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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Sheraton Vistana Villages
Orlando, Florida- May 23–27, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,440 ($360/night)
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Voted Top Pick 2025
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- May 23–27, 2026 (4 nights)
- Studio/1 bath, sleeps 5
- $2,694 ($674/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,634 ($233/night)
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Voted #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Voted #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,493 ($642/night)
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Marriott's Royal Palms
Orlando, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $10,925 ($1,561/night)
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Voted Top Pick 2025
The Royal Sands
Cancun, Mexico- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,886 ($412/night)
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Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,094 ($728/night)
Voted Top Pick 2025
The Royal Sands
Cancun, Mexico- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,859 ($408/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,262 ($466/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,257 ($465/night)
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Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 23 – Jun 6, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $8,200 ($586/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 23–30, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,504 ($358/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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The Westin St. John - Coral Vista Villas
Cruz Bay, St. John (USVI)- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,342 ($1,049/night)
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Voted Top Pick 2025
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 23–31, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,004 ($251/night)
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Voted Top Pick 2025
Marriott's Aruba Ocean Club
Palm Beach, Aruba- May 23–30, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
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Voted Top Pick 2025
Marriott's Newport Coast Villas
Newport Coast, California- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,641 ($377/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 23–31, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $2,004 ($251/night)
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Voted Top Pick 2025
The Westin Nanea Ocean Villas
Lahaina, Hawaii- May 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,290 ($470/night)
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Voted Top Pick 2025
Marriott's Newport Coast Villas
Newport Coast, California- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,963 ($423/night)
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Four Seasons Residence Club Aviara
Carlsbad, California- May 23–30, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $3,840 ($549/night)
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Voted Top Pick 2025
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,202 ($743/night)
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Voted #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Marriott's Cypress Harbour Villas
Orlando, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 23–31, 2026 (8 nights)
- 3 bed/2 bath, sleeps 10
- $2,436 ($305/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 23–31, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,343 ($168/night)
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Marriott's Shadow Ridge - The Villages
Palm Desert, California- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,537 ($362/night)
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Voted Top Pick 2025
Marriott's Newport Coast Villas
Newport Coast, California- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- May 23–29, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,330 ($222/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,568 ($510/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,786 ($541/night)
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Voted Top Pick 2025
Marriott's Aruba Ocean Club
Palm Beach, Aruba- May 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,240 ($463/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,622 ($517/night)
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The Villas at Simpson Bay Resort & Marina
Simpson Bay, Dutch side (Sint Maarten), Sint Maarten & Saint Martin- May 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,031 ($290/night)
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Voted Top Pick 2025
Marriott's Newport Coast Villas
Newport Coast, California- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,268 ($467/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- May 23–30, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $3,824 ($546/night)
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Voted Top Pick 2025
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,693 ($813/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- May 23–30, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,473 ($210/night)
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Voted Top Pick 2025
Marriott's Aruba Ocean Club
Palm Beach, Aruba- May 23–30, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
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Voted #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 23–30, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 23–30, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,167 ($595/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,423 ($346/night)
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Voted #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,494 ($642/night)