Winter Haven Rentals
- From $184 per night (USD)
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 ...
From $184 per night (USD)VRBO
- From $87 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 $87 per night (USD)Expedia
- From $240 per night (USD)
VRBO
Lakefront Luxury: Boat Dock, Pet-Friendly, Close to LegoLand, Perfect for Family Fun
- Bedrooms:
- 3
- 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 $240 per night (USD)VRBO
- From $95 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 $95 per night (USD)Expedia
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Expedia
FALL\/WINTER SPECIAL RATES Mid-century Mod w\/ Fireplaces - Downtown Near Legoland
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Located in Winter Haven, this handsomely furnished, all-inclusive 2 bedroom/2.5 bathroom townhouse is the ideal home-awa ...
Click For PricingExpedia
- From $199 per night (USD)
Expedia
Lake Idylwild Delight: Waterfront Lakehouse, Private Dock, Tiki Bar, Kid's Jungle Gym, Near Legoland
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to SUNRISE ON LAKE IDYLWILD! This home has something special for everyone in your family. This beautifully dec ...
From $199 per night (USD)Expedia
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VRBO
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- ...
Click For PricingVRBO
- From $87 per night (USD)
Expedia
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 $87 per night (USD)Expedia
- From $86 per night (USD)
VRBO
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 ...
From $86 per night (USD)VRBO
- From $341 per night (USD)
Expedia
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 $341 per night (USD)Expedia
- From $92 per night (USD)
VRBO
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 ...
From $92 per night (USD)VRBO
- From $221 per night (USD)
VRBO
Lake life living 45 mins from most central FL theme parks...
- Bedrooms:
- 3
- 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 $221 per night (USD)VRBO
- From $354 per night (USD)
VRBO
Lakefront Luxury: Boat Dock, Pet-Friendly, Close to LegoLand, Perfect for Family Fun
- Bedrooms:
- 4
- 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 $354 per night (USD)VRBO
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Expedia
3 Bedroom Townhome 431087 by Houzlet
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
One or more photo(s) has been virtually staged. Under Construction. Monthly rent range $1995 to $2295. (Rent varies depe ...
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Expedia
4 Bedroom Single_family 430655 by Houzlet
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Brand New Single home in the heart of Winter Haven. Beautiful 4-bedroom, 2 bathrooms with 2 car Garage, never occupied! ...
Click For PricingExpedia
- From $213 per night (USD)
Expedia
Historic 5 Bedroom 3 Bath Plantation Home Near Sports Complex with lake access.
- 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 $213 per night (USD)Expedia
- From $88 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 $88 per night (USD)VRBO
- From $77 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 $77 per night (USD)Expedia
- From $126 per night (USD)
VRBO
Peaceful Lakeside Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Tranquility awaits you at this beautiful lakefront home. We invite you to enjoy the best of Florida indoor/outdoor livi ...
From $126 per night (USD)VRBO
- From $159 per night (USD)
VRBO
Winter Haven-Historic property- N Legoland Sleep 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to the great property. This historic property was the home of The Red Sox spring training for decades and the so ...
From $159 per night (USD)VRBO
- From $163 per night (USD)
VRBO
Fun and Relaxation in Winter Haven!! 2 Queen Beds,
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our pet-friendly guest room offers free light breakfast item together with your choice of coffee, tea and juice to start ...
From $163 per night (USD)VRBO
- From $150 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 $150 per night (USD)Expedia
- From $150 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 $150 per night (USD)VRBO
- From $150 per night (USD)
VRBO
CELEBRATE!! Sun, Fun, Relax- Suite- 2 Queen Beds
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
You’ll find the basic amenities like a microwave and refrigerator in every room. Our suites include a sofa bed and some ...
From $150 per night (USD)VRBO
- From $155 per night (USD)
VRBO
Amazing!!! WINTER HAVEN 2 Queen Beds fun 4 All
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Make the most of your time in Winter Haven with our amenities, which allow you to focus on the people and experiences th ...
From $155 per night (USD)VRBO
- From $170 per night (USD)
Expedia
Spacious Modern 4bd\/2ba Home! Amazing Location
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Nestled in the Heart of Winter Haven, the Modern Home offers a remarkable fusion of innovation, convenience, and aesth ...
