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Waterfront holiday rentals in Kissimmee

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Quick stats about waterfront rentals in Kissimmee

  • Total holiday rentals

    Explore 640 holiday rentals in Kissimmee

  • Nightly prices starting at

    Kissimmee holiday rentals start at €18 per night before taxes and fees

  • Verified guest reviews

    Over 41,160 verified reviews to help you choose

  • Family-friendly holiday rentals

    610 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 130 rentals that welcome pets

  • Holiday rentals with a pool

    620 properties feature pools

  • Rentals with dedicated workspaces

    420 properties have a dedicated workspace

  • Wifi availability

    640 of Kissimmee holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Kissimmee rentals

  • 4.7 Average rating

    Kissimmee stays receive an average rating of 4.7 out of 5 from guests

Top-rated waterfront rentals in Kissimmee

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Guest favourite
A private pool is framed by a screened enclosure, featuring a gentle waterfall and bordered by comfortable lounge chairs. The serene lake view is visible beyond the pool, complemented by lush greenery lining the shore.
Villa in Kissimmee

Near Disney Gated LakeView Pvt Heated Pool

LIMITED OFFER! FREE CLEANING FOR BOOKING 10 DAYS OR MORE DAYS! LOWEST CLEANING FEE! Miltary dscnts. New Pool Heatr, Dolby ATMS, 65" LED TV w/ Airplay. Remote office setup. Sunset Lakes a secure gated comnty ~12 min from Disney & other parks. Villa offers Lake View pvt pool, gorgeous sunset, Playroom, Fishing dock. Fully furnished, sparkling clean w/ 5 bds - 1 King, 2 Qns, 2 Twin beds w/ 3 baths, kitchen & Lndry. Come & enjoy your next trip to Disney & leave everything to a fantastic experience!

4.85 out of 5 average rating, 211 reviews
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.
Apartment in Kissimmee

303_To Infinity & the Ocean Breeze Apartment

Welcome to your ultimate family getaway near Disney! This spacious 3-bedroom apartment is perfectly located just minutes from the magic of Disney. Designed with families in mind, it features two beautifully themed kids’ bedrooms—a Toy Story adventure and a Moana-inspired tropical escape—guaranteed to delight the little ones. Enjoy full access to an amazing waterpark, included free of charge, making every day feel like a vacation. Whether you're unwinding after a day at the parks or splashing th

4.97 out of 5 average rating, 225 reviews
Top guest favourite
A lush outdoor water complex showcases a winding lazy river surrounded by palm trees and landscaped greenery. Lounge chairs are positioned alongside the water, providing ample space for relaxation. In the background, a clubhouse and scenic waterfront can be seen under a bright blue sky.
Townhouse in Kissimmee

Disney 5BR • Private Pool Free Heat • Pet Friendly

Welcome to this gem near all major attractions: Disney (5 miles), SeaWorld (7 miles), Universal (12 miles), Convention Center (9 miles), and Airport (20 miles). Nearby are outlets, restaurants, and supermarkets. This luxurious home features 5 bedrooms, 4 bathrooms, a private heated pool/spa, fully equipped kitchen, laundry, and free stroller, playpen, and highchair. Resort amenities include a water complex, lazy river, bar, fitness center, mini golf, kayaking, and more! Pets friendly & welcome!

4.96 out of 5 average rating, 176 reviews
Top guest favourite
Home in Kissimmee

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

We have the largest driveway in the entire resort. 6000 SQ ft gated luxury home near Disney.Enjoy the sunset from our pool!Sonoma Resort is a perfect location, only 5 minutes to the LOOP,one of Florida`s finest shopping and entertainment destinations, in the resort it self, you`ll discover a amazing clubhouse with a gym and a large community pool.This 9 bedroom/9 bathroom home is well equipped to accommodate up to 20 guests. Our driveway will accommodate up to 8cars.Come enjoy your vacay Home!

4.97 out of 5 average rating, 143 reviews
Guest favourite
Apartment in Kissimmee

Green View Condo near Disney

A Beautiful, Cozy and Relaxing place with a beautiful view for families and friends. 10 mins to Disney's Animal Kingdom and 20 miles from Universal. About 90 mins from Clearwater beach. Restaurants, Shopping and Entertainment just right next door. Yet, secluded and quiet. Go out and have fun or just put your legs up and enjoy the water view. Heated pool - Game room - Tennis/Volleyball Court - Fitness room. Ideal and affordable. No smoking, partying, events or pets. Violators will be penalized.

