Spring Summer Rentals
Verified & Protected
Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- May 16–23, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,968 ($424/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,057 ($580/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($502/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($502/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 16–20, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $1,110 ($278/night)
Verified & Protected
Divi Little Bay Beach & Racquet Club
Little Bay Beach, Dutch side (Sint Maarten), Sint Maarten & Saint Martin- May 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $999 ($143/night)
Verified & Protected
Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($393/night)
Verified & Protected
Paradise Beach Villas
Oranjestad, Aruba- May 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,110 ($159/night)
Verified & Protected
The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,492 ($1,070/night)
Verified & Protected
Wyndham Grand Rio Mar, a Margaritaville Vacation Club Resort
Rio Grande, Puerto Rico- May 16–22, 2026 (6 nights)
- Studio/1 bath, sleeps 2
- $1,434 ($239/night)
Verified & Protected
Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- May 16–23, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,987 ($284/night)
Verified & Protected
The Residence Club at Grande Bay Resort
Cruz Bay, St. John (USVI)- May 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,878 ($268/night)
Verified & Protected
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)
Verified & Protected
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- May 16–23, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $4,385 ($626/night)
Verified & Protected
Paradise Beach Villas
Oranjestad, Aruba- May 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($237/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,731 ($533/night)
Verified & Protected
The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- May 16–23, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $7,328 ($1,047/night)
Verified & Protected
Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- May 16–23, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,987 ($284/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 17–22, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,550 ($310/night)
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- May 17–24, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,423 ($346/night)
Verified & Protected
Hilton Vacation Club Flamingo Beach St. Maarten
Simpson Bay, Dutch side (Sint Maarten), Sint Maarten & Saint Martin- May 17–24, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,660 ($237/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 17–22, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,550 ($310/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- May 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
Verified & Protected
Marriott's St. Kitts Beach Club
Frigate Bay, St. Kitts- May 17–24, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $6,020 ($860/night)
Verified & Protected
Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- May 17–24, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,704 ($243/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 17–22, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,769 ($354/night)
Verified & Protected
Marriott's St. Kitts Beach Club
Frigate Bay, St. Kitts- May 17–22, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($386/night)
Verified & Protected
Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- May 17–24, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,731 ($533/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 17–22, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,647 ($329/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- May 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,450 ($636/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 18–25, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $7,818 ($1,117/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,096 ($299/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,186 ($455/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,268 ($467/night)
Verified & Protected
Hilton Vacation Club Flamingo Beach St. Maarten
Simpson Bay, Dutch side (Sint Maarten), Sint Maarten & Saint Martin- May 19–23, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $555 ($139/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 19–23, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $1,081 ($270/night)
Verified & Protected
Wyndham Grand Rio Mar, a Margaritaville Vacation Club Resort
Rio Grande, Puerto Rico- May 20–24, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $1,175 ($294/night)
Verified & Protected
Wyndham Grand Rio Mar, a Margaritaville Vacation Club Resort
Rio Grande, Puerto Rico- May 20–24, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $953 ($238/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,330 ($619/night)
Verified & Protected
Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- May 21–26, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,423 ($485/night)
Verified & Protected
The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,001 ($1,000/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($502/night)
Verified & Protected
The Westin St. John - Coral Vista Villas
Cruz Bay, St. John (USVI)- May 22–29, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,513 ($502/night)
Verified & Protected
Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- May 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,986 ($284/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- May 22–29, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,313 ($330/night)