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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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- May 9–15, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $3,234 ($539/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- May 9–16, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,092 ($299/night)
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Boulder Ridge Villas at Disney's Wilderness Lodge
Lake Buena Vista, Florida- May 9–16, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $3,792 ($542/night)
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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- May 9–13, 2026 (4 nights)
- Studio/1 bath, sleeps 5
- $2,579 ($645/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- May 9–15, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,876 ($479/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- May 9–11, 2026 (2 nights)
- Studio/1 bath, sleeps 4
- $959 ($480/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- May 9–16, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,867 ($410/night)
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Hyatt Siesta Key Beach - A Hyatt Residence Club
Siesta Key, Florida- May 9–16, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $4,167 ($595/night)
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Voted Top Pick 2025
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,925 ($704/night)
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Voted Top Pick 2025
Harborside Resort at Atlantis
Paradise Island, Bahamas- May 9–16, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,704 ($243/night)
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Voted #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 9–16, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,022 ($432/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- May 9–16, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,157 ($165/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 9–16, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,123 ($160/night)
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Voted Top Pick 2025
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,057 ($580/night)
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The Westin St. John - Coral Vista Villas
Cruz Bay, St. John (USVI)- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,292 ($899/night)
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Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- May 9–16, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,867 ($410/night)
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Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- May 9–16, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $3,077 ($440/night)
Voted Top Pick 2025
Marriott's Newport Coast Villas
Newport Coast, California- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,222 ($460/night)
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Wyndham Reef Resort
East End, Grand Cayman, Cayman Islands- May 9–16, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($315/night)
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Marriott's Sabal Palms
Orlando, Florida- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($315/night)
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Voted Top Pick 2025
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 9–16, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,222 ($603/night)
Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,039 ($720/night)
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Voted Top Pick 2025
The Royal Sands
Cancun, Mexico- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($393/night)
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Disney's Beach Club Villas
Lake Buena Vista, Florida- May 9–16, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $4,263 ($609/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 9–16, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Marriott's Desert Springs Villas
Palm Desert, California- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,478 ($354/night)
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Voted Top Pick 2025
Marriott's Newport Coast Villas
Newport Coast, California- May 9–13, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,042 ($510/night)
Royal Haciendas
Playa del Carmen, Mexico- May 9–16, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $614 ($88/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($385/night)
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Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,375 ($482/night)
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Voted #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 9–12, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $355 ($118/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($237/night)
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Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- May 9–16, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,096 ($299/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- May 9–16, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $8,745 ($1,249/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 9–23, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $2,776 ($198/night)
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Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,839 ($548/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 9–23, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,776 ($198/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- May 9–15, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $1,824 ($304/night)
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Voted Top Pick 2025
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
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Voted #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Marriott's Phuket Beach Club
Phuket, Thailand- May 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,568 ($510/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 9–16, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $799 ($114/night)
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Club Wyndham National Harbor
National Harbor, Maryland- May 9–16, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $3,033 ($433/night)