Winter Rentals
Verified & Protected
Voted Top Pick 2025
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 27, 2025 – Jan 3, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,905 ($272/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 27, 2025 – Jan 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,042 ($292/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 27, 2025 – Jan 2, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($222/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 27, 2025 – Jan 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,769 ($253/night)
Verified & Protected
Blue Tree Resort at Lake Buena Vista
Orlando, Florida- Dec 27, 2025 – Jan 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,768 ($253/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 27, 2025 – Jan 3, 2026 (7 nights)
- 3 bed/3 bath, sleeps 11
- $2,096 ($299/night)
Verified & Protected
Voted Top Pick 2025
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 28, 2025 – Jan 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
Verified & Protected
Westgate Lakes Resort & Spa
Orlando, Florida- Dec 28, 2025 – Jan 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,769 ($253/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 28, 2025 – Jan 2, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $451 ($90/night)
Verified & Protected
Club Wyndham Santa Barbara
Pompano Beach, Florida- Dec 28, 2025 – Jan 2, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,192 ($238/night)
Verified & Protected
Vacation Village at Parkway
Kissimmee, Florida- Dec 28, 2025 – Jan 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($127/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- Dec 28, 2025 – Jan 4, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,497 ($214/night)
Verified & Protected
WorldMark Orlando Kingstown Reef
Orlando, Florida- Dec 28, 2025 – Jan 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,528 ($218/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 28, 2025 – Jan 4, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,205 ($315/night)
Westgate Vacation Villas
Kissimmee, Florida- Dec 28, 2025 – Jan 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 10
- $1,725 ($246/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 28, 2025 – Jan 4, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,091 ($299/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 28, 2025 – Jan 2, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $722 ($144/night)
Voted Top Pick 2025
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 28, 2025 – Jan 4, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,042 ($292/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Dec 28, 2025 – Jan 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,290 ($1,327/night)
Marriott's Oceana Palms
Riviera Beach, Florida- Dec 28, 2025 – Jan 7, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($602/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- Dec 28, 2025 – Jan 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 10
- $1,932 ($276/night)
Verified & Protected
WorldMark Orlando Kingstown Reef
Orlando, Florida- Dec 28, 2025 – Jan 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,528 ($218/night)
Verified & Protected
Voted Top Pick 2025
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 28, 2025 – Jan 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($502/night)
Verified & Protected
Marriott's Cypress Harbour Villas
Orlando, Florida- Dec 28, 2025 – Jan 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,009 ($287/night)
Verified & Protected
Voted Top Pick 2025
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 28, 2025 – Jan 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 28, 2025 – Jan 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,769 ($253/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 28, 2025 – Jan 4, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,200 ($314/night)
Verified & Protected
Marriott's Royal Palms
Orlando, Florida- Dec 28, 2025 – Jan 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Dec 28, 2025 – Jan 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,745 ($1,249/night)
Westgate Lakes Resort & Spa
Orlando, Florida- Dec 28, 2025 – Jan 4, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,096 ($299/night)
Verified & Protected
Sheraton Vistana Villages
Orlando, Florida- Dec 29, 2025 – Jan 4, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($222/night)
Verified & Protected
Club Wyndham Clearwater Beach Resort
Clearwater, Florida- Dec 29, 2025 – Jan 4, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,457 ($576/night)
Verified & Protected
Club Wyndham Sea Gardens
Pompano Beach, Florida- Dec 29, 2025 – Jan 3, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,071 ($214/night)
Verified & Protected
Club Wyndham Santa Barbara
Pompano Beach, Florida- Dec 29, 2025 – Jan 4, 2026 (6 nights)
- 1 bed/2 bath, sleeps 6
- $1,302 ($217/night)
Verified & Protected
Marriott's Lakeshore Reserve
Orlando, Florida- Dec 29, 2025 – Jan 2, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $1,550 ($388/night)
Verified & Protected
Vistana Beach Club
Jensen Beach, Florida- Dec 29, 2025 – Jan 2, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $722 ($180/night)
Verified & Protected
Marriott's Cypress Harbour Villas
Orlando, Florida- Dec 29, 2025 – Jan 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,095 ($299/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 29, 2025 – Jan 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($315/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 30, 2025 – Jan 4, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $888 ($178/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Dec 30, 2025 – Jan 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,701 ($957/night)
Copper Creek Villas & Cabins at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Dec 30–31, 2025 (1 night)
- 1 bed/1 bath, sleeps 4
- $455 ($455/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 30, 2025 – Jan 5, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($277/night)
Verified & Protected
Westgate Leisure Resort
Orlando, Florida- Dec 30, 2025 – Jan 3, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,110 ($278/night)
Verified & Protected
Marriott's Harbour Lake
Orlando, Florida- Dec 30, 2025 – Jan 6, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,440 ($206/night)
Verified & Protected
Marriott's Legends Edge at Bay Point
Panama City Beach, Florida- Dec 30, 2025 – Jan 2, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,440 ($480/night)
Verified & Protected
Marriott's Cypress Harbour Villas
Orlando, Florida- Dec 30, 2025 – Jan 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,123 ($303/night)
Verified & Protected
Marriott's Villas at Doral
Miami, Florida- Dec 31, 2025 – Jan 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
Verified & Protected
Marriott's Oceana Palms
Riviera Beach, Florida- Dec 31, 2025 – Jan 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)