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Winter Haven House Rentals

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Bedrooms

Bathrooms

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5 km
84 rentals in Winter Haven.
Star Wars Theme, holiday rental in Winter Haven
Star Wars Theme, holiday rental in Winter Haven
Star Wars Theme, holiday rental in Winter Haven

Star Wars Theme

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps, Holiday Rental House
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LAKE HOUSE WITH PRIVATE  HEATED  POOL & GAME ROOM 4 min FROM LEGOLAND, holiday rental in Winter Haven
LAKE HOUSE WITH PRIVATE  HEATED  POOL & GAME ROOM 4 min FROM LEGOLAND, holiday rental in Winter Haven
LAKE HOUSE WITH PRIVATE  HEATED  POOL & GAME ROOM 4 min FROM LEGOLAND, holiday rental in Winter Haven

LAKE HOUSE WITH PRIVATE HEATED POOL & GAME ROOM 4 min FROM LEGOLAND

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, Holiday Rental House
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Lovely Lakefront Home w/ Grill: 7 Mi to Legoland!, holiday rental in Winter Haven
Lovely Lakefront Home w/ Grill: 7 Mi to Legoland!, holiday rental in Winter Haven
Lovely Lakefront Home w/ Grill: 7 Mi to Legoland!, holiday rental in Winter Haven

Lovely Lakefront Home w/ Grill: 7 Mi to Legoland!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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Awesome Lake House With Private Dock, Canoe, Kayaks, Game-Room, & Lots To Do!!!, holiday rental in Winter Haven
Awesome Lake House With Private Dock, Canoe, Kayaks, Game-Room, & Lots To Do!!!, holiday rental in Winter Haven
Awesome Lake House With Private Dock, Canoe, Kayaks, Game-Room, & Lots To Do!!!, holiday rental in Winter Haven

Awesome Lake House With Private Dock, Canoe, Kayaks, Game-Room, & Lots To Do!!!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps, Holiday Rental House
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Charming Lakefront Pool Home - 5 Min to Legoland!, holiday rental in Winter Haven
Charming Lakefront Pool Home - 5 Min to Legoland!, holiday rental in Winter Haven
Charming Lakefront Pool Home - 5 Min to Legoland!, holiday rental in Winter Haven

Charming Lakefront Pool Home - 5 Min to Legoland!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps, Holiday Rental House
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Charming Town House — 10 Minutes from the Legoland Park and Downtown, holiday rental in Winter Haven
Charming Town House — 10 Minutes from the Legoland Park and Downtown, holiday rental in Winter Haven
Charming Town House — 10 Minutes from the Legoland Park and Downtown, holiday rental in Winter Haven

Charming Town House — 10 Minutes from the Legoland Park and Downtown

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Holiday Rental House
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The Lakeview Oasis Getaway!, holiday rental in Winter Haven
The Lakeview Oasis Getaway!, holiday rental in Winter Haven
The Lakeview Oasis Getaway!, holiday rental in Winter Haven

The Lakeview Oasis Getaway!

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 21
Match: Sleeps, Holiday Rental House
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Pool home near Legoland, Disney, Theme parks, holiday rental in Winter Haven
Pool home near Legoland, Disney, Theme parks, holiday rental in Winter Haven
Pool home near Legoland, Disney, Theme parks, holiday rental in Winter Haven

Pool home near Legoland, Disney, Theme parks

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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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, Holiday Rental House
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3-Bedroom Lake House Minutes from LegoLand & Peppa Pig Park!, holiday rental in Winter Haven
3-Bedroom Lake House Minutes from LegoLand & Peppa Pig Park!, holiday rental in Winter Haven
3-Bedroom Lake House Minutes from LegoLand & Peppa Pig Park!, holiday rental in Winter Haven

3-Bedroom Lake House Minutes from LegoLand & Peppa Pig Park!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Holiday Rental House
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Cheerful 4 Bed, 3 Bath Home with Screened Pool, holiday rental in Winter Haven
Cheerful 4 Bed, 3 Bath Home with Screened Pool, holiday rental in Winter Haven
Cheerful 4 Bed, 3 Bath Home with Screened Pool, holiday rental in Winter Haven

Cheerful 4 Bed, 3 Bath Home with Screened Pool

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps, Holiday Rental House
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Cheerful New Construction Home, holiday rental in Winter Haven
Cheerful New Construction Home, holiday rental in Winter Haven
Cheerful New Construction Home, holiday rental in Winter Haven

