Winter Haven Vacation Rentals
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Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
Distance from
5 mi
109 rentals in Winter Haven.
Waterfront Winter Haven Home with Dock & Hot Tub!
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Lake Rochelle Rental Lakefront
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
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Conveniently located 10 minutes from Legoland!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
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Spectacular Waterfront Home in Winter Haven
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
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Winter Haven, FL Pet Friendly Residential Retreat
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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FALL/WINTER SPECIAL RATES Mid-century Mod w/ Fireplaces - Downtown Near Legoland
Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
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Newly updated 3/ 2 kid friendly, only minutes to Legoland.
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Fantastic Water Front Home on the Chain of Lakes
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
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*Modern Tiny Lake Cottage*AceLoc*4miles*LEGOLAND*
Rental Home
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Confidently Clean, Quint & Cozy Apartment
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Lake Idylwild Delight: Waterfront Lakehouse, Private Dock, Tiki Bar - Near
Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
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Lakefront Luxury: Boat Dock, Pet-Friendly, Close to LegoLand, Perfect for
Rental Home
5 bedrooms
4 bathrooms
Sleeps 11
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View Container 5*Centrally Located*Private Bed/Bath
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
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LAKE HOUSE WITH PRIVATE HEATED POOL & GAME ROOM 4 min FROM LEGOLAND
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Charming Lakefront Pool Home - 5 Min to Legoland!
Rental Home
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Awesome Lake House With Private Dock, Canoe, Kayaks, Game-Room, & Lots To Do!!!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 11
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Beautiful Lake Front home w/ heated pool & Hot Tub, 23 miles from Disney
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
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Modern HouseBoat*AceLoca*4Miles*LegoLand*
Rental Home
1 bedroom
1 bathroom
Sleeps 3
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Welcome Snowbirds, Sunbirds welcome you! Newly Renovated
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Luxury 3BR Lake House on Quiet Private Lake, with Pool and Hot Tub
Rental Home
3 bedrooms
5 bathrooms
Sleeps 6
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★Spacious 4-bedroom 2-bath Abode Close to All★
Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Winter Haven Abode Near Lakes & Attractions
Rental Home
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Lovely Lakefront Home w/ Grill: 7 Mi to Legoland!
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Serenity Retreat, Confidently Clean
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Lake Idylwild Delight: Waterfront Lakehouse, Private Dock, Tiki Bar - Near Legol
Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Lake Shipp House with pool and dock on the water
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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Perfect vacation Getaway on the Chain of Lakes with a Pool!
Rental Home
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1722
Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Adorable 1 bedroom guesthouse near Legoland
Rental Home
1 bedroom
1 bathroom
Sleeps 2
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★2/1★Central★Location★☀2-Mile LEGOLAND&Dining☀
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
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Fun and Relaxation in Winter Haven!! 2 Queen Beds,
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Private Entrance Suite near State Farm & Legoland
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Soak up the charm of this cozy, recently remodel studio.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming Town House — 10 Minutes from the Legoland Park and Downtown
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Pool home near Legoland, Disney, Theme parks
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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Lakefront Luxury: Boat Dock, Pet-Friendly, Close to LegoLand, Perfect for Family
Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Vibrant Lakeside retreat centrally located
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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LEGOLAND Wonderful 2 Queen Beds-bring pet.FUN-SUN
Rental Home
1 bedroom
1 bathroom
Sleeps 4
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Winter Haven-Historic property- N Legoland Sleep 4
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cheerful New Construction Home
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Central FL Vacation Home - Dog Friendly with no pet fee. 7 minutes to LEGOLand!!
Rental Home
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Pool, Arcade(PS5),Theater, 5min from Legoland-Stylish LakeHome
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
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Little Haven
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New Listing 20% Off - Cozy 1 BR Apt on Lake Howard with Lanai Patio, Dock & Kaya
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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The Russell Lake House
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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newer home in gated community 20 min from legoland
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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A spacious gem w/private lake front access, boating, restaurants, bars and more!
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Amazing!!! WINTER HAVEN 2 Queen Beds fun 4 All
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Showing results 1-50 of 109
Frequently Asked Questions about Winter Haven
- Yes, here are some popular vacation rentals in Winter Haven that have a pool:
- *3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724
- Lake Rochelle Rental Lakefront
- FALL/WINTER SPECIAL RATES Mid-century Mod w/ Fireplaces - Downtown Near Legoland
- Yes, here are some popular vacation rentals in Winter Haven that have internet access:
- *3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724
- Lake Rochelle Rental Lakefront
- FALL/WINTER SPECIAL RATES Mid-century Mod w/ Fireplaces - Downtown Near Legoland
- The best pet friendly rentals in Winter Haven are:See all pet friendly vacation rentals in Winter Haven on Tripadvisor
- Some of the most popular kid friendly rentals in Winter Haven are:
- *3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724
- Lake Rochelle Rental Lakefront
- FALL/WINTER SPECIAL RATES Mid-century Mod w/ Fireplaces - Downtown Near Legoland