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.

4.97 out of 5 average rating, 356 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!

BeachViewHeating

4.96 out of 5 average rating, 301 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!

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A modern living area features a plush blue sectional sofa complemented by two stylish lounge chairs. A light area rug sits under a chic coffee table, while large sliding glass doors provide a view of the outdoors and allow natural light to enhance the space.

4.91 out of 5 average rating, 234 reviews

3171-206 Resort Lake View Disney Universal Orlando

Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 6 guests, located in the family friendly Storey Lake Resort. FREE Clubhouse & WATERPARK amenities: Heated Pool, Hot Tub, Kids Splash Zone, Water Slides, Lazy River, Gym, Tiki Bar, Ice Cream Shop & more. The apt is located: 10 min drive to DISNEY, 25 min to UNIVERSAL STUDIOS, 18 min to SEA WORLD. FREE Parking. FREE Waterpark. No extra FEES. Gated Resort with Security 24/7 & Self check-in!

ViewRiverCleanliness

4.87 out of 5 average rating, 113 reviews

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!

CleanlinessAccessHot tub

4.99 out of 5 average rating, 202 reviews

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

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!!

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4.85 out of 5 average rating, 313 reviews

Townhouse in Kissimmee

6 miles from Disney ! Private pool

This Beautiful newly renovated 3 bedroom 2.5 bathroom luxury townhouse has a private pool with complimentary resort facilities. The house is close to the Resort and Clubhouse, which has a lobby/reception, snack bar, all-year heated pools, training facilities, and a game room. It is 15 minutes from all Disney parks and close to Orlando attractions. Orlando International Airport is just 40 minutes from the home. Very relaxing and cozy. Newly renovated with new appliances and furniture.

ViewLayoutPool

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.

ViewBeachNearby

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, 167 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)

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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.

4.98 out of 5 average rating, 122 reviews

Lakefront Villa w/pool 4mi to Walt Disney World

"Private South-Facing Pool (Sun All Day!)" and "Peaceful Lakefront Views with Local Wildlife "are just some of our guest's comments. Please see house rules. Located in beautiful Sunset Lakes – it's hard to find a vacation home closer to Walt Disney World with all that's offered at Mickey’s Lakefront Villa. Be amazed at how quiet and secluded you will feel yet just minutes away from all of the entertainment that you came here to enjoy.

ViewBeachAmenities

4.99 out of 5 average rating, 180 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

The perfect balance of STYLISH DESIGN, LUXURIOUS COMFORT, & ENDLESS ENTERTAINMENT in the stunning 3.5 square mile Reunion Resort. You will have your own private pool, spa, movie theater - game room, 3 master suites, 3 incredible themed bedrooms (MARVEL, FROZEN II, NASA) for kids or adults, the latest Xbox Series X game station, a 2500 ft2 pool deck overlooking a beautiful forest and pond, fire pit, & billiards table, minutes to Disney.

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Holiday home in Kissimmee

A balcony area features dark blue cushioned seating and a wooden coffee table. A view of a calm lake is visible beyond the railing, under a sky filled with scattered clouds.

4.9 out of 5 average rating, 246 reviews

*Free Early Check ins / Late Check outs*

Welcome to your perfect Orlando getaway! This cozy 2-bedroom, 2-bath apartment is located in the beautiful Storey Lake Resort, just minutes from Disney, Universal, SeaWorld, shopping, and restaurants. Enjoy a fully equipped kitchen, Smart TVs, high-speed Wi-Fi, and relaxing lake views. Guests have access to pools, lazy river, water slides, fitness center, mini golf, and more. Perfect for families, couples, and vacationers!

RiverViewAir conditioning

4.95 out of 5 average rating, 249 reviews

Townhouse in Kissimmee

Disney Resort | Hot Tub | Pool | Family Retreat

Join hundreds of happy guests who have made our townhome their Disney home away from home. Relax in your private hot tub after a day at the parks, just 10 minutes away. Spend the day at the parks, then unwind on the screened patio overlooking peaceful water views. Enjoy a fully equipped kitchen, fast Wi-Fi, free parking, self check-in, resort pool, and everything you need for a comfortable stay.

BeachViewBackyard

Popular amenities for Kissimmee waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

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, 174 reviews

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

BeachRiverHot tub

4.93 out of 5 average rating, 122 reviews

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.

