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 Riviera Resort
Lake Buena Vista, Florida- Jan 24–29, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $2,467 ($493/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Jan 24–29, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $2,554 ($511/night)
Verified & Protected
Disney's Riviera Resort
Lake Buena Vista, Florida- Jan 24–29, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $2,554 ($511/night)
Verified & Protected
Disney's Riviera Resort
Lake Buena Vista, Florida- Jan 24–30, 2027 (6 nights)
- Studio/1 bath, sleeps 5
- $2,909 ($485/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Jan 24–30, 2027 (6 nights)
- Studio/1 bath, sleeps 5
- $2,604 ($434/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Jan 25–29, 2027 (4 nights)
- Studio/1 bath, sleeps 5
- $2,118 ($529/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 25 – Feb 2, 2027 (8 nights)
- Studio/1 bath, sleeps 4
- $2,750 ($344/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Jan 26–30, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $1,985 ($496/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Jan 26–31, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $2,743 ($549/night)
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 28 – Feb 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,884 ($841/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 29 – Feb 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Jan 29 – Feb 2, 2027 (4 nights)
- Studio/1 bath, sleeps 5
- $2,131 ($533/night)
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Palm Beach Shores Resort and Vacation Villas
Palm Beach Shores, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($315/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $3,779 ($540/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $3,871 ($553/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,355 ($765/night)
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,911 ($844/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 30 – Feb 6, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $6,565 ($938/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Jan 31 – Feb 5, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,558 ($512/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Jan 31 – Feb 6, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $2,833 ($472/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Jan 31 – Feb 6, 2027 (6 nights)
- Studio/1 bath, sleeps 5
- $2,774 ($462/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Jan 31 – Feb 4, 2027 (4 nights)
- Studio/1 bath, sleeps 5
- $2,143 ($536/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 1–5, 2027 (4 nights)
- 3 bed/3 bath, sleeps 10
- $4,385 ($1,096/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Feb 1–5, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,026 ($507/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,707 ($1,530/night)
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 1–7, 2027 (6 nights)
- 3 bed/3 bath, sleeps 10
- $6,565 ($1,094/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 1–8, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 1–15, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $7,001 ($500/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,128 ($875/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 3–10, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $3,818 ($545/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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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,018 ($1,288/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,112 ($588/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Feb 5–9, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $1,462 ($366/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,821 ($689/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,766 ($681/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)
Verified & Protected
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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Marriott's Oceana Palms
Riviera Beach, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,167 ($595/night)
Verified & Protected
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)
Verified & Protected
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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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $3,913 ($559/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $6,565 ($938/night)
Verified & Protected
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)
Verified & Protected
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)