Presidents Day Timeshare Rentals
Presidents Day falls on the third Monday of February. As a federal holiday, U.S. schools and government offices are closed, making it a popular long weekend for short getaways. Originally established as Washington’s Birthday, the holiday is now widely seen as a celebration of all U.S. presidents.
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,074 ($154/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,497 ($214/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,013 ($288/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 13–22, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,454 ($273/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 13–22, 2027 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,312 ($146/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 13–22, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $1,839 ($204/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,926 ($275/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,427 ($204/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 12–19, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,035 ($148/night)
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,879 ($411/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 11–16, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $2,013 ($403/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 11–16, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,564 ($313/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 11–16, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,074 ($215/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 7–20, 2027 (13 nights)
- 2 bed/2 bath, sleeps 8
- $3,831 ($295/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 7–20, 2027 (13 nights)
- 1 bed/1 bath, sleeps 4
- $2,414 ($186/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 7–20, 2027 (13 nights)
- 3 bed/2 bath, sleeps 10
- $4,490 ($345/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–18, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $959 ($240/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–18, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $959 ($240/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–18, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,277 ($319/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–18, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $710 ($178/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 12–21, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,754 ($306/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 12–21, 2027 (9 nights)
- 3 bed/2 bath, sleeps 10
- $3,827 ($425/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 12–21, 2027 (9 nights)
- 1 bed/1 bath, sleeps 4
- $2,048 ($228/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 12–19, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,240 ($463/night)
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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 10–19, 2027 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,734 ($193/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 10–19, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,565 ($285/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 10–19, 2027 (9 nights)
- 3 bed/2 bath, sleeps 10
- $3,199 ($355/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 11–19, 2027 (8 nights)
- 3 bed/2 bath, sleeps 10
- $2,955 ($369/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 11–19, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,271 ($284/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 11–19, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,603 ($200/night)
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Sheraton Vistana Resort
Orlando, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,660 ($237/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 15–20, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,839 ($368/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 15–20, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,352 ($270/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 15–20, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,003 ($201/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 15–20, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,352 ($270/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,031 ($576/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,276 ($611/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 12–20, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,760 ($220/night)
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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,260 ($323/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,313 ($330/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 10–17, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,571 ($367/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 10–17, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,383 ($198/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,094 ($299/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 15–22, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $4,302 ($615/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,346 ($907/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 10–16, 2027 (6 nights)
- 3 bed/2 bath, sleeps 10
- $2,257 ($376/night)