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.
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- May 17–21, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $722 ($180/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Jun 21–25, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $777 ($194/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Dec 21–25, 2025 (4 nights)
- 2 bed/2 bath, sleeps 6
- $832 ($208/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- May 18–21, 2026 (3 nights)
- Studio/1 bath, sleeps 2
- $666 ($222/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 21–28, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,550 ($221/night)
Verified & Protected
Coconut Mallory Marina & Resort
Key West, Florida- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,742 ($249/night)
Verified & Protected
The Banyan Resort
Key West, Florida- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,769 ($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
Hyatt Windward Pointe Resort
Key West, Florida- Jan 4–10, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,660 ($277/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,095 ($299/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- May 10–14, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $1,220 ($305/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Mar 29 – Apr 2, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $1,220 ($305/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,150 ($307/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Apr 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($315/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Jan 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $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)
Verified & Protected
The Galleon Resort
Key West, Florida- Mar 7–14, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,276 ($325/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 21–28, 2025 (7 nights)
- Studio/1 bath, sleeps 2
- $2,314 ($331/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- May 17–21, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,330 ($332/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- May 24–28, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,330 ($332/night)
Verified & Protected
Coconut Mallory Marina & Resort
Key West, Florida- Feb 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,478 ($354/night)
Coconut Mallory Marina & Resort
Key West, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,478 ($354/night)
Verified & Protected
Coconut Mallory Marina & Resort
Key West, Florida- Oct 17–24, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,478 ($354/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Jan 11–15, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,440 ($360/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Dec 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,532 ($362/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Mar 7–14, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,641 ($377/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Jul 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($377/night)
Hyatt Beach House Resort
Key West, Florida- Jan 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($385/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Feb 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($385/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Dec 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($385/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Mar 10–14, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($388/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Jan 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($393/night)
Verified & Protected
The Banyan Resort
Key West, Florida- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($393/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Jan 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,859 ($408/night)
Hyatt Windward Pointe Resort
Key West, Florida- May 31 – Jun 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,886 ($412/night)
Hyatt Sunset Harbor Resort
Key West, Florida- May 31 – Jun 7, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,914 ($416/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Dec 23–27, 2025 (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
- $3,022 ($432/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Feb 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,039 ($434/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Feb 22 – Mar 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,069 ($438/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 Sunset Harbor Resort
Key West, Florida- Feb 22 – Mar 1, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
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
- $3,240 ($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)
Verified & Protected
The Galleon Resort
Key West, Florida- Jan 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)