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Waterfront holiday rentals in Osceola County

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Top-rated waterfront accommodation in Osceola County

Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

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Top Guest favourite
The master bedroom features a king-size bed adorned with plush pillows and a cozy blanket. Large sliding doors open to a private balcony with serene views. Stylish lamps illuminate the room, complemented by rich maroon and neutral tones on the walls.
Townhouse in Kissimmee
5 out of 5 average rating, 272 reviews

BOOK your Disney inspired Lakefront retreat NOW!

Begin and end your dream vacation in a place where modern comfort meets magical wonder! This one-of-a-kind retreat is sure to please the family looking for adventure in Orlando as well as couples in search of a relaxing, romantic getaway. Great location just minutes from Disney, Universal, SeaWorld, numerous restaurants, tourist attractions and easy access to major highways such as SR417 and I4. *FREE WIFI, Netflix & Disney+ included! *STROLLER, BABY GATE, HIGH CHAIR, PACKNPLAY, TODDLER BED

Top Guest favourite
The villa features a modern exterior with a sloped roof and a two-car garage. Palm trees are landscaped around the front yard, which is bordered by well-maintained grass. A clear blue sky provides a bright backdrop to the welcoming entrance.
Home in Kissimmee
4.88 out of 5 average rating, 275 reviews

3 bedroom Villa in Kissimmee

The villa is in a residential area within a 5-min drive to local amenities including, a pharmacy, 3 supermarkets and 2 gas stations. The property is between 15 - 40 mins drive from Disney, Epic Universe, SeaWorld, Gatorland & Universal Studios. Orlando International Airport is only about 17 mins drive away. Osceola Heritage Park, the home of the world’s largest collector car auction is only 4 mins drive from the villa. The Florida Turnpike that runs through Miami is 6 mins from the property.

Top Guest favourite
The exterior of the barn showcases a rustic wooden facade beneath a metal roof. A porch with seating options invites relaxation, while the neatly maintained yard features green grass and landscaping. A driveway leads to a side garage, enhancing the property's charm and accessibility.
Barn in St. Cloud
4.97 out of 5 average rating, 186 reviews

Rustic Barn Retreat

Experience the rustic elegance of this beautifully remodeled 1,800 sq. ft. barn nestled on a serene 17-acre property. Unwind in the private heated hot tub and soak up the peaceful surroundings. The prime location offers convenient access to major attractions—just a 35-45 min drive west will take you to Disney, Universal, SeaWorld, and gator parks, while a 45-60 min drive east leads you to the breathtaking Atlantic beaches and the Space Coast. Plus, the property is only 40 min from the airport

Top Guest favourite
The living area features a modern sectional sofa with colorful throw pillows in vibrant red and yellow. A matching ottoman sits in front, accompanied by stylish side tables with lamps. Bright blue walls create a lively backdrop, enhanced by a large abstract painting and adjacent dining space.
Villa in Lake Wales
4.98 out of 5 average rating, 207 reviews

Lakefront, Dock, 2 Kayaks, near Bok & Legoland

** New Construction ** Breathtaking view of lake, private dock (2 kayaks for guests included), beach/swim area, outdoor shower, large private balcony w/gas grill and gorgeous sunsets! 2 Bedrooms each w/walk in closet, two full baths, full kitchen w/all amenities. All new furnishings, (3) 4K Smart TV's, FAST free wifi. Gorgeous location, quiet street, private free parking, 2 private entrances. Villa is detached from main house. Near Disney, LegoLand, Bok Tower. WEEKLY & MONTLY DISCOUNTS

Top Guest favourite
A themed kitchenette features a bamboo bar with high seating and colorful pendant lighting. The walls are adorned with tribal art and shelves hold various artifacts. Kitchen appliances, including a refrigerator and counter space, reflect a blend of modern convenience and cultural decor.
Cottage in Kissimmee
4.99 out of 5 average rating, 201 reviews

Tahiti Gil’s Mananui: Disney Poly & Tiki Inspired!

