The Galleon Resort

Key West, Florida

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The Galleon Resort Timeshare rentals

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68 rentals from $293/night
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68 rentals from $293/night

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Dates Nights Price Room Sleeps View  
Nov 16, 2024 – Nov 23, 2024 11/16/24–11/23/24 RedWeek Verified
7 nights $2,800 ($400/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Pool Rented!
Feb 1, 2025 – Feb 8, 2025 02/01/25–02/08/25 Verified & Protected
7 nights $4,500 ($643/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Waterfront View Book
Feb 1, 2025 – Feb 8, 2025 02/01/25–02/08/25 Verified & Protected
7 nights $4,950 ($707/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Waterfront View Book
Feb 8, 2025 – Feb 15, 2025 02/08/25–02/15/25 Verified & Protected
New!
7 nights $5,000 ($714/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Pool View Book
Feb 8, 2025 – Feb 15, 2025 02/08/25–02/15/25 Verified & Protected
7 nights $5,100 ($729/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Waterfront View Book
Feb 15, 2025 – Feb 22, 2025 02/15/25–02/22/25 Verified & Protected
New!
7 nights $6,475 ($925/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Water view View Book
Feb 22, 2025 – Mar 1, 2025 02/22/25–03/01/25
New!
7 nights $5,000 ($714/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Partial ocean view View Book
Mar 8, 2025 – Mar 15, 2025 03/08/25–03/15/25 Verified & Protected
7 nights $10,000 ($1,429/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Waterfront View Book
Mar 8, 2025 – Mar 15, 2025 03/08/25–03/15/25 Verified & Protected
7 nights $4,950 ($707/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Waterfront View Book
Mar 22, 2025 – Mar 29, 2025 03/22/25–03/29/25 Verified & Protected
New!
7 nights $4,600 ($657/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Waterfront View Book
Mar 29, 2025 – Apr 5, 2025 03/29/25–04/05/25 Verified & Protected
New!
7 nights $4,950 ($707/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Water view View Book
Mar 29, 2025 – Apr 5, 2025 03/29/25–04/05/25
7 nights $4,695 ($671/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Waterfront Rented!
May 3, 2025 – May 10, 2025 05/03/25–05/10/25 Verified & Protected
7 nights $4,500 ($643/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Water view View Book
May 3, 2025 – May 10, 2025 05/03/25–05/10/25 Verified & Protected
New!
7 nights $4,000 ($571/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Waterfront View Book
May 31, 2025 – Jun 7, 2025 05/31/25–06/07/25 Verified & Protected
7 nights $3,000 ($429/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Water view View Book
Nov 15, 2025 – Nov 22, 2025 11/15/25–11/22/25
New!
7 nights $2,395 ($342/night) Room: 
Studio Unit
Sleeps: 2 View: None View Book
Nov 22, 2025 – Nov 29, 2025 11/22/25–11/29/25 Verified & Protected
New!
7 nights $2,295 ($328/night) Room: 
Studio Unit
Sleeps: 2 View: Varies View Book
Nov 24, 2025 – Nov 29, 2025 11/24/25–11/29/25 Verified & Protected
New!
5 nights $3,195 ($639/night) Room: 
1 Bedroom Unit
Sleeps: 4 View: Waterfront View Book
Nov 29, 2025 – Dec 6, 2025 11/29/25–12/06/25 Verified & Protected
7 nights $4,500 ($643/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Water view View Book
Dec 6, 2025 – Dec 13, 2025 12/06/25–12/13/25 Verified & Protected
7 nights $4,500 ($643/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Water view View Book
Dec 13, 2025 – Dec 20, 2025 12/13/25–12/20/25 Verified & Protected
7 nights $4,500 ($643/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Water view View Book
Dec 13, 2025 – Dec 20, 2025 12/13/25–12/20/25 Verified & Protected
7 nights $4,900 ($700/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Waterfront View Book
Dec 13, 2025 – Dec 20, 2025 12/13/25–12/20/25 Verified & Protected
New!
7 nights $3,495 ($499/night) Room: 
1 Bedroom Unit
Sleeps: 4 View: Waterfront View Book
Dec 13, 2025 – Dec 20, 2025 12/13/25–12/20/25 Verified & Protected
New!
7 nights $2,395 ($342/night) Room: 
Studio Unit
Sleeps: 2 View: None View Book
Dec 21, 2024 – Dec 28, 2024 12/21/24–12/28/24
New!
7 nights $5,000 ($714/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Oceanfront View posting
Dec 21, 2024 – Dec 28, 2024 12/21/24–12/28/24
7 nights $5,950 ($850/night) Room: 
3 Bedroom Unit
Sleeps: 8 View: Oceanfront View posting
Dec 21, 2024 – Jan 4, 2025 12/21/24–01/04/25
14 nights $10,000 ($714/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Oceanfront View posting
Dec 28, 2024 – Jan 4, 2025 12/28/24–01/04/25
New!
7 nights $6,995 ($999/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Oceanfront View posting
Dec 28, 2024 – Jan 4, 2025 12/28/24–01/04/25
7 nights $8,750 ($1,250/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Ocean view View posting
Jan 4, 2025 – Jan 18, 2025 01/04/25–01/18/25
New!
14 nights $12,500 ($893/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Ocean view View posting
Jan 4, 2025 – Jan 11, 2025 01/04/25–01/11/25
7 nights $3,200 ($457/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Oceanfront View posting
Jan 18, 2025 – Jan 25, 2025 01/18/25–01/25/25
New!
7 nights $4,100 ($586/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Oceanfront View posting
Jan 18, 2025 – Jan 25, 2025 01/18/25–01/25/25
New!
