Winter Rentals
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Jan 18–25, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,949 ($564/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,054 ($211/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 23–30, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $6,020 ($860/night)
Verified & Protected
South Seas Club at South Seas Island Resort
Captiva, Florida- Jan 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,423 ($346/night)
Verified & Protected
Plantation Beach Club at South Seas Island Resort
Captiva, Florida- Jan 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,085 ($298/night)
Verified & Protected
Eagle's Nest Beach Resort
Marco Island, Florida- Jan 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 24–31, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,165 ($166/night)
Verified & Protected
Coconut Bay Resort
Fort Lauderdale, Florida- Jan 24–31, 2026 (7 nights)
- 1 bed/1.5 bath, sleeps 4
- $1,082 ($155/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 24–31, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,022 ($432/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 24–31, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,804 ($401/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 24–31, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $5,202 ($743/night)
Verified & Protected
Merriweather Resort
Fort Lauderdale, Florida- Jan 24–31, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,665 ($238/night)
Verified & Protected
Marriott Vacation Club Pulse, South Beach
Miami Beach, Florida- Jan 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 5
- $2,696 ($385/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Jan 24–31, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,949 ($564/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 24–31, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,295 ($471/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Jan 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
Verified & Protected
Marriott's Oceana Palms
Riviera Beach, Florida- Jan 25 – Feb 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,031 ($576/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 25 – Feb 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,602 ($657/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 25 – Feb 1, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $4,385 ($626/night)
Verified & Protected
Palm Beach Shores Resort and Vacation Villas
Palm Beach Shores, Florida- Jan 25 – Feb 1, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,385 ($198/night)
Verified & Protected
Villas at Summer Bay Orlando
Clermont, Florida- Jan 25 – Feb 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $832 ($119/night)
Verified & Protected
Grande Villas at World Golf Village
St. Augustine, Florida- Jan 25 – Feb 1, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $391 ($56/night)
Verified & Protected
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Jan 25 – Feb 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($284/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Jan 25 – Feb 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,020 ($860/night)
Verified & Protected
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Jan 25 – Feb 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,191 ($456/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Jan 25 – Feb 1, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,660 ($237/night)
Verified & Protected
Club Wyndham Santa Barbara
Pompano Beach, Florida- Jan 26–30, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $887 ($222/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 26 – Feb 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 26 – Feb 2, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $4,058 ($580/night)
Verified & Protected
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Jan 27–30, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $569 ($190/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 27 – Feb 10, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $10,707 ($765/night)
Marriott's Cypress Harbour Villas
Orlando, Florida- Jan 28 – Feb 2, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($332/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 29 – Feb 6, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $5,039 ($630/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 29 – Feb 10, 2026 (12 nights)
- 1 bed/1 bath, sleeps 4
- $4,080 ($340/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 29 – Feb 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
Verified & Protected
Plantation Beach Club at South Seas Island Resort
Captiva, Florida- Jan 30 – Feb 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,085 ($298/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Jan 30 – Feb 6, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,109 ($158/night)
Verified & Protected
South Seas Club at South Seas Island Resort
Captiva, Florida- Jan 30 – Feb 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,423 ($346/night)
Verified & Protected
Tortuga Beach Club
Sanibel Island, Florida- Jan 30 – Feb 13, 2026 (14 nights)
- 2 bed/2 bath, sleeps 6
- $4,707 ($336/night)
Verified & Protected
Marriott's Oceana Palms
Riviera Beach, Florida- Jan 30 – Feb 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Verified & Protected
Holiday Inn Club Vacations Marco Island - Sunset Cove Resort
Marco Island, Florida- Jan 31 – Feb 7, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $3,295 ($471/night)
Verified & Protected
Club Wyndham Santa Barbara
Pompano Beach, Florida- Jan 31 – Feb 6, 2026 (6 nights)
- 1 bed/2 bath, sleeps 6
- $942 ($157/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Jan 31 – Feb 7, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,605 ($229/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 31 – Feb 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 31 – Feb 7, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($331/night)
Verified & Protected
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Jan 31 – Feb 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,261 ($466/night)
Verified & Protected
The Native Sun
Lauderdale-by-the-Sea, Florida- Jan 31 – Feb 7, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $1,110 ($159/night)
Verified & Protected
La Costa Beach Club Resort
Pompano Beach, Florida- Jan 31 – Feb 7, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,550 ($221/night)