From $170 per night (USD)Expedia
- From $175 per night (USD)
VRBO
Kid & Pet friendly home w\/ Pool and BBQ
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy a delightful stay in our newly Renovated 3BD house for your Winter Haven trip. The unit is equipped with dryer, wa ...
From $175 per night (USD)VRBO
- From $102 per night (USD)
Expedia
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 $102 per night (USD)Expedia
- From $214 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 $214 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 ...
Click For PricingExpedia
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VRBO
Lavish Dreams House 5 Miles from Legoland
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Lavish Dreams! This New Modern Construction is furnished with comfortable, King Bed, full kitchen equipped, a ...
Click For PricingVRBO
- From $265 per night (USD)
Expedia
Cozy Organic Modern Home- 6 min from Legoland
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Step into this enchanting haven – a spacious retreat, tailor-made for families and friends on the hunt for adventure, re ...
From $265 per night (USD)Expedia
- From $93 per night (USD)
VRBO
4.4 miles to Legoland. Conveniently located near large highways and interstates.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
4.4 miles to Legoland. 36 miles to Disney (43 minutes) Cozy one bed one bath second floor condo. Centrally located. Walk ...
From $93 per night (USD)VRBO
- From $190 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 $190 per night (USD)VRBO
- From $525 per night (USD)
VRBO
The Lakeview Oasis Getaway!
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 21
Bring your family & friends and enjoy this amazing & relaxing lakefront view property with room for everyone to come tog ...
From $525 per night (USD)VRBO
- From $450 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 $450 per night (USD)VRBO
- From $101 per night (USD)
VRBO
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 $101 per night (USD)VRBO
- From $117 per night (USD)
VRBO
Florida Beachy Breeze 2\/1 Home. No Cleaning Fee!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This property is a beautifully updated 2/1 home. Property comes equipped with a full kitchen, living room, smart TV, ce ...
From $117 per night (USD)VRBO
- From $53 per night (USD)
VRBO
Nice Private Studio Room — 10 Minutes from the Legoland Park and Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This private studio room is located a perfect distance from the best places in Winter Haven. It sits a ten minute drive ...
From $53 per night (USD)VRBO
- From $352 per night (USD)
Expedia
Elegant Winter Haven Villa w\/ Dock & Lanai!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to the ‘Water Ski Capital of the World’ at this Winter Haven vacation rental on the Chain of Lakes. This 4-bedroo ...
From $352 per night (USD)Expedia
- From $200 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 $200 per night (USD)VRBO
- From $95 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 $95 per night (USD)Expedia
- From $93 per night (USD)
VRBO
Winter Haven Abode Near Lakes & Attractions
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Enjoy a relaxing escape to Winter Haven when you book this charming vacation rental home, complete with 2 bedrooms, 1.5 ...
From $93 per night (USD)VRBO
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Expedia
A spacious gem w\/private lake front access, boating, restaurants, bars and more!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your winter haven!! A rare find on the chain of lakes - Lake Howard. This lake front house opens up to a spa ...
Click For PricingExpedia
- From $229 per night (USD)
VRBO
Lovely Lakefront Home w\/ Grill: 7 Mi to Legoland!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Living up to its city name, this elegant 3-bedroom, 3-bathroom Winter Haven home features the perfect haven for escaping ...
From $229 per night (USD)VRBO
- Click For Pricing
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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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 ...
Click For PricingVRBO
- From $80 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 $80 per night (USD)Expedia
- Click For Pricing
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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- From $218 per night (USD)
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 ...
From $218 per night (USD)Expedia
- From $80 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 $80 per night (USD)VRBO
- Click For Pricing
Expedia
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
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
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 ...
Click For PricingExpedia
- From $100 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 $100 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 ...
Click For PricingExpedia
- From $305 per night (USD)
VRBO
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 ...
