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 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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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
- $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
- $9,290 ($1,327/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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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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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Feb 7–10, 2027 (3 nights)
- Studio/1 bath, sleeps 5
- $1,922 ($641/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Feb 7–14, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,641 ($377/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Feb 7–14, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,641 ($377/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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Disney's Beach Club Villas
Lake Buena Vista, Florida- Feb 7–12, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $3,164 ($633/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 7–14, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $3,312 ($473/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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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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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,963 ($1,280/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
- $2,096 ($299/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
- $7,873 ($1,125/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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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 9–19, 2027 (10 nights)
- 2 bed/2 bath, sleeps 8
- $9,290 ($929/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 10–17, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,886 ($412/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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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Feb 11–14, 2027 (3 nights)
- Studio/1 bath, sleeps 4
- $1,644 ($548/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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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,993 ($570/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
- $9,018 ($1,288/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,602 ($657/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,039 ($720/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,112 ($588/night)
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 12–19, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/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
- $7,546 ($1,078/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $11,470 ($1,639/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,112 ($588/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,004 ($572/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,472 ($496/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
- $8,364 ($1,195/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
- $13,105 ($1,872/night)
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Marriott's Grande Vista
Orlando, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($346/night)
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,548 ($650/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,501 ($1,357/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,924 ($1,561/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,835 ($1,405/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $14,740 ($2,106/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,600 ($1,086/night)