4.84 out of 5 average rating, 108 reviews
Top guest favourite
The exterior view showcases a well-appointed home with a paved walkway leading to the entrance. A manicured lawn and driveway provide an inviting atmosphere. An outdoor BBQ grill overlooks a private, screened pool area, surrounded by a peaceful lake view and tropical landscaping.
Home in Kissimmee

5390 Vacation Sunset House Private Pool Grill

Relax in this calm, stylish and FULLY RENOVATED residential HOME. Enjoy with the whole family our PRIVATE POOL & BBQ GRILL with LAKE VIEW. Located in Kissimmee Florida, in a quiet residential neighborhood. Master Suite with view to Pool & BBQ outdoor area. 3 bedrooms, 2 bathrooms, fully equipped kitchen, 2 car garage, 3 Smart TV's and strong Wi-Fi all around the house. Have unforgettable moments at our BBQ area next to our private screened pool. Sunsets by the lake are breathtaking.

4.82 out of 5 average rating, 101 reviews
Guest favourite
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.

4.85 out of 5 average rating, 322 reviews
Guest favourite
A spacious living area features a comfortable sofa with decorative pillows, a dining area with seating for six, and a fully equipped kitchen. Natural light floods the room through large windows, offering views of the exterior. Subtle decor elements enhance the welcoming environment.
Home in Kissimmee

Happy Place/ 18 Min to Disney/ Lakeview/ Pool/Park

Welcome to our Happy Place: 1- Best Location in a Residential Neighboorhood 2- 20 Min to Magic Kingdom 3- 22 Min to Seaworld 4- 21 Min to Universal Studios and Disney Springs 5- 25 Min to Orlando Airport 6- 4 Bedroom designed for 10 guests (1 King Bed , 1 Queen, 2 Full, 1 Bunk Bed Futon) 7- Free Parking (4 Cars) 8- Fully Equipped Kitchen 9- Fast Wi-Fi 10- Shared Pool 11- Volleyball Court 12- 24/7 Available Host 13- Playground 14- Amazing Lake Views from our backyard 15- Barbecue

4.96 out of 5 average rating, 138 reviews
Top guest favourite
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.

4.99 out of 5 average rating, 184 reviews
Guest favourite
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.
Holiday home in Kissimmee

*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!

4.9 out of 5 average rating, 253 reviews
Top guest favourite
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.

4.95 out of 5 average rating, 251 reviews
Superhost
A two-story house is featured, showcasing a combination of green exterior and inviting architectural details. Soft lighting emerges from the windows, highlighting the landscaped front yard with colorful flowers, and a well-maintained driveway leads to a two-car garage.
Villa in Kissimmee

4 BD 3.5 BA Pool Home *Lake Views* next to Disney

4 bedroom, 3.5 bathrooms, pool and all the amenities. Nice peaceful community 7 miles away from Disney Parks!! Cable TV in all bedrooms, Wi-fi, free local calls, equipped kitchen, laundry, game room. Cul-de-sac lot with lots of privacy and lake view. POOL AND SPA HEAT is an optional service, therefore charged extra. Please feel free to contact for estimates

4.81 out of 5 average rating, 134 reviews

Popular amenities for waterfront rentals in Kissimmee

KitchenWifiPoolFree parking on premisesAir conditioning

Waterfront apartment rentals

Superhost
A spacious balcony is equipped with woven seating and a glass-top table. Views of a tranquil waterway and lush greenery are visible, framed by modern railings. Soft clouds drift across the sky, enhancing the overall serene atmosphere of the outdoor space.
Flat in Kissimmee

★BRAND NEW APT with LAKEVIEW - Close to Disney★

4.76 out of 5 average rating, 133 reviews
Top guest favourite
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.
Flat in Orlando

Penthouse With Epic Views

4.94 out of 5 average rating, 127 reviews
Top 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.
Flat in Kissimmee

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

4.92 out of 5 average rating, 153 reviews
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.
Flat in Kissimmee

Amazing Apartment in Orlando - Kissimmee

4.86 out of 5 average rating, 162 reviews
Guest favourite
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.
Flat in Kissimmee

