Winter Timeshare Rentals in Florida

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–17, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$471 ($118/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 13–18, 2026 (5 nights)
3 bed/3 bath, sleeps 10
$2,178 ($436/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–19, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$972 ($162/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–16, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$367 ($122/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 13–18, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$799 ($160/night)

Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

Dec 13–20, 2026 (7 nights)
2 bed/2.5 bath, sleeps 6
$4,058 ($580/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–19, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$972 ($162/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–19, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$693 ($115/night)

Verified & Protected

Disney's Riviera Resort

Lake Buena Vista, Florida

Dec 13–18, 2026 (5 nights)
Studio/1 bath, sleeps 5
$2,619 ($524/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 13–19, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$733 ($122/night)

Verified & Protected

Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 13–18, 2026 (5 nights)
Studio/1 bath, sleeps 4
$1,725 ($345/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–18, 2026 (5 nights)
3 bed/2 bath, sleeps 10
$932 ($186/night)

Verified & Protected

Bay Lake Tower at Disney's Contemporary Resort

Lake Buena Vista, Florida

Dec 13–18, 2026 (5 nights)
Studio/1 bath, sleeps 4
$2,510 ($502/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–19, 2026 (6 nights)
3 bed/2 bath, sleeps 10
$1,497 ($250/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 13–20, 2026 (7 nights)
Studio/1 bath, sleeps 4
$1,769 ($253/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 13–19, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$523 ($87/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 13–19, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,251 ($208/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,295 ($471/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–18, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$415 ($83/night)

Verified & Protected

Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 13–20, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,407 ($344/night)

Verified & Protected

Disney's BoardWalk Villas

Lake Buena Vista, Florida

Dec 13–18, 2026 (5 nights)
Studio/1 bath, sleeps 5
$2,843 ($569/night)

Verified & Protected

Holiday Inn Club Vacations Marco Island - Sunset Cove Resort

Marco Island, Florida

Dec 13–18, 2026 (5 nights)
3 bed/2 bath, sleeps 8
$2,204 ($441/night)

Verified & Protected

Marriott's Oceana Palms

Riviera Beach, Florida

Dec 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,922 ($560/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 13–20, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$4,380 ($626/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,077 ($440/night)

Verified & Protected

Disney's BoardWalk Villas

Lake Buena Vista, Florida

Dec 13–18, 2026 (5 nights)
Studio/1 bath, sleeps 5
$2,843 ($569/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 13–20, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$5,475 ($782/night)

Verified & Protected

Marriott's Grande Vista

Orlando, Florida

Dec 13–20, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,932 ($276/night)

Verified & Protected

Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Dec 13–18, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$1,660 ($332/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,603 ($658/night)

Verified & Protected

Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Dec 13–18, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$1,605 ($321/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 13–18, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$535 ($107/night)

Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

Dec 13–17, 2026 (4 nights)
Studio/1 bath, sleeps 2
$1,110 ($278/night)

Verified & Protected

The Villas at Disney's Grand Floridian Resort & Spa

Lake Buena Vista, Florida

Dec 13–18, 2026 (5 nights)
Studio/1 bath, sleeps 5
$3,557 ($711/night)

Verified & Protected

Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 13–19, 2026 (6 nights)
Studio/1 bath, sleeps 4
$2,074 ($346/night)

Verified & Protected

Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 13–18, 2026 (5 nights)
Studio/1 bath, sleeps 4
$1,725 ($345/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–21, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$1,603 ($200/night)

Verified & Protected

Disney's Animal Kingdom Villas - Kidani Village

Lake Buena Vista, Florida

Dec 13–16, 2026 (3 nights)
Studio/1 bath, sleeps 4
$1,640 ($547/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 13–19, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,083 ($181/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–17, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$471 ($118/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–18, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$577 ($115/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 14–19, 2026 (5 nights)
2 bed/2 bath, sleeps 6
$1,312 ($262/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 14–19, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$857 ($171/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 14–19, 2026 (5 nights)
3 bed/2 bath, sleeps 10
$1,312 ($262/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 14–19, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$613 ($123/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 14–18, 2026 (4 nights)
2 bed/2 bath, sleeps 6
$746 ($186/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 14–18, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$343 ($86/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 14–19, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$857 ($171/night)