Winter Haven, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Winter Haven, Florida on RentalSaver.com!

Winter Haven Rentals

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VRBO
Awesome Lake House With Private Dock, Canoe, Kayaks, Game-Room, & Lots To Do!!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
Awesome lake house, with a private dock, kayaks, a canoe, a game room with foosball, air hockey/small pool table, an arc ...
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VRBO
From $126 per night (USD)
Expedia
Serenity Retreat, Confidently Clean
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This is a unique 2 story antique building that has been completely renovated and sectioned into 2 small apartments on t ...
From $126 per night (USD)
Expedia
From $310 per night (USD)
VRBO
Lake Silver Retreat – Waterfront Pet Friendly Home w/ Dock, Kayaks & Legoland-Themed Room!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Lake Silver Retreat III is a home with options ~ you can rent it as a 3 bedroom or a 5 bedroom (some holidays exclusions ...
From $310 per night (USD)
VRBO
From $554 per night (USD)
Expedia
Huge Luxury Lake House on the Chain of Lakes near Legoland!
Bedrooms:
5
Bathrooms:
5
Sleeps:
15
Welcome to your ultimate getaway in Winter Haven! This stunning 5,500 sq. ft. lakeside home offers 5 bedrooms, 5 bathroo ...
From $554 per night (USD)
Expedia
From $228 per night (USD)
VRBO
Bright Waterfront Home on Winter Haven's Lake Jessie
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
900 Lake Jessie is a rare rental find. It's a bright lakefront home on Winter Haven's renowned Chain of Lakes. This newl ...
From $228 per night (USD)
VRBO
From $99 per night (USD)
Expedia
*Modern Tiny Lake Cottage*AceLoc*4miles*LEGOLAND*
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
WELCOME! Lake Mariam Tiny Home sits on 2.6 acres of Lakefront Property. If hospitality & peace is what you want, our spa ...
From $99 per night (USD)
Expedia
From $188 per night (USD)
VRBO
A lakeside sunset delight near Disney, Universal, Sea World, Busch, LegoLand
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We are open after Milton and have full power. Here's the place to kick back, fish and recharge or to enjoy endless attr ...
From $188 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Looking for Relaxation?Near Legoland and Disney
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Newly renovated 3 bedroom, 2 bathroom house located in a quiet neighborhood in Lake Alfred, Florida. House has own priva ...
From $189 per night (USD)
Expedia
From $101 per night (USD)
VRBO
Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The guesthouse Cute & Cozy is separate yet, it is adjacent to the main house (owner lives) and has its own entrance. L ...
From $101 per night (USD)
VRBO
From $276 per night (USD)
VRBO
Luxury 3BR Lake House on Quiet Private Lake, with Pool and Hot Tub
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
3,800 sq ft Executive Vacation Home on a private lake 5 minutes from Legoland and Peppa Pig, and 40 minutes from DisneyW ...
From $276 per night (USD)
VRBO
From $97 per night (USD)
VRBO
55+ community, Sleeps 6-8, Minimum monthly rental, Pets Considered
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Our home has 2 bdrms the master has a king ized bed and there are two twin beds in the second bdr. There is a comfortabl ...
From $97 per night (USD)
VRBO
From $292 per night (USD)
Expedia
Experience family fun! LEGOLAND® Florida just a 12-min drive
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
In this cozy town of Winter Haven, you'll find a beautiful 4-bedroom house that's just a short 12-minute ride away from ...
From $292 per night (USD)
Expedia
From $99 per night (USD)
VRBO
View Container 5*Centrally Located*Private Bed/Bath
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
WELCOME! Lake Mariam Container Home sits on 2.6 acres of Lakefront Property. If hospitality & peace is what you want, ou ...
From $99 per night (USD)
VRBO
From $495 per night (USD)
Expedia
Luxury Lakefront | Heated Salt Pool, Dock & Kayaks | Home Theatre & EV Charger | Near Theme Parks
Bedrooms:
3
Bathrooms:
6
Sleeps:
13
Come to Lake Hamilton’s luxurious lake house and let the sunsets take your breath away as you relax and enjoy making mem ...
From $495 per night (USD)
Expedia
From $410 per night (USD)
VRBO
LAKE HOUSE WITH PRIVATE Free HEATED POOL & GAME ROOM 4 min FROM LEGOLAND
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
4 Bedroom Lake House on Canal to LEGOLAND’s Lake Eloise on the Chain of Lakes, bring your boat there is a small boat ram ...
