The Galleon Resort

Key West, Florida

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The Galleon Resort Timeshare rentals

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63 rentals from $257/night
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63 rentals from $257/night

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Feb 15–22, 2025 7 Nights
2 Bedroom Unit, Ocean view
Sleeps: 6
$5,000 ($714/night)
Rented!
Mar 29 – Apr 5, 2025 7 Nights
Verified & Protected
2 Bedroom Unit, Water view
Sleeps: 6
$2,600 ($371/night)
View Book
Mar 29 – Apr 5, 2025 7 Nights
2 Bedroom Unit, Pool
Sleeps: 6
$3,500 ($500/night)
Rented!
Apr 5–12, 2025 7 Nights
2 Bedroom Unit, Waterfront
Sleeps: 6
$3,500 ($500/night)
Rented!
Apr 12–19, 2025 7 Nights
Verified & Protected
New!
2 Bedroom Unit, Ocean view
Sleeps: 6
$4,200 ($600/night)
View Book
Apr 12–19, 2025 7 Nights
2 Bedroom Unit, Oceanfront
Sleeps: 6
$4,200 ($600/night)
Rented!
Apr 19–26, 2025 7 Nights
Verified & Protected
New!
2 Bedroom Unit, Waterfront
Sleeps: 6
$3,800 ($543/night)
View Book
Apr 19–26, 2025 7 Nights
2 Bedroom Unit, Oceanfront
Sleeps: 6
$4,500 ($643/night)
Rented!
Apr 26 – May 3, 2025 7 Nights
Verified & Protected
2 Bedroom Unit, Water view
Sleeps: 6
$3,800 ($543/night)
View Book
Apr 26 – May 3, 2025 7 Nights
2 Bedroom Unit, Oceanfront
Sleeps: 6
$4,200 ($600/night)
Rented!
May 3–10, 2025 7 Nights
New!
2 Bedroom Unit, Oceanfront
Sleeps: 6
$3,500 ($500/night)
View Book
May 3–10, 2025 7 Nights
RedWeek Verified
2 Bedroom Unit, Waterfront
Sleeps: 6
$3,800 ($543/night)
Rented!
May 17–24, 2025 7 Nights
Verified & Protected
2 Bedroom Unit, Waterfront
Sleeps: 6
$3,500 ($500/night)
View Book
May 17–24, 2025 7 Nights
2 Bedroom Unit, Water view
Sleeps: 6
$2,200 ($314/night)
Rented!
May 31 – Jun 7, 2025 7 Nights
RedWeek Verified
2 Bedroom Unit, Water view
Sleeps: 6
$2,400 ($343/night)
Rented!
May 31 – Jun 7, 2025 7 Nights
2 Bedroom Unit, Waterfront
Sleeps: 6
$2,700 ($386/night)
Rented!
Jun 28 – Jul 5, 2025 7 Nights
New!
Studio Unit
Sleeps: 2
$1,950 ($279/night)
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Jul 5–12, 2025 7 Nights
Verified & Protected
New!
2 Bedroom Unit, Water view
Sleeps: 6
$3,800 ($543/night)
View Book
Jul 26 – Aug 2, 2025 7 Nights
Verified & Protected
New!
2 Bedroom Unit, Waterfront
Sleeps: 6
$3,900 ($557/night)
View Book
Aug 2–9, 2025 7 Nights
Verified & Protected
2 Bedroom Unit, Water view
Sleeps: 6
$3,750 ($536/night)
View Book
Nov 1–8, 2025 7 Nights
2 Bedroom Unit, Waterfront
Sleeps: 6
$4,600 ($657/night)
Rented!
Nov 15–22, 2025 7 Nights
Verified & Protected
Studio Unit, None
Sleeps: 2
$1,995 ($285/night)
View Book
Nov 22–29, 2025 7 Nights
RedWeek Verified
Studio Unit
Sleeps: 2
$2,195 ($314/night)
Rented!
