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.
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $8,380 ($1,197/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($630/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,978 ($283/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
- $8,036 ($1,148/night)
Hyatt Beach House Resort
Key West, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,832 ($547/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,906 ($1,415/night)
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Marriott's Cypress Harbour Villas
Orlando, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 8–16, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,471 ($184/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 8–16, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,061 ($258/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,586 ($1,227/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $10,326 ($1,475/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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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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 8–17, 2027 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,647 ($183/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 8–17, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,297 ($255/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 12–19, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,145 ($592/night)
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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 12–18, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,942 ($657/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,036 ($1,148/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 2–15, 2027 (13 nights)
- 2 bed/2 bath, sleeps 8
- $2,632 ($202/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 2–15, 2027 (13 nights)
- 1 bed/1 bath, sleeps 4
- $1,847 ($142/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 2–15, 2027 (13 nights)
- 2 bed/2 bath, sleeps 8
- $3,469 ($267/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 10–16, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,312 ($219/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 10–16, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,778 ($296/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 10–16, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $950 ($158/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 11–20, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,564 ($285/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 7–19, 2027 (12 nights)
- 2 bed/2 bath, sleeps 8
- $2,964 ($247/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 7–19, 2027 (12 nights)
- 1 bed/1 bath, sleeps 4
- $2,127 ($177/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–19, 2027 (13 nights)
- 1 bed/1 bath, sleeps 4
- $2,349 ($181/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–19, 2027 (13 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($253/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,123 ($303/night)
Eagle's Nest Beach Resort
Marco Island, Florida- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,412 ($630/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 13–21, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,440 ($305/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 13–21, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,299 ($162/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 13–21, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,804 ($225/night)
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Palm Beach Shores Resort and Vacation Villas
Palm Beach Shores, Florida- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,502 ($1,215/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,502 ($1,215/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,999 ($1,000/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 10–20, 2027 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,546 ($155/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 10–20, 2027 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,144 ($214/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 10–20, 2027 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,890 ($289/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
- $2,276 ($325/night)
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Sheraton Vistana Villages
Orlando, Florida- Feb 13–20, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,505 ($358/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–22, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,214 ($277/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 1–15, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,789 ($199/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 1–15, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,952 ($139/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 1–15, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,666 ($262/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 11–21, 2027 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,952 ($295/night)