Cheerful New Construction Home

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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Lakefront Lego Land Estate, holiday rental in Winter Haven
Lakefront Lego Land Estate, holiday rental in Winter Haven
Lakefront Lego Land Estate, holiday rental in Winter Haven

Lakefront Lego Land Estate

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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Beautiful 5 Bedroom 3 Bath Home Near Sports Complex with lake access., holiday rental in Winter Haven
Beautiful 5 Bedroom 3 Bath Home Near Sports Complex with lake access., holiday rental in Winter Haven
Beautiful 5 Bedroom 3 Bath Home Near Sports Complex with lake access., holiday rental in Winter Haven

Beautiful 5 Bedroom 3 Bath Home Near Sports Complex with lake access.

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Holiday Rental House
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Luxury StayComfy at WinterHeaven, holiday rental in Winter Haven
Luxury StayComfy at WinterHeaven, holiday rental in Winter Haven
Luxury StayComfy at WinterHeaven, holiday rental in Winter Haven

Luxury StayComfy at WinterHeaven

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Holiday Rental House
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Central FL Vacation Home - Dog Friendly with no pet fee. 7 minutes to LEGOLand!!, holiday rental in Winter Haven
Central FL Vacation Home - Dog Friendly with no pet fee. 7 minutes to LEGOLand!!, holiday rental in Winter Haven
Central FL Vacation Home - Dog Friendly with no pet fee. 7 minutes to LEGOLand!!, holiday rental in Winter Haven

Central FL Vacation Home - Dog Friendly with no pet fee. 7 minutes to LEGOLand!!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps, Holiday Rental House
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Beautiful Spacious 2bd w/patio near LEGOLAND, holiday rental in Winter Haven
Beautiful Spacious 2bd w/patio near LEGOLAND, holiday rental in Winter Haven
Beautiful Spacious 2bd w/patio near LEGOLAND, holiday rental in Winter Haven

Beautiful Spacious 2bd w/patio near LEGOLAND

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps, Holiday Rental House
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20% Off Thru 7/31~Gorgeous home on Chain of Lakes w Tiki Bar~Boat, holiday rental in Winter Haven
20% Off Thru 7/31~Gorgeous home on Chain of Lakes w Tiki Bar~Boat, holiday rental in Winter Haven
20% Off Thru 7/31~Gorgeous home on Chain of Lakes w Tiki Bar~Boat, holiday rental in Winter Haven

20% Off Thru 7/31~Gorgeous home on Chain of Lakes w Tiki Bar~Boat

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Holiday Rental House
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Luxury Getaway in Winter Haven (10 mins to LegoLand and Parks), holiday rental in Winter Haven
Luxury Getaway in Winter Haven (10 mins to LegoLand and Parks), holiday rental in Winter Haven
Luxury Getaway in Winter Haven (10 mins to LegoLand and Parks), holiday rental in Winter Haven

Luxury Getaway in Winter Haven (10 mins to LegoLand and Parks)

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Holiday Rental House
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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, Holiday Rental House
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Chanti’s Place, Winter Haven. Great Longterm Stay, holiday rental in Winter Haven
Chanti’s Place, Winter Haven. Great Longterm Stay, holiday rental in Winter Haven
Chanti’s Place, Winter Haven. Great Longterm Stay, holiday rental in Winter Haven

Chanti’s Place, Winter Haven. Great Longterm Stay

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, Holiday Rental House
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Winter Haven Abode Near Lakes & Attractions, holiday rental in Winter Haven
Winter Haven Abode Near Lakes & Attractions, holiday rental in Winter Haven
Winter Haven Abode Near Lakes & Attractions, holiday rental in Winter Haven

Winter Haven Abode Near Lakes & Attractions

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Holiday Rental House
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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, Holiday Rental House
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Lake life living 45 mins from most central FL theme parks..., holiday rental in Winter Haven
Lake life living 45 mins from most central FL theme parks..., holiday rental in Winter Haven
Lake life living 45 mins from most central FL theme parks..., holiday rental in Winter Haven

Lake life living 45 mins from most central FL theme parks...

