Waterfront holiday rentals in Kissimmee

An inviting pool area is framed by a screened enclosure, revealing beautiful water views at sunset. Soft lighting enhances the relaxing atmosphere, with lounge seating positioned nearby for comfort. The tranquil setting is ideal for unwinding and enjoying outdoor moments by the pool.

4.96 out of 5 average rating, 341 reviews

Game Room/HeatedPool/Piano Upscale Waterfront Home

Welcome to one-of-a-kind upscale contemporary waterfront oasis, where luxury meets comfort. This stunning house is nestled in a tranquil neighborhood, just moments away from the airport and all the attractions you desire. Step inside to find a beautifully renovated space: fully equipped open kitchen, game room, gym, pool table, grand piano etc Outside: private screened in heated pool($20/night heating fee)with breathtaking waterviews, patio equipped with grill, dining table, ping pong and more!

4.98 out of 5 average rating, 143 reviews

Private Rooftop Suite! The best of the best

Enjoy a stylish experience at this centrally-located rooftop terrace. Located at the Enclave Suites, this unit features a rooftop terrace with views overlooking Sandy Lake. Recently remodeled, it boasts practical functionality with beautiful design. This unit is everything you need to enjoy a vacation in Orlando. It is centrally located off of International Drive and minutes from Universal Studios, Volcano Bay, SeaWorld, Disney World and much more. Enjoy a luxurious stay without the hefty price.

4.97 out of 5 average rating, 290 reviews

An aerial view of the resort reveals a scenic layout surrounding a sparkling blue pool and vibrant water slides. Palm trees line the poolside area, where lounge chairs are arranged around the water's edge. The lush greenery and nearby lake add a natural touch to the inviting ambiance.

Townhouse in Kissimmee

*LAKEVIEW* Resort 4m Disney! Private Spa Wi-Fi

Welcome to our personal vacation home, Old Town Oasis! Beautiful LAKEVIEW property in Regal Oaks Resort! Coffee, Nespresso, tea, free Wi-Fi! It's close to the theme parks and everything that Orlando has to offer! Come relax in your own private spa after a long day at the parks, or enjoy the resort water slides, heated pool, pool side games & tiki bar with food & drinks, arcade games in Clubhouse and more. If you're up for more fun, walk to Old Town next door! Our place is BABY and KID FRIENDLY!

4.94 out of 5 average rating, 273 reviews

A spacious living area showcases a large sectional sofa adorned with colorful cushions, set against a striking stone wall decorated with framed artwork. Tall windows allow natural light to enter, while rich red curtains add a touch of warmth. A decorative rug anchors the seating area.

Villa in Kissimmee

Enchanted Villa with Lake View 6-Bedroom in Resort

In the exclusive Lake Berkley Resort, this magical manor is a spacious 6 bedroom, 3.5 bathroom home with private pool & spectacular lake views. A 10 minute drive to Disney World, 15 minutes to Sea World and 20 minutes to Universal’s Wizarding World of Harry Potter. Ensure an immersive experience at this thematic home, perfect for families & groups of friends looking to cook in the well stocked kitchen, enjoy meals together in Great Hall or patio by the pool and watch movies & more in the Common

A screened-in pool area offers a view of a serene lake surrounded by trees at sunset. The pool is illuminated in vibrant colors, while a hot tub and a stylish seating area with cozy cushions invites relaxation.

4.94 out of 5 average rating, 106 reviews

Waterfront next to Resort by Disney Game &Theater

Lakefront Luxury Everything is Completely remodeled 5 bdrms\5 bthrms luxury villa – Located in the gated Paradise Palms Resort,which is just around the corner from Disney. Only a few steps away from the Clubhouse amenities & nature path,this home offers privacy & lake\nature views from the sun soaked south facing color changing pool\spa.Enjoy , New home theater, two 1st floor master bdrms & 2 bthrms + another master & immersive themed rooms on 2nd floor. AC Arcade TV gameroom & billiards Loft

4.98 out of 5 average rating, 119 reviews

Dream Vacation | Sleeps 18 | Themed Arcade & Rooms

Experience the magic of Disney World, Universal Studios, and the very best of Orlando from the comfort of this luxury private resort! Conveniently located in Storey Lake Resort, enjoy the the resort style amenities or explore the world class attractions in Orlando and Kissimmee. Minutes from Disney World, Universal Studios, Sea World, Premium Outlet Malls, and beyond! This modern property is focused on providing an unforgettable and exceptional family centric vacation experience!

