Bargain Timeshare Rentals
Timeshare rentals by-owner are almost always a bargain when compared to resort rack rates. Here are the best deals on your next timeshare rental vacation.
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Hyatt Sunset Harbor Resort
Key West, Florida- May 17–21, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $722 ($180/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Jun 21–25, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $777 ($194/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- May 18–21, 2026 (3 nights)
- Studio/1 bath, sleeps 2
- $666 ($222/night)
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The Hammocks at Marathon
Marathon, Florida- May 12–17, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,165 ($233/night)
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Florida Bay Club
Key Largo, Florida- Mar 7–14, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $1,768 ($253/night)
The Galleon Resort
Key West, Florida- Jan 3–10, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,932 ($276/night)
Verified & Protected
The Hammocks at Marathon
Marathon, Florida- Jan 11–14, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $882 ($294/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- May 10–14, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $1,220 ($305/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Mar 29 – Apr 2, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $1,220 ($305/night)
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Hyatt Windward Pointe Resort
Key West, Florida- Apr 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($315/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Jul 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,205 ($315/night)
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The Galleon Resort
Key West, Florida- Mar 7–14, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,276 ($325/night)
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Hyatt Beach House Resort
Key West, Florida- Jan 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,309 ($330/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- May 24–28, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,330 ($332/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- May 17–21, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,330 ($332/night)
Coconut Mallory Marina & Resort
Key West, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,478 ($354/night)
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Coconut Mallory Marina & Resort
Key West, Florida- Feb 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,478 ($354/night)
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Coconut Mallory Marina & Resort
Key West, Florida- Oct 17–24, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,478 ($354/night)
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Hyatt Windward Pointe Resort
Key West, Florida- Jan 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($377/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Mar 7–14, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,641 ($377/night)
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Hyatt Beach House Resort
Key West, Florida- Jul 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($377/night)
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Hyatt Windward Pointe Resort
Key West, Florida- Jan 18–24, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,307 ($385/night)
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Hyatt Windward Pointe Resort
Key West, Florida- Mar 10–14, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($388/night)
Hyatt Windward Pointe Resort
Key West, Florida- Apr 27 – May 2, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,932 ($386/night)
Hyatt Beach House Resort
Key West, Florida- Jul 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($393/night)
Hyatt Beach House Resort
Key West, Florida- Jan 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,859 ($408/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- May 31 – Jun 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,886 ($412/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- May 31 – Jun 7, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,914 ($416/night)
Hyatt Windward Pointe Resort
Key West, Florida- Jul 26 – Aug 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,914 ($416/night)
Hyatt Windward Pointe Resort
Key West, Florida- Mar 8–12, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,714 ($429/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Feb 22 – Mar 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,001 ($429/night)
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Hyatt Beach House Resort
Key West, Florida- Feb 22 – Mar 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,022 ($432/night)
Hyatt Windward Pointe Resort
Key West, Florida- Mar 3–7, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,769 ($442/night)
Hyatt Windward Pointe Resort
Key West, Florida- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
Hyatt Beach House Resort
Key West, Florida- Mar 8–12, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,769 ($442/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Feb 22 – Mar 1, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
Hyatt Windward Pointe Resort
Key West, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Apr 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Jul 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Feb 28 – Mar 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Feb 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Mar 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Mar 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,132 ($447/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Jun 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,186 ($455/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Feb 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,235 ($462/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Feb 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,240 ($463/night)
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Hyatt Windward Pointe Resort
Key West, Florida- Mar 15–19, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,878 ($470/night)
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The Galleon Resort
Key West, Florida- Aug 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)