From $410 per night (USD)
VRBO
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Expedia
Luxury Home w/ Lanai, Billiards, 6min to Legoland
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
CHECKOUT A FULL VIDEO OF THE PROPERTY: https://youtu.be/K6zlvwkvq-o ★ SPACIOUS 5-STAR LUXURY WINTER HAVEN HOME ★ You ...
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Expedia
From $356 per night (USD)
VRBO
Waterfront Lakehouse, Private Dock, Tiki Bar, Playground, Near Legoland | Lake Idylwild Delight
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Sunrise on Lake Idylwild Your perfect lakeside getaway awaits on the beautiful Chain of Lakes in Winter Hav ...
From $356 per night (USD)
VRBO
From $234 per night (USD)
VRBO
Lake Rochelle Rental Lakefront
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Huge, fenced yard with quaint 3/2 trilevel house overlooking Lake Rochelle in Northeast Winter Haven. Just minutes fro ...
From $234 per night (USD)
VRBO
From $155 per night (USD)
VRBO
*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1722
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
WELCOME! Lake Mariam Vacation Home (1), is part of a duplex that sits on 2.6 acres of Lakefront Property. There is also ...
From $155 per night (USD)
VRBO
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Expedia
Lake Lucerne way villa
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Villa Lake Lucerne, located just around 30 minutes from the Disney World Resort and 17 minutes from the LEGO- ...
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Expedia
From $112 per night (USD)
VRBO
Soak up the charm of this cozy, recently remodel studio.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This studio is located minutes from Downtown Winter Haven, one of Florida's oldest towns. The small downtown is packed ...
From $112 per night (USD)
VRBO
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Expedia
Modern HouseBoat*AceLoca*4Miles*LegoLand*
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to the SeaRover on Lake Mariam part of the Chain of Lakes! This is a fully furnished newly renovated house boat ...
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Expedia
From $133 per night (USD)
VRBO
★2/1★Central★Location★☀2-Mile LEGOLAND&Dining☀
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
WELCOME to our Wakulla Vacation Home (1) “Nest” which is a duplex property. We are a family own business & genuinely hop ...
From $133 per night (USD)
VRBO
From $432 per night (USD)
Expedia
Waterfront Winter Haven Home with Dock & Hot Tub!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Your lakeside paradise awaits at this 4-bedroom, 3-bath Winter Haven vacation rental, perfect for your 'Sunshine State' ...
From $432 per night (USD)
Expedia
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VRBO
Peace & Love Room 5 minutes from Winter Haven Hospital
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Peace & Love Sanitized Private Room with private door entrance and bathroom. Wi-Fi, parking space for a Single person. V ...
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VRBO
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Expedia
PEACE & LOVE ROOM 5 Minutes from Winter Haven Florida
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This room is located 5 minutes from Winter Haven Hospital and is only designed to accommodate women, especially nurses a ...
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Expedia
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VRBO
Peaceful Garden Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Imagine waking up to a tranquil and restful location near Legoland, Tampa, and all the attractions and theme parks of Or ...
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VRBO
From $98 per night (USD)
Expedia
TRAVELLING PROFESSIONALS ONLY - 3.3 miles to Winter Haven Hospital!
Bedrooms:
2
Bathrooms:
2
Sleeps:
1
This home is your home away from home. Quiet, clean, full paint job, all new furnishings, Roku TV in both bedrooms, Quee ...
From $98 per night (USD)
Expedia
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VRBO
Lakeside Cottage in Lake Howard (Winter Haven Chain of Lakes)
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Lakeside Cottage sits on Lake Howard, one of the most popular locations on "The Chain of Lakes" near downtown Winter ...
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VRBO
From $176 per night (USD)
Expedia
Newly Vacation Home with Lake view
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Newly vacation home with lake view in a quiet neighborhood. Come and enjoy beautiful sunrises in this peaceful setting. ...
From $176 per night (USD)
Expedia
From $105 per night (USD)
VRBO
Lake House to be leased with Main house: 2042348
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
23 Miles from Disney world, 35 Miles from Universal Studios. 5 miles from Legoland Theme and Water Park. 20 Min to Bo ...
From $105 per night (USD)
VRBO
From $109 per night (USD)
Expedia
The Russell Lake House
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This is a Cabana. It has 2 sets of bunk beds (4 total beds). Approx 400 sq. Ft. . Includes a bathroom with sink, toilet ...
