https://www.redweek.com/featured/flexible-rentals/North+America/United+States/Florida en Sun, 05 Apr 2026 15:02:00 -0700 3600

Marriott's Villas at Doral

Miami, Florida

• Jul 3–10, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,963 ($423/night)

]]> https://www.redweek.com/posting/R1456743 Sat, 04 Apr 2026 14:28:06 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Jan 29 – Feb 5, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,475 ($782/night)

]]> https://www.redweek.com/posting/R1455719 Fri, 03 Apr 2026 14:09:57 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

• Mar 28 – Apr 4, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,513 ($502/night)

]]> https://www.redweek.com/posting/R1452873 Fri, 03 Apr 2026 11:08:15 -0700

Hyatt Windward Pointe Resort

Key West, Florida

• Jun 30 – Jul 4, 2026 (4 nights)
• 2 bed/2 bath, sleeps 6
• $1,440 ($360/night)

]]> https://www.redweek.com/posting/R1455889 Thu, 02 Apr 2026 21:04:40 -0700 Verified & Protected

Sheraton Vistana Resort

Orlando, Florida

• Mar 20–27, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1453343 Thu, 02 Apr 2026 08:56:08 -0700 Verified & Protected

The Fountains

Orlando, Florida

• Aug 8–14, 2026 (6 nights)
• 1 bed/1 bath, sleeps 4
• $1,110 ($185/night)

]]> https://www.redweek.com/posting/R1442271 Tue, 31 Mar 2026 11:39:14 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Mar 6–13, 2027 (7 nights)
• 3 bed/3 bath, sleeps 10
• $6,456 ($922/night)

]]> https://www.redweek.com/posting/R1452748 Tue, 31 Mar 2026 10:48:44 -0700

Hyatt Windward Pointe Resort

Key West, Florida

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1454718 Tue, 31 Mar 2026 10:42:30 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Aug 1–8, 2026 (7 nights)
• 4 bed/4 bath, sleeps 12
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1443083 Mon, 30 Mar 2026 13:03:06 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Aug 8–15, 2026 (7 nights)
• 3 bed/2 bath, sleeps 8
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1443084 Mon, 30 Mar 2026 13:01:29 -0700

Westgate Cocoa Beach Resort

Cocoa Beach, Florida

• Aug 14–21, 2026 (7 nights)
• 4 bed/4 bath, sleeps 12
• $3,835 ($548/night)

]]> https://www.redweek.com/posting/R1454083 Mon, 30 Mar 2026 07:03:51 -0700 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Nov 21–28, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,313 ($330/night)

]]> https://www.redweek.com/posting/R1452828 Mon, 30 Mar 2026 06:39:40 -0700

Westgate Lakes Resort & Spa

Orlando, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,968 ($424/night)

]]> https://www.redweek.com/posting/R1454058 Mon, 30 Mar 2026 05:38:34 -0700

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Jul 3–6, 2026 (3 nights)
• 2 bed/2 bath, sleeps 8
• $944 ($314/night)

]]> https://www.redweek.com/posting/R1453344 Sat, 28 Mar 2026 09:43:13 -0700 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Jul 5–10, 2026 (5 nights)
• 3 bed/3 bath, sleeps 12
• $2,422 ($484/night)

]]> https://www.redweek.com/posting/R1448010 Thu, 26 Mar 2026 12:10:31 -0700

Westgate Lakes Resort & Spa

Orlando, Florida

• Aug 30 – Sep 5, 2026 (6 nights)
• 1 bed/1 bath, sleeps 4
• $1,987 ($331/night)

]]> https://www.redweek.com/posting/R1451442 Wed, 25 Mar 2026 17:01:09 -0700

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,042 ($292/night)

]]> https://www.redweek.com/posting/R1451393 Wed, 25 Mar 2026 15:17:11 -0700

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Aug 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,330 ($190/night)

]]> https://www.redweek.com/posting/R1451391 Wed, 25 Mar 2026 15:05:07 -0700

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Aug 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,330 ($190/night)

]]> https://www.redweek.com/posting/R1451387 Wed, 25 Mar 2026 15:00:08 -0700 Verified & Protected

Marriott's Harbour Lake

Orlando, Florida

• Jun 28 – Jul 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,963 ($423/night)

]]> https://www.redweek.com/posting/R1449886 Wed, 25 Mar 2026 10:55:08 -0700 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Oct 30 – Nov 6, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,330 ($190/night)

]]> https://www.redweek.com/posting/R1440685 Wed, 25 Mar 2026 08:45:49 -0700 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Nov 29 – Dec 6, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1439869 Wed, 25 Mar 2026 08:01:40 -0700 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Dec 17–22, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $1,330 ($266/night)

]]> https://www.redweek.com/posting/R1447496 Wed, 25 Mar 2026 06:34:37 -0700 Verified & Protected

Marriott's Oceana Palms

Riviera Beach, Florida

• Mar 27 – Apr 3, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,603 ($658/night)

