Waterfront holiday rentals in Haines City

4.87 out of 5 average rating, 112 reviews

Home in Kissimmee

4m Disney, Pool Spa, Sundeck, Mini Golf• Games

Sun all day on our huge private sun deck, with shaded seating when you're ready to cool off! As the sun sets, enjoy the color-changing LED lighting around the pool and outdoor areas, creating the perfect atmosphere. Just 4 m from Disney, Mickey's Family Funhouse features a private pool, hot tub, brand-new mini golf, cornhole, game room with pool table, arcade, electronic pinball, darts, and a record player. Pet-friendly with a large fenced yard. Complimentary welcome snack basket included!

ConditionOutdoor spacesCheckout

The exterior of a spacious home is presented, featuring a blue façade and a welcoming entrance. Lush tropical foliage surrounds the property, which is highlighted by palm trees and manicured lawns. A vibrant sunset casts colorful hues in the sky, enhancing the serene atmosphere.

4.98 out of 5 average rating, 138 reviews

Spectacular Waterfront Home in Winter Haven

Enjoy a wonderful family get away at this premier waterfront home on the famous Chain of (19) Lakes! Separate yourself from the crowd at this beautiful Cypress Gardens home set on an acre with lush tropical foliage and surrounded by 3 sides of water. Featuring a chef's kitchen, 2 private docks, the "New Florida Pool," 2 hot tubs, fire pit and many more amenities. Enjoy relaxed luxury at its finest. We are just a few minutes to Legoland, restaurants and shopping, but miles from ordinary!

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Guest suite in Haines City

A wooden house is situated beside a deep water canal, with lush greenery surrounding the property. A dock is visible at the water's edge, alongside a small area for outdoor seating. The structure features an upper deck and is complemented by a neatly landscaped yard.

4.92 out of 5 average rating, 112 reviews

1 BR 1BA Lake Apt. Boat slip, Deck, Pets, Laundry

Come wake up to birds singing, looking out your windows to a nice deep water canal view. The canal leads to Lake Hatchineha (great fishing). TVs in every room. Fully loaded kitchen; private entrance. There is a porch, laundry and deck area shared with one other apt. Free laundry . We are 45 min from MCO(airport) 45 min from Disney and 15 minutes to Legoland. Bok Towers is a unique park that is 18 miles away. Star gazing and bicycling or fishing. Port 27 is 20 min with fun food and drinks

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An aerial view of a single-story home is presented, showcasing a well-maintained lawn and driveway. The surrounding neighborhood features a mix of greenery and residential structures, contributing to a welcoming suburban atmosphere.

4.95 out of 5 average rating, 101 reviews

Extra large home! Bring Your Boat & all the Toys!

Bring your boat, skis, fishin’ pole, or any other water toys! We supply ping pong, corn hole, bicycles and other toys! Directly across from Lake Howard boat ramp and 10 minutes from LegoLand! Enjoy this spacious, well-equipped 2300 sf home that has everything you need to enjoy your stay in Winter Haven, aka Chain of Lakes City, a quaint downtown with free parking-- and just a skip away from Disney and Universal. This getaway is an above-average accommodation both in style and comfort!

ViewSleep qualityFamily

4.92 out of 5 average rating, 110 reviews

A two-story, tropical style home is showcased, featuring a vibrant exterior in warm shades. A Tesla is parked prominently in the driveway, with lush palm trees and greenery flanking the entrance. The garage is accessible, contributing to the property's inviting curb appeal.

Home in Haines City

Luxury Tropical Themed Villa With Lake View!

Just a half-hour from Disney and other major theme parks, this beautiful Tropical style home has a sunset lake view and was recently renovated with brand new furniture! The house resides comfortably in a gated community with 4 bedrooms and 3 bathrooms in a 2-story, 1700 square foot tropical setting! A private heated pool and Tesla charging is also accessible at the home. The Southern Dunes community boasts a large public golf course within a few minutes walk through the neighborhood!

BeachViewValue

4.99 out of 5 average rating, 307 reviews

A view of the blue lake house is presented with a well-manicured lawn leading up to it. The house is framed by mature trees, providing shade. A wooden walkway extends toward the entrance, while the serene lake is visible in the background.