From $109 per night (USD)
Expedia
From $308 per night (USD)
VRBO
Beautiful Lake Front cottage w/ heated pool & Hot Tub, 23 miles from Disney
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Only 23 miles from Disney world and 35 miles to Universal Studios. 5 miles from Legoland Theme and Water Park. Amazin ...
From $308 per night (USD)
VRBO
From $387 per night (USD)
Expedia
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Experience the authentic Florida vibe and diversity of Winter Haven at this 3-bedroom, 3-bathroom vacation rental. Set i ...
From $387 per night (USD)
Expedia
From $384 per night (USD)
VRBO
Beautiful home located in a gated community only 20 miles from LegoLand!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautiful 4 bedroom home in gated community. Private heated pool and hot tub* in an awesome outdoor space. Theater room ...
From $384 per night (USD)
VRBO
From $288 per night (USD)
Expedia
*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
WELCOME! Lake Mariam Vacation Home (2) is part of a duplex built in 2016 that sits on 2.6 acres of Lakefront Property. I ...
From $288 per night (USD)
Expedia
From $1181 per night (USD)
VRBO
Spectacular Waterfront Home in Winter Haven
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
HIGHLIGHTS +Custom built in 2006 +Chef’s kitchen with Viking Professional appliances +Waterfront on 3 sides of the prop ...
From $1181 per night (USD)
VRBO
From $114 per night (USD)
Expedia
*CentralLocated*PrivateKingSuitew/Bath, Washer&Dryer(Eagle)
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Centrally located Modern/Contemporary Spacious Private King Suite that is close to Winter Haven (WH) downtown (2 miles); ...
From $114 per night (USD)
Expedia
From $433 per night (USD)
VRBO
Fantastic Water Front Home on the Chain of Lakes
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
We are sharing our dream home with you! This home offers one of the best open layouts in Winter Haven. Great open kitche ...
From $433 per night (USD)
VRBO
From $254 per night (USD)
VRBO
Lake Shipp House with pool and dock on the water
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Fully furnished single story home on Lake Shipp; has boat dock, inground heated swimming pool. Two bedrooms (king & quee ...
From $254 per night (USD)
VRBO
From $160 per night (USD)
VRBO
Bright Cypress Gardens Home Near Legoland!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A fun-filled family escape awaits at this lovely home in Cypress Gardens! This 3-bedroom, 2-bathroom vacation rental pro ...
From $160 per night (USD)
VRBO
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Expedia
Confidently Clean, Quint & Cozy Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This is a unique 2 story antique building that has been completely renovated into 4 small apartments. This property was ...
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Expedia
From $268 per night (USD)
VRBO
Lake life living 45 mins from most central FL theme parks...
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Older home very spacious 3 bedrooms, 3 baths large back porch looking over the pool as well as Lake Shipp also on the c ...
From $268 per night (USD)
VRBO
From $202 per night (USD)
Expedia
3/ 2 kid friendly home, only minutes to Legoland.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Fully furnished, brick gas fireplace for cool nights or winter months. Central heat and air. WiFi and security system. ...
From $202 per night (USD)
Expedia
From $312 per night (USD)
VRBO
Heated Pool Backyard Fun | Kayaks | Boat Dock | Lake Access | Theater Room | EV Charger Theme Parks
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come to Lake Hamilton’s luxurious lake house and let the sunsets take your breath away as you relax and enjoy making mem ...
From $312 per night (USD)
VRBO
From $558 per night (USD)
Expedia
Lake Silver Retreat – 5BR Lakefront Home w/ Dock, Kayaks & Legoland-Themed Room – Perfect Getaway!
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Ready for some Lake with a New Dock & Lego fun - Lake Silver Retreat in the Heart of the City will take your breath away ...
From $558 per night (USD)
Expedia
From $218 per night (USD)
VRBO
Lakefront house for rent
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
Million dollar lake view. Eagles nest in the back yard every year. No pets. No smoking. No children. No parties. Furnish ...
From $218 per night (USD)
VRBO
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Expedia
A1 Family Getaway
Bedrooms:
2
Bathrooms:
5
Sleeps:
6
Amazing home located in eagle lake FL, 30 minutes away from Disney World and 20 minutes from Disney Land. Very close to ...
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Expedia
From $437 per night (USD)
VRBO
Cheerful New Construction Home
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Bring the whole family to this great place with lots of room for fun. Winter Haven is the up and coming city. Boasting b ...
