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

From $378 per night (USD)
VRBO
Awesome Lake House With Private Dock, Canoe, Kayaks, Game-Room, & Lots To Do!!!
Bedrooms:
2
Bathrooms:
5
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 $378 per night (USD)
VRBO
From $125 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 $125 per night (USD)
Expedia
$Lake Silver Retreat – Waterfront Pet Friendly Home w\/ Dock, Kayaks & Legoland-Themed Room!$
From $331 per night (USD)
VRBO
Lake Silver Retreat – Waterfront Pet Friendly Home w\/ Dock, Kayaks & Legoland-Themed Room!
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 $331 per night (USD)
VRBO
From $93 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 $93 per night (USD)
Expedia
From $259 per night (USD)
VRBO
Waterfront Lakehouse, Private Dock, Tiki Bar, Kid Jungle Gym, Near Legoland | Lake Idylwild Delight
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Welcome to SUNRISE ON LAKE IDYLWILD! This home has something special for everyone in your family. This beautifully dec ...
From $259 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 $109 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 $109 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 $422 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 $422 per night (USD)
VRBO
From $114 per night (USD)
Expedia
Confidently Clean, Quint & Cozy Apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
This is a unique 2 story antique building that has been completely renovated into 4 small apartments. This property was ...
From $114 per night (USD)
Expedia
From $268 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 $268 per night (USD)
VRBO
$Lake Silver Retreat – 5BR Lakefront Home w\/ Dock, Kayaks & Legoland-Themed Room – Perfect Getaway!$
From $519 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 $519 per night (USD)
Expedia
$Historic, private, updated, 5 Bedroom Plantation Home, lake, fishing, leasure\n$
From $283 per night (USD)
VRBO
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 $283 per night (USD)
VRBO
From $86 per night (USD)
Expedia
Winter Haven Apt: 1 Mi to Polk State College!
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Close to Polk State College, this convenient, vibrant vacation rental is great for prospective students and alumni, visi ...
From $86 per night (USD)
Expedia
From $409 per night (USD)
VRBO
Peaceful Lakeside Retreat
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Tranquility awaits you at this beautiful lakefront home. We invite you to enjoy the best of Florida indoor/outdoor livi ...
From $409 per night (USD)
VRBO
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Expedia
Best sunsets in Winter Haven. Lakefront home 5 minutes from downtown!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy the best sunset in Winter Haven on a hammock, then drive 3 mins for dinner downtown. You can't beat this slice of ...
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Expedia
$Comfortable bedroom and house to stay in w\/ swimming pool.$
From $144 per night (USD)
VRBO
Comfortable bedroom and house to stay in w\/ swimming pool.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The bedroom i am renting is very comfortable, has tv, dresser, bistro table and chairs, floor lamp, two night stands wit ...
From $144 per night (USD)
VRBO
From $237 per night (USD)
Expedia
Carefree Cove on Lake Connie - With Hot Tub! 15 mins to Legoland
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled on the shores of Winter Haven's Lake Connie, this charming 3-bedroom promises a tranquil escape. This cozy lake ...
From $237 per night (USD)
Expedia
$3br\/2ba Haven away from home w\/master suite, 6 mi. to Legoland & pet-friendly!$
From $174 per night (USD)
VRBO
3br\/2ba Haven away from home w\/master suite, 6 mi. to Legoland & pet-friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Location, Location, Location ! Bring the whole family to this spacious home with lots of room for fun! Centrally locate ...
From $174 per night (USD)
VRBO
From $2335 per night (USD)
Expedia
341 Legoland Sherman's Antiques Lake Silver
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
Summary: Welcome to our charming home located in a peaceful neighborhood, perfect for families and small groups. This co ...
From $2335 per night (USD)
Expedia
From $201 per night (USD)
VRBO
Lake House on the LEGOLAND Chain-of-Lakes with Private Pool, Beach and Boat Dock
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Stay comfortably in Central Florida at this 4-bedroom Lakefront Home on the Lego Land Chain-of-Lakes! With two Master Su ...
From $201 per night (USD)
VRBO
From $151 per night (USD)
Expedia
Family-Friendly Haven near Downtown - Fast Wifi
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Summary: Escape to our inviting 3-bedroom, 1-bath Family-Friendly Retreat near downtown Winter Haven, FL—a haven for fam ...
From $151 per night (USD)
Expedia
$Cozy Winter Haven Escape | Pet-Friendly\/Fenced Lot$
From $165 per night (USD)
VRBO
Cozy Winter Haven Escape | Pet-Friendly\/Fenced Lot
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Summary: Welcome to Cozy Retreat near Legoland! Our charming 3-bedroom, 1-bath home offers a pullout sofa bed, a fully s ...
From $165 per night (USD)
VRBO
From $149 per night (USD)
Expedia
Tiny Paradise
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This Winter Haven studio boasts 1 inviting bedroom with a full bed. The space is equipped with essentials like WiFi, hea ...
