Winter Rentals
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)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Dec 31, 2025 – Jan 1, 2026 (1 night)
- 3 bed/3 bath, sleeps 10
- $1,932 ($1,932/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Dec 31, 2025 – Jan 3, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $2,358 ($786/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Dec 31, 2025 – Jan 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,948 ($564/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 2–12, 2026 (10 nights)
- 3 bed/3 bath, sleeps 10
- $6,009 ($601/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,275 ($611/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,712 ($673/night)
Verified & Protected
Holiday Inn Club Vacations Marco Island - Sunset Cove Resort
Marco Island, Florida- Jan 3–10, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $1,986 ($284/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,749 ($393/night)
Verified & Protected
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Jan 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($284/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 4–8, 2026 (4 nights)
- 3 bed/3 bath, sleeps 10
- $3,540 ($885/night)
Verified & Protected
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Jan 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,096 ($299/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 4–9, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($659/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 6–10, 2026 (4 nights)
- 3 bed/3 bath, sleeps 10
- $2,205 ($551/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,039 ($720/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
Verified & Protected
Holiday Inn Club Vacations Marco Island - Sunset Cove Resort
Marco Island, Florida- Jan 9–16, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,641 ($377/night)
Verified & Protected
Holiday Inn Club Vacations Marco Island - Sunset Cove Resort
Marco Island, Florida- Jan 10–17, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,619 ($374/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,576 ($654/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 10–15, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($659/night)
Verified & Protected
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Jan 11–17, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($277/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 11–16, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($485/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 11–16, 2026 (5 nights)
- 3 bed/3 bath, sleeps 10
- $2,750 ($550/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 11–15, 2026 (4 nights)
- 3 bed/3 bath, sleeps 10
- $3,404 ($851/night)
Verified & Protected
Holiday Inn Club Vacations Marco Island - Sunset Cove Resort
Marco Island, Florida- Jan 16–23, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,914 ($416/night)
Verified & Protected
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Jan 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Verified & Protected
Hilton Vacation Club Charter Club Naples Bay
Naples, Florida- Jan 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,358 ($765/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,403 ($486/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,954 ($565/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 17–24, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $5,748 ($821/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
Verified & Protected
Eagle's Nest Beach Resort
Marco Island, Florida- Jan 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
Verified & Protected
Voted Top Pick 2025
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
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
Verified & Protected
Eagle's Nest Beach Resort
Marco Island, Florida- Jan 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jan 24–31, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $6,020 ($860/night)