Spring Summer Rentals
Verified & Protected
Shell Island Beach Club
Sanibel Island, Florida- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,096 ($299/night)
Verified & Protected
Disney's BoardWalk Villas
Lake Buena Vista, Florida- May 16–17, 2026 (1 night)
- Studio/1 bath, sleeps 5
- $520 ($520/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
- $2,368 ($338/night)
Verified & Protected
Disney's Old Key West Resort
Lake Buena Vista, Florida- May 16–23, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,467 ($352/night)
Verified & Protected
Disney's BoardWalk Villas
Lake Buena Vista, Florida- May 16–17, 2026 (1 night)
- Studio/1 bath, sleeps 5
- $548 ($548/night)
Verified & Protected
Disney's Old Key West Resort
Lake Buena Vista, Florida- May 16–23, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,619 ($374/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
- $4,058 ($580/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
Holiday Inn Club Vacations Panama City Beach Resort
Panama City Beach, Florida- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,987 ($284/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/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 8
- $7,655 ($1,094/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
- $1,165 ($166/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,069 ($438/night)
Verified & Protected
The Galleon Resort
Key West, Florida- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,058 ($580/night)
Verified & Protected
Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- May 16–18, 2026 (2 nights)
- Studio/1 bath, sleeps 4
- $842 ($421/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- May 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,742 ($249/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
- $1,550 ($221/night)
Verified & Protected
Club Wyndham Panama City Beach
Panama City Beach, Florida- May 16–22, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,226 ($204/night)
Verified & Protected
Sheraton Vistana Villages
Orlando, Florida- May 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,550 ($221/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
- $3,512 ($585/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
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 17–23, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($549/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
Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- May 17–23, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,903 ($484/night)
Verified & Protected
Marriott's Oceana Palms
Riviera Beach, Florida- May 17–22, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($441/night)
Verified & Protected
Disney's Old Key West Resort
Lake Buena Vista, Florida- May 17–24, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,510 ($359/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- May 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,932 ($276/night)
Verified & Protected
Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- May 17–23, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $1,965 ($328/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
- $3,649 ($521/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- May 17–24, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/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
- $3,295 ($659/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
Hyatt Sunset Harbor Resort
Key West, Florida- May 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Verified & Protected
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- May 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/night)
Verified & Protected
Disney's Old Key West Resort
Lake Buena Vista, Florida- May 17–18, 2026 (1 night)
- Studio/1 bath, sleeps 4
- $385 ($385/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- May 17–24, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $3,295 ($471/night)
Verified & Protected
Copper Creek Villas & Cabins at Disney's Wilderness Lodge
Lake Buena Vista, Florida- May 17–21, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $2,188 ($547/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- May 17–23, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($386/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
- $4,602 ($920/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
- $4,384 ($877/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- May 18–21, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $243 ($81/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- May 18–21, 2026 (3 nights)
- Studio/1 bath, sleeps 2
- $583 ($194/night)
Verified & Protected
Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- May 18–22, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $1,469 ($367/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- May 18–21, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $336 ($112/night)
Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- May 18–21, 2026 (3 nights)
- 1 bed/2 bath, sleeps 5
- $3,622 ($1,207/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- May 19–22, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,165 ($388/night)