Waterfront vacation rentals in Osceola County

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Osceola County

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

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Guest favorite

Cottage in Kissimmee

4.98 out of 5 average rating, 140 reviews

Runaway Beach Resort Pet Friendly: Magic Kingdom

Welcome to our 2/2 PET FRIENDLY villa just 8 minutes to Disney! Nearby you will find Lake Buena Vista Outlets, Universal Studios, Disney Springs, Old Town, restaurants and more! Stay includes: Disney Costumes Wi-Fi Washer/Dryer Free Parking Access to shuttle to Disney 4 pools including kids area/Calypso Cay Pools withTiki Bar 24 HR Gym, Volleyball/Basketball Court Mini Putt Putt Kids items available upon request. Strollers, etc. Small Pet Fee added for fur friends with complimentary pet food.

Nov 5 – 12

€ 149 per night

Guest favorite

Barn in St. Cloud

4.96 out of 5 average rating, 123 reviews

Rustic Barn Retreat

Experience the rustic elegance of this beautifully remodeled 1,800 sq. ft. barn nestled on a serene 12-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 30 min from the airport.

Sep 8 – 15

€ 209 per night

Guest favorite

Villa in Lake Wales

4.99 out of 5 average rating, 179 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

Jan 5 – 12

€ 159 per night

Guest favorite

Home in Kissimmee

4.97 out of 5 average rating, 262 reviews

Upscale Contemporary Waterfront 3/2 Heated Pool

Right on water, private freestanding house,screened in pool,close to all attractions, airport.This house is one of a kind,contemporary renovated in European style,full of palm trees,quiet neighborhood,new AC and appliances. Spectacular fireworks:New Year,4th of July over the lake.Enjoy beautiful sunsets every evening at the pool area and listen to your favorite music with Alexa echo dot!Self check in process.Best location!We are close to Disney, Universal,Cocoa beach.Heated pool extra $25/day.

Mar 16 – 23

€ 313 per night

Guest favorite

Condo in Kissimmee

4.97 out of 5 average rating, 160 reviews

New Lovely 3-bedroom Condo 5 minutes from Disney’s

This is a totally remodel Beautiful Condo! Nice small community with heated pool, fitness center, barbecue area, tennis courts in a quiet private park like setting! Enjoy breakfast on a comfortable screened balcony overlooking a serene conservation area. This 3/2 First floor condo is in a perfect location, just 5 miles from Disney World with lots of shopping & restaurants close by...for golfers, the property is surrounded by lots of beautiful courses, don't delay schedule your Vacations today!

Oct 16 – 23

€ 167 per night

Guest favorite

Condo in Kissimmee

4.96 out of 5 average rating, 155 reviews

Welcome to our Son Shine condo ....

Thank you for taking the time to look at our home. As you enter, our hope is that whether you are looking to escape the hustle and bustle of busy life or be close to area attractions (Disney (10 mins) Universal Studios, Walmart, Grocery Stores & various restaurants that you will be able to relax and enjoy the surroundings. Swim at the Tropical Landscape Pool, Kiddie Activity Pool or relax in the Whirlpool Spa & Fitness Center steps away from the condo. Our hope is you can relax and enjoy.

Mar 6 – 13

€ 149 per night

Guest favorite

Cottage in Kissimmee

4.99 out of 5 average rating, 140 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!!

Nov 5 – 12

€ 199 per night

Guest favorite

Home in Kissimmee

4.84 out of 5 average rating, 205 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, 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.

Oct 30 – Nov 6

€ 140 per night

Guest favorite

Cottage in Kissimmee

4.81 out of 5 average rating, 144 reviews

Cozy cottage close to Theme parks and shopping.

Our home is close to all area theme park attractions. 1 1/2 hrs. from each coast line. Outlet shopping near by. Our home is well kept cozy 2 bedroom place with an outdoor private patio with a gazebo with a great view of the pond. We are a short walk to outdoor pool and hot tub. Great restaurants just a short drive or walk away. Aldi's grocery store and C.V.S pharmacy close by. Disney World is 4.5 miles away Universal Studios is 13.6 miles away Sea World is 8.4 miles away

Jul 15 – 22

€ 123 per night

Guest favorite

Condo in Kissimmee

4.95 out of 5 average rating, 111 reviews

Cheery 2BR Condo w/zero entry pool near Disney

Ideal location 15 minutes from Disney yet removed from the melee! **New Dishwasher** Second floor condo with fully equipped kitchen in gated community. Free WIFI and parking. Everything you need to have a magical Orlando holiday! King master bedroom, 2 twin beds in second bedroom, a queen sofa bed in living room. Private screened balcony facing lake to enjoy a tranquil moment. Community zero-entry pool, fitness center, game room, sports courts. Smoke and pet free.

Oct 24 – 31

€ 109 per night

Guest favorite

Cabin in Davenport

4.92 out of 5 average rating, 170 reviews

$89! Cozy Cabin- Disney 20 Miles Away!

Book with us now and receive access to all of these amenities✨: •Lightning Fast Internet •Covered Patio •Safe Gated Location •Keypad Entry Door •Comfortable Queen Sized Bed •Cable TV (Adjustable) •Modernized Brand New Full Bathroom •Nearby All Major Attractions, Theme Parks, and Malls •Outdoor Dining Area •Kitchen, Fridge/Freezer, & Breakfast Nook •Complimentary Coffee & Breakfast •Cooking Equipment •And Much More! Book with us now!

Jul 26 – Aug 2

€ 119 per night

Guest favorite

Guest suite in St. Cloud

4.93 out of 5 average rating, 295 reviews

LAKE FRONT SUITE with FREE USE of KAYAKS & CANOES

Private Master Suite with it's own exclusive entry. It has a convenient kitchenette complete with mini refrigerator, microwave, toaster, toaster oven and an outside grill. Comfy Queen size bed with overhead ceiling fan. Private Bathroom and shower. Lake view from the front of property, unit is in the back overlooking wetlands. Plenty of parking, with enough room to bring a boat.

Aug 9 – 16

€ 97 per night