https://www.redweek.com/featured/fall-rentals en Sat, 15 Aug 2026 12:07:37 -0700 3600 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Sep 1–8, 2026 (7 nights)
• 3 bed/2 bath, sleeps 10
• $2,306 ($329/night)

]]> https://www.redweek.com/posting/R1475507 Mon, 25 May 2026 11:05:59 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Nashville

Nashville, Tennessee

• Sep 1–4, 2026 (3 nights)
• 1 bed/1 bath, sleeps 4
• $196 ($65/night)

]]> https://www.redweek.com/posting/R1448282 Wed, 18 Mar 2026 11:44:52 -0700 Verified & Protected

Pueblo Bonito Rose Spa & Resort

Cabo San Lucas, Mexico

• Sep 1–8, 2026 (7 nights)
• Studio/1 bath, sleeps 2
• $1,280 ($183/night)

]]> https://www.redweek.com/posting/R1476464 Tue, 26 May 2026 10:06:02 -0700 Verified & Protected

The Westin St. John - Bay Vista Villas

Cruz Bay, St. John (USVI)

• Sep 1–8, 2026 (7 nights)
• 2 bed/3 bath, sleeps 10
• $4,412 ($630/night)

]]> https://www.redweek.com/posting/R1496714 Mon, 13 Jul 2026 10:38:54 -0700 Verified & Protected

Club Wyndham at Fairfield Sapphire Valley

Sapphire, North Carolina

• Sep 1–6, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $1,214 ($243/night)

]]> https://www.redweek.com/posting/R1507157 Wed, 05 Aug 2026 11:02:11 -0700 Verified & Protected

Marriott's Manor Club at Ford's Colony

Williamsburg, Virginia

• Sep 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,165 ($166/night)

]]> https://www.redweek.com/posting/R1478342 Mon, 06 Jul 2026 10:56:56 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Sep 1–4, 2026 (3 nights)
• 2 bed/2 bath, sleeps 8
• $336 ($112/night)

]]> https://www.redweek.com/posting/R1511053 Tue, 11 Aug 2026 23:21:38 -0700 Verified & Protected

The Falls at Ogunquit

Ogunquit, Maine

• Sep 1–7, 2026 (6 nights)
• 1 bed/1 bath, sleeps 4
• $1,264 ($211/night)

]]> https://www.redweek.com/posting/R1490731 Thu, 02 Jul 2026 08:39:33 -0700 Verified & Protected

La Cabana Beach Resort

Oranjestad, Aruba

• Sep 1–7, 2026 (6 nights)
• Studio/1 bath, sleeps 4
• $1,396 ($233/night)

]]> https://www.redweek.com/posting/R1464122 Wed, 29 Apr 2026 06:38:27 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Sep 1–11, 2026 (10 nights)
• 1 bed/1 bath, sleeps 4
• $5,748 ($575/night)

]]> https://www.redweek.com/posting/R1410475 Mon, 05 Jan 2026 10:57:51 -0800 Verified & Protected

Marriott's St. Kitts Beach Club

Frigate Bay, St. Kitts

• Sep 1–5, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $1,747 ($437/night)

]]> https://www.redweek.com/posting/R1510812 Wed, 12 Aug 2026 09:43:18 -0700 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Sep 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,573 ($510/night)

]]> https://www.redweek.com/posting/R1511452 Wed, 12 Aug 2026 15:26:30 -0700 Verified & Protected

Jockey Club

Las Vegas, Nevada

• Sep 1–8, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $998 ($143/night)

]]> https://www.redweek.com/posting/R1477620 Fri, 29 May 2026 07:02:06 -0700 CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Sep 1–8, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $5,748 ($821/night)

]]> https://www.redweek.com/posting/R1506938 Mon, 03 Aug 2026 11:14:50 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Sep 1–4, 2026 (3 nights)
• 3 bed/2 bath, sleeps 10
• $511 ($170/night)