From $149 per night (USD)
Expedia
From $237 per night (USD)
VRBO
15 minutes to Legoland- Serene Lakeside Cottage Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your serene escape in Winter Haven, just minutes away from the excitement of Legoland! This enchanting 3-bedr ...
From $237 per night (USD)
VRBO
$Lakefront Retreat at 6BR Escape w\/ Heated Pool | Private Dock | Game Room | Kayaks | Deck | Perfect$
From $527 per night (USD)
Expedia
Lakefront Retreat at 6BR Escape w\/ Heated Pool | Private Dock | Game Room | Kayaks | Deck | Perfect
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Escape to Emerald Anchor Escape, a spacious 6-bedroom lakefront retreat in Winter Haven, designed for the ultimate famil ...
From $527 per night (USD)
Expedia
From $197 per night (USD)
VRBO
9 Mi to Legoland: Cozy Apartment in Winter Haven!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Dog Friendly w/ Fee | Gas Grill | Fenced Yard | 3 Mi to Town Retreat to Central Florida and book this 1-bedroom, 1-bath ...
From $197 per night (USD)
VRBO
From $96 per night (USD)
Expedia
Cozy 2-bedroom apartment in charming Winter Haven with WiFi, AC
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Get ready to relax in this 2-bedroom apartment in Winter Haven. This nice property features 1 queen bed and 2 twin beds, ...
From $96 per night (USD)
Expedia
From $107 per night (USD)
VRBO
🏖️⭐️GREAT VALUE ⭐️near Legoland🏖️Clean and cozy waterfront apt
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Relax with your family at this beautiful, peaceful 1b1b waterfront apartment. Retreat to Central Florida perfect for cou ...
From $107 per night (USD)
VRBO
From $165 per night (USD)
Expedia
Luxurious studio with WiFi and AC in wonderful Winter Haven
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to your own private oasis! This charming studio unit has everything you need for a comfortable and convenient st ...
From $165 per night (USD)
Expedia
From $150 per night (USD)
VRBO
Lake Front: Charming 3-bedroom house with WiFi and AC in wonderful Winter Haven
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your home away from home in Winter Haven with 3 lovely queen bedrooms. This charming house offers AC, WiFi, heating, an ...
From $150 per night (USD)
VRBO
$*3\/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1722$
From $164 per night (USD)
Expedia
*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 $164 per night (USD)
Expedia
$*3\/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724$
From $288 per night (USD)
VRBO
*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)
VRBO
From $168 per night (USD)
Expedia
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 $168 per night (USD)
Expedia
From $183 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 $183 per night (USD)
VRBO
From $187 per night (USD)
Expedia
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 $187 per night (USD)
Expedia
From $183 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 $183 per night (USD)
VRBO
From $118 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 $118 per night (USD)
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
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Expedia
Eagle Lake Home < 7 Mi to Legoland!
Bedrooms:
2
Bathrooms:
4
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
From $328 per night (USD)
VRBO
Getaway Clubhouse 5 mil Legoland & .5 mil Downtown
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Enjoy a relaxing stay in this spacious and comfortable home, perfect for families or groups. The open layout of the livi ...
From $328 per night (USD)
VRBO
From $285 per night (USD)
Expedia
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
This delightful lake-life inspired cottage includes 2 bedrooms and 1 ½ baths, a fooseball table, and easily sleeps 7 gue ...
From $285 per night (USD)
Expedia
From $183 per night (USD)
VRBO
The Unique cozy studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Super comfortable! Modern clean fully functioning. centrally located in Winter Haven. 1/2 mile to downtown, less than 4 ...
From $183 per night (USD)
VRBO
From $165 per night (USD)
Expedia
Cozy Bungalow - 5 mi Legoland & 0.5 mi Dwntwn
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This cozy bungalow includes 3 bedrooms and 1 ½ baths, and it sleeps up to 8 guests comfortably! Located approximately ...
From $165 per night (USD)
Expedia
From $323 per night (USD)
VRBO
The Old Haven - An Enduring Piece of Nostalgia
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
This charming home was built in 1908 and is located 45 minutes from Tampa/Orlando. Fully furnished, this space is perfe ...
From $323 per night (USD)
VRBO
From $125 per night (USD)
Expedia
4.4 miles to Legoland. Conveniently located near large highways and interstates.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
4.4 miles to Legoland. 36 miles to Disney (43 minutes) Cozy one bed one bath second floor condo. Centrally located. Walk ...
From $125 per night (USD)
Expedia
$Lakeside Adventure Retreat w\/ Heated Pool, Fishing Dock, Game Room & Complimentary 1 hr Boat Cruise*$
From $575 per night (USD)
VRBO
Lakeside Adventure Retreat w\/ Heated Pool, Fishing Dock, Game Room & Complimentary 1 hr Boat Cruise*
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Charming Lakeside Retreat with Modern Comforts in Winter Haven, Florida. Booking this property includes one (1) hour ...
