Winter Rentals
Verified & Protected
The Charter Club of Marco Beach
Marco Island, Florida- Dec 6–13, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($393/night)
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
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
Westgate Town Center
Kissimmee, Florida- Dec 14–21, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,641 ($377/night)
Verified & Protected
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Dec 15–19, 2025 (4 nights)
- 2 bed/2 bath, sleeps 8
- $887 ($222/night)
Verified & Protected
Cypress Pointe Resort
Orlando, Florida- Dec 15–22, 2025 (7 nights)
- 3 bed/3 bath, sleeps 8
- $888 ($127/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Dec 15–22, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 15–20, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $944 ($189/night)
Verified & Protected
Voted Top Pick 2025
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 15–20, 2025 (5 nights)
- Studio/1 bath, sleeps 4
- $777 ($155/night)
Verified & Protected
Marriott's Villas at Doral
Miami, Florida- Dec 15–17, 2025 (2 nights)
- 2 bed/2 bath, sleeps 8
- $455 ($228/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 15–20, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $882 ($176/night)
Verified & Protected
Marriott's Harbour Lake
Orlando, Florida- Dec 15–20, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($178/night)
Verified & Protected
Marriott's Oceana Palms
Riviera Beach, Florida- Dec 15–21, 2025 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($368/night)
Verified & Protected
Marriott's Sabal Palms
Orlando, Florida- Dec 15–18, 2025 (3 nights)
- 2 bed/2 bath, sleeps 6
- $430 ($143/night)
Verified & Protected
Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 16–22, 2025 (6 nights)
- 2 bed/2 bath, sleeps 8
- $4,065 ($677/night)
Verified & Protected
Marriott's Oceana Palms
Riviera Beach, Florida- Dec 16–21, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,110 ($222/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Dec 16–23, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 16–21, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($310/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Dec 16–23, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Verified & Protected
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Dec 16–20, 2025 (4 nights)
- 2 bed/2 bath, sleeps 8
- $998 ($249/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Dec 16–23, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,058 ($580/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 17–22, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $530 ($106/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
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 18–25, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,022 ($432/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
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)
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
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
Marriott's Lakeshore Reserve
Orlando, Florida- Dec 18–25, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/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
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)
- 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
Sheraton Vistana Resort
Orlando, Florida- Dec 18–22, 2025 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,326 ($331/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
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
Sheraton Vistana Resort
Orlando, Florida- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,107 ($158/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
Hurricane House
Sanibel Island, Florida- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,204 ($315/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
- $2,535 ($362/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
Hurricane House
Sanibel Island, Florida- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,204 ($315/night)