Spring Summer Rentals
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- May 16–19, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $394 ($131/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,505 ($358/night)
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Voted Top Pick 2026
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- May 16–23, 2026 (7 nights)
- 3 bed/2.5 bath, sleeps 8
- $6,456 ($922/night)
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Winners Circle Resort
Solana Beach, California- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,096 ($299/night)
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Marriott's Shadow Ridge - The Villages
Palm Desert, California- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
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Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- May 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,886 ($412/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
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La Pacifica Los Cabos, a Hilton Club
San Jose del Cabo, Mexico- May 16–23, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,660 ($237/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,167 ($595/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Barcelo Aruba
Palm Beach, Aruba- May 16–23, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $5,366 ($767/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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The Galleon Resort
Key West, Florida- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($626/night)
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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)
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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
- $7,655 ($1,094/night)
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Aston Paki Maui
Lahaina, Hawaii- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,022 ($432/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,275 ($611/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- May 16–23, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,696 ($385/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/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 2026
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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Club Wyndham Cypress Palms
Kissimmee, Florida- May 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $667 ($95/night)
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Club Wyndham Kona Hawaiian Resort
Kailua-Kona, Hawaii- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,123 ($303/night)
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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)
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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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Ocean 22 by Hilton Grand Vacations
Myrtle Beach, South Carolina- May 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,665 ($238/night)
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The Galleon Resort
Key West, Florida- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($626/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- May 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $855 ($122/night)
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Marriott's Grande Vista
Orlando, Florida- May 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 16–20, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $414 ($104/night)
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Wyndham Reef Resort
East End, Grand Cayman, Cayman Islands- May 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($315/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,856 ($837/night)
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Maritime Beach Club
North Myrtle Beach, South Carolina- May 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $971 ($139/night)
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Marriott's Village d'Ile-de-France
Paris, France- May 16–20, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $2,096 ($524/night)
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Wyndham St. Thomas, a Margaritaville Vacation Club Resort
East End, St. Thomas (USVI)- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,320 ($903/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 16–22, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,968 ($495/night)
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Voted Top Pick 2026
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 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,622 ($517/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/night)
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Marriott's Shadow Ridge - The Villages
Palm Desert, California- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,641 ($377/night)
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Sheraton Kauai Resort Villas
Koloa, Hawaii- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,322 ($617/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,532 ($362/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,313 ($330/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 16–23, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,984 ($712/night)
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Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,423 ($346/night)