Cottage in Eagle Lake

Roe Family Lake House (Lake Mcleod)

We can't wait for you to enjoy our fully renovated, family friendly lake house. It's a happy home that provides a wonderful backdrop to any vacation. Centrally located to many Florida destinations- Legoland is only 7 miles away, Disney World is 35 miles away, and you are less than 50 miles from Tampa. The house is located on over an acre of lakefront property. The lake has a public boat launch if your family enjoys water sports or fishing or use the kayaks we provide on site!

BeachViewValue

4.89 out of 5 average rating, 133 reviews

Home in Haines City

Breathtaking Home

New two story home with private pool, patio, barbecue area & game room. Surrounded by parks, gardens, tranquil lakes & walkways with breathtaking views. Resort amenities located right across the street with an amazing clubhouse (private owned), Bar & Grill restaurant, water park, arcade and gym (extra fee), soccer & football field, & event center for parties & weddings. (Pet free home) 12 mi Legoland/19 mi Disney/26 mi SeaWorld & International Drive/29 mi Universal Studios.

ViewBackyardQuiet

4.99 out of 5 average rating, 167 reviews

A private heated pool is set within a screened enclosure, surrounded by a patio area. Two blue chairs and a white lounge chair are positioned nearby, with lush greenery visible beyond the pool. The clear water reflects the sky, creating a serene atmosphere.

Home in Kissimmee

Heated Pool 15 Minutes to Disney PS5 l Switch

Spacious 4BR Home with a Private Heated Pool – 15 Minutes from Disney! Enjoy a large south-facing pool, Propane grill, Smart TVs with Disney+ in every room. Nintendo Switch in Living Room and an 85" screen with a PS5 in a temperature-controlled garage / game room. Fast WiFi, shuffleboard, pool table and plenty of board games. 🌴 Outdoor Fun Patio Seating for 14 + two lounge chairs. Propane Grill: $50 for length of stay Pool heat: $200 per stay (24-hour notice)

ViewLong stayAir conditioning

4.99 out of 5 average rating, 100 reviews

A hot tub is situated on a patio with a view of a lake at sunset. The vibrant sky features hues of orange, pink, and purple, while a railing surrounds the space, enhancing the scenic atmosphere. The tranquil water reflects the colors of the sky.

Cottage in Kissimmee

3 Bed Pool/Spa w/ Sunset Water in Margaritaville

Welcome to Sol Oasis Cove! This amazing pool / spa cottage has one bedroom on the first floor and 2 bedrooms upstairs with a balcony positioned perfect for the sunset over the lake! This property comes with all the comforts from home but worlds away. Conveniently located minutes from the Disney parks, a state-of-the art water park and newly opened 196,000 square foot shopping and dining district with multiple dining food and beverage options & brand-new movie theater.

BeachViewCheck-in

An inviting swimming pool is surrounded by a spacious patio area, featuring lounge chairs and a shaded table with an umbrella. The serene view of Little Lake Otis and lush greenery is visible in the background under a partly cloudy sky.

4.92 out of 5 average rating, 219 reviews

Legoland Lakehouse Canoe & Kayak Retreat

Relax in style in this 100 year old custom built home.Tall ceilings,large rooms and wood floors throughout.With an extra large swimming pool overlooking Little Lake Otis this outdoor area is second to none.Less than 2 miles from Legoland,Chain of Lakes Fieldhouse,and Downtown Winter Haven. It is possible that days may be available and not listed on the calendar. This is to give ample time for cleaning. Feel free to ask for additional availability and shorter stays.

BeachRiverNearby

4.99 out of 5 average rating, 145 reviews

An expansive pool area is surrounded by lounge chairs and palm trees, featuring a large beach-entry pool sparkling under blue skies. Nearby, a vibrant kids' water play area features a large pirate ship structure. A spacious living area is designed with light furnishings and a large TV, while a children's bedroom showcases Disney-themed twin beds with playful decor.

