Vacation rentals with a kayak in Osceola County

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Top-rated kayak rentals in Osceola County

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Superhost

A wooden dock is shown featuring neatly arranged kayaks in vibrant blue colors, set against a backdrop of lush greenery and a clear blue sky. A gazebo is positioned nearby, providing a shaded area for relaxation and viewing the surrounding natural landscape.

Home in Kissimmee

4.88 out of 5 average rating, 169 reviews

Epic 20min & Disney 10min +Free Lazy River Resort

Welcome to Fantasy Paradise! 🌴 Your luxury, family-friendly tropical escape awaits. Here’s what makes our townhome unforgettable: ✔️FREE- Resort-Amenities: Enjoy a waterpark, beach volleyball, basketball, kayaking, and mini-golf. ✔️ Comfort Meets Luxury: Designed to feel like home with a resort vibe. ✔️ Family-Friendly: Space to relax, play, and make memories. ✔️ Family Escape: Lazy River restaurant & bar. ✔️ Dedicated Host Support: Message us anytime! Book your slice of paradise today!

Superhost

Home in Frostproof

5 out of 5 average rating, 3 reviews

Poshpadz at The Lakehouse Sebring Legoland Rodeo

Direct lakefront 5 bed home with hot tub, 2 kayaks, dock, foosball table, sleeps 10! Experience luxury like no other lakeside home in the area! This special 5-bedroom, 3.5-bathroom vacation rental has it all. Private hot tub - Private dock - Luxury and Kayaks with views to die for from every room! Whether it is relaxing on one of the covered decks or cruising around the freshwater lake, this lakeside sanctuary has something for everyone. National Bass fishing tournaments are held on Reedy Lake.

Superhost

Vacation home in Kissimmee

4.91 out of 5 average rating, 110 reviews

Urban Hip Disney condo with FREE Water Park!

Most central LOCATION in town! GORGEOUS, Brand NEW and super hip condo in the center of it all! Tastefully furnished and fully appointed to provide your family with a truly Magic vacation. Super fast Wifi, cable channels, parking immediately in front. Elevators, gated community. The resort offers FREE WATER PARK, lazy river, Tiki bar, a gym, sand volleyball, basketball court, kayak rentals and much more. Great shopping and restaurants in the vicinity and electronic lock for self check in.

Top guest favorite

A wooden dock extends into the calm waters of Lake Rosalie, featuring a small viewing platform at the end. Lush green grass surrounds the water's edge, complemented by reeds along the shore. Clear blue skies reflect off the tranquil lake surface.

Home in Lake Wales

4.97 out of 5 average rating, 39 reviews

Lake Rosalie Getaway

Escape the hustle and bustle of life and enjoy a relaxing vacation at our newly remodeled lakefront home in beautiful Lake Wales! Located on peaceful Lake Rosalie, our residence is the perfect isolated getaway, yet still close to popular attractions such as Bok Tower Gardens, Legoland, Lake Kissimmee Park, Westgate River Ranch Rodeo and more! Unique amenities: - Large, upper-story wooden deck - 2 kayaks - Outdoor games, fishing poles - Exercise bike - Office room with printer - New kitchen

Guest favorite

The home presents a charming façade with a spacious deck featuring colorful seating options. A hammock is seen suspended nearby, inviting relaxation. The lawn extends gently towards the waterfront, bordered by a wooden fence, with neighboring buildings visible in the background.

Home in Lake Wales

4.97 out of 5 average rating, 76 reviews

Crooked Lake House With Dock

Waterfront home! HOST PAYS SERVICE FEES Thoughtfully designed so that all spaces are used to their full potential. Traditional, cozy independent living & kitchen spaces which have more than enough room & seating. Luxurious touches & an at home vibe bring this wonderful stay to life. Fenced backyard & huge Deck. Public Boat ramp ,dock. This beautiful home has it all, firepit available after a day on the lake! Kayaks available at your own risk, missing or damaged parts will be billed to guest.

Guest favorite

A vibrant themed game room features colorful LED lights and wall art, including Star Wars characters. A Mickey Mouse-themed bedroom presents red and yellow tones with playful décor. A contemporary living area showcases comfortable seating and decorative accents, while a spacious bedroom includes a plush bed and soothing green walls.

