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Winter Haven House Rentals

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50 rentals in Winter Haven.
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Are you ready to get back to Living? This is a GREAT place to start. Come!
6 bedrooms
5 bathrooms
Sleeps 12
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Spectacular Waterfront Home in Winter Haven
4 bedrooms
4 bathrooms
Sleeps 10
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FALL/WINTER SPECIAL RATES Mid-century Mod w/ Fireplaces - Downtown Near Legoland
2 bedrooms
3 bathrooms
Sleeps 6
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College Students! Off Campus Life!
3 bedrooms
2 bathrooms
Sleeps 8
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Private Pool Paradise - 2.5 miles to Legoland & close to Disney! Contactless E
3 bedrooms
2 bathrooms
Sleeps 6
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Disney 45 minutes away! LegoLand 10 minutes away!!!
3 bedrooms
2 bathrooms
Sleeps 9
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Legoland & Family Fun - Lake Silver Retreat in the Heart of Winter Haven
5 bedrooms
3 bathrooms
Sleeps 11
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Upscale modern 2 Bedrooms Condo On Southern Dunes Golf Gated Community.
2 bedrooms
2 bathrooms
Sleeps 6
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Low Cost Vacation/Holiday Home Near Golf Courses/Lakes, Nr Disney Orlando and Tampa
2 bedrooms
2 bathrooms
Sleeps 4
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Lake Home with 4 Bed/4 Bath & Pool with Diving Board
4 bedrooms
4 bathrooms
Sleeps 12
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Save time - get the best Winter Haven rentals sent straight to your email!
Sailors Loch
4 bedrooms
3 bathrooms
Sleeps 8
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Mariner Cay Villa at Southern Dunes Golf and Country Club
3 bedrooms
2 bathrooms
Sleeps 6
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Spacious farmhouse in 100 acres of ranch close to Legoland
4 bedrooms
5 bathrooms
Sleeps 12
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Lakefront Grove House
1 bedroom
2 bathrooms
Sleeps 3
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1628 Forest Hills Lane
5 bedrooms
3 bathrooms
Sleeps 10
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Just Bring Your Toothbrush
3 bedrooms
2 bathrooms
Sleeps 7
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KISSIMMEE'S KNIGHT CASTLE
7 bedrooms
5 bathrooms
Sleeps 20
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Winter Haven Home with Dock & Hot Tub!
4 bedrooms
3 bathrooms
Sleeps 12
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Stunning 4 Bd Single Family w/ Pool & Lake View 175
4 bedrooms
5 bathrooms
Sleeps 10
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☀️ UNIQUE SCANDINAVIAN LUXURY VILLA ☀️ Exclusive with Private Pool & Golf View
4 bedrooms
3 bathrooms
Sleeps 9
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Lakefront Hideaway on Private Lake
3 bedrooms
2 bathrooms
Sleeps 8
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Beautiful vacation home
4 bedrooms
3 bathrooms
Sleeps 8
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Stunning Over 50 Gated Golf and Modular Home Community
2 bedrooms
2 bathrooms
Sleeps 4
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Perfect Home For Your Florida Vacation!
3 bedrooms
2 bathrooms
Sleeps 6
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Private Pool Home!
3 bedrooms
2 bathrooms
Sleeps 6
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Citrus Sun Private Pool Home & Game Room
5 bedrooms
3 bathrooms
Sleeps 10
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South Facing Pool/Spa in Southern Dunes!
6 bedrooms
4 bathrooms
Sleeps 10
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Belle's Southern Dream in Southern Dunes
4 bedrooms
3 bathrooms
Sleeps 8
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Farm House Stay 5 Miles to Legoland!
3 bedrooms
1 bathroom
Sleeps 6
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55+ community, Sleeps 6-8, Minimum monthly rental, Pets Considered
2 bedrooms
2 bathrooms
Sleeps 6
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55 Plus Golf Community 2 Bed/Den, Lanai, Backyard Deck, Grill, Golf, Pool
1 bedroom
2 bathrooms
Sleeps 2
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Citrus Sun Private Pool Home & Game Room
5 bedrooms
3 bathrooms
Sleeps 10
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South Facing Pool/Spa in Southern Dunes!
6 bedrooms
4 bathrooms
Sleeps 10
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Belle's Southern Dream in Southern Dunes
4 bedrooms
3 bathrooms
Sleeps 8
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Perfect Home For Your Florida Vacation!
3 bedrooms
2 bathrooms
Sleeps 6
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Private Pool Home!
3 bedrooms
2 bathrooms
Sleeps 6
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West Facing Private Pool Home
4 bedrooms
3 bathrooms
Sleeps 8
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SD5016HC - 2 beds condo - Gated resort
2 bedrooms
2 bathrooms
Sleeps 4
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No Contact Check in, Relax by your Private Pool, Stay With Us!,
4 bedrooms
3 bathrooms
Sleeps 6
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Captivating 4 bed. home w/south facing pool 1108MC
4 bedrooms
3 bathrooms
Sleeps 8
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1104MCD - Family getaway overlooking Lake Joe!
4 bedrooms
3 bathrooms
Sleeps 8
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Southern Dunes Home Lake Views!
3 bedrooms
2 bathrooms
Sleeps 6
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Golfer's Delight With Amazing Views Southern Dunes
4 bedrooms
3 bathrooms
Sleeps 8
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Tentrr Signature Site - Winter Haven hideaway
1 bedroom
1 bathroom
Sleeps 4
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Tentrr Signature Site - LazyRanch
1 bedroom
1 bathroom
Sleeps 4
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Southern Charm /Southern Dunes Home
4 bedrooms
3 bathrooms
Sleeps 8
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Southern Dunes Home Lake Views!
3 bedrooms
2 bathrooms
Sleeps 6
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Golfer's Delight With Amazing Views Southern Dunes
4 bedrooms
3 bathrooms
Sleeps 8
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NEW! Auburndale House w/ Private Porch & Gas Grill
4 bedrooms
2 bathrooms
Sleeps 10
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Impressive 4BR Private Pool Gated Golf Community
4 bedrooms
3 bathrooms
Sleeps 8
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