Nov 24–29, 2025 5 Nights
Verified & Protected
1 Bedroom Unit, Waterfront
Sleeps: 4
$2,595 ($519/night)
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Nov 29 – Dec 6, 2025 7 Nights
Verified & Protected
2 Bedroom Unit, Water view
Sleeps: 6
$4,500 ($643/night)
View Book
Dec 13–20, 2025 7 Nights
Verified & Protected
Studio Unit, None
Sleeps: 2
$2,095 ($299/night)
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Dec 13–20, 2025 7 Nights
Verified & Protected
1 Bedroom Unit, Waterfront
Sleeps: 4
$2,995 ($428/night)
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Dec 13–20, 2025 7 Nights
Verified & Protected
2 Bedroom Unit, Water view
Sleeps: 6
$3,950 ($564/night)
View Book
Dec 13–20, 2025 7 Nights
Verified & Protected
2 Bedroom Unit, Waterfront
Sleeps: 6
$4,900 ($700/night)
View Book
Mar 15–22, 2025 7 Nights
2 Bedroom Unit, Ocean view
Sleeps: 6
$4,950 ($707/night)
View posting
Mar 22–29, 2025 7 Nights
Studio Unit, Courtyard
Sleeps: 2
$2,100 ($300/night)
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Mar 22–29, 2025 7 Nights
1 Bedroom Unit, Waterfront
Sleeps: 4
$3,200 ($457/night)
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Mar 22–29, 2025 7 Nights
2 Bedroom Unit, Waterfront
Sleeps: 6
$3,850 ($550/night)
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Mar 22–29, 2025 7 Nights
2 Bedroom Unit, Waterfront
Sleeps: 6
$3,900 ($557/night)
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Mar 29 – Apr 5, 2025 7 Nights
1 Bedroom Unit, None
Sleeps: 2
$1,800 ($257/night)
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Mar 29 – Apr 5, 2025 7 Nights
2 Bedroom Unit, Water view
Sleeps: 6
$5,200 ($743/night)
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Apr 5–12, 2025 7 Nights
1 Bedroom Unit, None
Sleeps: 2
$2,195 ($314/night)
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Apr 5–12, 2025 7 Nights
2 Bedroom Unit, Ocean view
Sleeps: 6
$3,000 ($429/night)
View posting
Apr 12–19, 2025 7 Nights
2 Bedroom Unit, Ocean view
Sleeps: 6
$4,550 ($650/night)
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Apr 19–26, 2025 7 Nights
2 Bedroom Unit, Waterfront
Sleeps: 6
$3,000 ($429/night)
View posting
Apr 19–26, 2025 7 Nights
2 Bedroom Unit, Oceanfront
Sleeps: 6
$4,200 ($600/night)
View posting
Apr 19–26, 2025 7 Nights
2 Bedroom Unit, Oceanfront
Sleeps: 6
$4,200 ($600/night)
View posting
Apr 26 – May 3, 2025 7 Nights
2 Bedroom Unit, Water view
Sleeps: 6
$3,000 ($429/night)
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Apr 26 – May 1, 2025 5 Nights
2 Bedroom Unit, Ocean view
Sleeps: 6
$3,000 ($600/night)
View posting
Apr 26 – May 3, 2025 7 Nights
2 Bedroom Unit, Water view
Sleeps: 6
$3,800 ($543/night)
View posting
May 3–10, 2025 7 Nights
2 Bedroom Unit, Water view
Sleeps: 6
$3,100 ($443/night)
View posting
May 24–31, 2025 7 Nights
2 Bedroom Unit, Ocean view
Sleeps: 6
$3,300 ($471/night)
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May 24–31, 2025 7 Nights
2 Bedroom Unit, Waterfront
Sleeps: 6
$3,500 ($500/night)
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May 24 – Jun 14, 2025 21 Nights
2 Bedroom Unit, Waterfront
Sleeps: 6
$12,000 ($571/night)
View posting
Jun 21–27, 2025 6 Nights
2 Bedroom Unit, Water view
Sleeps: 6
$2,400 ($400/night)
View posting
Jun 21–28, 2025 7 Nights
2 Bedroom Unit, Pool
Sleeps: 6
$2,700 ($386/night)
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Jun 21–28, 2025 7 Nights
2 Bedroom Unit, Water view
Sleeps: 6
$2,900 ($414/night)
View posting
Jun 28 – Jul 5, 2025 7 Nights
1 Bedroom Unit, Ocean view
Sleeps: 4
$2,750 ($393/night)
View posting
Jun 28 – Jul 5, 2025 7 Nights
2 Bedroom Unit, Water view
Sleeps: 6
$3,200 ($457/night)
View posting
Jun 28 – Jul 5, 2025 7 Nights
New!