Villa in Kissimmee

4.97 out of 5 average rating, 103 reviews

Immaculate 6BR Villa Minutes to Theme Parks

Professional Hosts & Guest Favorite Home! Bring the family to this immaculate and well equipped Stargazer Villas vacation home at Storey Lake Resort! A short drive to Disney & within easy reach of attractions, shopping and dining. This Orlando area vacation villa has a heated pool (no extra charge) for your family to relax in after a busy day at the parks. Featuring themed Toy Story & Mickey bedrooms, as well as three primary suites, along with Star Wars movie loft & Avatar game room!

Superhost

A serene waterfront scene features a wooden dock extending into a calm lake. A covered gazebo provides shade, while colorful kayaks and paddleboards are neatly lined up along the dock. Lush green grass surrounds the area, complementing the clear blue sky.

Home in Kissimmee

4.96 out of 5 average rating, 106 reviews

Beautiful Home, 6Bdrm,5Bath, near Disney, Pool&Spa

Our place is within the Storey Lake Resort, only minutes to Disney. The property is STEPS away from the main clubhouse, The Hideaway Club. The second clubhouse, the Bronson Club, is just nearby. Enjoy the lazy river, heated clubhouse pools & spa, slides, splash park, basketball, volleyball, kayak, ping pong table, billiards, darts, poker table, fitness center & many more. The clubhouse is OPEN YEAR-ROUND. Private Pool & Spa. In-house washer and dryer. Free parking.

Superhost

Two kayaks are neatly placed on the ground beside a grassy area, surrounded by lush green foliage. The colors of the kayaks are green and orange, adding a vibrant contrast against the natural setting. The serene lake can be seen in the background.

Guesthouse in Lake Wales

4.83 out of 5 average rating, 24 reviews

Cozy Cottage on Peaceful Lake

Property is on a beautiful pristine lake, with lake access and free amenities, to provide a wonderful experience on the lake. However, you can not view lake from the cottage window. It is a 1 minute walk from cottage to the lake edge. Chairs, fire pit and grill may be provided at lake edge or at unit. If you prefer a unit with a lake view from window, we do have another unit to rent that does have a lake view from window. Please message me if you need help locating this listing.

Superhost

An open living area features a comfortable seating arrangement with two armchairs and a sectional sofa. A modern coffee table sits atop a soft rug. Large sliding glass doors lead to a balcony, offering a view of the tranquil lake.

Condo in Kissimmee

4.85 out of 5 average rating, 137 reviews

3171-107 Resort Lake View Disney Universal Orlando

Relax in our Stylish & Modern 2Bed/2bath fully equipped apartment for up to 7 guests, located in the family friendly Storey Lake Resort. Minutes from DISNEY World Theme Parks in Orlando Florida. Close to UNIVERSAL STUDIOS & SEAWORLD. Enjoy our lake view from the balcony. Close to restaurants, supermarkets, outlet malls & retail stores. Great amenities: Heated Pools, Kids Splash Zone, Water Slides, Lazy River, Gym, Mini Golf, Kayak, Tiki Bar & Ice Cream Shop, security guard!

Guest favorite

Condo in Kissimmee

4.84 out of 5 average rating, 213 reviews

Near Disney FREE Waterpark & Mickey Safari 3120

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

Villa in Kissimmee

4.88 out of 5 average rating, 113 reviews

Wonderful Villa at Storey lake Resort 6 Rooms Pool

Welcome to our luxurious and stunning vacation home located at STOREY LAKE RESORT, taking you on an adventurous journey filled with endless memories and exceptional selfies. We are 15 minutes from Disney and 2 minutes from Target, 5 minutes from Walmart and several other restaurants. All rooms have television and not to mention the private pool. Make some memories in this unique and familiar place.

Guest favorite

Condo in Kissimmee

4.9 out of 5 average rating, 157 reviews

P-Gated Resort-5 miles to Disney-2 FREE Water Park

Is this home booked? We have more! Click on the circular profile image, then scroll down till you see James's Listings. Gated/24 hour security. Resort living with 2 main clubhouses and a few other extra quieter pools, playground and a soccer field. 10 min to Disney 15 min to Universal 10 min to the Convention Center Within a 5 min drive: Publix Grocery Walmart Target 10-15 restaurants