Christmas Timeshare Rentals in Florida
Celebrated each year on December 25, Christmas is the time for family traditions and festive travel. With schools and many businesses closed between Christmas Eve and New Year's Day, the holiday season is perfect for a getaway - whether you're dreaming of a snowy winter wonderland at a ski resort or a sunny beach Christmas with your loved ones!
Marriott's Harbour Lake
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,123 ($275/night)
The Galleon Resort
Key West, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,268 ($425/night)
The Resort on Cocoa Beach
Cocoa Beach, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($200/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 21–27, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,150 ($325/night)
Coconut Bay Resort
Fort Lauderdale, Florida- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,396 ($180/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–26, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $977 ($220/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($350/night)
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,396 ($180/night)
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,396 ($180/night)
Disney's Old Key West Resort
Lake Buena Vista, Florida- Dec 25–30, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $3,704 ($675/night)
Club Wyndham Santa Barbara
Pompano Beach, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,444 ($317/night)
Mystic Dunes Resort & Golf Club
Kissimmee, Florida- Dec 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,002 ($129/night)
Sheraton Vistana Villages
Orlando, Florida- Dec 22–26, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $666 ($150/night)
Marriott's Oceana Palms
Riviera Beach, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($800/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,104 ($199/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,323 ($199/night)
The Resort on Cocoa Beach
Cocoa Beach, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,238 ($290/night)
Westgate Lakes Resort & Spa
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,242 ($160/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,016 ($392/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–26, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $4,153 ($541/night)
Coconut Beach Resort
Key West, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,595 ($599/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,434 ($185/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,175 ($675/night)
Westgate Vacation Villas
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 10
- $1,550 ($200/night)
Hilton Vacation Club Charter Club Naples Bay
Naples, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,467 ($320/night)
Hilton Grand Vacations at Tuscany Village
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $622 ($80/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,696 ($350/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,696 ($350/night)
Marriott's Grande Vista
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,550 ($200/night)
Westgate Lakes Resort & Spa
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,627 ($210/night)
Fort Lauderdale Beach Resort
Fort Lauderdale, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 1 bed/1 bath, sleeps 1
- $1,627 ($210/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 22–27, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($240/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 24–29, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,380 ($249/night)
Sheraton Vistana Villages
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,473 ($190/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($400/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,465 ($189/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,465 ($189/night)
Coconut Mallory Marina & Resort
Key West, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,406 ($312/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 23–27, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,660 ($375/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–28, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,478 ($375/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($350/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 21–26, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $5,470 ($999/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,581 ($335/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,083 ($925/night)
Club Wyndham Palm-Aire
Pompano Beach, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,627 ($210/night)
Club Wyndham Palm-Aire
Pompano Beach, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,627 ($210/night)
Marriott's Harbour Lake
Orlando, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,238 ($290/night)
Westgate Vacation Villas
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,352 ($305/night)