https://www.redweek.com/featured/spring-summer-rentals/Caribbean?sort=date en Thu, 23 Apr 2026 16:13:10 -0700 3600 Verified & Protected

The Westin St. John - Bay Vista Villas

Cruz Bay, St. John (USVI)

• Apr 24 – May 1, 2026 (7 nights)
• 3 bed/3 bath, sleeps 10
• $9,285 ($1,326/night)

]]> https://www.redweek.com/posting/R1397080 Fri, 05 Dec 2025 20:01:47 -0800 Verified & Protected

The Westin St. John - Virgin Grand Villas

Cruz Bay, St. John (USVI)

• Apr 25 – May 1, 2026 (6 nights)
• 1 bed/2 bath, sleeps 4
• $5,470 ($912/night)

]]> https://www.redweek.com/posting/R1420615 Mon, 19 Jan 2026 13:36:12 -0800 Verified & Protected

The Ritz-Carlton Club, St. Thomas

East End, St. Thomas (USVI)

• Apr 25 – May 2, 2026 (7 nights)
• 2 bed/2.5 bath, sleeps 6
• $8,636 ($1,234/night)

]]> https://www.redweek.com/posting/R1411967 Sun, 04 Jan 2026 11:21:14 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

• Apr 26 – May 3, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,294 ($471/night)

]]> https://www.redweek.com/posting/R1436568 Fri, 20 Feb 2026 15:00:09 -0800 Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

• Apr 26 – May 3, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $4,057 ($580/night)

]]> https://www.redweek.com/posting/R1464569 Thu, 23 Apr 2026 09:48:07 -0700 Verified & Protected

The Ritz-Carlton Club, St. Thomas

East End, St. Thomas (USVI)

• May 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $6,292 ($899/night)

]]> https://www.redweek.com/posting/R1444845 Wed, 11 Mar 2026 12:22:39 -0700 Verified & Protected

The Westin St. John - Virgin Grand Villas

Cruz Bay, St. John (USVI)

• May 2–9, 2026 (7 nights)
• 3 bed/3 bath, sleeps 8
• $9,617 ($1,374/night)

]]> https://www.redweek.com/posting/R1415328 Fri, 09 Jan 2026 18:39:54 -0800 Verified & Protected

The Ritz-Carlton Club, St. Thomas

East End, St. Thomas (USVI)

• May 2–9, 2026 (7 nights)
• 2 bed/2.5 bath, sleeps 6
• $7,328 ($1,047/night)

]]> https://www.redweek.com/posting/R1444847 Wed, 11 Mar 2026 12:22:48 -0700 Verified & Protected Voted Top Pick 2026

Harborside Resort at Atlantis

Paradise Island, Bahamas

• May 3–9, 2026 (6 nights)
• 1 bed/1 bath, sleeps 4
• $1,495 ($249/night)

]]> https://www.redweek.com/posting/R1432881 Tue, 03 Mar 2026 11:05:49 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)

• May 3–10, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1427058 Tue, 03 Feb 2026 12:22:29 -0800 Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

• May 3–7, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $2,118 ($529/night)

]]> https://www.redweek.com/posting/R1455838 Thu, 02 Apr 2026 16:12:44 -0700 Verified & Protected Voted Top Pick 2026

Harborside Resort at Atlantis

Paradise Island, Bahamas

• May 6–13, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,660 ($237/night)

]]> https://www.redweek.com/posting/R1444203 Fri, 20 Mar 2026 08:34:16 -0700 Verified & Protected

La Cabana Beach Resort

Oranjestad, Aruba

• May 8–15, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,824 ($260/night)

]]> https://www.redweek.com/posting/R1451575 Thu, 02 Apr 2026 10:22:33 -0700 Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

• May 8–15, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $2,205 ($315/night)

]]> https://www.redweek.com/posting/R1444962 Fri, 13 Mar 2026 13:40:43 -0700 Verified & Protected

The Ritz-Carlton Club, St. Thomas

East End, St. Thomas (USVI)

• May 8–15, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $7,001 ($1,000/night)

]]> https://www.redweek.com/posting/R1444850 Wed, 11 Mar 2026 12:22:58 -0700 Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