From $575 per night (USD)
VRBO
From $203 per night (USD)
Expedia
Serene Lake Views: Winter Haven Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Pet Friendly w/ Fee | Boating Nearby | Wildlife & Birdwatching On-Site Seeking a respite from the cold? Let your worrie ...
From $203 per night (USD)
Expedia
From $349 per night (USD)
VRBO
Serene, Cozy, Lakefront home
Bedrooms:
2
Bathrooms:
1
Sleeps:
7
Cozy meets calm at this quaint lakefront home. We are located on the Chain of Lakes in Winter Haven, where the waterfr ...
From $349 per night (USD)
VRBO
From $253 per night (USD)
Expedia
2-bedroom, 2-bath unit offers a family-friendly retreat just mins from LEGOLAND.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Modern 2BR/2BA Apartment – Perfect for LEGOLAND Getaways Welcome to your brand-new 2024 luxury apartment, conveniently ...
From $253 per night (USD)
Expedia
From $255 per night (USD)
VRBO
2-bedroom, 2-bath unit offers a family-friendly retreat just mins from LEGOLAND.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Modern 2BR/2BA Apartment – Perfect for LEGOLAND Getaways Welcome to your brand-new 2024 luxury apartment, conveniently ...
From $255 per night (USD)
VRBO
From $246 per night (USD)
Expedia
4 Mi to Legoland: Poolside Paradise!
Bedrooms:
3
Bathrooms:
5
Sleeps:
5
Near Restaurants | Dedicated Space for Remote Work | BBQ Ready | Day Trips to Disney Looking to escape the cold weather ...
From $246 per night (USD)
Expedia
$6 Mi to Legoland: Retreat w\/ Pool & Fenced Yard$
From $253 per night (USD)
VRBO
6 Mi to Legoland: Retreat w\/ Pool & Fenced Yard
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Families Welcome | Day Trip to Disney | Game Nights at Home | Prime Location | 2,175 Sq Ft Escape to Florida and settle ...
From $253 per night (USD)
VRBO
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Expedia
Cozy 1-Bedroom Retreat Near Downtown & Legoland
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to your perfect getaway! This charming one-bedroom unit offers all the essentials for a comfortable stay. The un ...
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Expedia
$1\/1 condo located on Lk Lulu. 7 minutes from Legoland. access to hwy 27, 17 & I4$
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VRBO
1\/1 condo located on Lk Lulu. 7 minutes from Legoland. access to hwy 27, 17 & I4
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This 1-bedroom condo is perfect for your escape to Winter Haven. The bedroom features a cozy king bed, and the bathroom ...
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VRBO
From $224 per night (USD)
Expedia
Spacious 5-bedroom house with WiFi, AC in welcoming Winter Haven
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
The Winter Haven home features five welcoming bedrooms, complete with two double beds and five single beds. It also incl ...
From $224 per night (USD)
Expedia
From $274 per night (USD)
VRBO
Riverwood Circle
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Riverwood Circle! A charming modern 2 story and 4 bedroom house, nestled in a peaceful winter haven neighborh ...
From $274 per night (USD)
VRBO
From $204 per night (USD)
Expedia
Charming Winter Haven Legoland Retreat with 3-bedrooms, close to Lakes
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Experience Winter Haven like a local in this 3-bedroom house. The bedrooms feature 2 queen beds and 2 twin bed, perfect ...
From $204 per night (USD)
Expedia
From $76 per night (USD)
VRBO
Modern Winter Haven Apartment
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
This 2 bedroom 2 bathroom end unit is fully furnished with a modern flair. Renovated with new roof, energy efficient tan ...
From $76 per night (USD)
VRBO
From $235 per night (USD)
Expedia
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)
Expedia
From $470 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 $470 per night (USD)
VRBO
From $101 per night (USD)
Expedia
Waterfront Vacation Rental on Lake Mirror!
Bedrooms:
2
Bathrooms:
4
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)
Expedia
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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 ...
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VRBO
From $491 per night (USD)
Expedia
Lanai & Pool: Elegant Villa in Winter Haven!
Bedrooms:
5
Bathrooms:
7
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 $491 per night (USD)
Expedia
Click For Pricing
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
$A spacious gem w\/private lake front access, boating, restaurants, bars and more!$
From $304 per night (USD)
VRBO
A spacious gem w\/private lake front access, boating, restaurants, bars and more!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to your winter haven!! A rare find on the chain of lakes - Lake Howard. This lake front house opens up to a spa ...