4.86 out of 5 average rating, 103 reviews

4m Disney Sun, Free Snacks, Golf, Pool• Spa• Games

SUN SUN SUN. All day sun with our Private LARGE sun deck. Newly added golf putt putt. Also Cornhole 🎉 Complimentary welcome snack basket with sweet & salty treats included with every stay. Hot Tub, Private pool , fully fenced large yard . A game room with pool table, darts, arcade game and just added , an electronic pinball machine , there’s also a retro record player. 4 miles to Disney. Disney themed, king bed, queen bed and twins, large fenced yard for dogs

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.

4.99 out of 5 average rating, 160 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)

4.85 out of 5 average rating, 131 reviews

A spacious living area is showcased with a large wall-mounted television and a wooden shelf below. A cozy sectional couch is positioned alongside two wooden chairs, while a textured area rug anchors the seating. The dining space is visible, featuring a long table with white chairs.

Apartment in Kissimmee

Modern Resort + FREE Waterpark Near Disney | 3171

STOREY LAKE RESORT A premier vacation community just 8 miles from Disney and minutes from Universal & SeaWorld, this community is surrounded by restaurants, shops, and top malls. Only 30 minutes from Orlando Airport, it offers easy access to everything you need. Book your stay for 7 days or more and unlock an exclusive 5% discount ! Stay 30+ nights and save 10% (Discount will apply on selected stays) Reserve now! we would love to be your host!

The exterior of the home showcases a single-story structure with a combination of pastel hues and stone accents. Lush green grass surrounds the building, accompanied by a variety of tropical plants and a palm tree. A well-maintained driveway leads to a two-car garage.

4.86 out of 5 average rating, 139 reviews

Relaxing Orlando 4 BR home, pool & water view

Charming home just 10-20 miles away from Disney World, SeaWorld, and Universal Studios, owned by Kim & Shawn Beus. Tranquil neighborhood with walking/running pathways. It is just 10 minutes away from many restaurants, grocery, shopping, and entertainment options like Medieval Times, Fun Spot America, and Give Kids the World. Relax in the private screened in pool (heated for additional fee) and patio and watch birds play in the pond.

The exterior of a two-story yellow cottage is shown, featuring large windows and a fenced private pool. Sunlight reflects off the water, and lush greenery surrounds the pool area, enhancing the inviting atmosphere. Balconies are visible on the upper level, overlooking the pool.

4.95 out of 5 average rating, 241 reviews

"Vista Lago"Hotel Amenities/lake view,private pool

HOTEL AMENITIES , Reach out to the host if you find similar cottage for cheaper prices for possible price match ( not guaranteed) WHY THIS SPECIFIC COTTAGE IN MARGARITAVILLE ??? ( In the next description we will clarify the difference between this cottage which is rented as a 3 Bedroom Elite Cottage and other different cottages in Margaritaville so you have a clear view to choose the best cottage that fits your needs : ↓ ↓

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.

4.93 out of 5 average rating, 134 reviews

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

Enjoy a relaxing stay in our spacious 3BR Orlando apartment! Located on the 2nd floor, it features lake views, a peaceful setting, and a master with a king bed, plus 2 queen beds and a bunk bed with full and twin bed. Includes a full kitchen with dishwasher, washer/dryer, and fast Wi-Fi. Close to top attractions: Disney (16 mi), Universal (22 mi), SeaWorld (16 mi), airport (13 mi), and stores just 1.6 mi away.

Popular amenities for waterfront rentals in Kissimmee

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

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.

4.82 out of 5 average rating, 165 reviews

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

A canopy-covered terrace is accented by a comfortable seating area featuring plush blue cushions. Sun loungers are arranged alongside a dining table with umbrella, offering views of the surrounding landscape and sky.

4.92 out of 5 average rating, 106 reviews

Penthouse With Epic Views

A private terrace is presented with ample lounge chairs facing a scenic waterfront view. Lush greenery surrounds the area, and a bright blue sky is visible above, enhancing the open atmosphere. The cityscape with buildings is visible in the distance.

4.84 out of 5 average rating, 171 reviews

BEST Views~2B2B~Universal~Disney

A comfortable living area is showcased with modern furnishings, including a sectional sofa adorned with colorful accent pillows. A coffee table is positioned on a patterned rug, while large glass doors lead to a balcony offering views of the surrounding area. A wall-mounted television is available for entertainment.

4.8 out of 5 average rating, 177 reviews

Top-Floor Lakeview Condo at Vista Cay Resort

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.

4.97 out of 5 average rating, 105 reviews

2-Bedroom Renovated Lakeside Condo Near Disney

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.

4.93 out of 5 average rating, 242 reviews

Lovely one bedroom apartment.

