bedroom Suite (2 Twins)
Sleeps: 6
$925/night
$6,475 before tax
Jan 10–17, 2026
7 Nights
RedWeek Verified
2 Bedroom Suite (2 Twins), Water view
Sleeps: 6
$571/night
$4,000 before tax
Jan 17–24, 2026
7 Nights
Verified & Protected
Sleeps: 6
$829/night
$6,347 before tax
Jan 31 – Feb 7, 2026
7 Nights
RedWeek Verified
2 Bedroom Suite (2 Twins), Water view
Sleeps: 6
$700/night
$4,900 before tax
Feb 7–14, 2026
7 Nights
Verified & Protected
$814/night
$6,238 before tax
Feb 7–14, 2026
7 Nights
Verified & Protected
Sleeps: 6
$700/night
$5,366 before tax
Feb 7–14, 2026
7 Nights
New!
Sleeps: 6
$786/night
$6,020 before tax
Feb 14–21, 2026
7 Nights
Verified & Protected
Sleeps: 6
$714/night
$5,475 before tax
Feb 14–21, 2026
7 Nights
Verified & Protected
Sleeps: 6
$743/night
$5,693 before tax
Feb 21–28, 2026
7 Nights
RedWeek Verified
Studio Efficiency
Sleeps: 2
$295/night
$2,065 before tax
Feb 21–28, 2026
7 Nights
RedWeek Verified
2 Bedroom Loft Penthouse, Water view
Sleeps: 8
$714/night
$5,000 before tax
Feb 28 – Mar 7, 2026
7 Nights
Verified & Protected
Sleeps: 6
$714/night
$5,475 before tax
Feb 28 – Mar 7, 2026
7 Nights
Verified & Protected
$714/night
$5,475 before tax
Mar 7–14, 2026
7 Nights
Verified & Protected
New!
Sleeps: 2
$295/night
$2,276 before tax
Mar 7–14, 2026
7 Nights
Verified & Protected
Sleeps: 2
$343/night
$2,641 before tax
Mar 7–14, 2026
7 Nights
Verified & Protected
Sleeps: 6
$557/night
$4,276 before tax
Mar 21–28, 2026
7 Nights
New!
Sleeps: 6
$686/night
$5,257 before tax
Mar 21–28, 2026
7 Nights
RedWeek Verified
2 Bedroom Suite (1 Queen), Water view
Sleeps: 6
$657/night
$4,600 before tax
Apr 18–25, 2026
7 Nights
Verified & Protected
New!
Sleeps: 6
$693/night
$5,312 before tax
Apr 25 – May 2, 2026
7 Nights
New!
Sleeps: 6
$543/night
$4,167 before tax
Jun 6–13, 2026
7 Nights
Verified & Protected
Sleeps: 6
$457/night
$3,513 before tax
Jul 18–25, 2026
7 Nights
Verified & Protected
Sleeps: 2
$286/night
$2,205 before tax
Jul 18–25, 2026
7 Nights
Verified & Protected
Sleeps: 4
$400/night
$3,077 before tax
Aug 15–22, 2026
7 Nights
Verified & Protected
Sleeps: 6
$429/night
$3,295 before tax
Oct 31 – Nov 7, 2026
7 Nights
New!
Sleeps: 6
$929/night
$7,110 before tax
Dec 12–19, 2026
7 Nights
Verified & Protected
Sleeps: 6
$600/night
$4,603 before tax
Dec 13, 2025 – Jan 31, 2026
Availability varies
Sleeps: 2
$300/night
$2,100 before tax
Jan 10 – Apr 25, 2026
Availability varies
Sleeps: 2
$321/night
$2,250 before tax
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