From $304 per night (USD)
VRBO
$Lakefront Home w\/ Screened Porch & Grill$
From $229 per night (USD)
Expedia
Lakefront Home w\/ Screened Porch & Grill
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Living up to its city name, this elegant 3-bedroom, 3-bathroom Winter Haven home features the perfect haven for a relaxi ...
From $229 per night (USD)
Expedia
$*CentralLocated*PrivateKingSuitew\/Bath, Washer&Dryer(Eagle)$
From $121 per night (USD)
VRBO
*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 $121 per night (USD)
VRBO
From $218 per night (USD)
Expedia
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)
Expedia
Click For Pricing
VRBO
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
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Expedia
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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Expedia
From $98 per night (USD)
VRBO
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)
VRBO
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Expedia
Lakeside Cottage in Lake Howard (Winter Haven Chain of Lakes)
Bedrooms:
1
Bathrooms:
2
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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Expedia
$Luxury Home w\/ Lanai, Billiards, 6min to Legoland$
From $462 per night (USD)
VRBO
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 $462 per night (USD)
VRBO
From $101 per night (USD)
Expedia
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)
Expedia
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VRBO
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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VRBO
From $128 per night (USD)
Expedia
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)
Expedia
From $143 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 $143 per night (USD)
VRBO
From $417 per night (USD)
Expedia
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 $417 per night (USD)
Expedia
$Winter Haven Home w\/ Pool Near Legoland!$
From $211 per night (USD)
VRBO
Winter Haven Home w\/ Pool Near Legoland!
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Discover your next family getaway at 'Little Haven!' The modern 3-bedroom, 2-bathroom property provides a comfortable oa ...
From $211 per night (USD)
VRBO
From $476 per night (USD)
Expedia
Lakefront Winter Haven Retreat: Hot Tub & Patio!
Bedrooms:
4
Bathrooms:
6
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 $476 per night (USD)
Expedia
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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 ...
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VRBO
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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
$Lakefront 2 story 4\/2 bungalo with huge yard.$
From $224 per night (USD)
VRBO
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 $224 per night (USD)
VRBO
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Expedia
Cozy 3 bedroom central hideaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy quick and easy self check in with lock box system. Beautiful, quiet and secure community. Enjoy spacious and elega ...
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Expedia
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VRBO
Private lakefront retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Hi there! We’re Bryan and Amber — a husband-and-wife duo from Pittsburgh, PA, raising two amazing girls, Madden and Monr ...
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VRBO
From $207 per night (USD)
Expedia
Brand new home located 45 minutes from Disney World & 5 minutes from Legoland.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Consider this house your home away from home while you visit Winter Haven. This amazing property boasts 3 bedrooms - one ...
From $207 per night (USD)
Expedia
From $191 per night (USD)
VRBO
4 Mi to Legoland: Newly Built Home in Winter Haven
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
3 Mi to Peppa Pig Theme Park | Families Welcome | Remote-Work Friendly Fill your next getaway with magical moments at t ...
From $191 per night (USD)
VRBO
$4 Bedrm Central Home w\/Gameroom\n\n$
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Expedia
4 Bedrm Central Home w\/Gameroom\n\n
Bedrooms:
2
Bathrooms:
4
Sleeps:
15
Welcome to this charming house in Winter Haven. This superb property boasts 4 queen beds spread across 4 cozy bedrooms, ...
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Expedia
$4 Bedroom, Legoland, Pet Friendly, Pool, Gameroom\n\n$
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VRBO
4 Bedroom, Legoland, Pet Friendly, Pool, Gameroom\n\n
Bedrooms:
2
Bathrooms:
4
Sleeps:
15
This enjoyable house in Winter Haven offers 4 cozy bedrooms with a mix of queen, full, twin, and bunk beds. With WiFi, a ...
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VRBO
From $128 per night (USD)
Expedia
Charming 2-bedroom country house with AC, WiFi in Winter Haven
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to this marvelous 2-bedroom Winter Haven country house retreat. With a cozy full bed and a comfy twin bed, guests ...
From $128 per night (USD)
Expedia
From $206 per night (USD)
VRBO
- HIDDEN GEM - Spacious, minimal and clean! Legoland + Disney
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Consider this house your home away from home while you visit Florida! This fantastic property boasts 4 bedrooms, inclu ...
From $206 per night (USD)
VRBO
From $449 per night (USD)
Expedia
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 $449 per night (USD)
Expedia
From $120 per night (USD)
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 ...
From $120 per night (USD)
VRBO
$Large 3\/1 Near DownTown and Dining$
From $254 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 $254 per night (USD)
Expedia
$5 Bedroom Chain of Lakes Home w\/AC Pet Friendly$
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VRBO
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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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 $249 per night (USD)
Expedia
Lake Shipp House with pool and dock on the water
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Fully furnished single story home on Lake Shipp; has boat dock, inground heated swimming pool. Two bedrooms (king & quee ...
From $249 per night (USD)
Expedia

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Results: 196 Rentals