Winter Rentals
Verified & Protected
Voted Top Pick 2025
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 16–22, 2025 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,385 ($231/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
The Ridge Tahoe
Stateline, Nevada- Dec 16–23, 2025 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,780 ($254/night)
Voted Top Pick 2025
Marriott's MountainSide at Park City
Park City, Utah- Dec 16–19, 2025 (3 nights)
- 2 bed/2 bath, sleeps 8
- $993 ($331/night)
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16–25, 2025 (9 nights)
- 3 bed/3.5 bath, sleeps 10
- $4,385 ($487/night)
Verified & Protected
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16, 2025 – Jan 2, 2026 (17 nights)
- 3 bed/3.5 bath, sleeps 10
- $5,475 ($322/night)
Verified & Protected
Sheraton Kauai Resort Villas
Koloa, Hawaii- Dec 16–23, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($393/night)
Verified & Protected
Voted Top Pick 2025
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Dec 16–19, 2025 (3 nights)
- 2 bed/2 bath, sleeps 8
- $295 ($98/night)
Verified & Protected
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16, 2025 – Jan 2, 2026 (17 nights)
- 3 bed/3.5 bath, sleeps 10
- $5,802 ($341/night)
Verified & Protected
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16–23, 2025 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $3,840 ($549/night)
Verified & Protected
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16–23, 2025 (7 nights)
- 5 bed/5.5 bath, sleeps 14
- $3,077 ($440/night)
Verified & Protected
Divi Village Golf and Beach Resort
Oranjestad, Aruba- Dec 16–20, 2025 (4 nights)
- Studio/1 bath, sleeps 4
- $1,396 ($349/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 16–28, 2025 (12 nights)
- 2 bed/2 bath, sleeps 8
- $10,920 ($910/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 16–26, 2025 (10 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($656/night)
Verified & Protected
Westin Desert Willow
Palm Desert, California- Dec 16–23, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $887 ($127/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 16–20, 2025 (4 nights)
- Studio/1 bath, sleeps 2
- $988 ($247/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
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
Voted Top Pick 2025
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 16–19, 2025 (3 nights)
- 1 bed/1 bath, sleeps 4
- $430 ($143/night)
Verified & Protected
Marriott's Kauai Lagoons - Kalanipu'u
Lihue, Hawaii- Dec 17–20, 2025 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,099 ($366/night)
Verified & Protected
Hyatt Pinon Pointe
Sedona, Arizona- Dec 17–20, 2025 (3 nights)
- 1 bed/1 bath, sleeps 4
- $404 ($135/night)
Verified & Protected
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 17–21, 2025 (4 nights)
- Studio/1 bath, sleeps 4
- $888 ($222/night)
Verified & Protected
Marriott's Summit Watch
Park City, Utah- Dec 17–21, 2025 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($415/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 Kauai Resort Villas
Koloa, Hawaii- Dec 17–21, 2025 (4 nights)
- Studio/1 bath, sleeps 2
- $1,110 ($278/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 Ko Olina Beach Club
Kapolei, Hawaii- Dec 17–20, 2025 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($553/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
Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 17–21, 2025 (4 nights)
- Studio/1 bath, sleeps 4
- $555 ($139/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
Marriott's Lakeshore Reserve
Orlando, Florida- Dec 18–25, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($237/night)
Verified & Protected
Hyatt Vacation Club At The Ranahan
Breckenridge, Colorado- Dec 18–26, 2025 (8 nights)
- 1 bed/1 bath, sleeps 4
- $2,336 ($292/night)
Verified & Protected
Voted #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 18–25, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,455 ($922/night)
Verified & Protected
Voted #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 18–25, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $2,967 ($424/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 #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 18–25, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
Verified & Protected
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Dec 18–23, 2025 (5 nights)
- Studio/1 bath, sleeps 4
- $3,295 ($659/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)
Verified & Protected
Lawai Beach Resort
Koloa, Hawaii- Dec 18–25, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($315/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 18–24, 2025 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,987 ($331/night)
Verified & Protected
Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Dec 18–21, 2025 (3 nights)
- 1 bed/1 bath, sleeps 4
- $777 ($259/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
Hyatt Vacation Club At The Ranahan
Breckenridge, Colorado- Dec 18–26, 2025 (8 nights)
- 1 bed/1 bath, sleeps 4
- $2,183 ($273/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
Sheraton Vistana Resort
Orlando, Florida- Dec 18–25, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,385 ($198/night)
Verified & Protected
Marriott Vacation Club Pulse, San Diego
San Diego, California- Dec 18–24, 2025 (6 nights)
- 1 bed/1 bath, sleeps 4
- $666 ($111/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 18–22, 2025 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,326 ($331/night)