• May 8–13, 2026 (5 nights)
• Studio/1 bath, sleeps 4
• $1,581 ($316/night)

]]> https://www.redweek.com/posting/R1457407 Mon, 06 Apr 2026 13:55:15 -0700 Verified & Protected Voted Top Pick 2026

Harborside Resort at Atlantis

Paradise Island, Bahamas

• May 8–15, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,769 ($253/night)

]]> https://www.redweek.com/posting/R1447193 Mon, 30 Mar 2026 07:53:10 -0700 Verified & Protected

Wyndham St. Thomas, a Margaritaville Vacation Club Resort

East End, St. Thomas (USVI)

• May 8–13, 2026 (5 nights)
• 2 bed/2 bath, sleeps 6
• $2,854 ($571/night)

]]> https://www.redweek.com/posting/R1448981 Mon, 23 Mar 2026 09:50:32 -0700

Costa Linda Beach Resort

Oranjestad, Aruba

• May 8–15, 2026 (7 nights)
• 3 bed/4 bath, sleeps 8
• $6,565 ($938/night)

]]> https://www.redweek.com/posting/R1449470 Sun, 22 Mar 2026 15:13:25 -0700 Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

• May 8–15, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,513 ($502/night)

]]> https://www.redweek.com/posting/R1449792 Thu, 26 Mar 2026 10:03:16 -0700 Voted Top Pick 2026

Harborside Resort at Atlantis

Paradise Island, Bahamas

• May 9–16, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,930 ($704/night)

]]> https://www.redweek.com/posting/R1458274 Wed, 08 Apr 2026 08:47:20 -0700 Verified & Protected

Wyndham Grand Rio Mar, a Margaritaville Vacation Club Resort

Rio Grande, Puerto Rico

• May 9–16, 2026 (7 nights)
• Studio/1 bath, sleeps 2
• $2,270 ($324/night)

]]> https://www.redweek.com/posting/R1422591 Tue, 10 Feb 2026 13:12:34 -0800 Verified & Protected

Wyndham Grand Rio Mar, a Margaritaville Vacation Club Resort

Rio Grande, Puerto Rico

• May 9–16, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,877 ($268/night)

]]> https://www.redweek.com/posting/R1421267 Tue, 20 Jan 2026 15:25:04 -0800 Verified & Protected

Casa del Mar Beach Resort

Oranjestad, Aruba

• May 9–16, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,165 ($166/night)

]]> https://www.redweek.com/posting/R1444260 Tue, 31 Mar 2026 11:31:14 -0700 Verified & Protected

The Westin St. John - Bay Vista Villas

Cruz Bay, St. John (USVI)

• May 9–16, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,257 ($751/night)

]]> https://www.redweek.com/posting/R1450358 Fri, 27 Mar 2026 10:09:12 -0700 Verified & Protected

The Ritz-Carlton Club, St. Thomas

East End, St. Thomas (USVI)

• May 9–16, 2026 (7 nights)
• 3 bed/3.5 bath, sleeps 8
• $8,200 ($1,171/night)

]]> https://www.redweek.com/posting/R1455768 Thu, 02 Apr 2026 13:39:57 -0700 Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

• May 9–16, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $4,930 ($704/night)

]]> https://www.redweek.com/posting/R1454693 Tue, 31 Mar 2026 10:07:13 -0700 Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

• May 9–16, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,276 ($611/night)

]]> https://www.redweek.com/posting/R1460749 Mon, 20 Apr 2026 06:26:29 -0700 Verified & Protected

The Ritz-Carlton Club, St. Thomas

East End, St. Thomas (USVI)

• May 9–16, 2026 (7 nights)
• 2 bed/2.5 bath, sleeps 6
• $7,328 ($1,047/night)

]]> https://www.redweek.com/posting/R1444851 Wed, 11 Mar 2026 12:23:02 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)

• May 9–16, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,925 ($704/night)

]]> https://www.redweek.com/posting/R1338375 Wed, 17 Sep 2025 13:02:31 -0700 Verified & Protected

The Westin St. John - Virgin Grand Villas

Cruz Bay, St. John (USVI)

