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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 16–21, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,141 ($228/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 16–24, 2026 (8 nights)
- 3 bed/2 bath, sleeps 10
- $2,436 ($305/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- May 16–23, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,692 ($527/night)
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Voted Top Pick 2025
The Royal Sands
Cancun, Mexico- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,423 ($346/night)
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The Bay Club at Waikoloa Beach
Waikoloa Village, Hawaii- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- May 16–22, 2026 (6 nights)
- Studio/1 bath, sleeps 5
- $3,776 ($629/night)
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Marriott's St. Kitts Beach Club
Frigate Bay, St. Kitts- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($502/night)
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Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 16–20, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $626 ($157/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
- $2,903 ($415/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Voted Top Pick 2025
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 16–23, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $11,466 ($1,638/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,474 ($782/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 16–21, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $759 ($152/night)
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Voted Top Pick 2025
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
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Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- May 16–23, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $3,622 ($517/night)
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Voted #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- May 16–24, 2026 (8 nights)
- 2 bed/2 bath, sleeps 6
- $2,022 ($253/night)
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Voted #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,548 ($650/night)
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Voted Top Pick 2025
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,966 ($852/night)
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Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,167 ($595/night)
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
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Voted Top Pick 2025
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,622 ($517/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($284/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,957 ($422/night)
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Voted Top Pick 2025
Marriott's Ocean Pointe
Palm Beach Shores, Florida- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,072 ($439/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
- $1,834 ($262/night)
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Voted Top Pick 2025
Marriott's Newport Coast Villas
Newport Coast, California- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($502/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,083 ($1,012/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- May 16–23, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $8,745 ($1,249/night)
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Carlsbad Inn Beach Resort
Carlsbad, California- May 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,042 ($292/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 16–20, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,150 ($287/night)
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Voted Top Pick 2025
Marriott's Aruba Ocean Club
Palm Beach, Aruba- May 16–23, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,657 ($380/night)
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Voted #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,712 ($673/night)
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Voted Top Pick 2025
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- May 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,093 ($299/night)
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Voted Top Pick 2025
Marriott's Newport Coast Villas
Newport Coast, California- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- May 16–19, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $684 ($228/night)
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Voted Top Pick 2025
Marriott's MountainSide at Park City
Park City, Utah- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($315/night)
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Voted Top Pick 2025
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,693 ($813/night)
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Voted #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 16–23, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
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Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,832 ($690/night)
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Voted Top Pick 2025
The Westin Nanea Ocean Villas
Lahaina, Hawaii- May 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,458 ($494/night)
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Ocean Oak Resort by Hilton Grand Vacations
Hilton Head Island, South Carolina- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,731 ($533/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Voted #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 16–23, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 16–21, 2026 (5 nights)
- 2 bed/3 bath, sleeps 8
- $3,404 ($681/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 16–19, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $773 ($258/night)