Winter Rentals
Verified & Protected
Voted Top Pick 2025
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 19–26, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($315/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,622 ($517/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,220 ($174/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 19–26, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $1,358 ($194/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 19–26, 2025 (7 nights)
- 3 bed/3 bath, sleeps 10
- $3,077 ($440/night)
Verified & Protected
Eagle's Nest Beach Resort
Marco Island, Florida- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($315/night)
Verified & Protected
Voted Top Pick 2025
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 19–26, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,042 ($292/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,385 ($198/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,042 ($292/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 19–22, 2025 (3 nights)
- 2 bed/2 bath, sleeps 8
- $502 ($167/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $999 ($143/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,107 ($158/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 19–27, 2025 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($248/night)
Verified & Protected
Voted Top Pick 2025
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 19–26, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,042 ($292/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 19–27, 2025 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($248/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $777 ($111/night)
Verified & Protected
Marriott's Sabal Palms
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,987 ($284/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $999 ($143/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
Verified & Protected
Coral Reef Beach Resort
St. Pete Beach, Florida- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($237/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,374 ($196/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,385 ($198/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20–28, 2025 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,385 ($173/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $855 ($122/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,000 ($1,000/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Dec 20–24, 2025 (4 nights)
- 3 bed/3 bath, sleeps 10
- $2,586 ($647/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($237/night)
Verified & Protected
Vacation Village at Parkway
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $666 ($95/night)
The Galleon Resort
Key West, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,112 ($588/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,110 ($159/night)
Verified & Protected
Coral Reef Beach Resort
St. Pete Beach, Florida- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($237/night)
Verified & Protected
Camaron Cove Resort
Indian Rocks Beach, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($315/night)
Verified & Protected
Marriott's Harbour Lake
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($190/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,769 ($253/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,987 ($284/night)
Verified & Protected
The Resort on Cocoa Beach
Cocoa Beach, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,330 ($190/night)
Verified & Protected
Holiday Inn Club Vacations Cape Canaveral Beach Resort
Cape Canaveral, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,878 ($268/night)
Verified & Protected
Hyatt Siesta Key Beach - A Hyatt Residence Club
Siesta Key, Florida- Dec 20–27, 2025 (7 nights)
- 3 bed/3 bath, sleeps 8
- $7,655 ($1,094/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
Verified & Protected
Sheraton Vistana Villages
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,088 ($155/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/1.5 bath, sleeps 8
- $1,110 ($159/night)
Verified & Protected
Palm Beach Shores Resort and Vacation Villas
Palm Beach Shores, Florida- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $998 ($143/night)
Verified & Protected
Marriott's Royal Palms
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,219 ($174/night)
Verified & Protected
Marriott's Harbour Lake
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 20–26, 2025 (6 nights)
- 1 bed/1 bath, sleeps 4
- $832 ($139/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,165 ($166/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,832 ($547/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,586 ($370/night)