Winter Rentals
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Dec 12–19, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
Verified & Protected
The Charter Club of Marco Beach
Marco Island, Florida- Dec 13–20, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($393/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Dec 14–21, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,641 ($377/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,110 ($159/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,110 ($159/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Dec 17–24, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,548 ($650/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 17–22, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $530 ($106/night)
Verified & Protected
Marriott's Legends Edge at Bay Point
Panama City Beach, Florida- Dec 17–22, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,204 ($441/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 18–25, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,385 ($198/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 18–19, 2025 (1 night)
- 2 bed/2 bath, sleeps 8
- $205 ($205/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 18–25, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($486/night)
Verified & Protected
Marriott's Lakeshore Reserve
Orlando, Florida- Dec 18–25, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($237/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 18–25, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,022 ($432/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 18–22, 2025 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,326 ($331/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 18–25, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($393/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 18–22, 2025 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,326 ($331/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 18–25, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $1,440 ($206/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 18–25, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,987 ($284/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 18–22, 2025 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,326 ($331/night)
Verified & Protected
Holiday Inn Club Vacations Panama City Beach Resort
Panama City Beach, Florida- Dec 18–23, 2025 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,110 ($222/night)
Verified & Protected
Marriott's Lakeshore Reserve
Orlando, Florida- Dec 18–25, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Dec 18–25, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,745 ($1,249/night)
Verified & Protected
Marriott's Lakeshore Reserve
Orlando, Florida- Dec 18–25, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,330 ($190/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
Club Wyndham Sea Gardens
Pompano Beach, Florida- Dec 19–25, 2025 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,440 ($240/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
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 Ocean Pointe
Palm Beach Shores, Florida- Dec 19–23, 2025 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,330 ($332/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 19–27, 2025 (8 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($385/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
Sheraton Vistana Resort
Orlando, 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
- $1,440 ($206/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
Hurricane House
Sanibel Island, Florida- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,204 ($315/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
Sheraton Vistana Resort
Orlando, Florida- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($127/night)
Verified & Protected
Coconut Mallory Marina & Resort
Key West, Florida- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,742 ($249/night)
Verified & Protected
Hurricane House
Sanibel Island, Florida- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,204 ($315/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 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,042 ($292/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($237/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,123 ($303/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 19–27, 2025 (8 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($276/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
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)