Waterfront vacation rentals in Kissimmee

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Top-rated waterfront accommodations in Kissimmee

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

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Guest favourite

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.

Sep. 19 – 26

$212 CAD per night

Guest favourite

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. 7 – 14

$245 CAD per night

Guest favourite

Condo in Kissimmee

4.96 out of 5 average rating, 154 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.

Oct. 31 – Nov. 7

$218 CAD per night

Guest favourite

Guesthouse in Orlando

4.88 out of 5 average rating, 218 reviews

Couples Oasis *Heated Pool* and Lake View

Have a romantic getaway in this SODO Couples Oasis Retreat with private pool or come work alone in this peaceful oasis. Perfect for couples or the busy profesional who want privacy and quiet with lake view while relaxing by the pool. Centrally located in SODO by downtown Orlando. Close to everything. Walk to great nearby eating places. Love ice cream Kelly’s Hand Made ice cream is a 5 minute walk from the house. *Heated Pool* available for $20 fee for first day and $5 every extra day.

Aug. 22 – 29

$202 CAD per night

Guest favourite

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.

Jun. 28 – Jul. 5

$249 CAD per night

Guest favourite

Condo in Kissimmee

4.94 out of 5 average rating, 109 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. 14 – 21

$161 CAD per night

Guest favourite

Cabin in Davenport

4.92 out of 5 average rating, 169 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!

May 29 – Jun. 5

$175 CAD per night

Guest favourite

Apartment in Kissimmee

4.98 out of 5 average rating, 146 reviews

Modern Apartment with lake view Close to Disney

New, modern-style apartment with a beautiful lake view is located in the heart of the best attractions Orlando and Kissimmee has to offer. Disney World, Universal Orlando, and Sea World attractions are all located within minutes from my apartment. All guests will have access to enjoy the fantastic resort-style Hideaway Clubhouse. Nearby, you will also find restaurants and bars, and shopping malls to enjoy during the day and night.

Oct. 16 – 23

$247 CAD per night

Guest favourite

Apartment in Kissimmee

4.83 out of 5 average rating, 116 reviews

Spacious Apartment near Disney

Welcome to our charming apartment in the heart of The Loop, Kissimmee! Perfectly situated to offer you the ultimate convenience and a comfortable stay, this delightful accommodation is an ideal choice for couples, solo adventurers, extended stay, and business travelers. Whether you're in town for a magical Disney vacation, a business trip, or a romantic getaway, our apartment provides the perfect home base for your adventures.

Jul. 20 – 27

$223 CAD per night

Guest favourite

Guest suite in St. Cloud

4.93 out of 5 average rating, 293 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.

Nov. 19 – 26

$148 CAD per night

Guest favourite

Vacation home in Orlando

4.82 out of 5 average rating, 102 reviews

The Lovers Haven (Romantic Studio w/ Balcony)

****Please read the description**** Located at Enclave Suites in the heart of Orlando’s dining, attractions, shopping and entertainment! This small space is designed for a romantic stay. Whether you're newlyweds, celebrating a milestone, or just treating yourself to a vacation, the Lovers Haven is a great choice for you!

Oct. 18 – 25

$191 CAD per night

Superhost

Home in Orlando

4.91 out of 5 average rating, 117 reviews

Lakefront presidential suite / resort pool

Welcome to The Compound! Nestled on a serene dead-end road, this Orlando retreat boasts a prime location on a renowned private lake. Immerse yourself in pristine waters with the highest quality score in central Florida. Grab a paddle board or swan boat and savor some fun in the water.

May 14 – 21

$225 CAD per night