Winter Rentals
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 19–27, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $6,347 ($793/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Feb 19–22, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $2,150 ($717/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 20–27, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,581 ($369/night)
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Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Feb 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,275 ($182/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
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Marriott's Grande Vista
Orlando, Florida- Feb 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,161 ($309/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Feb 20–25, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,222 ($444/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($626/night)
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Holiday Inn Club Vacations Marco Island - Sunset Cove Resort
Marco Island, Florida- Feb 21–28, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $2,696 ($385/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 21–28, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,512 ($216/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,420 ($774/night)
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Coconut Bay Resort
Fort Lauderdale, Florida- Feb 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,407 ($201/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,549 ($221/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,124 ($875/night)
Enchanted Isle Resort
Hollywood, Florida- Feb 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,330 ($190/night)
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Sheraton Vistana Resort
Orlando, Florida- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,214 ($174/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 21–28, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,588 ($227/night)
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The Westin Cape Coral Resort at Marina Village
Cape Coral, Florida- Feb 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($237/night)
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The Charter Club of Marco Beach
Marco Island, Florida- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($626/night)
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Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($190/night)
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Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,165 ($166/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,742 ($249/night)
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Westgate Town Center
Kissimmee, Florida- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,495 ($214/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Feb 21–28, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,423 ($346/night)
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Marriott's Lakeshore Reserve
Orlando, Florida- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 21 – Mar 1, 2026 (8 nights)
- 3 bed/3 bath, sleeps 10
- $6,565 ($821/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 21–28, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,205 ($315/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Feb 22 – Mar 1, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $5,366 ($767/night)
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Club Wyndham Royal Vista
Pompano Beach, Florida- Feb 22 – Mar 6, 2026 (12 nights)
- 2 bed/2 bath, sleeps 6
- $6,565 ($547/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Feb 22 – Mar 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Feb 22 – Mar 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,769 ($253/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 22–26, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($222/night)
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Disney's Vero Beach Resort
Vero Beach, Florida- Feb 24 – Mar 1, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,385 ($277/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Feb 24–25, 2026 (1 night)
- Studio/1 bath, sleeps 4
- $325 ($325/night)
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Marriott's Lakeshore Reserve
Orlando, Florida- Feb 24–27, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $999 ($333/night)
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Club Wyndham Sea Gardens
Pompano Beach, Florida- Feb 24–28, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $960 ($240/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 25 – Mar 1, 2026 (4 nights)
- 4 bed/4 bath, sleeps 12
- $1,549 ($387/night)
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Wyndham Vacation Resorts at Majestic Sun
Destin, Florida- Feb 26 – Mar 4, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($277/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 26 – Mar 5, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,159 ($451/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 26 – Mar 5, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,550 ($221/night)
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Marriott's Lakeshore Reserve
Orlando, Florida- Feb 26 – Mar 5, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,750 ($393/night)
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Tortuga Beach Club
Sanibel Island, Florida- Feb 27 – Mar 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,358 ($623/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Feb 27 – Mar 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,922 ($560/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 27 – Mar 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,134 ($591/night)
Verified & Protected
Hilton Grand Vacations at Tuscany Village
Orlando, Florida- Feb 27 – Mar 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,968 ($424/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 27 – Mar 2, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $666 ($222/night)