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Condos and Vacation Rentals in Winter Haven, FL
Vacation Rentals
USA
Florida (FL)
Central Florida
Winter Haven Condos
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Internet or Wifi (74)
Air Conditioning (67)
Washer/Dryer (54)
Other outdoor space (43)
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Suitability
Kid friendly (68)
Pet friendly (19)
Smoking allowed (5)
Elder access (1)
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Property type
Vacation Rental House (68)
Condominium/Apartment (7)
Cabin Vacation Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (23)
Boat Available (3)
Private Chef (0)
Private Beach (0)
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Distance from
5 km
Legoland Florida Resort
Theatre Winter Haven
Sherman's Antiques
Marshall Hampton Reserve
The Garden Ballroom
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75 rentals
in Winter Haven.
Nice Private Studio Room — 10 Minutes from the Legoland Park and Downtown
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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LAKE HOUSE WITH PRIVATE HEATED POOL & GAME ROOM 4 min FROM LEGOLAND
6 reviews
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 12
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Lovely Lakefront Home w/ Grill: 7 Mi to Legoland!
1 review
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
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Awesome Lake House With Private Dock, Canoe, Kayaks, Game-Room, & Lots To Do!!!
3 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 11
Match:
Sleeps
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Charming Lakefront Pool Home - 5 Min to Legoland!
5 reviews
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 7
Match:
Sleeps
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Charming Town House — 10 Minutes from the Legoland Park and Downtown
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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The Lakeview Oasis Getaway!
Holiday Rental House
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7 bedrooms
5 bathrooms
Sleeps 21
Match:
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Pool home near Legoland, Disney, Theme parks
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
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*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1722
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
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View Container 5*Centrally Located*Private Bed/Bath
5 reviews
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 5
Match:
Sleeps
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Cheerful 4 Bed, 3 Bath Home with Screened Pool
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 11
Match:
Sleeps
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Cheerful New Construction Home
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
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Lakefront Lego Land Estate
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 8
Match:
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Luxury StayComfy at WinterHeaven
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Serenity Retreat, Confidently Clean
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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20% Off Thru 7/31~Gorgeous home on Chain of Lakes w Tiki Bar~Boat
3 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
Match:
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Vintage Love Studio
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Sleeps
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Fantastic Water Front Home on the Chain of Lakes
4 reviews
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 12
Match:
Sleeps
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Winter Haven Abode Near Lakes & Attractions
1 review
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
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As seen on
*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724
3 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Lake life living 45 mins from most central FL theme parks...
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Waterfront Winter Haven Home with Dock & Hot Tub!
4 reviews
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 12
Match:
Sleeps
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Lakefront house for rent
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 4
Match:
Sleeps
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Fun and Relaxation in Winter Haven!! 2 Queen Beds,
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Lakeside Cottage in Lake Howard (Winter Haven Chain of Lakes)
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Peace & Love Room 5 minutes from Winter Haven Hospital
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Winter Haven-Historic property- N Legoland Sleep 4
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Amazing!!! WINTER HAVEN 2 Queen Beds fun 4 All
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Adorable 1 bedroom guesthouse near Legoland
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Private/Spacious 1BR Central Near LegoLand 2 Miles
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 5
Match:
Sleeps
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Modern Waterfront Oasis
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Modern HouseBoat*AceLoca*4Miles*LegoLand*
2 reviews
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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*CentralLocated*PrivateKingSuitew/Bath, Washer&Dryer(Eagle)
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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★2/1★Central★Location★☀2-Mile LEGOLAND&Dining☀
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
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cozy for the family close to Legoland
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
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Updated 2 Bedroom Condo On Lake Lulu
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Sleeps
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Soak up the charm of this cozy, recently remodel studio.
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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*Modern Tiny Lake Cottage*AceLoc*4miles*LEGOLAND*
3 reviews
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 3
Match:
Sleeps
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Lake House to be leased with Main house: 2042348
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Peaceful Garden Retreat
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Luxury Style home w/ fire pit near LakeHoward 20min to LEGOLAND! Pet-Friendly
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 7
Match:
Sleeps
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Large 3/1 Near DownTown and Dining
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 10
Match:
Sleeps
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Cozy Family Home Near Legoland
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
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Spacious 3 Bed, 2 Bath Home Near Legoland
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Beautiful 2bedroom near LEGoLAND
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Great Family Home Near Legoland
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
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Charming Home 5 Minutes From Legoland
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
New remodeled 2/2 Lakefront Vacation Home on the Chain of Lakes in Winter Haven
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
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Lake Shipp House with pool and dock on the water
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Showing results 1-50 of 75
Frequently Asked Questions about Winter Haven
Do any vacation rentals in Winter Haven have a pool?
Yes, here are some popular vacation rentals in Winter Haven that have a pool:
Nice Private Studio Room — 10 Minutes from the Legoland Park and Downtown
LAKE HOUSE WITH PRIVATE HEATED POOL & GAME ROOM 4 min FROM LEGOLAND
Lovely Lakefront Home w/ Grill: 7 Mi to Legoland!
See all vacation rentals with a pool in Winter Haven on Tripadvisor
Do any vacation rentals in Winter Haven have internet access?
Yes, here are some popular vacation rentals in Winter Haven that have internet access:
Nice Private Studio Room — 10 Minutes from the Legoland Park and Downtown
LAKE HOUSE WITH PRIVATE HEATED POOL & GAME ROOM 4 min FROM LEGOLAND
Lovely Lakefront Home w/ Grill: 7 Mi to Legoland!
See all vacation rentals in Winter Haven on Tripadvisor
What are the best pet friendly rentals in Winter Haven?
The best pet friendly rentals in Winter Haven are:
Charming Lakefront Pool Home - 5 Min to Legoland!
The Lakeview Oasis Getaway!
Pool home near Legoland, Disney, Theme parks
See all pet friendly vacation rentals in Winter Haven on Tripadvisor
What are some great rentals in Winter Haven that are kid friendly?
Some of the most popular kid friendly rentals in Winter Haven are:
LAKE HOUSE WITH PRIVATE HEATED POOL & GAME ROOM 4 min FROM LEGOLAND
Lovely Lakefront Home w/ Grill: 7 Mi to Legoland!
Awesome Lake House With Private Dock, Canoe, Kayaks, Game-Room, & Lots To Do!!!
See all kid friendly vacation rentals in Winter Haven on Tripadvisor
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