Apartment in Orlando

Penthouse With Epic Views

ViewOutdoor spacesWalkability

4.84 out of 5 average rating, 180 reviews

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.

Apartment in Orlando

BEST Views~2B2B~Universal~Disney

BeachViewAmenities

A spacious living area features a large sectional sofa, a glass coffee table, and a television mounted on the wall. Bright tropical wallpaper complements the decor, while natural light pours in through the large arched window. A cozy workspace is also visible.

4.78 out of 5 average rating, 116 reviews

New APT 15Min Drive DisnyAirport&Parks KngBed Pets

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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.

4.85 out of 5 average rating, 157 reviews

Amazing Apartment in Orlando - Kissimmee

RiverViewNearby

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.

4.92 out of 5 average rating, 148 reviews

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

ViewPetsIndoor spaces

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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4.87 out of 5 average rating, 115 reviews

First Floor Lake View Condo - Minutes to Disney

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Waterfront house rentals

An aerial view captures the layout of a gated luxury home situated near a serene waterway. Surrounding homes and a large community pool are visible, with lush greenery and managed landscapes adding to the pleasant environment.

4.97 out of 5 average rating, 140 reviews

Lakeview Luxury Home 9BD|9BA Sleeps20/Near Disney

ViewRiverCleanliness

The outdoor area features a heated pool and a Jacuzzi within a screened enclosure. Sun loungers provide comfortable seating, and views of the tranquil lake and surrounding landscape are visible. A gas grill is situated nearby for outdoor cooking.

4.82 out of 5 average rating, 131 reviews

Disney Resort Escape - Private Pool + Storey Lake

RiverViewAccuracy

A screened patio features a well-lit spa and a inviting south-facing pool, surrounded by a spacious paver area. A lounge chair with colorful cushions is positioned nearby, alongside a seating arrangement with chairs and a small table, offering views of the tranquil waterfront.

4.95 out of 5 average rating, 121 reviews

Waterfront 8Br5Ba Game Room/Pool/Spa/Office Space

ViewRiverFamily

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, 166 reviews

9 bdrm heated pool, Free water park EV charger

RiverViewFamily

A screened-in pool area is illuminated by string lights, offering a serene view of the lake at sunrise. The inviting pool features floating noodles, and the surrounding space is bordered by greenery, enhancing the tranquil atmosphere.

4.84 out of 5 average rating, 247 reviews

Disney & Universal Retreat| Heated Pool | Fire Pit

ViewDecorLong stay

A private screened-in pool area features a spacious pool and spa, with a view of a serene lake at sunset. Comfortable lounge chairs are positioned around the pool, and a peaceful nature reserve is visible beyond the water.

4.99 out of 5 average rating, 140 reviews

Spectacular Lake View - Game Room- Close to Disney

ViewCheck-inCondition

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.

4.87 out of 5 average rating, 148 reviews

Relaxing Orlando 4 BR home, pool & water view

BeachViewNearby

The image captures a serene pool area enclosed by a screen, reflecting the colorful hues of a sunset. The calm water creates a mirror-like effect, with a view of the lake and gently rolling grass visible through the screens.

4.88 out of 5 average rating, 128 reviews

Disney Lake House

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Waterfront condo accommodation

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.

4.97 out of 5 average rating, 220 reviews

303_To Infinity & the Ocean Breeze Apartment

ViewRiverBathroom

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.

4.91 out of 5 average rating, 181 reviews

Chic Disney Resort with Pool, Lake View & More

ViewConditionLayout

4.95 out of 5 average rating, 138 reviews

Modern Lake view Condo 1 mile from Disney

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A modern dining area is featured, with a glass-top table and six white chairs. A mirrored wall reflects the light, while a bouquet of orange flowers occupies the center of the table. A kitchen with light cabinetry is visible in the background.

4.98 out of 5 average rating, 256 reviews

Modern Apartment with lake view Close to Disney

RiverViewNearby

An outdoor pool area is framed by palm trees, with clear water reflecting the blue sky. A spacious deck surrounds the pool, offering lounge spaces for relaxation. The view includes a serene lake in the background, enhancing the tranquil atmosphere.

4.81 out of 5 average rating, 288 reviews

Orlando best location condo, one mile to Disney

ViewCheckoutOutdoor spaces

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

ViewConditionKitchen

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.

4.88 out of 5 average rating, 321 reviews

Marvelous apartment near Disney first floor

AccuracyWi-FiIndoor spaces

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.