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Winter Haven Holiday Apartments

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26 rentals in Winter Haven.
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Winter Haven Home with Dock & Hot Tub!, holiday rental in Winter Haven
Winter Haven Home with Dock & Hot Tub!, holiday rental in Winter Haven
Winter Haven Home with Dock & Hot Tub!, holiday rental in Winter Haven

Winter Haven Home with Dock & Hot Tub!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Spectacular Waterfront Home in Winter Haven, holiday rental in Winter Haven
Spectacular Waterfront Home in Winter Haven, holiday rental in Winter Haven
Spectacular Waterfront Home in Winter Haven, holiday rental in Winter Haven

Spectacular Waterfront Home in Winter Haven

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Lake Rochelle Rental (Lakefront), holiday rental in Winter Haven
Lake Rochelle Rental (Lakefront), holiday rental in Winter Haven
Lake Rochelle Rental (Lakefront), holiday rental in Winter Haven

Lake Rochelle Rental (Lakefront)

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Charming Home 5 Minutes From Legoland, holiday rental in Winter Haven
Charming Home 5 Minutes From Legoland, holiday rental in Winter Haven
Charming Home 5 Minutes From Legoland, holiday rental in Winter Haven

Charming Home 5 Minutes From Legoland

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Are you ready to get back to Living?  This is a GREAT place to start. Come!, holiday rental in Winter Haven
Are you ready to get back to Living?  This is a GREAT place to start. Come!, holiday rental in Winter Haven
Are you ready to get back to Living?  This is a GREAT place to start. Come!, holiday rental in Winter Haven

Are you ready to get back to Living? This is a GREAT place to start. Come!

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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FALL/WINTER SPECIAL RATES Mid-century Mod w/ Fireplaces - Downtown Near Legoland, holiday rental in Winter Haven
FALL/WINTER SPECIAL RATES Mid-century Mod w/ Fireplaces - Downtown Near Legoland, holiday rental in Winter Haven
FALL/WINTER SPECIAL RATES Mid-century Mod w/ Fireplaces - Downtown Near Legoland, holiday rental in Winter Haven

FALL/WINTER SPECIAL RATES Mid-century Mod w/ Fireplaces - Downtown Near Legoland

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Conveniently located 10 minutes from Legoland!, holiday rental in Winter Haven
Conveniently located 10 minutes from Legoland!, holiday rental in Winter Haven
Conveniently located 10 minutes from Legoland!, holiday rental in Winter Haven

Conveniently located 10 minutes from Legoland!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724, holiday rental in Winter Haven
*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724, holiday rental in Winter Haven
*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724, holiday rental in Winter Haven

*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Winter Haven, FL Pet Friendly Residential Retreat, holiday rental in Winter Haven
Winter Haven, FL Pet Friendly Residential Retreat, holiday rental in Winter Haven
Winter Haven, FL Pet Friendly Residential Retreat, holiday rental in Winter Haven

Winter Haven, FL Pet Friendly Residential Retreat

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Newly updated 3/ 2 kid friendly, only minutes to Legoland., holiday rental in Winter Haven
Newly updated 3/ 2 kid friendly, only minutes to Legoland., holiday rental in Winter Haven
Newly updated 3/ 2 kid friendly, only minutes to Legoland., holiday rental in Winter Haven

Newly updated 3/ 2 kid friendly, only minutes to Legoland.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1722, holiday rental in Winter Haven
*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1722, holiday rental in Winter Haven
*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1722, holiday rental in Winter Haven

*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1722

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Beautiful Lake Front home with pool:30 min  from Disney and Universal Studios., holiday rental in Winter Haven
Beautiful Lake Front home with pool:30 min  from Disney and Universal Studios., holiday rental in Winter Haven
Beautiful Lake Front home with pool:30 min  from Disney and Universal Studios., holiday rental in Winter Haven

Beautiful Lake Front home with pool:30 min from Disney and Universal Studios.

