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Latest Vacation Rentals in Winter Haven FL (25)

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2 Br Cottage Vacation Rental In Winter Haven, Florida

This lakeside cottage has a peaceful view of Eagle Lake. Close to Legoland resort and an easy drive to many central Florida destinations including Disney World parks, other Orlando destinations,...

Created Jun 23, 2024

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1 Br Apartment Vacation Rental In Winter Haven, Florida

WELCOME! Lake Mariam Container Home sits on 2.6 acres of Lakefront Property. If hospitality & peace is what you want, our space focuses on that & much more. Rejuvenate from a day of Adventure or...

Created Jun 23, 2024

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3 Br Private Vacation Home Vacation Rental In Winter Haven, Florida

Charming 3/2 home with no HOA! This single family home is conveniently located in the heart of Winter Haven. It sits on an oversized lot with a shed for additional storage. The home has also been...

Created Jun 23, 2024

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1 Br Apartment Vacation Rental In Winter Haven, Florida

Come and souk up the uniqueness and custom build of this vintage place, turned into a luxurious oasis. This is a cozy studio dedicated for a couple or a single guest traveling for business. This is...

Created Jun 23, 2024

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4 Br Private Vacation Home Vacation Rental In Winter Haven, Florida

This beautiful family-friendly home is ideally located near all of central Florida's attractions. Only a few minutes from Polk Pkwy/I-4, Legoland, Peppa Pig Park, and Bok Tower Gardens. Easy...

Created Jun 23, 2024

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5 Br Private Vacation Home Vacation Rental In Winter Haven, Florida

Most beautiful home weve ever stayed at. Thank you for your sweet hospitality! - JessicaHouse felt like a spa! - KandySunset Haven is a luxurious contemporary 3,600 sq/ft lake house on...

Created Jun 23, 2024

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3 Br Private Vacation Home Vacation Rental In Winter Haven, Florida

Older home very spacious 3 bedrooms, 3 baths large back porch looking over the pool as well as Lake Shipp also on the chain of lakes which allows you access to 16 other lakes , several bars and...

Created Jun 23, 2024

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3 Br Private Vacation Home Vacation Rental In Winter Haven, Florida

Lake Silver Retreat III is a home with options ~ you can rent it as a 3 bedroom or a 5 bedroom (some holidays exclusions)! If you're ready for some Lake with a New Dock & Lego fun - Lake Silver...

Created Jun 23, 2024

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3 Br Private Vacation Home Vacation Rental In Winter Haven, Florida

Welcome to Tulum House! Discover true family bliss at our 3-bedroom lakeside retreat in Winter Haven. Dive into the private pool, fire up the grill for a family feast, and unwind in this Tulum-...

Created Jun 23, 2024

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3 Br Private Vacation Home Vacation Rental In Winter Haven, Florida

Imagine waking up to a tranquil and restful location near Legoland, Tampa, and all the attractions and theme parks of Orlando, studded with many lakes to find yourself surrounded by beautiful...

Created Jun 23, 2024

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4 Br Private Vacation Home Vacation Rental In Winter Haven, Florida

Nice quiet neighborhood with large pool, four spacious bedrooms, two living areas, updated stainless appliances, private fenced-in backyard with screened-in sun porch. Fast Wi-Fi, 5 flat screen...

Created Jun 23, 2024

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4 Br Private Vacation Home Vacation Rental In Winter Haven, Florida

HIGHLIGHTS+Custom built in 2006 +Chefs kitchen with Viking Professional appliances+Waterfront on 3 sides of the property!+2 docks with boat cleats - bring your boat!+Beautifully manicured grounds -...

Created Jun 16, 2024

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3 Br Private Vacation Home Vacation Rental In Winter Haven, Florida

About this spaceYour family will be close to everything when you stay at this centrally-located home near Legoland and downtown. Our place has been tastefully decorated with simple, stylish pieces...

Created Jun 16, 2024

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Apartment Vacation Rental In Winter Haven, Florida

Embrace Lake Life and Unwind on the WaterfrontYour Lakefront Oasis Awaits:Nestled directly on the picturesque Lake Mirror, this enchanting Winter Haven vacation rental is a haven for snowbirds...

Created Jun 16, 2024

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3 Br Private Vacation Home Vacation Rental In Winter Haven, Florida

Huge, fenced yard with quaint 3/2 trilevel house overlooking Lake Rochelle in Northeast Winter Haven. Just minutes from LegoLand Florida and U.S. 27 and approx. forty minutesto Disney/Universal/Sea...

Created Jun 16, 2024

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2 Br Private Vacation Home Vacation Rental In Winter Haven, Florida

This house is located a perfect distance from the best places in Winter Haven. It sits a ten minute drive from the Legoland Parks. It is also walking distance from downtown Winter Haven and nearby...

Created Jun 16, 2024

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1 Br Condo Vacation Rental In Winter Haven, Florida

4.4 miles to Legoland. 36 miles to Disney (43 minutes) Cozy one bed one bath second floor condo. Centrally located. Walk to dining and shopping. Pool and lake access. Seven minutes to Legoland....

Created Jun 16, 2024

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Apartment Vacation Rental In Winter Haven, Florida

Situated on an idyllic peninsula surrounded by the calm waters of Lake Eloise, this 1-bathroom vacation rental invites you to indulge in the waterfront getaway of your dreams! This Winter Haven...

Created Jun 16, 2024

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3 Br Private Vacation Home Vacation Rental In Winter Haven, Florida

The Luxury LakehouseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This stunning lake house is the perfect...

Created Jun 16, 2024

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3 Br Private Vacation Home Vacation Rental In Winter Haven, Florida

Come to Lake Hamiltons luxurious lake house and let the sunsets take your breath away as you relax and enjoy making memories at our gorgeous Mediterranean home! No detail has been missed with...

Created Jun 16, 2024

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1 Br Private Vacation Home Vacation Rental In Winter Haven, Florida

This room is located 5 minutes from Winter Haven Hospital and is only designed to accommodate women, especially nurses and those who belong to the health sector. In this private room and shared...

Created Jun 16, 2024

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1 Br Cottage Vacation Rental In Winter Haven, Florida

This is a beautiful and private place newly renovated with private access and parking. Its a great place to get away and relax with a large and beautiful backyard!We are located less than 8.6 miles...

Created Jun 16, 2024

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4 Br Private Vacation Home Vacation Rental In Winter Haven, Florida

Welcome to The Elby, a fully renovated 1940's lake home with spacious rooms, modern amenities, and indoor and outdoor games designed w/ family fun in mind! Only 3 min to charming downtown Winter...

Created Jun 16, 2024

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2 Br Private Vacation Home Vacation Rental In Winter Haven, Florida

New remodeled Lakefront Vacation Home on the Chain of Lakes right next to Winter Haven Municipal Airport across from Brown's Seaplane base. Come and enjoy the beautiful sunrises over the lake. The...

Created Jun 16, 2024

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2 Br Private Vacation Home Vacation Rental In Winter Haven, Florida

Enjoy the best sunset in Winter Haven on a hammock, then drive 3 mins for dinner downtown. You can't beat this slice of paradise.This lake home offers two bedrooms with queen beds. Choose between...

Created Jun 16, 2024

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