From $437 per night (USD)
VRBO
From $345 per night (USD)
Expedia
Heated Pool, Arcade with PS5, 5min from Legoland-Stylish LakeHome
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
One of the very few Stylish stays in Winter haven. Only 5 min to Legoland, 40 min from Busch Gardens, and 40 min from Di ...
From $345 per night (USD)
Expedia
From $476 per night (USD)
VRBO
Lanai & Pool: Elegant Villa in Winter Haven!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
WFH Friendly | Lake Access On-Site | 5,100 Sq Ft Escape to the ‘Water Ski Capital of the World’ at this Winter Haven va ...
From $476 per night (USD)
VRBO
From $523 per night (USD)
Expedia
Lakefront Lego Land Estate
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Welcome to the Lakefront Legoland Estate, a spacious 5-bedroom, 4-bathroom pool home set directly on Lake Summit, part o ...
From $523 per night (USD)
Expedia
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VRBO
Cozy retirement community with golf course
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Short term rental in 55+ age retirement community. Located in Carefree Country Club, a "Retirement Gem in Central Flori ...
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VRBO
From $417 per night (USD)
Expedia
Eagle Haven Lake House
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Plan a trip to Central Florida and let relaxation greet you at the door of this newly renovated lovely waterfront vacati ...
From $417 per night (USD)
Expedia
From $115 per night (USD)
VRBO
Charming Town House — 10 Minutes from the Legoland Park and Downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This house is located a perfect distance from the best places in Winter Haven. It sits a ten minute drive from the Legol ...
From $115 per night (USD)
VRBO
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Expedia
Modern spacious 2-bedroom Apartment 1 mile from Legoland. 6-month minimum stay.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Beautiful 2 bedroom apt centrally located in a beautiful and safe neighborhood, only 1 mile from Legoland, restaurants a ...
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Expedia
From $263 per night (USD)
VRBO
Legoland 3 Bedroom Pet Friendly Pool Home
Bedrooms:
4
Bathrooms:
6
Sleeps:
13
Bring the whole family to this great place with lots of room for fun. This home is conveniently located only 2.1 miles f ...
From $263 per night (USD)
VRBO
From $182 per night (USD)
Expedia
Private/Spacious 1BR Central Near LegoLand 2 Miles
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
WELCOME to our Wakulla Vacation Home (2), duplex property. We are a family own business & genuinely hope to tailor our p ...
From $182 per night (USD)
Expedia
From $176 per night (USD)
VRBO
New remodeled Lakefront Vacation Home on the Chain of Lakes in Winter Haven
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
New remodeled Lakefront Vacation Home on the Chain of Lakes right next to Winter Haven Municipal Airport across from Bro ...
From $176 per night (USD)
VRBO
From $158 per night (USD)
Expedia
cozy for the family close to Legoland
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Come to a fully furnished house with a kitchen that's fully equipped and an enclosed gazebo in the back to enjoy the war ...
From $158 per night (USD)
Expedia
From $512 per night (USD)
VRBO
An Amazing Mid-Century Modern Experience
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Welcome to The Gene Leedy House, the life-long residence of iconic architect, Gene Leedy. A founding member of the Saras ...
From $512 per night (USD)
VRBO
From $93 per night (USD)
Expedia
Waterfront Vacation Rental on Lake Mirror!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Situated directly on Lake Mirror, this charming Winter Haven vacation rental is perfect for snowbirds looking to embrace ...
From $93 per night (USD)
Expedia
From $309 per night (USD)
VRBO
Heated Pool and Hot tub-near Legoland, Disney, Theme parks
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Relax in the pool and hot tub after enjoying theme parks such as Busch Gardens, Disney world, and Universal Studios! Leg ...
From $309 per night (USD)
VRBO
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Expedia
Eagle Lake Home < 7 Mi to Legoland!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A fun-filled family getaway awaits at this lovely Eagle Lake vacation rental! This 3-bedroom, 2-bathroom home provides e ...
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Expedia
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VRBO
Great Family Home Near Legoland
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
About this space Your family will be close to everything when you stay at this centrally-located home near Legoland and ...
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VRBO
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Expedia
Cozy Family Home Near Legoland
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
About this space Relax with the fam after a fun day at LEGOLAND (4.7 miles) or Disney World (36 miles) in our newly reno ...
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Expedia
From $399 per night (USD)
VRBO
Lake Hamilton Hideout
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This beautiful home provides the perfect setting for a relaxing and rejuvenating vacation in the heart of central Florid ...