Townhouse in Davenport

3bd/2.5b Close to Disney °Luxury Paradise Living

Welcome To our beautiful, peaceful piece of paradise. A family friendly home! Enjoy the beautiful views, luxury decor, fine foods near you, and all this home has to offer! This home is all about creating loving memories. This beautiful home is newly built has 3 bedrooms 2.5 bathrooms, over 2,000 sqft, all new furniture, and super fast internet speed. The resort has a large beach-entry pool, kids water park, beach volleyball, mini-golf, arcade, and gym.

BeachTVGetting around

A charming lake home is showcased with a light-coloured façade and blue shutters. A welcoming entrance is flanked by decorative chairs, with well-maintained landscaping featuring green grass and flower beds enhancing the outdoor appeal.

4.98 out of 5 average rating, 124 reviews

Lake View, Game Room, 10 min Legoland

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 Haven shopping & restaurants, 10 min to Legoland, 30 min to historic downtown Lakeland, & conveniently located between Tampa & Orlando (45 min to Disney & just 60 min to Tampa). We can't wait for you to enjoy the beautiful lakes of Winter Haven at The Elby!

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Popular amenities for Haines City waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

4.96 out of 5 average rating, 265 reviews

A wooden deck overlooks the calm waters of Lake Ariana, framed by greenery. A small table with two chairs is positioned to enjoy the view, while a potted plant adds a touch of nature to the space. Spanish moss drapes gracefully from nearby branches.

Apartment in Auburndale

Ariana Place - Tree House Like Lakefront Views

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Superhost

A private balcony features a table and four chairs, overlooking a serene lake. The shimmering pool area is visible below, surrounded by lush green trees. Clear blue skies provide a tranquil backdrop to the scenic outdoor space.

Apartment in Orlando

4.89 out of 5 average rating, 106 reviews

Apartment in Orlando

ViewDecorValue

4.97 out of 5 average rating, 116 reviews

A private balcony is showcased with a round table and two woven chairs, providing a serene view of the lake and surrounding landscape. Soft morning light reflects on the water, while a small potted plant adds a touch of greenery to the setting.

Apartment in Orlando

2-Bedroom Renovated Lakeside Condo Near Disney

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The living area features a modern sectional sofa with light-colored upholstery, complemented by bright throw pillows. A wall-mounted TV is positioned above a low media console, and large sliding doors open onto a patio overlooking the lake, creating an airy and spacious feel.

4.89 out of 5 average rating, 101 reviews

3141-103 Resort Lake View Disney Universal Orlando

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A resort-style swimming pool is surrounded by lush greenery and palm trees, featuring canopies in orange and yellow hues. Sun loungers are arranged near the water's edge, inviting guests to relax under the clear blue sky.

4.92 out of 5 average rating, 100 reviews

One Bedroom close to Disney

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A modern dining area is presented with a well-set table featuring elegant dishware and decorative elements. Plush green seating in the living area complements the warm tones of the space, which is illuminated by natural light from large windows showcasing a view of the outdoors.

4.93 out of 5 average rating, 104 reviews

Near Disney World with heated pool

ViewLocationGetting around

4.87 out of 5 average rating, 115 reviews

First Floor Lake View Condo - Minutes to Disney

ViewNearbyFamily

4.96 out of 5 average rating, 213 reviews

Top1% *La Piu Belle* Retreat at Storey Lake View

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Waterfront house rentals

Superhost

A cheerful bedroom featuring a vibrant Disney Princess mural, illuminated by soft LED lighting. Two spacious beds are dressed in crisp white linens with decorative pillows. A white dresser and a television provide additional amenities, while natural light enters through a window with light curtains.

4.92 out of 5 average rating, 100 reviews

5 Bdrm w/ Hot Tub & Pool & Newly Renovated 5544

RiverHeatingKitchen

4.96 out of 5 average rating, 116 reviews

A serene lakeside view is observed, featuring gently swaying palm trees on the left and a wooden dock extending into the water. A boat is anchored at the dock, surrounded by lush greenery and a clear blue sky.

Home in Cypress Gardens

Lakefront Home on the Winter Haven Chain O’Lakes!

