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 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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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,473 ($210/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- May 23–28, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,003 ($401/night)
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Hyatt Vacation Club at Desert Oasis
Cathedral City, California- May 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $777 ($111/night)
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Wyndham Grand Rio Mar, a Margaritaville Vacation Club Resort
Rio Grande, Puerto Rico- May 23–30, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,604 ($229/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,110 ($159/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
The Residences at Grand Luxxe Nuevo Vallarta
Nuevo Vallarta, Mexico- May 23–30, 2026 (7 nights)
- 4 bed/4.5 bath, sleeps 12
- $8,745 ($1,249/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,995 ($428/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- May 23–26, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $795 ($265/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- May 24–29, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,219 ($244/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 24–30, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,418 ($236/night)
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Westgate Vacation Villas
Kissimmee, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- May 24–31, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,314 ($331/night)
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Marriott's Heritage Club
Hilton Head Island, South Carolina- May 24–29, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,329 ($266/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- May 24–27, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($296/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- May 24–28, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $852 ($213/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,731 ($533/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 24–31, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,692 ($813/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,856 ($265/night)
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Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- May 24–31, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,987 ($284/night)
Four Seasons Residence Club Aviara
Carlsbad, California- May 24–31, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $3,726 ($532/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 24–31, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,186 ($455/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,268 ($467/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,686 ($241/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 24–31, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,510 ($930/night)
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Marriott's Manor Club at Ford's Colony
Williamsburg, Virginia- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,243 ($320/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- May 24–31, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $7,045 ($1,006/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,673 ($239/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,503 ($929/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 24–30, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,339 ($223/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 24–30, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $892 ($149/night)
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Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- May 24–31, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,968 ($424/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Barrier Island Station
Duck, North Carolina- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,161 ($309/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 24 – Jun 6, 2026 (13 nights)
- 1 bed/1 bath, sleeps 4
- $2,065 ($159/night)
Grand Pacific Palisades Resort
Carlsbad, California- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,123 ($303/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- May 24–31, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,268 ($467/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/night)
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Marriott's Grande Vista
Orlando, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
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Club Wyndham Nashville
Nashville, Tennessee- May 24–30, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,083 ($181/night)