Aloha Adventurers! Welcome to Faré Mananui. Your passport to a far away tropical hideaway awaits, so get ready to grab your favorite Aloha shirt! Mananui was made for the Disney/Tiki ADULT in mind! Imagined by artist @TahitiGil & designed by @TyphoonTommy (Former Disney/Universal creative team & designer of the Suffering Bastard Tiki Bar in Sanford, Fl. Experience your next Adventureland/ Enchanted Tiki Room “story dwelling” adventure from the moment you step thru the door! - Kungaloosh!!

Guest favourite
Home in Lake Wales
4.92 out of 5 average rating, 131 reviews

Sunshine on the Lake | Boat Slip+Lakefront Fishing

Welcome to Florida Lakefront Paradise! ⭐️ Breathtaking Sunsets ⭐️ Bass Fishing ⭐️ Reserved Boat Slip ⭐️ Fish Cleaning Station ⭐️ Boat Wash Station ⭐️ Marina with Ice/Gas ⭐️ Large Fire Pit Area ⭐️ Located on Kissimmee Chain of Lakes ⭐️ Smart TV's ⭐️ Screened Lakefront Back Patio ⭐️ High Speed Internet ⭐️ Spacious ⭐️ Balcony Facing the Lake ⭐️ 30 minutes to Lego Land ⭐️ 20 minutes to Bok Tower Gardens ⭐️ 1 hour to Disney World ⭐️ 18 minutes to Spook Hill ⭐️ 18 minutes to Kissimmee State Park

Guest favourite
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.
Guest suite in Haines City
4.92 out of 5 average rating, 110 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

Guest favourite
An outdoor view shows a private pool, where a person is enjoying the water with a serene water view beyond. Inside, an illusion room presents colorful decorations and a lively atmosphere. A cozy bedroom showcases a spacious bed adorned with soft linens. A game room is visible, featuring engaging entertainment options.
Home in Kissimmee
4.99 out of 5 average rating, 165 reviews

Themed Illusion House •Waterfront •Private Pool

Alice in Wonderland®-themed home with a uniquely designed Illusion room with character outfits. ❤ Private pool with water view ❤ 15 min to Disney ❤ 25 min to Universal, SeaWorld, Convention Center, 2 min to Walmart ❤ Game room with board games & kids toys ❤ 100" movie theater screen ❤ Sleeps 12 ppl ❤ 2 king beds, 1 Queen memory foam sofa bed, 6 twins, 1 crib, 1 pack & play ❤ Fully stocked home ❤❤❤ Message us for seasonal discounts! ❤❤❤ ‼️ No parties, No smoking, 4 dogs max $75/pet

Guest favourite
A large stilt house is portrayed above the serene waters of Kissimmee River, surrounded by lush greenery and lily pads. The structure features a wide porch and multiple windows, reflecting a rustic charm with the sky scattered with clouds in the background.
Home in Lake Wales
4.91 out of 5 average rating, 102 reviews

"Cutty Shack" Waterfront Kissimmee River House 3/3

"Cutty Shack" is the perfect fishing retreat. It is a 3 bedroom, 3 bath home built by our family in 1969. The Cutty Shack will sleep 6-7. This large stilt home (all living area is upstairs) is situated directly over Kissimmee River and right next door to Camp Mack River Resort. You and your group can enjoy peaceful evenings in the house, or walk next door to grab a drink and watch a "weigh-in". Our family has enjoyed this retreat for five generations and we hope you will too!

Top Guest favourite
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
4.99 out of 5 average rating, 165 reviews

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)

Top Guest favourite
Apartment in Kissimmee
4.96 out of 5 average rating, 209 reviews

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

Welcome to **La Piu Belle Retreat** – a stylish, sunny, and serene escape at Storey Lake Resort. This 2-bedroom condo features boho-chic decor, a fully equipped kitchen, a bright balcony, and cozy vibes throughout. Enjoy access to a water park, gym, and more. Perfectly located just minutes from Disney, premium outlets, and top restaurants. Excellent Reviews: Our guests rave about their experiences, highlighting our cleanliness, location, and exceptional service.

Top Guest favourite
A private pool area is surrounded by a screened enclosure, featuring a jacuzzi spa and lounge chairs. The pool is inviting, with light blue water reflecting the sky's pink and purple hues. A serene lake is visible beyond the pool, adding to the tranquil setting.
Villa in Kissimmee
4.92 out of 5 average rating, 269 reviews

House by the Mouse: Something for Everyone!