From $305 per night (USD)VRBO
- From $180 per night (USD)
VRBO
341 NEW Legoland Sherman's Antiques Lake Silver
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: 这个是一个完全新装修的房源,有3个卧室,5张床,可以容纳10个人入住。周边环境非常便利,距离LEGOLAND 6英里,距离Sherman's Antiques 2.5英里,,距离Walmart就更近了,走路就可以去Lake ...
From $180 per night (USD)VRBO
- From $160 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 $160 per night (USD)VRBO
- From $206 per night (USD)
Expedia
Spacious 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 $206 per night (USD)Expedia
- From $167 per night (USD)
VRBO
Vrbo Property
- 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 $167 per night (USD)VRBO
- Click For Pricing
Expedia
2 Bedroom 644905 by Houzlet
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Embrace Lake Life and Unwind on the Waterfront Your Lakefront Oasis Awaits: Nestled directly on the picturesque Lake M ...
Click For PricingExpedia
- Click For Pricing
VRBO
Palm Frond Place | House in Winter Haven with a game room, pool, and in-home gym
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Palm Frond Place Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
Click For PricingVRBO
- From $102 per night (USD)
Expedia
Cozy 1 BR Apt on Lake Howard with Lanai Patio, Dock & Kayaks
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled along the tranquil shores of Lake Howard, this cozy studio apartment retreat offers breathtaking water views, mo ...
From $102 per night (USD)Expedia
- Click For Pricing
Expedia
New Listing! Close to Legoland! Sleeps 6 - 3 Beds
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our modern 3 bedroom home, the perfect vacation rental for a group of 6. Your stay here promises relaxation a ...
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- Click For Pricing
Expedia
Two Connected Houses, 6 Bedrooms, Sleeps 12, Close to Legoland! Pet Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 12
Experience the ultimate getaway. A unique rental with two connected 3-bedroom homes, perfect for a group of 12. With 6 c ...
Click For PricingExpedia
- From $147 per night (USD)
VRBO
Lakefront condo\n55+ community
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Fully furnished. Bring only your clothing. Pool, shuffle board and dock for fishing. Sunroom included. Covered parking. ...
From $147 per night (USD)VRBO
- From $379 per night (USD)
Expedia
Lakefront Winter Haven Retreat: Hot Tub & Patio!
- Bedrooms:
- 4
- 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 $379 per night (USD)Expedia
- From $101 per night (USD)
VRBO
Cute & Pet Friendly! 4 Beds, Near Legoland!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Explore the enchanting Greater Winter Haven at our charming home offering an adorable outdoor space, pet and family-frie ...
From $101 per night (USD)VRBO
- From $189 per night (USD)
Expedia
Lakefront 2 story 4\/2 bungalo with huge yard.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Property Description fully renovated lake front property with big back porch and yard flowing to the lake. The house has ...
From $189 per night (USD)Expedia
- From $82 per night (USD)
VRBO
Winter Haven Vacation Rental ~ 1 Mi to Downtown!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Encompassed by downtown attractions, sprawling lakes, and world-class theme parks, this 1-bed, 1-bath vacation rental in ...
From $82 per night (USD)VRBO
- From $374 per night (USD)
VRBO
Lake View, Game Room, 10 minutes to Legoland - Perfect for Large Families!
- Bedrooms:
- 5
- 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 $374 per night (USD)VRBO
- From $150 per night (USD)
VRBO
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 $150 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $125 per night (USD)
VRBO
Beautiful Spacious 2bd w\/patio near LEGOLAND
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
At this property you will find this area quiet in a peaceful neighborhood with a large backyard for family gatherings o ...
From $125 per night (USD)VRBO
- From $97 per night (USD)
Expedia
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 ...
From $97 per night (USD)Expedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $238 per night (USD)
Expedia
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 $238 per night (USD)Expedia
- From $117 per night (USD)
VRBO
Florida Beachy Palms 2\/1 Home. No Cleaning Fee!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This property is a beautifully updated 2/1 home. Property comes equipped with a full kitchen, living room, smart TV, ce ...
From $117 per night (USD)VRBO
- Click For Pricing
VRBO
Tiffany's Luxury Vacation Home Near Legoland FL
- Bedrooms:
- 0
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Ruby Lake, a gated community, this 2869 Sq ft spectacular home is in 'Show Place' condition. This home has 4 ...
