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
Hyatt Beach House Resort
Key West, Florida- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Verified & Protected
Coconut Beach Resort
Key West, Florida- Nov 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Jan 31 – Feb 4, 2027 (4 nights)
- Studio/1 bath, sleeps 2
- $2,205 ($551/night)
Hyatt Beach House Resort
Key West, Florida- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,840 ($549/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,031 ($576/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,167 ($595/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,167 ($595/night)
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Hyatt Beach House Resort
Key West, Florida- Oct 24–27, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,807 ($602/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Mar 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,222 ($603/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Nov 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,222 ($603/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Mar 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,222 ($603/night)
The Galleon Resort
Key West, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,222 ($603/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,276 ($611/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,276 ($611/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 24–27, 2026 (3 nights)
- 2 bed/2.5 bath, sleeps 6
- $1,878 ($626/night)
Hyatt Beach House Resort
Key West, Florida- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,374 ($625/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,374 ($625/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Jun 27 – Jul 4, 2027 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $4,385 ($626/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,443 ($635/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Apr 11–15, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $2,637 ($659/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Dec 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Oct 15–18, 2026 (3 nights)
- 2 bed/2.5 bath, sleeps 6
- $1,987 ($662/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Sep 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Nov 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,672 ($667/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)
Verified & Protected
The Galleon Resort
Key West, Florida- Nov 28 – Dec 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,930 ($704/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Oct 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,946 ($707/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,984 ($712/night)
Verified & Protected
The Banyan Resort
Key West, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/1 bath, sleeps 6
- $5,175 ($739/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Mar 21–28, 2027 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $5,206 ($744/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Mar 28 – Apr 4, 2027 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $5,358 ($765/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Oct 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,475 ($782/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Oct 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,475 ($782/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Jan 10–17, 2027 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $5,693 ($813/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Jan 16–23, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,748 ($821/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Oct 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,748 ($821/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,748 ($821/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Oct 31 – Nov 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,748 ($821/night)
The Galleon Resort
Key West, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,748 ($821/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Sep 19–26, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,748 ($821/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Jan 24–31, 2027 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $6,565 ($938/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,464 ($1,066/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Oct 17–24, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $8,418 ($1,203/night)