7 nights $5,250 ($750/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Ocean view View posting
Feb 1, 2025 – Feb 8, 2025 02/01/25–02/08/25
New!
7 nights $4,500 ($643/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Pool View posting
Feb 15, 2025 – Feb 18, 2025 02/15/25–02/18/25
3 nights $1,800 ($600/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Ocean view View posting
Feb 22, 2025 – Mar 1, 2025 02/22/25–03/01/25
7 nights $4,700 ($671/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Ocean view View posting
Mar 1, 2025 – Mar 8, 2025 03/01/25–03/08/25
New!
7 nights $4,200 ($600/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Waterfront View posting
Mar 1, 2025 – Mar 8, 2025 03/01/25–03/08/25
7 nights $4,800 ($686/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Ocean view View posting
Mar 8, 2025 – Mar 9, 2025 03/08/25–03/09/25
1 nights $595 ($595/night) Room: 
1 Bedroom Unit
Sleeps: 4 View: Waterfront View posting
Mar 8, 2025 – Mar 15, 2025 03/08/25–03/15/25
7 nights $4,950 ($707/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Ocean view View posting
Mar 8, 2025 – Mar 29, 2025 03/08/25–03/29/25
21 nights $14,850 ($707/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Ocean view View posting
Mar 8, 2025 – Mar 15, 2025 03/08/25–03/15/25
7 nights $4,600 ($657/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Pool View posting
Mar 8, 2025 – Mar 15, 2025 03/08/25–03/15/25
7 nights $2,300 ($329/night) Room: 
Studio Unit
Sleeps: 2 View: Courtyard View posting
Mar 8, 2025 – Mar 15, 2025 03/08/25–03/15/25
7 nights $3,400 ($486/night) Room: 
1 Bedroom Unit
Sleeps: 4 View: Waterfront View posting
Mar 15, 2025 – Mar 22, 2025 03/15/25–03/22/25
New!
7 nights $4,500 ($643/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Waterfront View posting
Mar 15, 2025 – Mar 22, 2025 03/15/25–03/22/25
7 nights $4,950 ($707/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Ocean view View posting
Mar 15, 2025 – Mar 22, 2025 03/15/25–03/22/25
7 nights $4,725 ($675/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Water view View posting
Mar 22, 2025 – Mar 29, 2025 03/22/25–03/29/25
7 nights $4,950 ($707/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Pool View posting
Mar 22, 2025 – Mar 29, 2025 03/22/25–03/29/25
7 nights $4,725 ($675/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Water view View posting
Mar 29, 2025 – Apr 5, 2025 03/29/25–04/05/25
7 nights $4,725 ($675/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Water view View posting
Mar 29, 2025 – Apr 5, 2025 03/29/25–04/05/25
7 nights $4,000 ($571/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Water view View posting
Apr 12, 2025 – Apr 19, 2025 04/12/25–04/19/25
7 nights $4,550 ($650/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Ocean view View posting
Apr 26, 2025 – May 10, 2025 04/26/25–05/10/25
New!
14 nights $9,600 ($686/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Water view View posting
Apr 26, 2025 – May 3, 2025 04/26/25–05/03/25
New!
7 nights $4,000 ($571/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Water view View posting
Jun 21, 2025 – Jun 28, 2025 06/21/25–06/28/25
7 nights $3,000 ($429/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Water view View posting
Jun 28, 2025 – Jul 5, 2025 06/28/25–07/05/25
New!
7 nights $3,100 ($443/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Water view View posting
Jun 28, 2025 – Jul 5, 2025 06/28/25–07/05/25
7 nights $3,200 ($457/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Water view View posting
Jun 28, 2025 – Jul 5, 2025 06/28/25–07/05/25
7 nights $3,950 ($564/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Water view View posting
Jun 28, 2025 – Jul 5, 2025 06/28/25–07/05/25
7 nights $2,050 ($293/night) Room: 
Studio Unit
Sleeps: 2 View: Varies View posting
Jul 26, 2025 – Aug 2, 2025 07/26/25–08/02/25
7 nights $4,000 ($571/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Water view View posting
Jul 26, 2025 – Aug 2, 2025 07/26/25–08/02/25
7 nights $4,950 ($707/night) Room: 
2 Bedroom Unit
Sleeps: 2 View: Pool View posting
Jul 26, 2025 – Aug 2, 2025 07/26/25–08/02/25
7 nights $4,850 ($693/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Pool View posting
Aug 2, 2025 – Aug 9, 2025 08/02/25–08/09/25
7 nights $3,300 ($471/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Water view View posting
Aug 2, 2025 – Aug 9, 2025 08/02/25–08/09/25
7 nights $4,150 ($593/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Pool View posting
Aug 2, 2025 – Aug 9, 2025 08/02/25–08/09/25
7 nights $4,150 ($593/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Pool View posting
Oct 25, 2025 – Nov 1, 2025 10/25/25–11/01/25
7 nights $5,000 ($714/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Ocean view View posting
Nov 1, 2025 – Nov 8, 2025 11/01/25–11/08/25
New!
7 nights $6,000 ($857/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Pool View posting
Nov 8, 2025 – Nov 15, 2025 11/08/25–11/15/25
7 nights $4,200 ($600/night) Room: 
2 Bedroom Unit
Sleeps: 6 View: Ocean view View posting
Mar 1, 2025 – Apr 5, 2025 03/01/25–04/05/25 Availability varies
7 nights $2,200 ($314/night) Room: 
Studio Unit
Sleeps: 2 View: Courtyard View posting
Mar 8, 2025 – Apr 12, 2025 03/08/25–04/12/25 Availability varies
New!
7 nights $3,400 ($486/night) Room: 
1 Bedroom Unit
Sleeps: 4 View: Waterfront View posting
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