From $399 per night (USD)
VRBO
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Expedia
Spacious 3 Bed, 2 Bath Home Near Legoland
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
About this space A gem in the Heart of Winter Haven. This brand new 3 bedroom, 2 bathroom home is fresh, clean and ready ...
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Expedia
From $312 per night (USD)
VRBO
Cheerful 4 Bed, 3 Bath Home with Screened Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
About this space This stylish place to stay is perfect for vacation. With 2 ensuite bedrooms plus 2 additional rooms and ...
From $312 per night (USD)
VRBO
From $235 per night (USD)
VRBO
Newly remodeled Vacation Home with Saltwater Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This "brand-new" home, built in 2010, totally rebuilt and remodeled in 2022, is located in a gated community in the sout ...
From $235 per night (USD)
VRBO
From $398 per night (USD)
VRBO
Luxury lakehouse with private pool, hot tub, & office - close to Legoland
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
The Luxury Lakehouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $398 per night (USD)
VRBO
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Expedia
Relaxing location To 10 minutes Legoland , 40 minutes Disney word
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Perfect space for relaxing and sleeping, which coffee area, small refrigerator which water and sodas including, amazing ...
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Expedia
From $586 per night (USD)
VRBO
The Lakeview Oasis Getaway!
Bedrooms:
4
Bathrooms:
7
Sleeps:
21
Bring your family & friends and enjoy this amazing & relaxing lakefront view property with room for everyone to come tog ...
From $586 per night (USD)
VRBO
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Expedia
5 Bedroom Chain of Lakes Home w/AC Pet Friendly
Bedrooms:
2
Bathrooms:
5
Sleeps:
16
Bring the wwireless network kitchen for cooking air conditioner television washing machine supporting facilities free pa ...
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Expedia
From $440 per night (USD)
VRBO
LEGOLAND! Disney, Universal &+! Your Home Away from Home in Winter Haven, FLA!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Winter Haven is a beautiful, charming and friendly city locally known as "Chain of Lakes!" Strategically located between ...
From $440 per night (USD)
VRBO
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Expedia
Beautiful 2bedroom near LEGoLAND
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Forget your worries in this spacious and serene space. This home is in a nice peaceful neighborhood near winter haven h ...
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Expedia
From $128 per night (USD)
VRBO
Luxury StayComfy at WinterHeaven
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Have fun with the whole family at this two bedroom stylish place. Enjoy two comfy queen beds and a sofa-bed, tv 50'' wi ...
From $128 per night (USD)
VRBO
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Expedia
Modern Waterfront Oasis
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
About this space Welcome to Casa Bella! Inside, the home boasts a sleek and contemporary design, with clean lines and lu ...
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Expedia
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VRBO
Vintage Love Studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Come and souk up the uniqueness and custom build of this vintage place, turned into a luxurious oasis. This is a cozy st ...
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VRBO
From $130 per night (USD)
Expedia
2 bedroom private vacation home in winter haven
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our family-friendly home! Just a 5-minute walk to the nearest lake and a short 15-minute drive from Legoland, ...
From $130 per night (USD)
Expedia
From $312 per night (USD)
VRBO
Winter Haven Retreat w/ Private Pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Run, don't walk, to Winter Haven and experience the ultimate vacation at this charming 3-bedroom, 2-bath home. Ideally l ...
From $312 per night (USD)
VRBO
$Historic, private, updated, 5 Bedroom Plantation Home, lake, fishing, leasure\n$
From $439 per night (USD)
Expedia
Historic, private, updated, 5 Bedroom Plantation Home, lake, fishing, leasure\n
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Enjoy your stay in this Historic, large, peaceful, fully renovated Plantation home. This home consists of 5 bedrooms, 3 ...
From $439 per night (USD)
Expedia
$Glass Haven: Serene Getaway 7 min from Legoland!\n\n\n\n\n$
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VRBO
Glass Haven: Serene Getaway 7 min from Legoland!\n\n\n\n\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Come relax with your whole family in this peaceful home! Our 2 bedroom 2.5 bathroom home is very spacious and can accomm ...
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VRBO
From $252 per night (USD)
Expedia
Large 3/1 Near DownTown and Dining
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
Welcome to our spacious and modern retreat, perfectly situated in the heart of the city. This stylish home is designed ...
From $252 per night (USD)
Expedia
From $298 per night (USD)
VRBO
Stylish Waterfront Lake Wales Home Rental w/ Dock!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Lakefront living doesn’t get much more chic and comfortable than this Lake Wales vacation rental. This 3-bedroom, 2-bath ...