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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Waterfront Winter Haven Home with Dock & Hot Tub!, holiday rental in Winter Haven
Waterfront Winter Haven Home with Dock & Hot Tub!, holiday rental in Winter Haven
Waterfront Winter Haven Home with Dock & Hot Tub!, holiday rental in Winter Haven

Waterfront Winter Haven Home with Dock & Hot Tub!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, Holiday Rental House
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PEACE & LOVE ROOM 5 Minutes from Winter Haven Florida, holiday rental in Winter Haven
PEACE & LOVE ROOM 5 Minutes from Winter Haven Florida, holiday rental in Winter Haven
PEACE & LOVE ROOM 5 Minutes from Winter Haven Florida, holiday rental in Winter Haven

PEACE & LOVE ROOM 5 Minutes from Winter Haven Florida

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Holiday Rental House
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Lakefront house for rent, holiday rental in Winter Haven
Lakefront house for rent, holiday rental in Winter Haven
Lakefront house for rent, holiday rental in Winter Haven

Lakefront house for rent

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps, Holiday Rental House
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Fun and Relaxation in Winter Haven!! 2 Queen Beds,, holiday rental in Winter Haven
Fun and Relaxation in Winter Haven!! 2 Queen Beds,, holiday rental in Winter Haven
Fun and Relaxation in Winter Haven!! 2 Queen Beds,, holiday rental in Winter Haven

Fun and Relaxation in Winter Haven!! 2 Queen Beds,

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Holiday Rental House
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Lakeside Cottage in Lake Howard (Winter Haven Chain of Lakes), holiday rental in Winter Haven
Lakeside Cottage in Lake Howard (Winter Haven Chain of Lakes), holiday rental in Winter Haven
Lakeside Cottage in Lake Howard (Winter Haven Chain of Lakes), holiday rental in Winter Haven

Lakeside Cottage in Lake Howard (Winter Haven Chain of Lakes)

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Holiday Rental House
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Peace & Love Room 5 minutes from Winter Haven Hospital, holiday rental in Winter Haven
Peace & Love Room 5 minutes from Winter Haven Hospital, holiday rental in Winter Haven
Peace & Love Room 5 minutes from Winter Haven Hospital, holiday rental in Winter Haven

Peace & Love Room 5 minutes from Winter Haven Hospital

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Holiday Rental House
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Winter Haven-Historic property- N Legoland Sleep 4, holiday rental in Winter Haven
Winter Haven-Historic property- N Legoland Sleep 4, holiday rental in Winter Haven
Winter Haven-Historic property- N Legoland Sleep 4, holiday rental in Winter Haven

Winter Haven-Historic property- N Legoland Sleep 4

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Holiday Rental House
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Amazing!!! WINTER HAVEN 2 Queen Beds fun 4 All, holiday rental in Winter Haven
Amazing!!! WINTER HAVEN 2 Queen Beds fun 4 All, holiday rental in Winter Haven
Amazing!!! WINTER HAVEN 2 Queen Beds fun 4 All, holiday rental in Winter Haven

Amazing!!! WINTER HAVEN 2 Queen Beds fun 4 All

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Holiday Rental House
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Adorable 1 bedroom guesthouse near Legoland, holiday rental in Winter Haven
Adorable 1 bedroom guesthouse near Legoland, holiday rental in Winter Haven
Adorable 1 bedroom guesthouse near Legoland, holiday rental in Winter Haven

Adorable 1 bedroom guesthouse near Legoland

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Holiday Rental House
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LEGOLAND Wonderful 2 Queen Beds-bring pet.FUN-SUN, holiday rental in Winter Haven
LEGOLAND Wonderful 2 Queen Beds-bring pet.FUN-SUN, holiday rental in Winter Haven
LEGOLAND Wonderful 2 Queen Beds-bring pet.FUN-SUN, holiday rental in Winter Haven

LEGOLAND Wonderful 2 Queen Beds-bring pet.FUN-SUN

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Holiday Rental House
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Private/Spacious 1BR Central Near LegoLand 2 Miles, holiday rental in Winter Haven
Private/Spacious 1BR Central Near LegoLand 2 Miles, holiday rental in Winter Haven
Private/Spacious 1BR Central Near LegoLand 2 Miles, holiday rental in Winter Haven

Private/Spacious 1BR Central Near LegoLand 2 Miles

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps, Holiday Rental House
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Modern Waterfront Oasis, holiday rental in Winter Haven
Modern Waterfront Oasis, holiday rental in Winter Haven
Modern Waterfront Oasis, holiday rental in Winter Haven