2 Bedroom Unit, Ocean view
Sleeps: 6
$3,800 ($543/night)
View posting
Jun 28 – Jul 5, 2025 7 Nights
2 Bedroom Unit, Water view
Sleeps: 6
$3,950 ($564/night)
View posting
Jun 28 – Jul 5, 2025 7 Nights
2 Bedroom Unit, Waterfront
Sleeps: 6
$4,200 ($600/night)
View posting
Jul 19–26, 2025 7 Nights
2 Bedroom Unit, Oceanfront
Sleeps: 6
$3,150 ($450/night)
View posting
Jul 19–26, 2025 7 Nights
New!
2 Bedroom Unit, Ocean view
Sleeps: 6
$3,200 ($457/night)
View posting
Jul 19–26, 2025 7 Nights
2 Bedroom Unit, Water view
Sleeps: 6
$3,499 ($500/night)
View posting
Jul 26 – Aug 2, 2025 7 Nights
2 Bedroom Unit, Water view
Sleeps: 6
$4,000 ($571/night)
View posting
Jul 26 – Aug 2, 2025 7 Nights
2 Bedroom Unit, Pool
Sleeps: 6
$4,850 ($693/night)
View posting
Jul 26 – Aug 2, 2025 7 Nights
2 Bedroom Unit, Pool
Sleeps: 2
$4,950 ($707/night)
View posting
Aug 2–9, 2025 7 Nights
2 Bedroom Unit, Water view
Sleeps: 6
$3,300 ($471/night)
View posting
Aug 2–9, 2025 7 Nights
2 Bedroom Unit, Pool
Sleeps: 6
$4,150 ($593/night)
View posting
Aug 2–9, 2025 7 Nights
2 Bedroom Unit, Pool
Sleeps: 6
$4,150 ($593/night)
View posting
Aug 9–16, 2025 7 Nights
New!
2 Bedroom Unit, Pool
Sleeps: 6
$3,700 ($529/night)
View posting
Aug 16–23, 2025 7 Nights
3 Bedroom Unit, Oceanfront
Sleeps: 8
$3,600 ($514/night)
View posting
Aug 23–30, 2025 7 Nights
2 Bedroom Unit, Oceanfront
Sleeps: 6
$3,400 ($486/night)
View posting
Aug 30 – Sep 6, 2025 7 Nights
2 Bedroom Unit, Water view
Sleeps: 6
$3,400 ($486/night)
View posting
Sep 6–13, 2025 7 Nights
2 Bedroom Unit, Oceanfront
Sleeps: 6
$3,500 ($500/night)
View posting
Sep 13–20, 2025 7 Nights
2 Bedroom Unit, Waterfront
Sleeps: 6
$2,650 ($379/night)
View posting
Oct 11–18, 2025 7 Nights
2 Bedroom Unit, Waterfront
Sleeps: 6
$3,500 ($500/night)
View posting
Nov 15–22, 2025 7 Nights
2 Bedroom Unit, Ocean view
Sleeps: 6
$4,400 ($629/night)
View posting
Jan 24–31, 2026 7 Nights
2 Bedroom Unit, Ocean view
Sleeps: 6
$4,995 ($714/night)
View posting
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