• May 10–17, 2026 (7 nights)
• 3 bed/3 bath, sleeps 8
• $4,385 ($626/night)

]]> https://www.redweek.com/posting/R1435981 Mon, 16 Mar 2026 08:40:14 -0700 Verified & Protected Voted Top Pick 2026

Harborside Resort at Atlantis

Paradise Island, Bahamas

• May 10–17, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,109 ($158/night)

]]> https://www.redweek.com/posting/R1459663 Sat, 11 Apr 2026 07:49:04 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)

• May 10–17, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,821 ($689/night)

]]> https://www.redweek.com/posting/R1458324 Wed, 08 Apr 2026 10:07:34 -0700 Verified & Protected Voted Top Pick 2026

Harborside Resort at Atlantis

Paradise Island, Bahamas

• May 10–17, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,199 ($171/night)

]]> https://www.redweek.com/posting/R1463991 Tue, 21 Apr 2026 19:52:04 -0700 Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

• May 10–15, 2026 (5 nights)
• Studio/1 bath, sleeps 4
• $1,550 ($310/night)

]]> https://www.redweek.com/posting/R1455857 Thu, 02 Apr 2026 17:37:17 -0700 Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

• May 10–13, 2026 (3 nights)
• Studio/1 bath, sleeps 4
• $849 ($283/night)

]]> https://www.redweek.com/posting/R1463240 Mon, 20 Apr 2026 08:01:07 -0700 Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

• May 11–18, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $2,096 ($299/night)

]]> https://www.redweek.com/posting/R1449417 Wed, 25 Mar 2026 06:12:12 -0700 Verified & Protected

The Westin St. John - Sunset Bay Villas

Cruz Bay, St. John (USVI)

• May 12–19, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $4,162 ($595/night)

]]> https://www.redweek.com/posting/R1445143 Wed, 11 Mar 2026 18:39:41 -0700 Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

• May 12–18, 2026 (6 nights)
• Studio/1 bath, sleeps 4
• $1,987 ($331/night)

]]> https://www.redweek.com/posting/R1403646 Fri, 12 Dec 2025 12:02:42 -0800 Verified & Protected

Wyndham St. Thomas, a Margaritaville Vacation Club Resort

East End, St. Thomas (USVI)

• May 13–20, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,268 ($467/night)

]]> https://www.redweek.com/posting/R1449268 Mon, 23 Mar 2026 09:50:35 -0700 Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

• May 14–21, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $1,660 ($237/night)

]]> https://www.redweek.com/posting/R1353697 Fri, 24 Oct 2025 16:28:14 -0700 Verified & Protected

The Westin St. John - Sunset Bay Villas

Cruz Bay, St. John (USVI)

• May 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,385 ($626/night)

]]> https://www.redweek.com/posting/R1393263 Thu, 11 Dec 2025 10:12:39 -0800

Renaissance Wind Creek Aruba - Ocean Suites

Oranjestad, Aruba

• May 15–22, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,294 ($471/night)

]]> https://www.redweek.com/posting/R1419815 Sun, 18 Jan 2026 00:38:16 -0800 Verified & Protected Voted Top Pick 2026

Harborside Resort at Atlantis

Paradise Island, Bahamas

• May 15–22, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,769 ($253/night)

]]> https://www.redweek.com/posting/R1454271 Fri, 03 Apr 2026 11:55:26 -0700 Verified & Protected Voted Top Pick 2026

Harborside Resort at Atlantis

Paradise Island, Bahamas

• May 15–22, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $2,636 ($377/night)

]]> https://www.redweek.com/posting/R1461376 Wed, 15 Apr 2026 11:40:59 -0700 Verified & Protected

The Ritz-Carlton Club, St. Thomas

East End, St. Thomas (USVI)

• May 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $6,565 ($938/night)

]]> https://www.redweek.com/posting/R1444853 Wed, 11 Mar 2026 12:23:12 -0700 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)

]]> https://www.redweek.com/posting/R1444189 Tue, 17 Mar 2026 11:03:01 -0700 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)

]]> https://www.redweek.com/posting/R1449895 Thu, 26 Mar 2026 08:34:35 -0700