Click For PricingVRBO
- From $190 per night (USD)
VRBO
Modern heated pool (salted) home 15min to Legoland
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
About this space Welcome to Lakeside Landing! Get away from the hustle of the city to a tranquil getaway in Winter Have ...
From $190 per night (USD)VRBO
- From $198 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 $198 per night (USD)VRBO
- From $120 per night (USD)
VRBO
Updated 2 Bedroom Condo On Lake Lulu
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Conveniently locate in Winter Haven one mile from Lego Land and Shopping. Two bed rooms, updated kitchen, balcony, commo ...
From $120 per night (USD)VRBO
- From $180 per night (USD)
Expedia
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 $180 per night (USD)Expedia
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Expedia
Private Entrance Suite in Cypress Gardens near Legoland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Guest Suite with completely separate entrance and full bath in safe, quiet neighborhood in the Cypress Gardens area of W ...
Click For PricingExpedia
- Click For Pricing
VRBO
Everything is Awesome at this Lego Themed Pool House 4\/2, 1 Mile From Legoland
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
The Lego House, where everything is awesome, thousands of Lego pieces for you to play, it is the AWESOMEST house, with L ...
Click For PricingVRBO
- From $335 per night (USD)
VRBO
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 $335 per night (USD)VRBO
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Expedia
Vibrant Lakeside retreat centrally located
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Vibrant Lakeside oasis. A water enthusiasts' paradise! Stunning views of the Lake Buckeye the moment you step through th ...
Click For PricingExpedia
- From $271 per night (USD)
VRBO
★Spacious 4-bedroom 2-bath Abode Close to All★
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This beautiful family-friendly home is ideally located near all of central Florida's attractions. Only a few minutes fro ...
From $271 per night (USD)VRBO
- From $90 per night (USD)
Expedia
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 $90 per night (USD)Expedia
- From $172 per night (USD)
VRBO
A lakeside sunset delight near Disney, Universal, Sea World, Busch, LegoLand
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Here's the place to kick back, fish and recharge or to enjoy endless attractions Central Florida--Disney, Universal Stud ...
From $172 per night (USD)VRBO
- From $150 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 $150 per night (USD)Expedia
- From $245 per night (USD)
VRBO
Charming Lakefront Pool Home - 5 Min to Legoland!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Our 4 bedroom, 3 bath home is also lakefront, making it a perfect spot for large groups to travel together. Enjoy your e ...
From $245 per night (USD)VRBO
- From $70 per night (USD)
VRBO
Luxury House in Winter Haven
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful 2 bedroom 2 bathroom newly renovated condominium located in the gated community of Winterset with sunset views ...
From $70 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Legoland's Luxury Estate
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
This peaceful neighborhood is located less than 5 minutes away from Legoland! A great vacation spot for the whole family ...
From $200 per night (USD)VRBO
- From $87 per night (USD)
Expedia
Cottage Apartment near Legoland\/Peppa Pig
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Your family will be close to everything when you stay at this centrally-located place. This cozy, comfortable and quiet ...
From $87 per night (USD)Expedia
- From $450 per night (USD)
VRBO
Experience the Chain of Lakes from Your Private Lake House Retreat w\/ a Pool!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Escape to paradise on the Chain of Lakes! The Lake House at 1443 S. Lake Roy Drive welcomes you to a 5,000 square foot r ...
From $450 per night (USD)VRBO
- From $158 per night (USD)
VRBO
Bright Waterfront Home on Winter Haven's Lake Jessie
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
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 $158 per night (USD)VRBO
- From $110 per night (USD)
VRBO
Welcome Snowbirds, Sunbirds welcome you! Newly Renovated
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious 3 bedroom 2 bath family home awaiting your arrival! Amenities include: Cable, AC, WiFi, and Computer with Fax ...
From $110 per night (USD)VRBO
- From $94 per night (USD)
VRBO
Farm House Stay 5 Miles to Legoland!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our farm! This is a great place to come get away from those cold winters! You can come relax after a long day ...
From $94 per night (USD)VRBO