Spring Summer Rentals
Did you know that 75% of travelers book their spring and summer travel at least 3 months in advance? Unlock exceptional resort deals for your upcoming seasonal getaways before they sell out. Whether you're planning a family vacation, a couple's trip, or a solo adventure, these deals offer the best opportunities to elevate your next travel experience.
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
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Sheraton Vistana Resort
Orlando, Florida- May 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,550 ($221/night)
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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)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 16–19, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $451 ($150/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,022 ($432/night)
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Hyatt Siesta Key Beach - A Hyatt Residence Club
Siesta Key, Florida- May 16–23, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $8,745 ($1,249/night)
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Marriott's Sabal Palms
Orlando, Florida- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,423 ($346/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 16–21, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,079 ($216/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 16–22, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,268 ($211/night)
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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)
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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)
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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)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,434 ($205/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,581 ($226/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,098 ($585/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- May 16–21, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,705 ($341/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- May 16–17, 2026 (1 night)
- Studio/1 bath, sleeps 5
- $548 ($548/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- May 17–21, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,110 ($278/night)
Hyatt Beach House Resort
Key West, Florida- May 17–23, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($386/night)
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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)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,113 ($302/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- May 17–22, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($441/night)
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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)
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Hyatt Windward Pointe Resort
Key West, Florida- May 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,422 ($346/night)
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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)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- May 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 17–23, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,622 ($604/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- May 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
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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)
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Westgate Town Center
Kissimmee, Florida- May 17–24, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,581 ($226/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,276 ($611/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 17–21, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $764 ($191/night)
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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)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- May 17–21, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $1,647 ($412/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 17–23, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,268 ($211/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 18–22, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,194 ($298/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,113 ($302/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- May 18–21, 2026 (3 nights)
- Studio/1 bath, sleeps 2
- $666 ($222/night)
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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)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 19–24, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,202 ($240/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 20–25, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $813 ($162/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- May 20–21, 2026 (1 night)
- Studio/1 bath, sleeps 4
- $383 ($383/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,396 ($233/night)