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

4.82 out of 5 average rating, 176 reviews
Superhost
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.
Flat in Orlando

BEST Views~2B2B~Universal~Disney

4.84 out of 5 average rating, 181 reviews
Guest favourite
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.
Flat in Kissimmee

Near Disney World with heated pool

4.91 out of 5 average rating, 108 reviews
Top guest favourite
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.
Flat in Orlando

2-Bedroom Renovated Lakeside Condo Near Disney

4.98 out of 5 average rating, 120 reviews

Waterfront house rentals

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

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

4.8 out of 5 average rating, 228 reviews
Top 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

Themed Illusion House •Waterfront •Private Pool

4.99 out of 5 average rating, 175 reviews
Guest favourite
A screened lanai features a refreshing swimming pool, offering views of a quietly flowing pond surrounded by lush greenery. The space is illuminated by natural light filtering through the mesh enclosure, inviting relaxation amid nature.
Home in Kissimmee

Charming pond view home + pool & outdoor theatre!

4.84 out of 5 average rating, 137 reviews
Guest favourite
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.
Home in Kissimmee

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

4.97 out of 5 average rating, 210 reviews
Top guest favourite
The image showcases a vibrant game room filled with arcade machines and billiards, accompanied by a resort-style pool featuring a lazy river and splash park. The private heated pool and spa are visible in the outdoor area, surrounded by palm trees and comfortable lounge seating.
Home in Kissimmee

DISNEY 🎉 Game rm, heated Pool, Spa, Lazy rvr, BBQ

4.95 out of 5 average rating, 241 reviews
Superhost
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.
Home in Kissimmee

Disney & Universal Retreat| Heated Pool | Fire Pit

4.82 out of 5 average rating, 251 reviews
Guest favourite
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.
Home in Kissimmee

Relaxing Orlando 4 BR home, pool & water view

4.87 out of 5 average rating, 151 reviews
Guest favourite
An outdoor pool area is enclosed by a screened lanai, featuring a clear blue pool surrounded by sun loungers. The serene waterfront view is visible through the mesh, with lush green landscaping in the background.
Home in Kissimmee

Smiling Disney Oasis

4.89 out of 5 average rating, 102 reviews

Waterfront apartment rentals

Top guest favourite
The image showcases a colorful resort with pastel-colored buildings reflecting on a calm lake. Lush greenery surrounds the area, enhancing the tranquil setting. A clear blue sky is visible, with a playful Mickey Mouse graphic indicating proximity to Disney World.
Apartment in Kissimmee

Amazing ❤️ Water View Condo near Disney & Universal

4.98 out of 5 average rating, 326 reviews
Superhost
An aerial view of the scenic waterpark features winding lazy rivers, vibrant water slides, and lush palm trees. Sun loungers are arranged along the edges, offering a relaxing spot to unwind. A serene lake reflects the blue sky, enhancing the resort-like ambiance.
Apartment in Kissimmee

Disney 4 miles * Heated LazyRiver & Pool* 2B/2B

4.83 out of 5 average rating, 254 reviews
Guest favourite
Apartment in Orlando

Modern Lake view Condo 1 mile from Disney

4.95 out of 5 average rating, 139 reviews
Top guest favourite
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.
Apartment in Orlando

Lakefront Resort Condo near Disney and Universal

4.98 out of 5 average rating, 264 reviews
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.
Apartment in Kissimmee

Marvelous apartment near Disney first floor

4.88 out of 5 average rating, 329 reviews
Top guest favourite
Apartment in Kissimmee

Modern Resort + FREE Waterpark Near Disney | 3171

4.86 out of 5 average rating, 148 reviews
Guest favourite
Apartment in Orlando

Luxury PH Direct Disney Fireworks View from Apt

4.9 out of 5 average rating, 102 reviews
Top guest favourite
An aerial view of the clubhouse area is displayed, featuring a large pool surrounded by lounge chairs. Palm trees provide greenery around the poolside, while guests can be seen enjoying the water. The architecture of the clubhouse complements the inviting outdoor space.
Apartment in Orlando

Location,Location 3bd 2bth near parks conv.ct/Int.

4.93 out of 5 average rating, 160 reviews

When is the best time to visit Kissimmee?

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Avg. price€144€152€163€166€146€148€149€132€118€127€138€169
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