From $298 per night (USD)
VRBO
From $374 per night (USD)
Expedia
Welcome to our Lake Wales Hotel in Central Florida, check out our .
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Relax in our large guest rooms that feature a 50-inch LCD HDTV, microwave, mini fridge and a well-lit desk with an ergon ...
From $374 per night (USD)
Expedia
From $204 per night (USD)
VRBO
Cozy Lakefront Home w/ Pool -7 mins from Legoland
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Tulum House! Discover true family bliss at our 3-bedroom lakeside retreat in Winter Haven. Dive into the priv ...
From $204 per night (USD)
VRBO
From $419 per night (USD)
VRBO
Lake View, Game Room, 10 minutes to Legoland - Perfect for Large Families!
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
Welcome to The Elby, a fully renovated 1940's lake home with spacious rooms, modern amenities, and indoor and outdoor ga ...
From $419 per night (USD)
VRBO
From $358 per night (USD)
VRBO
Lakefront Winter Haven Retreat: Hot Tub & Patio!
Bedrooms:
3
Bathrooms:
4
Sleeps:
22
Located just steps away from the pristine waters of the Chain of Lakes, this stunning 4-bedroom, 3.5-bathroom vacation r ...
From $358 per night (USD)
VRBO
From $173 per night (USD)
Expedia
Serene Lakefront Escape
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our 2-bedroom condo boasting panoramic lake views in the esteemed gated community of Winterset. Experience t ...
From $173 per night (USD)
Expedia
From $90 per night (USD)
VRBO
Winter Haven Apt: 1 Mi to Polk State College!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Close to Polk State College, this convenient, vibrant vacation rental is great for prospective students and alumni, visi ...
From $90 per night (USD)
VRBO
From $92 per night (USD)
Expedia
Studio Apartment in Winter Haven, FL
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to our studio apartment, a perfect retreat for solo travelers or couples seeking a comfortable and convenient pl ...
From $92 per night (USD)
Expedia
From $420 per night (USD)
VRBO
Summer Specials! Pet Friendly, 7 Beds, Family Oasis
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Nestled on the west side of Lake Howard in Winter Haven, the Chain of Lakes Villa offers an enchanting retreat that cele ...
From $420 per night (USD)
VRBO
From $178 per night (USD)
Expedia
Winter Haven Home w/ Pool Near Legoland!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover your next family getaway at 'Little Haven!' The modern 3-bedroom, 2-bathroom property provides a comfortable oa ...
From $178 per night (USD)
Expedia
From $437 per night (USD)
VRBO
Adult-Only Love Hotel with Mermaid Pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Explore a world of pleasures at our adult-only love hotel, which features four themed bedroom options*, each designed to ...
From $437 per night (USD)
VRBO
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Expedia
Our Camp at Lake Cannon
Bedrooms:
2
Bathrooms:
2
Sleeps:
12
Unbeatable Sunsets - relax @ the lake. Sleeps a Crowd Comfortably We pack in a lot of sleep space. Bunk room includes t ...
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Expedia
From $203 per night (USD)
VRBO
Hot Tub & Fire Pit: Lakefront Home on Lake Eloise
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Waterfront Patio | Sunset Views | Fishing & Birdwatching On-Site | ~1 Mi to Legoland Situated on an idyllic peninsula s ...
From $203 per night (USD)
VRBO
Click For Pricing
Expedia
Quiet and cozy 55 plus community .
Bedrooms:
2
Bathrooms:
3
Sleeps:
2
Great home in a 55 plus community setting. There are many areas of the home to enjoy. Sitting in the carport, soaking in ...
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Expedia
$The Lake Alfred Citrus Wood Guest Cabin\n\n$
From $120 per night (USD)
VRBO
The Lake Alfred Citrus Wood Guest Cabin\n\n
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Relax and enjoy this modern beautifully appointed Guesthouse Cabin with an abundance of exceptional privacy and a peacef ...
From $120 per night (USD)
VRBO
$The Exclusive Tatman Evergreen Suite\n\n$
From $90 per night (USD)
Expedia
The Exclusive Tatman Evergreen Suite\n\n
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Exclusive Tatman Evergreen Deluxe Suite is a stylistic, contemporary modern and beautiful completely private Suite s ...
From $90 per night (USD)
Expedia

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Results: 202 Rentals