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Vacation rentals with a kayak in Kissimmee

Find and book unique kayak rentals on Airbnb

Quick stats about vacation rentals with a kayak in Kissimmee

  • Total vacation rentals

    Explore 390 vacation rentals in Kissimmee

  • Nightly prices starting at

    Kissimmee vacation rentals start at G$16,709 GYD per night before taxes and fees

  • Verified guest reviews

    Over 27,290 verified reviews to help you choose

  • Family-friendly vacation rentals

    380 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 80 rentals that welcome pets

  • Vacation rentals with a pool

    380 properties feature pools

  • Rentals with dedicated workspaces

    270 properties have a dedicated workspace

  • Wi-Fi availability

    390 of Kissimmee vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Kissimmee rentals

  • 4.8 Average rating

    Kissimmee stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated kayak rentals in Kissimmee

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

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Guest favorite
Home in Kissimmee
4.92 out of 5 average rating, 149 reviews

No Airbnb Fees! Home Pvt Pool/SPA in Resort 244381

Unable to book this house? Don't worry! Check my profile for similar homes that might suit your needs. WE HAVE 24/7 CUSTOMER SERVICE! Escape the routine of visiting the parks every day and step inside this themed house with 5 bedrooms, a private pool, a spa, a BBQ grill, and a game room specially designed to entertain your family. You can also have some fun at the clubhouse, which offers a bar/restaurant, a large pool with water slides, a lazy river, a spa, a gym, a playground, and a mini-golf

Top guest favorite
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.
Condo in Kissimmee
4.97 out of 5 average rating, 214 reviews

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

Guest favorite
Home in Kissimmee
4.95 out of 5 average rating, 164 reviews

Q-8 Bdr Sleeps 21 Pool & HotTub 5 Miles to Disney

Gated 24 hour security located in Storey Lake. Corner home with lots of Privacy! There is a charging station for your car walking distance! Your own personal Theatre Room and Game Room!! Resort living with 2 main clubhouses and a few other extra quieter pools, playground w soccer field. 10 min to Disney 15 min to Universal 10 min Convention Center Walking distance to charge your electric vehicle nearby Target 3 minute Walk! Publix Grocery 5 min drive Walmart 7 min drive 15 restaurants near by

Top guest favorite
An open dining area showcases a wooden table set for six with stylish plates and glasses. Adjacent to the dining space, a comfortable living area features a light blue sofa adorned with colorful pillows and a mounted flat-screen TV. Large sliding glass doors reveal a view of the outdoor space.
Condo in Kissimmee
4.9 out of 5 average rating, 170 reviews

3191-204 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!

Top guest favorite
A serene lakeside seating area is highlighted by sandy ground and palm trees. Sturdy wooden posts are anchored with rope, creating a relaxed atmosphere. In the background, a tranquil lake reflects the sky, enhancing the peaceful outdoor setting.
Townhouse in Kissimmee
4.98 out of 5 average rating, 138 reviews

Luxury 5BR free heat private pool Disney Universal

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!

Top guest favorite
Villa in Davenport
4.98 out of 5 average rating, 131 reviews

9BR Fantastic Family Fun Resort Home

9BR Stargazer Villas Guest Favorite! Your family will love this vacation home in Champions Gate Resort just outside Orlando! Occupancy up to 16 beautifully decorated masterpiece. A short drive to Disney Magic Kingdom and close to attractions, shopping and dining. This villa has a heated pool (no extra charge) to relax in after a day at the parks. Themed rooms featuring Frozen, Guardians of the Galaxy, and Lilo & Stitch bedrooms as well as two primary suites & full size Harry Potter game room!