4.81 out of 5 average rating, 306 reviews

The bedroom features a spacious bed adorned with soft pillows and a textured throw blanket. Flanking nightstands hold stylish lamps, providing gentle lighting. A framed landscape image above the bed complements the neutral color scheme, and doorways to additional spaces are visible in the background.

Flat in Clermont

Charming Lakefront Apt. Near Disney

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.

4.96 out of 5 average rating, 152 reviews

WATER View 4BR/Elevator/DISNEY Area

Waterfront house rentals

A sprawling resort-style pool area is seen, featuring lazy rivers, waterslides, and mini-golf. Lush palm trees and landscaped greenery surround the pools, creating a relaxed atmosphere. A clubhouse with a tan roof is visible in the background, alongside a tranquil water view.

5 out of 5 average rating, 11 reviews

Heated pool~Lazy River~Mini Golf~Near DisneyResort

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.

4.96 out of 5 average rating, 118 reviews

Mickey's Lakefront Villa at Sunset Lakes

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.

4.9 out of 5 average rating, 153 reviews

9 bdrm heated pool, Free water park EV charger

4.85 out of 5 average rating, 124 reviews

Home in Davenport

1157 5BD Dream Home Decoration - Champions Gate

An outdoor area features a private screened-in pool and spa with sunset views over the lake, highlighting paver flooring and a spacious setting. An interior game room includes a racing simulator setup and large screens for gaming, while a cozy living room showcases a sectional sofa and large TV.

4.96 out of 5 average rating, 134 reviews

Luxury Lakeview 🏠 Game Room🕹Theater🍿Free Waterpark

An outdoor patio area features a hot tub, accompanied by colorful chairs and a small table. The scene is set against a scenic lakeside view, framed by a protective screen enclosure, with gentle evening light illuminating the space.

4.92 out of 5 average rating, 88 reviews

Once Upon A DreamStay: *Luxury *Lakeview *Disney

The exterior of a two-story house is showcased at twilight, featuring a stone-accented façade and a welcoming front door. Lush greenery surrounds the home, and an inviting pool area is visible through the screen enclosure, reflecting the vibrant hues of the sunset.

4.97 out of 5 average rating, 199 reviews

N-Magical 8 Bdr w/Pool & Hot Tub-5 Miles to Disney

4.94 out of 5 average rating, 223 reviews

Two wooden cabins are positioned under tall trees, reflecting on the calm water's surface. A small seating area with bright blue chairs and a fire pit is situated on the grassy shore, providing a relaxed outdoor space, while the surrounding nature complements the serene setting.

Home in Clermont

Lake Front Home with private Dock on Lake Louisa

Waterfront apartment rentals

4.93 out of 5 average rating, 150 reviews

A spacious pool area is surrounded by palm trees and well-maintained landscaping. Lounge chairs are arranged around the swimming pool, with a modern clubhouse visible in the background. Sunny blue skies create a bright atmosphere over the inviting outdoor space.

Apartment in Kissimmee

Storey Lake Water Park Resort Condo next to Disney

The living room features large sliding glass doors that open to the balcony, providing a view of the lake. A contemporary electric fireplace sits beneath a 65-inch smart TV. Comfortable seating includes a sofa, an armchair, and a coffee table, with warm curtains adding a touch of color.

4.96 out of 5 average rating, 112 reviews

Penthouse Lakeview Minutes to Disney/ Universal

A modern living area features a spacious layout with large windows showcasing expansive lake views. A comfortable blue chair sits next to a small table, and a sleek couch complements the light-colored walls. The area is illuminated by natural light, creating a bright atmosphere.

4.92 out of 5 average rating, 133 reviews

2-bedroom condo w/ stunning lake and Disney views

4.82 out of 5 average rating, 174 reviews

King-Size Townhouse – Minutes to Universal Studios

The living area features a spacious gray sectional sofa and a wooden coffee table atop a round, textured rug. A large TV is mounted on a media console, and natural light flows through the floor-to-ceiling sliding doors leading to a balcony with lake views.

4.88 out of 5 average rating, 181 reviews

[Lake View, Modern Decor, 1 Mile to Disney!]

4.87 out of 5 average rating, 301 reviews

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.

Apartment in Kissimmee

Marvelous apartment near Disney first floor

A balcony view captures a vibrant sunset over Lake Bryan, with hues of pink and orange reflected on the water. Outdoor seating includes two chairs and a small round table, inviting relaxation while enjoying the scenic surroundings.

4.98 out of 5 average rating, 249 reviews

Lakefront Resort Condo near Disney and Universal

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.