Winter Timeshare Rentals in Florida

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 21–27, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$1,475 ($246/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 21–25, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$1,077 ($269/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 21–25, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$719 ($180/night)

Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Jan 21–28, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,603 ($658/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 21–25, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$1,077 ($269/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
$876 ($292/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 21–29, 2027 (8 nights)
1 bed/1 bath, sleeps 4
$1,251 ($156/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–29, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,673 ($239/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–29, 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 22–29, 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 22–29, 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 22–25, 2027 (3 nights)
3 bed/2 bath, sleeps 10
$1,057 ($352/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–27, 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 22–27, 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 22–25, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$876 ($292/night)

Verified & Protected

Eagle's Nest Beach Resort

Marco Island, Florida

Jan 22–29, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$4,385 ($626/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–27, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,276 ($255/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–27, 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 22–25, 2027 (3 nights)
2 bed/2 bath, sleeps 8
$876 ($292/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 22–25, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$586 ($195/night)

Verified & Protected

Marriott's Oceana Palms

Riviera Beach, Florida

Jan 23 – Feb 2, 2027 (10 nights)
2 bed/2 bath, sleeps 8
$6,402 ($640/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 23–27, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$940 ($235/night)

Verified & Protected

Holiday Inn Club Vacations Marco Island - Sunset Cove Resort

Marco Island, Florida

Jan 23–30, 2027 (7 nights)
3 bed/2 bath, sleeps 8
$2,914 ($416/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 23–27, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$940 ($235/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 23–28, 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 23 – Feb 2, 2027 (10 nights)
3 bed/2 bath, sleeps 10
$2,924 ($292/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 23 – Feb 2, 2027 (10 nights)
2 bed/2 bath, sleeps 8
$2,399 ($240/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Jan 23–30, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,096 ($299/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Jan 23–30, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,712 ($673/night)

Verified & Protected

Marriott's Oceana Palms

Riviera Beach, Florida

Jan 23 – Feb 13, 2027 (21 nights)
2 bed/2 bath, sleeps 8
$11,470 ($546/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 23–28, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$1,141 ($228/night)

Verified & Protected

Copper Creek Villas & Cabins at Disney's Wilderness Lodge

Lake Buena Vista, Florida

Jan 23–28, 2027 (5 nights)
Studio/1 bath, sleeps 4
$2,759 ($552/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 23–27, 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 23–28, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,141 ($228/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 23–30, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,673 ($239/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Jan 23–30, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,154 ($308/night)

Verified & Protected

Holiday Inn Club Vacations Marco Island - Sunset Cove Resort

Marco Island, Florida

Jan 23–30, 2027 (7 nights)
3 bed/2 bath, sleeps 8
$3,284 ($469/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 23–30, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,749 ($250/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 23–27, 2027 (4 nights)
3 bed/2 bath, sleeps 10
$1,150 ($287/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 23–30, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,354 ($193/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 23 – Feb 2, 2027 (10 nights)
1 bed/1 bath, sleeps 4
$2,399 ($240/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 23–30, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,119 ($160/night)

Verified & Protected

Disney's BoardWalk Villas

Lake Buena Vista, Florida

Jan 23–30, 2027 (7 nights)
Studio/1 bath, sleeps 5
$4,224 ($603/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 23 – Feb 2, 2027 (10 nights)
1 bed/1 bath, sleeps 4
$1,607 ($161/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 23–30, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,673 ($239/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Jan 23–30, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$2,859 ($408/night)

Verified & Protected

Disney's Old Key West Resort

Lake Buena Vista, Florida

Jan 23–30, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,831 ($404/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 23–30, 2027 (7 nights)
3 bed/2 bath, sleeps 10
$2,039 ($291/night)