Winter Timeshare Rentals in Florida

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Jan 17–22, 2027 (5 nights)
Studio/1 bath, sleeps 4
$1,660 ($332/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 17–24, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,119 ($160/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 17–23, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$1,339 ($223/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–29, 2027 (11 nights)
1 bed/1 bath, sleeps 4
$1,647 ($150/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–22, 2027 (4 nights)
3 bed/2 bath, sleeps 10
$995 ($249/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–22, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$535 ($134/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–23, 2027 (5 nights)
2 bed/2 bath, sleeps 6
$1,396 ($279/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–23, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$1,141 ($228/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–23, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,528 ($306/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–22, 2027 (4 nights)
2 bed/2 bath, sleeps 6
$995 ($249/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–22, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$1,194 ($298/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–25, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,153 ($308/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–23, 2027 (5 nights)
3 bed/2 bath, sleeps 10
$1,396 ($279/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–23, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$759 ($152/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–25, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,673 ($239/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–25, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$2,039 ($291/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–29, 2027 (11 nights)
1 bed/1 bath, sleeps 4
$2,462 ($224/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–29, 2027 (11 nights)
3 bed/2 bath, sleeps 10
$3,016 ($274/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–29, 2027 (11 nights)
2 bed/2 bath, sleeps 8
$3,326 ($302/night)

Verified & Protected

Bay Lake Tower at Disney's Contemporary Resort

Lake Buena Vista, Florida

Jan 18–23, 2027 (5 nights)
Studio/1 bath, sleeps 4
$2,711 ($542/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–22, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$804 ($201/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–25, 2027 (7 nights)
3 bed/2 bath, sleeps 10
$2,039 ($291/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–25, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,119 ($160/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 19–23, 2027 (4 nights)
3 bed/2 bath, sleeps 10
$1,150 ($287/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 19–23, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$940 ($235/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 19–23, 2027 (4 nights)
2 bed/2 bath, sleeps 6
$1,150 ($287/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 19–23, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$1,232 ($308/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 19–23, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$626 ($157/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 20–27, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$2,039 ($291/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 20–27, 2027 (7 nights)
3 bed/2 bath, sleeps 10
$2,039 ($291/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 20–25, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$1,276 ($255/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 20–23, 2027 (3 nights)
2 bed/2 bath, sleeps 6
$901 ($300/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 20–25, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$852 ($170/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 20–27, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,673 ($239/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 20–27, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,119 ($160/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 20–23, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$499 ($166/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 20–27, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,153 ($308/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 20–23, 2027 (3 nights)
3 bed/2 bath, sleeps 10
$901 ($300/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 20–23, 2027 (3 nights)
2 bed/2 bath, sleeps 8
$935 ($312/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 20–23, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$739 ($246/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 20–25, 2027 (5 nights)
2 bed/2 bath, sleeps 6
$1,550 ($310/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 20–25, 2027 (5 nights)
3 bed/2 bath, sleeps 10
$1,550 ($310/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 20–25, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,566 ($313/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 21–28, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,119 ($160/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 21–24, 2027 (3 nights)
2 bed/2 bath, sleeps 8
$973 ($324/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 21–28, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,673 ($239/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 21–28, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,765 ($252/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 21–28, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,365 ($195/night)