Superhost
A themed game room is showcased with vibrant blue and red lighting, featuring life-sized character displays and two gaming consoles. Another area displays a modern living room adorned with a tropical mural, plush blue chairs, and a stylish area rug, creating a comfortable gathering space.
Home in Kissimmee
4.89 out of 5 average rating, 113 reviews

6-Bed/5-Bath Modern Escape | Pool, Resort, Disney

Be prepared to enter a world of luxury and modern charm when you step through our front doors! This property will delight your senses with its hotel-chic décor, top-of-the-line finishes, and indoor/outdoor living atmosphere. Conveniently located in Stoney Lake Resort, you’re only minutes from the Walt Disney World Resort complex! 
✔ Marvel game room ✔ Star Wars, Harry Potter, Frozen and Mickey Themes ✔ Fully equipped chef’s kitchen ✔ Resort amenities ✔ Pool, Spa, Patio ✔ Convenient location

Top guest favorite
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
4.94 out of 5 average rating, 226 reviews

Lake Front Home with private Dock on Lake Louisa

Beautiful lake front home on Lake Louisa. The home sits under towering Cypress trees and is 15 feet from the waters edge. Enjoy breathtaking views of Lake Louisa in the very large great room. Enjoy a game of pool on the pool table, watch cable tv, or walk out onto our private shaded dock where you can fish, swim, enjoy the views, read, play a game of Bimini ring toss, or just relax and unwind. For the safety our guests we allow 2 days between to allow cleaning and disinfecting of the house

Guest favorite
A modern living area features a comfortable sofa in neutral tones alongside two vibrant orange chairs. A round glass coffee table is positioned in front of the sofa, while a large television is mounted on a wooden accent wall. Floor-to-ceiling windows allow natural light to fill the space.
Home in Kissimmee
4.95 out of 5 average rating, 123 reviews

Modern 4bdr Storey Lake w/themed rooms near disney

Have fun with the whole family at this stylish place: themed bedrooms and a peaceful feeling. With Disney just 5 miles away and Universal Studios 15-20 minutes away, the resort offers endless fun. Storey Lake Resort also has many nearby shopping malls and dining options. From its resort-style pool, splash pad, and watersides to its clubhouse, poolside bars, fitness center, and lake-based activities, Storey Lake is the happy ending to your vacation rental search.

Top guest favorite
A welcoming living area features a large screen TV mounted on the wall above a stylish cabinet. Comfortable seating options include a brown leather couch and a fabric armchair. Natural light filters through the sheer curtains, while a green plant adds a touch of nature to the space.
Home in Kissimmee
4.89 out of 5 average rating, 129 reviews

Wonderfull home near Disney & FREE Waterpark 2421

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!

Guest favorite
A private balcony offers seating with a view of the shimmering lake, highlighting the surrounding landscape. Adjacent images reveal family-friendly amenities, including a vibrant water park with slides, an elegant kitchen space, and a welcoming sleeping area featuring playful decor.
Condo in Kissimmee
4.89 out of 5 average rating, 197 reviews

NEW APARTMENT WITH WATER PARK AND NEAR DISNEY

Enjoy a carefree vacation at Storey Lake Resort. Located minutes from Disney, Falcon's Fire Golf Club, Universal, Epic Universal, SeaWorld, Orange County Convention, Premium Outlets. Less than 1 mile from Walmart, Target, and restaurants, your family will have everything they need. Water Park, gym, and all amenities FREE. Free parking, 24/7 security in this gated resort and with an automatic check-in with direct access code and elevator available

Superhost
A scenic aerial view captures a resort layout featuring several interconnected pools, water slides, and lounge areas. Lush palm trees provide shade around the pools, traversing pathways lead to various recreational spots, and a serene lake reflects the clear blue sky in the background.
Townhouse in Kissimmee
4.85 out of 5 average rating, 200 reviews

Disney 4 miles *LazyRiver Club* Private Pool*4B/3B

Discover luxurious comfort at the beautiful Island Paradise home. For your vacation we provide the best family friendly tropical getaway. The entire Townhome is crafted with intentional love. We will enhance your vacation by feeling right at home paired with our amazing amenities that exude an all inclusive resort like experience: waterpark, beach volleyball, basketball, poolside service for our restaurant and bar, kayaking, and mini golf.

Popular amenities for Kissimmee kayak rentals

When is the best time to visit Kissimmee?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$35,088 GYDG$36,759 GYDG$39,057 GYDG$33,626 GYDG$28,822 GYDG$31,955 GYDG$34,670 GYDG$30,284 GYDG$26,316 GYDG$28,405 GYDG$33,208 GYDG$38,012 GYD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

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