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Fantastic Water Front Home on the Chain of Lakes, holiday rental in Winter Haven
Fantastic Water Front Home on the Chain of Lakes, holiday rental in Winter Haven
Fantastic Water Front Home on the Chain of Lakes, holiday rental in Winter Haven

Fantastic Water Front Home on the Chain of Lakes

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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College Students! Off Campus Life!, holiday rental in Winter Haven
College Students! Off Campus Life!, holiday rental in Winter Haven
College Students! Off Campus Life!, holiday rental in Winter Haven

College Students! Off Campus Life!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lake House W/ Private Dock, Game Room, and Lots To Do, holiday rental in Winter Haven
Lake House W/ Private Dock, Game Room, and Lots To Do, holiday rental in Winter Haven
Lake House W/ Private Dock, Game Room, and Lots To Do, holiday rental in Winter Haven

Lake House W/ Private Dock, Game Room, and Lots To Do

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Disney 45 minutes away! LegoLand 10 minutes away!!! , holiday rental in Winter Haven
Disney 45 minutes away! LegoLand 10 minutes away!!! , holiday rental in Winter Haven
Disney 45 minutes away! LegoLand 10 minutes away!!! , holiday rental in Winter Haven

Disney 45 minutes away! LegoLand 10 minutes away!!!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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New Dock! Lakehouse Getaway with your Family and Enjoy this Spacious Home!, holiday rental in Winter Haven
New Dock! Lakehouse Getaway with your Family and Enjoy this Spacious Home!, holiday rental in Winter Haven
New Dock! Lakehouse Getaway with your Family and Enjoy this Spacious Home!, holiday rental in Winter Haven

New Dock! Lakehouse Getaway with your Family and Enjoy this Spacious Home!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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The Russell Lake House, holiday rental in Winter Haven
The Russell Lake House, holiday rental in Winter Haven
The Russell Lake House, holiday rental in Winter Haven

The Russell Lake House

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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New Dock!!! Time to Go Lakeside, Great for Families & Close to Lego Land!, holiday rental in Winter Haven
New Dock!!! Time to Go Lakeside, Great for Families & Close to Lego Land!, holiday rental in Winter Haven
New Dock!!! Time to Go Lakeside, Great for Families & Close to Lego Land!, holiday rental in Winter Haven

New Dock!!! Time to Go Lakeside, Great for Families & Close to Lego Land!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Lake House with Pool 30 min for Disney 30 min from Universal, holiday rental in Winter Haven
Lake House with Pool 30 min for Disney 30 min from Universal, holiday rental in Winter Haven
Lake House with Pool 30 min for Disney 30 min from Universal, holiday rental in Winter Haven

Lake House with Pool 30 min for Disney 30 min from Universal

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Chain of Lakes w Dock & Kayaks ~Sunrise on Lake Idylwild~Legoland  7.5 mi~Disney, holiday rental in Winter Haven
Chain of Lakes w Dock & Kayaks ~Sunrise on Lake Idylwild~Legoland  7.5 mi~Disney, holiday rental in Winter Haven
Chain of Lakes w Dock & Kayaks ~Sunrise on Lake Idylwild~Legoland  7.5 mi~Disney, holiday rental in Winter Haven

Chain of Lakes w Dock & Kayaks ~Sunrise on Lake Idylwild~Legoland 7.5 mi~Disney

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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New Listing Promo -  Family Fun Times ~ Pet Friendly - 45 minutes to  Disney, holiday rental in Winter Haven
New Listing Promo -  Family Fun Times ~ Pet Friendly - 45 minutes to  Disney, holiday rental in Winter Haven
New Listing Promo -  Family Fun Times ~ Pet Friendly - 45 minutes to  Disney, holiday rental in Winter Haven

New Listing Promo - Family Fun Times ~ Pet Friendly - 45 minutes to Disney

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 9
Match: Sleeps
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Lake Lucerne way villa, holiday rental in Winter Haven
Lake Lucerne way villa, holiday rental in Winter Haven
Lake Lucerne way villa, holiday rental in Winter Haven

Lake Lucerne way villa

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Room enough for everyone! Steps from LEGOLAND, Free Breakfast & Parking, holiday rental in Winter Haven
Room enough for everyone! Steps from LEGOLAND, Free Breakfast & Parking, holiday rental in Winter Haven
Room enough for everyone! Steps from LEGOLAND, Free Breakfast & Parking, holiday rental in Winter Haven

Room enough for everyone! Steps from LEGOLAND, Free Breakfast & Parking

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Fun Filled Vacation! Multiple Units, Pool, Play Areas, LEGOLAND, Golf nearby, holiday rental in Winter Haven
Fun Filled Vacation! Multiple Units, Pool, Play Areas, LEGOLAND, Golf nearby, holiday rental in Winter Haven
Fun Filled Vacation! Multiple Units, Pool, Play Areas, LEGOLAND, Golf nearby, holiday rental in Winter Haven

Fun Filled Vacation! Multiple Units, Pool, Play Areas, LEGOLAND, Golf nearby

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Luxury Private Room in a House, holiday rental in Winter Haven
Luxury Private Room in a House, holiday rental in Winter Haven
Luxury Private Room in a House, holiday rental in Winter Haven

Luxury Private Room in a House

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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