Winter Timeshare Rentals
Winter getaways are always popular, making now the perfect time to secure exclusive timeshare deals for your seasonal escape! Whether you're dreaming of a snowy mountain retreat or a warm-weather getaway, these timeshare rentals offer the perfect setting to make your winter vacation unforgettable.
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,673 ($239/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 5–12, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
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Marriott's Cypress Harbour Villas
Orlando, Florida- Feb 5–10, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($397/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 5–11, 2027 (6 nights)
- Studio/1 bath, sleeps 5
- $3,090 ($515/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 6–11, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $2,438 ($488/night)
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Westgate Vacation Villas
Kissimmee, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,486 ($212/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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Disney's Old Key West Resort
Lake Buena Vista, Florida- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,154 ($451/night)
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Sheraton Vistana Resort
Orlando, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,549 ($221/night)
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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 6–13, 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 6–10, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $940 ($235/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Feb 6–7, 2027 (1 night)
- Studio/1 bath, sleeps 4
- $415 ($415/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,464 ($1,066/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–14, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,475 ($184/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,167 ($595/night)
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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,986 ($284/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,647 ($1,092/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–14, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($265/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,072 ($1,296/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 Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–10, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $626 ($157/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–10, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,150 ($287/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,067 ($1,295/night)
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Fantasy Island Resort II
Daytona Beach Shores, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/1 bath, sleeps 6
- $1,932 ($276/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–20, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,683 ($263/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–20, 2027 (14 nights)
- 3 bed/2 bath, sleeps 10
- $4,886 ($349/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $3,913 ($559/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,185 ($169/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,730 ($247/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–13, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,201 ($314/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 Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–14, 2027 (8 nights)
- 3 bed/2 bath, sleeps 10
- $2,759 ($345/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,290 ($1,327/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,072 ($1,296/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–20, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $2,637 ($188/night)
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Shell Island Beach Club
Sanibel Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $3,913 ($559/night)
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Palm Beach Shores Resort and Vacation Villas
Palm Beach Shores, Florida- Feb 7–14, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,423 ($346/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,274 ($1,039/night)
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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Feb 7–10, 2027 (3 nights)
- Studio/1 bath, sleeps 5
- $1,614 ($538/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 7–10, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $603 ($201/night)
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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Feb 7–11, 2027 (4 nights)
- Studio/1 bath, sleeps 5
- $2,554 ($638/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 7–19, 2027 (12 nights)
- 3 bed/3 bath, sleeps 10
- $11,988 ($999/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 7–12, 2027 (5 nights)
- 3 bed/3 bath, sleeps 10
- $6,292 ($1,258/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,219 ($1,031/night)