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 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,013 ($288/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 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)
- 1 bed/1 bath, sleeps 4
- $1,074 ($154/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 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 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)
- 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)
- 1 bed/1 bath, sleeps 4
- $1,035 ($148/night)
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Feb 10–17, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,471 ($210/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,546 ($1,078/night)
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Lawai Beach Resort
Koloa, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,968 ($424/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 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)
- 3 bed/2 bath, sleeps 10
- $2,013 ($403/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 13–20, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,756 ($537/night)
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Villa del Palmar Flamingos
Nuevo Vallarta, Mexico- Feb 6–20, 2027 (14 nights)
- 2 bed/3 bath, sleeps 6
- $4,603 ($329/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,274 ($1,039/night)
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Marriott's Summit Watch
Park City, Utah- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,336 ($905/night)
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Marriott's Summit Watch
Park City, Utah- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,336 ($905/night)
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The Ridge at Playa Grande
Cabo San Lucas, Mexico- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,878 ($268/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,711 ($673/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $14,086 ($2,012/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Feb 12–15, 2027 (3 nights)
- 3 bed/2 bath, sleeps 8
- $1,224 ($408/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Feb 12–15, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($204/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Feb 12–15, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $950 ($317/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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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)
- 2 bed/2 bath, sleeps 8
- $3,831 ($295/night)
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Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,731 ($533/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)
- 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 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 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)
- 1 bed/1 bath, sleeps 4
- $2,048 ($228/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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Gold Point Resort
Breckenridge, Colorado- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,654 ($1,093/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,072 ($1,296/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)
- 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 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 11–19, 2027 (8 nights)
- 3 bed/2 bath, sleeps 10
- $2,955 ($369/night)