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 Beach House Resort
Key West, Florida- Feb 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,240 ($463/night)
Hyatt Windward Pointe Resort
Key West, Florida- Mar 15–19, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,878 ($470/night)
Hyatt Beach House Resort
Key West, Florida- Apr 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/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)
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Hyatt Windward Pointe Resort
Key West, Florida- Jan 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/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
- $3,295 ($471/night)
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Hyatt Windward Pointe Resort
Key West, Florida- Feb 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,298 ($471/night)
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Hyatt Windward Pointe Resort
Key West, Florida- Jan 18–24, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,968 ($495/night)
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Hyatt Beach House Resort
Key West, Florida- Jan 25 – Feb 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($494/night)
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Hyatt Beach House Resort
Key West, Florida- Feb 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,513 ($502/night)
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The Galleon Resort
Key West, Florida- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,513 ($502/night)
Hyatt Beach House Resort
Key West, Florida- Jun 28 – Jul 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,568 ($510/night)
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Hyatt Windward Pointe Resort
Key West, Florida- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,611 ($516/night)
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Hyatt Beach House Resort
Key West, Florida- Feb 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,622 ($517/night)
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Hyatt Windward Pointe Resort
Key West, Florida- Mar 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,622 ($517/night)
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Hyatt Windward Pointe Resort
Key West, Florida- Jan 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,649 ($521/night)
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Hyatt Beach House Resort
Key West, Florida- May 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,649 ($521/night)
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Hyatt Beach House Resort
Key West, Florida- May 24–29, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($528/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- May 31 – Jun 7, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $3,731 ($533/night)
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Hyatt Windward Pointe Resort
Key West, Florida- Feb 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- May 3–10, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $3,840 ($549/night)
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Hyatt Beach House Resort
Key West, Florida- Mar 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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The Banyan Resort
Key West, Florida- Dec 27, 2025 – Jan 3, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,840 ($549/night)
Hyatt Sunset Harbor Resort
Key West, Florida- May 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Hyatt Beach House Resort
Key West, Florida- Jan 25 – Feb 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Hyatt Beach House Resort
Key West, Florida- May 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Hyatt Windward Pointe Resort
Key West, Florida- Mar 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,949 ($564/night)
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Coconut Beach Resort
Key West, Florida- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,004 ($572/night)
The Galleon Resort
Key West, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,112 ($588/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,112 ($588/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Apr 5–12, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $4,112 ($588/night)
Hyatt Beach House Resort
Key West, Florida- Feb 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,167 ($595/night)
The Galleon Resort
Key West, Florida- Apr 25 – May 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,167 ($595/night)
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Hyatt Windward Pointe Resort
Key West, Florida- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,222 ($603/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Apr 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,222 ($603/night)
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The Galleon Resort
Key West, Florida- Mar 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,276 ($611/night)
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Hyatt Beach House Resort
Key West, Florida- Dec 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,330 ($619/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Mar 22–28, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $3,786 ($631/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Mar 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,412 ($630/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Feb 22 – Mar 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
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The Galleon Resort
Key West, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
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Hyatt Beach House Resort
Key West, Florida- Feb 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Mar 22–26, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $2,749 ($687/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Feb 19–22, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $2,150 ($717/night)
The Galleon Resort
Key West, Florida- Mar 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,257 ($751/night)
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The Galleon Resort
Key West, Florida- Apr 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,312 ($759/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Apr 26 – May 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,366 ($767/night)
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The Galleon Resort
Key West, Florida- Feb 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,366 ($767/night)