]]> https://www.redweek.com/posting/R1450464 Wed, 25 Mar 2026 06:22:13 -0700

Hyatt Sunset Harbor Resort

Key West, Florida

• Feb 21–28, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,622 ($517/night)

]]> https://www.redweek.com/posting/R1450570 Mon, 23 Mar 2026 20:34:40 -0700 Verified & Protected

Palm Beach Shores Resort and Vacation Villas

Palm Beach Shores, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1436749 Mon, 23 Mar 2026 09:58:44 -0700 CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Jul 4–11, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,636 ($377/night)

]]> https://www.redweek.com/posting/R1450037 Sun, 22 Mar 2026 17:21:49 -0700 CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,290 ($470/night)

]]> https://www.redweek.com/posting/R1450036 Sun, 22 Mar 2026 17:15:43 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Nov 25 – Dec 2, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,456 ($922/night)

]]> https://www.redweek.com/posting/R1433583 Sat, 21 Mar 2026 18:09:46 -0700 Verified & Protected

Sheraton Vistana Resort

Orlando, Florida

• Aug 9–16, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,780 ($254/night)

]]> https://www.redweek.com/posting/R1447982 Sat, 21 Mar 2026 07:28:26 -0700 Verified & Protected

Las Palmeras by Hilton Grand Vacations

Orlando, Florida

• Dec 19–26, 2026 (7 nights)
• Studio/1 bath, sleeps 2
• $1,550 ($221/night)

]]> https://www.redweek.com/posting/R1439119 Fri, 20 Mar 2026 10:46:46 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Dec 20–27, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $2,586 ($370/night)

]]> https://www.redweek.com/posting/R1437644 Thu, 19 Mar 2026 11:22:41 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Dec 24–29, 2026 (5 nights)
• 1 bed/1 bath, sleeps 4
• $2,478 ($496/night)

]]> https://www.redweek.com/posting/R1438589 Wed, 18 Mar 2026 13:04:48 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Dec 29, 2026 – Jan 1, 2027 (3 nights)
• 1 bed/1 bath, sleeps 4
• $1,297 ($432/night)

]]> https://www.redweek.com/posting/R1438604 Wed, 18 Mar 2026 12:59:54 -0700 Verified & Protected

Palm Beach Shores Resort and Vacation Villas

Palm Beach Shores, Florida

• Nov 21–28, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,110 ($159/night)

]]> https://www.redweek.com/posting/R1438303 Tue, 17 Mar 2026 14:56:20 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Apr 11–18, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,366 ($767/night)

]]> https://www.redweek.com/posting/R1444095 Tue, 17 Mar 2026 06:47:15 -0700 CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

• Oct 13–18, 2026 (5 nights)
• 3 bed/2 bath, sleeps 10
• $1,769 ($354/night)

]]> https://www.redweek.com/posting/R1447082 Mon, 16 Mar 2026 09:42:44 -0700 Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

• Feb 1–15, 2027 (14 nights)
• 1 bed/1 bath, sleeps 4
• $7,001 ($500/night)

]]> https://www.redweek.com/posting/R1446401 Sat, 14 Mar 2026 10:18:41 -0700 Verified & Protected

Holiday Inn Club Vacations Cape Canaveral Beach Resort

Cape Canaveral, Florida

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,878 ($268/night)

]]> https://www.redweek.com/posting/R1436866 Thu, 12 Mar 2026 11:15:15 -0700 Verified & Protected

Holiday Inn Club Vacations Cape Canaveral Beach Resort

Cape Canaveral, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1439436 Thu, 12 Mar 2026 11:15:13 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1436867 Wed, 11 Mar 2026 14:47:44 -0700 Verified & Protected

Holiday Inn Club Vacations Panama City Beach Resort

Panama City Beach, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,165 ($166/night)

]]> https://www.redweek.com/posting/R1439435 Wed, 11 Mar 2026 13:03:16 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Feb 14–21, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1435934 Wed, 11 Mar 2026 11:55:52 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Jul 12–19, 2026 (7 nights)
• 3 bed/2 bath, sleeps 10
• $2,619 ($374/night)

]]> https://www.redweek.com/posting/R1434896 Tue, 10 Mar 2026 17:37:37 -0700 Verified & Protected

Palm Beach Shores Resort and Vacation Villas

Palm Beach Shores, Florida

• Feb 7–14, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $2,096 ($299/night)

]]> https://www.redweek.com/posting/R1430732 Tue, 10 Mar 2026 13:12:51 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Jul 11–18, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,404 ($486/night)

]]> https://www.redweek.com/posting/R1436826 Wed, 04 Mar 2026 07:54:45 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Jul 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,513 ($502/night)

]]> https://www.redweek.com/posting/R1436821 Wed, 04 Mar 2026 07:45:33 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

• Jun 28 – Jul 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1436813 Wed, 04 Mar 2026 07:34:47 -0800