]]> https://www.redweek.com/posting/R1456475 Fri, 03 Apr 2026 17:32:36 -0700 Verified & Protected Voted Top Pick 2026

Marriott's OceanWatch Villas at Grande Dunes

Myrtle Beach, South Carolina

• Sep 1–6, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $2,313 ($463/night)

]]> https://www.redweek.com/posting/R1468124 Mon, 11 May 2026 15:31:44 -0700 Verified & Protected

Garza Blanca Resort & Spa Cancun

Cancun, Mexico

• Sep 1–7, 2026 (6 nights)
• 2 bed/2 bath, sleeps 6
• $2,968 ($495/night)

]]> https://www.redweek.com/posting/R1462443 Tue, 21 Apr 2026 14:37:47 -0700 Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina

• Sep 1–7, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $999 ($166/night)

]]> https://www.redweek.com/posting/R1498849 Thu, 16 Jul 2026 12:39:21 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Sep 1–4, 2026 (3 nights)
• 1 bed/1 bath, sleeps 4
• $243 ($81/night)

]]> https://www.redweek.com/posting/R1511052 Tue, 11 Aug 2026 23:21:38 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

• Sep 1–8, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $6,020 ($860/night)

]]> https://www.redweek.com/posting/R1413569 Wed, 07 Jan 2026 06:38:40 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

• Sep 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $7,655 ($1,094/night)

]]> https://www.redweek.com/posting/R1447187 Fri, 20 Mar 2026 14:14:00 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Sep 1–4, 2026 (3 nights)
• 2 bed/2 bath, sleeps 8
• $413 ($138/night)

]]> https://www.redweek.com/posting/R1456474 Fri, 03 Apr 2026 17:32:36 -0700 Verified & Protected

Marriott Vacation Club at Los Sueños

Playa Jaco, Costa Rica

• Sep 1–6, 2026 (5 nights)
• 1 bed/1 bath, sleeps 4
• $2,069 ($414/night)

]]> https://www.redweek.com/posting/R1478487 Tue, 02 Jun 2026 08:54:52 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Sep 1–4, 2026 (3 nights)
• 1 bed/1 bath, sleeps 4
• $289 ($96/night)

]]> https://www.redweek.com/posting/R1456473 Fri, 03 Apr 2026 17:32:36 -0700 Verified & Protected

Montecristo Estates by Pueblo Bonito

Cabo San Lucas, Mexico

• Sep 1–17, 2026 (16 nights)
• 3 bed/3.5 bath, sleeps 10
• $3,513 ($220/night)

]]> https://www.redweek.com/posting/R1461379 Thu, 23 Apr 2026 11:54:14 -0700 Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina

• Sep 2–7, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $1,660 ($332/night)

]]> https://www.redweek.com/posting/R1500515 Tue, 21 Jul 2026 07:54:46 -0700 Verified & Protected

Daytona SeaBreeze

Daytona Beach, Florida

• Sep 2–9, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1454257 Wed, 01 Apr 2026 13:51:03 -0700 Verified & Protected

The Westin St. John - Coral Vista Villas

Cruz Bay, St. John (USVI)

• Sep 2–9, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $1,512 ($216/night)

]]> https://www.redweek.com/posting/R1466069 Mon, 27 Apr 2026 12:39:26 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Sep 2–9, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1509514 Mon, 10 Aug 2026 11:53:03 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Grand Desert

Las Vegas, Nevada

• Sep 2–5, 2026 (3 nights)
• 1 bed/1 bath, sleeps 4
• $360 ($120/night)

]]> https://www.redweek.com/posting/R1509728 Sun, 09 Aug 2026 10:17:40 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)

• Sep 2–7, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $2,096 ($419/night)

]]> https://www.redweek.com/posting/R1416467 Wed, 21 Jan 2026 09:09:13 -0800 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Sep 2–5, 2026 (3 nights)
• 1 bed/1 bath, sleeps 4
• $313 ($104/night)

]]> https://www.redweek.com/posting/R1428992 Thu, 05 Feb 2026 05:36:05 -0800 Verified & Protected