ViewCheck-inParks

4.98 out of 5 average rating, 129 reviews

Disney Themed Home! Hidden Mickeys! Close to Parks

ViewParksDecor

4.95 out of 5 average rating, 107 reviews

An outdoor dining area is shown under a shaded pergola, featuring a large table surrounded by comfortable chairs. The spacious pool is visible in the background, with a patio area adorned with colorful tiles. Lush greenery frames the scene, adding a tranquil vibe.

Home in Cypress Gardens

4/2 House near Legoland w Optional Heated Pool

ViewHospitalityLong stay

4.92 out of 5 average rating, 106 reviews

A comfortable living area features a spacious sectional sofa adorned with neutral-toned cushions. A patterned area rug lies beneath, and a wall-mounted television is positioned above a wooden shelf. Natural light enters through the large window covered with light curtains.

Home in Wahneta

Hidden 💎 Minimalist Design | Lego+Disney

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The outdoor pool area features a screened enclosure with views of the golf course beyond. A circular table is set with blue napkins and dinnerware, surrounded by blue chairs. Six lounge chairs are positioned alongside the shimmering pool, providing a comfortable space to relax.

4.95 out of 5 average rating, 133 reviews

"Cozy Retreat with something for everyone"

BeachConditionLong stay

The image captures a serene sunset viewed through a protective mesh enclosure, with silhouetted trees against a vibrant sky. In a second view, a two-story vacation home is presented, showcasing a well-maintained exterior surrounded by lush landscaping and palm trees.

4.94 out of 5 average rating, 128 reviews

Beautiful Pool Home With Rear Conservation Views

ViewBeachShared spaces

4.99 out of 5 average rating, 179 reviews

An expansive outdoor pool deck is featured, surrounded by lounge seating and shaded areas. A giant outdoor chess set stands nearby, along with a view of the scenic forest and pond. A brightly decorated game area showcases themed decor and entertainment options.

Home in Four Corners

*Luxurious Paradise Mansion: Pool, Spa & Cinema

BeachViewAir conditioning

Waterfront condo accommodation

The living area is brightened by large windows offering views over the lake. A comfortable sofa and seating area complement a dining table set for six. A television is positioned adjacent to a ceiling fan, creating a welcoming space for relaxation and dining.

4.93 out of 5 average rating, 240 reviews

Bird’s-Eye View! 2bd/2 King/2Bath Disney Area

ViewBeachFamily

4.91 out of 5 average rating, 180 reviews

A modern living room features a light-toned sofa facing a wall-mounted television displaying tranquil landscape imagery. Soft blue LED lighting enhances the space, while a stylish area rug with geometric patterns adds texture. A glimpse of the kitchen can be seen in the background.

Condo in Kissimmee

Chic Disney Resort Condo • Pool Access Near Parks

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A private balcony offers serene views of Lake Bryan and a swimming pool area. A small round table with two chairs invites relaxation, while warm colors from the sunset enhance the tranquil setting. Lush trees frame the scene, creating a peaceful atmosphere.

4.97 out of 5 average rating, 446 reviews

Waterfront Condo minutes to Disney & Universal

BeachViewLaundry

4.95 out of 5 average rating, 138 reviews

Modern Lake view Condo 1 mile from Disney

ViewNearbyQuiet

A bright living space showcases large windows with lake views, allowing natural light to fill the area. Two comfortable sofas and a round coffee table create a cozy seating arrangement. A dining table is visible nearby, along with modern decor and a wall-mounted TV.

4.96 out of 5 average rating, 109 reviews

Near Disney & Universal Parks, Stunning Lake Views

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A spacious living area features a comfortable sectional sofa and a coffee table atop a textured rug. Light blue walls enhance the bright atmosphere, while artwork adorns the walls. The open kitchen includes wooden cabinetry and modern appliances, with seating available at the countertop.

4.96 out of 5 average rating, 112 reviews

Renovated Condo 2 miles away from Disney Lake view

ViewCheck-inValue

A wooden dock extends over a calm lake, leading to a gazebo with a metal roof. The scene is illuminated by the warm hues of a sunrise, with soft pink and orange clouds reflecting on the water's surface.

5.0 out of 5 average rating, 146 reviews

2BR 19th-Floor - Lake + Rockets + Disney Fireworks

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