Disney's Old Key West Resort

Lake Buena Vista, Florida
  • May 15–22, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 9
  • $3,786 ($541/night)
Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida
  • May 15–22, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,459 ($208/night)
Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida
  • May 15–22, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,384 ($626/night)
Verified & Protected

Westgate Town Center

Kissimmee, Florida
  • May 15–22, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,204 ($315/night)
Verified & Protected

Holiday Inn Club Vacations Marco Island - Sunset Cove Resort

Marco Island, Florida
  • May 16–23, 2026 (7 nights)
  • 3 bed/2 bath, sleeps 8
  • $2,205 ($315/night)
Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,165 ($166/night)
Verified & Protected

The Charter Club of Marco Beach

Marco Island, Florida
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,295 ($471/night)
Verified & Protected

Marriott's Sabal Palms

Orlando, Florida
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,423 ($346/night)
Verified & Protected

The Galleon Resort

Key West, Florida
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,513 ($502/night)
Verified & Protected

Hyatt Siesta Key Beach - A Hyatt Residence Club

Siesta Key, Florida
  • May 16–23, 2026 (7 nights)
  • 3 bed/3 bath, sleeps 6
  • $4,603 ($658/night)
Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,314 ($331/night)
Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $777 ($111/night)
Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida
  • May 16–26, 2026 (10 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,475 ($548/night)
Verified & Protected

Marriott's BeachPlace Towers

Fort Lauderdale, Florida
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,750 ($393/night)
Verified & Protected

The Galleon Resort

Key West, Florida
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,968 ($424/night)
Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida
  • May 16–22, 2026 (6 nights)
  • 3 bed/2 bath, sleeps 10
  • $3,076 ($513/night)
Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,330 ($190/night)
Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida
  • May 17–22, 2026 (5 nights)
  • 3 bed/3 bath, sleeps 10
  • $1,660 ($332/night)
Verified & Protected

Marriott's BeachPlace Towers

Fort Lauderdale, Florida
  • May 17–24, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,660 ($237/night)
Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida
  • May 17–24, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,022 ($432/night)
Verified & Protected

Marriott's BeachPlace Towers

Fort Lauderdale, Florida
  • May 17–24, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,750 ($393/night)
Verified & Protected

Sheraton Vistana Resort

Orlando, Florida
  • May 17–24, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $888 ($127/night)
Verified & Protected

Hyatt Beach House Resort

Key West, Florida
  • May 17–23, 2026 (6 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,660 ($277/night)
Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida
  • May 17–22, 2026 (5 nights)
  • 3 bed/3 bath, sleeps 10
  • $4,166 ($833/night)
Verified & Protected

The Cabins at Disney's Fort Wilderness Resort

Lake Buena Vista, Florida
  • May 17–18, 2026 (1 night)
  • 1 bed/1 bath, sleeps 6
  • $541 ($541/night)
Verified & Protected

Westgate Town Center

Kissimmee, Florida
  • May 17–24, 2026 (7 nights)
  • 4 bed/4 bath, sleeps 16
  • $2,257 ($322/night)

Hyatt Sunset Harbor Resort

Key West, Florida
  • May 17–24, 2026 (7 nights)
  • Studio/1 bath, sleeps 2
  • $1,220 ($174/night)
Verified & Protected

Bay Lake Tower at Disney's Contemporary Resort

Lake Buena Vista, Florida
  • May 18–21, 2026 (3 nights)
  • 1 bed/2 bath, sleeps 5
  • $2,641 ($880/night)
Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida
  • May 18–23, 2026 (5 nights)
  • 3 bed/3 bath, sleeps 10
  • $3,621 ($724/night)
Verified & Protected

Hyatt Beach House Resort

Key West, Florida
  • May 19–22, 2026 (3 nights)
  • 2 bed/2 bath, sleeps 6
  • $777 ($259/night)
Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida
  • May 19–22, 2026 (3 nights)
  • 1 bed/1 bath, sleeps 4
  • $289 ($96/night)
Verified & Protected

Disney's Animal Kingdom Villas - Jambo House

Lake Buena Vista, Florida
  • May 20–21, 2026 (1 night)
  • Studio/1 bath, sleeps 4
  • $339 ($339/night)
Verified & Protected

Disney's Old Key West Resort

Lake Buena Vista, Florida
  • May 21–26, 2026 (5 nights)
  • 2 bed/2 bath, sleeps 9
  • $2,478 ($496/night)
Verified & Protected

Wyndham Beach Street Cottages

Destin, Florida
  • May 21–24, 2026 (3 nights)
  • 1 bed/1 bath, sleeps 6
  • $705 ($235/night)
Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida
  • May 21–23, 2026 (2 nights)
  • 1 bed/1 bath, sleeps 4
  • $455 ($228/night)
Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida
  • May 22–25, 2026 (3 nights)
  • 2 bed/2 bath, sleeps 8
  • $666 ($222/night)
Verified & Protected

Grande Villas Resort

Orlando, Florida
  • May 22–29, 2026 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $888 ($127/night)
Verified & Protected

Westgate Lakes Resort & Spa

Orlando, Florida
  • May 22–29, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,110 ($159/night)
Verified & Protected

Marriott's Harbour Lake

Orlando, Florida
  • May 22–26, 2026 (4 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,110 ($278/night)

Disney's Old Key West Resort

Lake Buena Vista, Florida
  • May 22–29, 2026 (7 nights)
  • 1 bed/1 bath, sleeps 5
  • $2,641 ($377/night)
Verified & Protected

Marriott's Villas at Doral

Miami, Florida
  • May 22–29, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,474 ($353/night)
Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida
  • May 22–26, 2026 (4 nights)
  • 3 bed/3 bath, sleeps 12
  • $777 ($194/night)
Verified & Protected

Marriott's Villas at Doral

Miami, Florida
  • May 22–26, 2026 (4 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,368 ($592/night)
Verified & Protected

Marriott's BeachPlace Towers

Fort Lauderdale, Florida
  • May 22–29, 2026 (7 nights)
  • Studio/1 bath, sleeps 4
  • $973 ($139/night)
Verified & Protected

Bluegreen's Bayside Resort and Spa at Panama City Beach

Panama City Beach, Florida
  • May 22–26, 2026 (4 nights)
  • 2 bed/2 bath, sleeps 8
  • $666 ($166/night)
Verified & Protected

Club Wyndham Clearwater Beach Resort

Clearwater, Florida
  • May 22–26, 2026 (4 nights)
  • 1 bed/1 bath, sleeps 4
  • $3,295 ($824/night)

Sheraton Vistana Resort

Orlando, Florida
  • May 22–29, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $1,440 ($206/night)
Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida
  • May 22–29, 2026 (7 nights)
  • 1 bed/1 bath, sleeps 4
  • $665 ($95/night)