Bargain Timeshare Rentals
Looking for an exceptional vacation deal? Timeshare rentals by owner are almost always lower than resort rack rates. These postings represent some of the best bargains available, giving deal-hunters the chance to lock in serious savings on their next getaway!
Verified & Protected
The Galleon Resort
Key West, Florida- Aug 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,949 ($564/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $4,058 ($580/night)
Verified & Protected
The Galleon Resort
Key West, Florida- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,058 ($580/night)
Verified & Protected
The Galleon Resort
Key West, Florida- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,058 ($580/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Jul 26 – Aug 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,112 ($588/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Aug 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,112 ($588/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,167 ($595/night)
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Hyatt Windward Pointe Resort
Key West, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,222 ($603/night)
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The Galleon Resort
Key West, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,222 ($603/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- May 10–14, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $2,423 ($606/night)
The Galleon Resort
Key West, Florida- Nov 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,276 ($611/night)
The Galleon Resort
Key West, Florida- Jul 25 – Aug 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($626/night)
Verified & Protected
The Galleon Resort
Key West, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,412 ($630/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Jun 14–20, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $3,949 ($658/night)
The Galleon Resort
Key West, Florida- Jul 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Oct 18–25, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $4,603 ($658/night)
Hyatt Windward Pointe Resort
Key West, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Oct 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,658 ($665/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $4,711 ($673/night)
The Galleon Resort
Key West, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,930 ($704/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $4,930 ($704/night)
The Galleon Resort
Key West, Florida- Nov 28 – Dec 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,930 ($704/night)
The Galleon Resort
Key West, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,930 ($704/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Oct 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,984 ($712/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,039 ($720/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,039 ($720/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Jul 25 – Aug 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 24–27, 2026 (3 nights)
- 2 bed/2.5 bath, sleeps 6
- $2,423 ($808/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Oct 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,565 ($938/night)