Sheraton Vistana Villages

Orlando, Florida

• Sep 2–7, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $505 ($101/night)

]]> https://www.redweek.com/posting/R1496246 Fri, 10 Jul 2026 12:52:46 -0700 Verified & Protected

Vistana Beach Club

Jensen Beach, Florida

• Sep 2–9, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1501173 Thu, 23 Jul 2026 14:18:51 -0700 Verified & Protected Voted Top Pick 2026

Harborside Resort at Atlantis

Paradise Island, Bahamas

• Sep 2–7, 2026 (5 nights)
• 1 bed/1 bath, sleeps 4
• $1,302 ($260/night)

]]> https://www.redweek.com/posting/R1493353 Mon, 06 Jul 2026 20:36:59 -0700 Verified & Protected Voted Top Pick 2026

Harborside Resort at Atlantis

Paradise Island, Bahamas

• Sep 2–9, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,495 ($214/night)

]]> https://www.redweek.com/posting/R1493363 Mon, 06 Jul 2026 20:30:10 -0700 Verified & Protected

The Westin Lagunamar Ocean Resort Villas & Spa

Cancun, Mexico

• Sep 2–7, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $1,660 ($332/night)

]]> https://www.redweek.com/posting/R1493629 Tue, 07 Jul 2026 16:29:50 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Grand Desert

Las Vegas, Nevada

• Sep 2–5, 2026 (3 nights)
• 1 bed/1 bath, sleeps 4
• $409 ($136/night)

]]> https://www.redweek.com/posting/R1509729 Sun, 09 Aug 2026 10:17:40 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Sep 2–8, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $1,330 ($222/night)

]]> https://www.redweek.com/posting/R1496690 Tue, 14 Jul 2026 06:08:42 -0700 Verified & Protected

Marriott's Marbella Beach Resort

Marbella, Spain

• Sep 3–10, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,505 ($358/night)

]]> https://www.redweek.com/posting/R1425623 Mon, 02 Feb 2026 08:35:21 -0800 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Sep 3–8, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $2,178 ($436/night)

]]> https://www.redweek.com/posting/R1496987 Mon, 13 Jul 2026 11:01:36 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham National Harbor

National Harbor, Maryland

• Sep 3–8, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $1,660 ($332/night)

]]> https://www.redweek.com/posting/R1496986 Mon, 13 Jul 2026 11:23:55 -0700 Verified & Protected

Marriott's Desert Springs Villas

Palm Desert, California

• Sep 3–10, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1505389 Fri, 31 Jul 2026 06:53:11 -0700 Verified & Protected Voted Top Pick 2026

Harborside Resort at Atlantis

Paradise Island, Bahamas

• Sep 3–10, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,704 ($243/night)

]]> https://www.redweek.com/posting/R1459118 Thu, 16 Apr 2026 03:33:22 -0700 Verified & Protected

Club Wyndham at Waikiki Beach Walk

Honolulu, Hawaii

• Sep 3–11, 2026 (8 nights)
• 1 bed/1 bath, sleeps 4
• $2,597 ($325/night)

]]> https://www.redweek.com/posting/R1499835 Wed, 22 Jul 2026 11:13:58 -0700 Verified & Protected

The Westin Lagunamar Ocean Resort Villas & Spa

Cancun, Mexico

• Sep 3–6, 2026 (3 nights)
• Studio/1 bath, sleeps 4
• $430 ($143/night)

]]> https://www.redweek.com/posting/R1498391 Wed, 15 Jul 2026 12:09:10 -0700 Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

• Sep 3–10, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1469944 Thu, 07 May 2026 14:22:41 -0700 Verified & Protected

Holiday Inn Club Vacations at Desert Club Resort

Las Vegas, Nevada

• Sep 3–6, 2026 (3 nights)
• 1 bed/1 bath, sleeps 2
• $832 ($278/night)

]]> https://www.redweek.com/posting/R1499240 Thu, 13 Aug 2026 09:40:12 -0700