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Jan 01, 2026 - Dec 24, 2026
2 bed
sleeps 6
$1,500.00
$214.29/night
Mar 29, 2026
- Apr 02, 2026
studio bed
sleeps 2
$1,100.00
$275.00/night
Apr 04, 2026
- Apr 11, 2026
2 bed
sleeps 6
$4,500.00
$642.86/night
For Rent
Hyatt Beach House Resort
2BR Villa, 4 Nights, Sun Apr 19 – Thu Apr 23, Sleeps 6-8. Just $225 per night, cheapest you'll find for this perfect season in Key West.
Apr 19, 2026 - Apr 23, 2026
2 bed
sleeps 6
$900.00
$128.57/night
Jul 04, 2026
- Jul 11, 2026
studio bed
sleeps 2
$1,400.00
$200.00/night
Jul 18, 2026
- Jul 25, 2026
2 bed
sleeps 6
$4,200.00
$600.00/night
Jul 18, 2026
- Jul 25, 2026
1 bed
sleeps 4
$2,800.00
$400.00/night
Jul 18, 2026
- Jul 25, 2026
studio bed
sleeps 2
$2,000.00
$285.71/night
Aug 09, 2026
- Aug 13, 2026
studio bed
sleeps 2
$1,100.00
$275.00/night
Oct 18, 2026
- Oct 25, 2026
2 bed
sleeps 6
$4,250.01
$607.14/night
Oct 18, 2026
- Oct 25, 2026
studio bed
sleeps 2
$2,450.00
$350.00/night
Oct 24, 2026
- Oct 31, 2026
2 bed
sleeps 6
$2,900.00
$414.29/night
Nov 22, 2026
- Nov 29, 2026
2 bed
sleeps 6
$3,500.00
$500.00/night
Dec 06, 2026
- Dec 10, 2026
studio bed
sleeps 2
$1,200.00
$300.00/night
Dec 12, 2026
- Dec 19, 2026
2 bed
sleeps 6
$4,200.00
$600.00/night
For Rent
Hyatt Windward Pointe Resort
CHRISTMAS IN KEY WEST – Hyatt Windward Pointe | 2BR Luxury | Dec 20–27, 2026
Dec 19, 2026
- Dec 26, 2026
2 bed
sleeps 6
$4,800.00
$685.71/night
Dec 20, 2026
- Dec 24, 2026
studio bed
sleeps 2
$1,200.00
$300.00/night
Dec 27, 2026
- Jan 03, 2027
studio bed
sleeps 2
$2,100.00
$300.00/night