Welcome to our completely remodeled solar four bedroom, three bath villa, less then four miles to Disney World, and only a short drive to Universal, Sea World, Lego Land, and other local attractions. Designed themed bedrooms include Harry Potter, Mickey and Minnie Mouse, Star Wars, and a romantic master bedroom that allows you to relax in comfort. The pool, spa, and the entire villa is just for you, no need to share with anyone else, so kick back and enjoy!

Popular amenities for Osceola County waterfront rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Waterfront apartment accommodation

Superhost
The inviting living area features a pair of modern teal sofas arranged around a glass-topped coffee table. A large TV is mounted on the wall opposite, with sunlight filtering in through sliding glass doors that lead to a balcony overlooking a scenic view.
Apartment in Kissimmee
4.82 out of 5 average rating, 169 reviews

*LaKe ViEwS* NEW!Condo 3/2 10 min to DiSnEy*

Guest favourite
A well-lit bedroom features a spacious bed with a white quilted cover and decorative pillows. A round mirror is mounted above a side table, complemented by wall art. The room is connected to another area visible through an open door.
Apartment in Kissimmee
4.92 out of 5 average rating, 252 reviews

Lovely one bedroom apartment.

Guest favourite
A serene view of a calm lake surrounded by well-maintained buildings within a gated community. Two birds fly gracefully over the water, and a fountain can be seen in the distance, adding to the peaceful ambiance of the scene.
Apartment in Kissimmee
4.96 out of 5 average rating, 155 reviews

WATER View 4BR/Elevator/DISNEY Area

Top Guest favourite
The living room is designed with a modern aesthetic, featuring a spacious sectional sofa, a coffee table, and a 65-inch Smart TV mounted on the wall. Large glass doors provide access to the outdoor area, allowing natural light to fill the space.
Apartment in Kissimmee
4.96 out of 5 average rating, 112 reviews

3171-302 Resort Lake View Disney Universal Orlando

Superhost
A large resort-style pool, shaped like a Mickey Mouse head, is surrounded by palm trees and lounge chairs. Guests are seen relaxing on sun loungers and enjoying the water, with umbrellas providing shade in certain areas. Additional smaller pools are visible nearby.
Apartment in Kissimmee
4.86 out of 5 average rating, 150 reviews

Amazing Apartment in Orlando - Kissimmee

Guest favourite
A modern living area features a comfortable sofa in a neutral tone, a round dining table with mint green chairs, and a decorative coffee table. A large television is mounted on the wall, while soft natural light filters through sheer curtains.
Apartment in Kissimmee
4.89 out of 5 average rating, 165 reviews

*NrDisney*NewlyRenovated*LakeFront*APT

Guest favourite
The modern kitchen is equipped with stainless steel appliances, including a large refrigerator, microwave, and oven. A granite countertop offers ample workspace, complemented by sleek cabinets. Pendant lights hang above the island, and a dining area is visible in the background.
Apartment in Kissimmee
4.91 out of 5 average rating, 141 reviews

Serenity Lake: Spacious & comfy 3BR/2BA Apartment

Top Guest favourite
The living area features a blue sectional sofa and a round coffee table centered on a patterned rug. A large television is positioned against a feature wall adorned with tropical-themed wallpaper. Bright curtains frame the sliding door, which leads to a balcony with a view.
Apartment in Kissimmee
4.86 out of 5 average rating, 111 reviews

Your Gateway to Adventure and Relaxation

Waterfront house rentals

Top Guest favourite
A tranquil outdoor space features a private pool under a protective screen enclosure, framed by reclining lounge chairs. The setting offers a view of the lake, contrasting with the colorful sunset sky, creating a serene atmosphere for relaxation.
Home in Kissimmee
4.96 out of 5 average rating, 121 reviews

Lakefront Villa w/pool 4mi to Walt Disney World

Superhost
A screened-in pool area features sun loungers and a view of a serene lake. The brightly themed kids' bedroom showcases a Toy Story design with two beds, colorful accents, and vibrant wall art. Another room with two twin beds is decorated in soft pink tones, enhancing its cozy feel.
Home in Kissimmee
4.81 out of 5 average rating, 151 reviews

