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 Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–20, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,495 ($249/night)
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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 14–20, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $1,660 ($277/night)
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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 14–18, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,769 ($442/night)
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,274 ($1,039/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Feb 15–20, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $3,344 ($669/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,527 ($504/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,974 ($282/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 9–16, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,057 ($151/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,471 ($210/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Feb 14–20, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $3,622 ($604/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 14–27, 2027 (13 nights)
- 2 bed/2 bath, sleeps 8
- $3,365 ($259/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 14–27, 2027 (13 nights)
- 2 bed/2 bath, sleeps 8
- $2,563 ($197/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 14–27, 2027 (13 nights)
- 1 bed/1 bath, sleeps 4
- $1,791 ($138/night)
Holiday Inn Club Vacations Marco Island - Sunset Cove Resort
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 3 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 11–17, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,826 ($304/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 11–17, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $977 ($163/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 11–17, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,339 ($223/night)
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Ocean East Resort Club
Ormond Beach, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/1 bath, sleeps 6
- $2,009 ($287/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 11–18, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,734 ($391/night)
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Wyndham Vacation Resorts at Majestic Sun
Destin, Florida- Feb 15–20, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,385 ($277/night)
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Marriott's Lakeshore Reserve
Orlando, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,470 ($1,639/night)
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Sheraton Vistana Villages
Orlando, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
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Hyatt Windward Pointe Resort
Key West, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($494/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,181 ($1,312/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Feb 12–19, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,543 ($363/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,524 ($218/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 11–18, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,110 ($159/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,070 ($296/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 12–18, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,874 ($312/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 12–18, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($228/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 12–18, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,003 ($167/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 15–21, 2027 (6 nights)
- 3 bed/2 bath, sleeps 10
- $2,397 ($399/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 15–21, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,743 ($290/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 15–21, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,295 ($216/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 6–20, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,857 ($276/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 6–20, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $2,057 ($147/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 6–20, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,894 ($207/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 13–19, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $901 ($150/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 13–19, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,242 ($207/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 13–19, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,682 ($280/night)
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Westgate Town Center
Kissimmee, Florida- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,563 ($223/night)
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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,257 ($751/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 10–17, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,505 ($358/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,541 ($934/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 11–16, 2027 (5 nights)
- 3 bed/3 bath, sleeps 10
- $8,745 ($1,749/night)
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Marriott's Cypress Harbour Villas
Orlando, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 14–19, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $932 ($186/night)