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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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Feb 7–13, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $2,275 ($379/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)
- 1 bed/1 bath, sleeps 4
- $415 ($138/night)
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Disney's Beach Club Villas
Lake Buena Vista, Florida- Feb 7–11, 2027 (4 nights)
- Studio/1 bath, sleeps 5
- $2,536 ($634/night)
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Marriott's Lakeshore Reserve
Orlando, Florida- Feb 7–14, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $6,129 ($876/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Feb 7–11, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,100 ($525/night)
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Copper Creek Villas & Cabins at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Feb 7–12, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,249 ($450/night)
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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Feb 7–9, 2027 (2 nights)
- Studio/1 bath, sleeps 5
- $1,238 ($619/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 7–10, 2027 (3 nights)
- 3 bed/2 bath, sleeps 10
- $746 ($249/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
- $2,314 ($331/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 7–12, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,242 ($248/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)
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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
- $6,728 ($961/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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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,654 ($1,093/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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Disney's Beach Club Villas
Lake Buena Vista, Florida- Feb 7–11, 2027 (4 nights)
- Studio/1 bath, sleeps 5
- $2,536 ($634/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)
Hyatt Sunset Harbor Resort
Key West, Florida- Feb 7–14, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $3,802 ($543/night)
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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 7–14, 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 7–12, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $666 ($133/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
- $7,437 ($1,062/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
- $5,448 ($1,090/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 8–13, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $2,739 ($548/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,654 ($1,093/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,902 ($272/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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 10–17, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,571 ($367/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 10–18, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($957/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 10–17, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,383 ($198/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Feb 10–11, 2027 (1 night)
- Studio/1 bath, sleeps 4
- $435 ($435/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
- $7,502 ($1,072/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 11–21, 2027 (10 nights)
- 2 bed/2 bath, sleeps 8
- $8,745 ($874/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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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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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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 11–17, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,705 ($284/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 11–17, 2027 (6 nights)
- 3 bed/2 bath, sleeps 10
- $2,327 ($388/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
- $2,886 ($412/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 Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 11–17, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,251 ($208/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 11–18, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,494 ($642/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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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 Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 12–17, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $2,083 ($417/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)