Modern Waterfront Oasis

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Holiday Rental House
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Modern HouseBoat*AceLoca*4Miles*LegoLand*, holiday rental in Winter Haven
Modern HouseBoat*AceLoca*4Miles*LegoLand*, holiday rental in Winter Haven
Modern HouseBoat*AceLoca*4Miles*LegoLand*, holiday rental in Winter Haven

Modern HouseBoat*AceLoca*4Miles*LegoLand*

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Holiday Rental House
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Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL, holiday rental in Winter Haven
Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL, holiday rental in Winter Haven
Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL, holiday rental in Winter Haven

Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Holiday Rental House
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★2/1★Central★Location★☀2-Mile LEGOLAND&Dining☀, holiday rental in Winter Haven
★2/1★Central★Location★☀2-Mile LEGOLAND&Dining☀, holiday rental in Winter Haven
★2/1★Central★Location★☀2-Mile LEGOLAND&Dining☀, holiday rental in Winter Haven

★2/1★Central★Location★☀2-Mile LEGOLAND&Dining☀

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Holiday Rental House
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cozy for the family close to Legoland, holiday rental in Winter Haven
cozy for the family close to Legoland, holiday rental in Winter Haven
cozy for the family close to Legoland, holiday rental in Winter Haven

cozy for the family close to Legoland

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Holiday Rental House
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*Modern Tiny Lake Cottage*AceLoc*4miles*LEGOLAND*, holiday rental in Winter Haven
*Modern Tiny Lake Cottage*AceLoc*4miles*LEGOLAND*, holiday rental in Winter Haven
*Modern Tiny Lake Cottage*AceLoc*4miles*LEGOLAND*, holiday rental in Winter Haven

*Modern Tiny Lake Cottage*AceLoc*4miles*LEGOLAND*

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps, Holiday Rental House
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Lake House to be leased with Main house: 2042348, holiday rental in Winter Haven
Lake House to be leased with Main house: 2042348, holiday rental in Winter Haven
Lake House to be leased with Main house: 2042348, holiday rental in Winter Haven

Lake House to be leased with Main house: 2042348

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Holiday Rental House
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Peaceful Garden Retreat, holiday rental in Winter Haven
Peaceful Garden Retreat, holiday rental in Winter Haven
Peaceful Garden Retreat, holiday rental in Winter Haven

Peaceful Garden Retreat

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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Luxury Style home w/ fire pit 
near LakeHoward 
20min to LEGOLAND! 
Pet-Friendly, holiday rental in Winter Haven
Luxury Style home w/ fire pit 
near LakeHoward 
20min to LEGOLAND! 
Pet-Friendly, holiday rental in Winter Haven
Luxury Style home w/ fire pit 
near LakeHoward 
20min to LEGOLAND! 
Pet-Friendly, holiday rental in Winter Haven

Luxury Style home w/ fire pit near LakeHoward 20min to LEGOLAND! Pet-Friendly

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps, Holiday Rental House
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Large 3/1 Near DownTown and Dining, holiday rental in Winter Haven
Large 3/1 Near DownTown and Dining, holiday rental in Winter Haven
Large 3/1 Near DownTown and Dining, holiday rental in Winter Haven

Large 3/1 Near DownTown and Dining

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps, Holiday Rental House
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Cozy Family Home Near Legoland, holiday rental in Winter Haven
Cozy Family Home Near Legoland, holiday rental in Winter Haven
Cozy Family Home Near Legoland, holiday rental in Winter Haven

Cozy Family Home Near Legoland

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Holiday Rental House
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Spacious 3 Bed, 2 Bath Home Near Legoland, holiday rental in Winter Haven
Spacious 3 Bed, 2 Bath Home Near Legoland, holiday rental in Winter Haven
Spacious 3 Bed, 2 Bath Home Near Legoland, holiday rental in Winter Haven

Spacious 3 Bed, 2 Bath Home Near Legoland

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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Beautiful 2bedroom near LEGoLAND, holiday rental in Winter Haven
Beautiful 2bedroom near LEGoLAND, holiday rental in Winter Haven
Beautiful 2bedroom near LEGoLAND, holiday rental in Winter Haven

Beautiful 2bedroom near LEGoLAND

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Holiday Rental House
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Great Family Home Near Legoland, holiday rental in Winter Haven
Great Family Home Near Legoland, holiday rental in Winter Haven
Great Family Home Near Legoland, holiday rental in Winter Haven

Great Family Home Near Legoland

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Holiday Rental House
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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, Holiday Rental House
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