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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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 Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 23–30, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,276 ($611/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- May 23–30, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,906 ($1,415/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,200 ($314/night)
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WorldMark Kihei Resort
Kihei, Hawaii- May 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($237/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- May 23–29, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,150 ($358/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 23–28, 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 23–27, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $940 ($235/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 23–27, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $626 ($157/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 23–28, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $759 ($152/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 23–26, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $697 ($232/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 23–26, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $499 ($166/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- May 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,458 ($494/night)
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The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Novaispania Residences by Pueblo Bonito
Cabo San Lucas, Mexico- May 23–30, 2026 (7 nights)
- 4 bed/4 bath, sleeps 12
- $9,562 ($1,366/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- May 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,704 ($243/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- May 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,704 ($243/night)
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Voted Top Pick 2026
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Voted Top Pick 2026
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,600 ($514/night)
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Voted Top Pick 2026
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,948 ($564/night)
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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)
Divi Village Golf and Beach Resort
Oranjestad, Aruba- May 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,641 ($377/night)
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Marriott's Fairway Villas at Seaview
Galloway, New Jersey- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,039 ($434/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,222 ($603/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,894 ($556/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
- $5,094 ($728/night)
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Voted Top Pick 2026
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 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,658 ($665/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,320 ($903/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
- $1,231 ($205/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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Villa del Palmar Cabo San Lucas
Cabo San Lucas, Mexico- May 23–30, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $2,772 ($396/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
- $1,275 ($182/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- May 23–29, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,831 ($472/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,121 ($732/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 23–30, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,602 ($657/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,602 ($657/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- May 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,657 ($380/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 23–30, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,619 ($374/night)
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Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- May 23–30, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,804 ($401/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
- $6,091 ($870/night)
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Club Wyndham Old Town Alexandria
Alexandria, Virginia- May 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 23–30, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,696 ($385/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
- $3,568 ($510/night)
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Marriott's St. Kitts Beach Club
Frigate Bay, St. Kitts- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,022 ($432/night)
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Marriott's Harbour Club at Harbour Town
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,769 ($253/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($346/night)