Valentines Day Timeshare Rentals
Valentine’s Day, celebrated annually on February 14, is traditionally dedicated to celebrating romantic love. It’s the perfect opportunity to escape with your partner or loved ones and enjoy a vacation together and make memories to last a lifetime.
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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)
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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)
- 2 bed/2 bath, sleeps 8
- $3,365 ($259/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
- $1,339 ($223/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
- $1,826 ($304/night)
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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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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 11–15, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($147/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 11–15, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,141 ($285/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 11–15, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,339 ($335/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 11–15, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $755 ($189/night)
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)
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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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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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
- $2,070 ($296/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 12–18, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,003 ($167/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 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 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 13–19, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,682 ($280/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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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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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,859 ($408/night)
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Daytona Beach Regency
Daytona Beach, Florida- Feb 13–22, 2027 (9 nights)
- 1 bed/1 bath, sleeps 4
- $3,458 ($384/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Feb 14–15, 2027 (1 night)
- Studio/1 bath, sleeps 4
- $405 ($405/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Feb 12–16, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,205 ($551/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 14–21, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $6,347 ($907/night)
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Westgate Vacation Villas
Kissimmee, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,001 ($286/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
- $10,925 ($1,561/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 1–15, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,214 ($230/night)