Amazing 8Bdrms-5Bath/Game room/Pool

Superhost
A screened-in patio features a private swimming pool and hot tub, surrounded by a tranquil lake view. String lights create a soft illumination against a colorful sunset sky, enhancing the peaceful outdoor setting.
Home in Kissimmee
4.83 out of 5 average rating, 204 reviews

10 min Disney | Lakeview Hot Tub, BBQ | Game Room

Top Guest favourite
The image features a private screened patio area with a view of a tranquil lake. A swimming pool is centered, flanked by blue lounge chairs and a dining table adorned with an orchid arrangement, a bottle of wine, and two glasses.
Home in Kissimmee
4.89 out of 5 average rating, 161 reviews

9 bdrm heated pool, Free water park EV charger

Guest favourite
Home in Haines City
4.88 out of 5 average rating, 130 reviews

Breathtaking Home

Top Guest favourite
Home in Kissimmee
4.91 out of 5 average rating, 213 reviews

Do you Wanna Know Why We’re Among Guest Favorites

Superhost
A light-filled living area features a comfortable blue sofa complemented by decorative pillows. A sleek white entertainment unit holds a large flat-screen TV, set against a wooden accent wall. Soft lighting is provided by stylish fixtures, creating an inviting and relaxing space.
Home in Kissimmee
4.79 out of 5 average rating, 108 reviews

BlueGem–3BR Lakefront•Pool•15min Disney•25min MCO

Guest favourite
A sunlit community pool area showcases a large pool surrounded by palm trees and lounge chairs. The clubhouse, with expansive windows and a vibrant facade, stands in the background. Colorful slides and umbrellas add to the inviting recreational atmosphere.
Home in Kissimmee
4.95 out of 5 average rating, 104 reviews

A Colorful Splash | Magical Disney Lakeside Resort

Waterfront condo accommodation

Top Guest favourite
A family-friendly living area is presented with a large, comfortable sectional sofa facing a flat-screen TV. Adjacent, a vibrant children's bedroom features a whimsical Moana theme with a sandy beach mural, complemented by a canopy bed adorned with tropical accents. The ceiling displays playful elements, enhancing the kid-friendly atmosphere.
Condo in Kissimmee
4.97 out of 5 average rating, 215 reviews

303_To Infinity & the Ocean Breeze Apartment

Guest favourite
Condo in Kissimmee
4.91 out of 5 average rating, 176 reviews

Chic Disney Resort Condo • Pool Access Near Parks

Top Guest favourite
Condo in Kissimmee
5 out of 5 average rating, 111 reviews

Cozy Condo at Secret Lake near Disney

Guest favourite
A family-friendly outdoor pool area features a spacious pool surrounded by tropical landscaping. A colorful splash pad with water features and seating areas is visible, along with shaded lounge chairs positioned under sunny skies. The tranquil atmosphere is enhanced by palm trees and greenery.
Condo in Kissimmee
4.77 out of 5 average rating, 206 reviews

Amazing 2 Bedroom Getaway Resort Close To Disney

Guest favourite
The master bedroom features a spacious bed with a tufted headboard, complemented by a decorative mirror and framed artwork. Natural light streams in through a large window, revealing views of greenery. A warm color palette and wood accents create a relaxing atmosphere.
Condo in Kissimmee
4.91 out of 5 average rating, 161 reviews

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

Guest favourite
An aerial view of a community pool area features a curvilinear swimming pool surrounded by lounge chairs and shaded seating areas. A hot tub is located adjacent to the pool, surrounded by lush landscaping and palm trees. The clubhouse is visible, contributing to the inviting atmosphere.
Condo in Kissimmee
4.88 out of 5 average rating, 313 reviews

Marvelous apartment near Disney first floor

Top Guest favourite
A winding lazy river pool is surrounded by lush palm trees and tropical landscaping. Water features, including slides and spraying elements, create an engaging atmosphere. Steps lead into the pool, which is framed by natural stone and tile, offering a serene escape in a vibrant setting.
Condo in Kissimmee
4.98 out of 5 average rating, 176 reviews

Top Floor Condo Lake View near Disney Storey Lake

Guest favourite
Condo in Kissimmee
4.85 out of 5 average rating, 137 reviews

Modern Resort + FREE Waterpark Near Disney | 3171

Destinations to explore