Holiday rentals with a kayak in Osceola County

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in Osceola County

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

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Guest favourite

A cozy bedroom features a spacious bed adorned with light-colored linens, complemented by decorative pillows. The living area offers comfortable seating arranged around a flat-screen TV, while soft natural light filters through sheer curtains. The Mickey-themed room presents vibrant wall art and two plush beds with coordinating bedding.

Apartment in Kissimmee

4.89 out of 5 average rating, 171 reviews

207_ Sparkle Apartment Close to Disney Free Waterp

Newly Remodeled Mickey-Themed Apartment – Perfect for Your Getaway! Experience the magic in our beautifully remodeled apartment, designed to make you feel right at home! Whether you're visiting the parks or exploring Orlando, our space offers everything you need for a comfortable and unforgettable stay. Plus, enjoy free access to an exciting waterpark—the perfect way to relax and cool off after a day of adventure. And don’t miss the breathtaking fireworks featuring Mickey's Bedroom (LED Lights)!

Top guest favourite

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, 149 reviews

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!

Guest favourite

Home in Kissimmee

4.89 out of 5 average rating, 117 reviews

No Airbnb Fees! Themed Home/Pool/SPA/Resort 243621

Unable to book this house? Don't worry! Check my profile for similar homes that might suit your needs. WE HAVE A 24/7 CUSTOMER SERVICE! Escape the routine of visiting the parks every day and step inside of this brand new themed house with 5 bedrooms, a private pool, SPA, TV room 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 big pool with water slides, a lazy river, spa, gym, playground, and mini golf.

Top guest favourite

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

4.98 out of 5 average rating, 57 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 favourite

Home in Kissimmee

4.95 out of 5 average rating, 115 reviews

Themed Resort Villa with Pool + Spa

Come to Kings Castle, & live like royalty! Enjoy the lux amenities of your family-friendly home: themed rooms, a private swimming pool, & hot tub. Venture out around the resort with heated swimming pools, lazy riverside flow rides, & more. After all that fun in paradise - you're only minutes away from whatever attractions take your group’s fancy while there! Is this home booked? Check out our Vacation Alchemy Profile & choose from over a dozen magical properties suited for every group size!

Top guest favourite

The grand entrance showcases a twin staircase leading to the upper level, flanked by intricately designed railings. Elegant chandeliers hang from the ceiling, illuminating the space. Antique furnishings and decorative elements are arranged thoughtfully, enhancing the room's historical charm.

Villa in Haines City

5.0 out of 5 average rating, 59 reviews

Lakefront Victorian Hse for Time Travelers & Event

Are you looking for a unique house? Discover our Victorian mansion nestled in nature with lake views, 9 beds, 5 bedrooms, 5.5 baths, and a game room. Each room is themed with antique furnishings, and the grand entry features a twin staircase, chandeliers, and stained‑glass windows. Perfect for family events, photo shoots, and small weddings (up to 35 guests; event fee applies only when visitors attend). The immersive interior evokes a sense of time travel for a memorable and inspiring stay.

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

4.83 out of 5 average rating, 253 reviews

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

Discover luxurious comfort at the beautiful Sunset Paradise Condo. For your vacation we provide the best family friendly tropical getaway. The entire Condo is crafted with intentional love. We have faith that your vacation will have you feeling right at home, enhanced with our amazing amenities that exude an all inclusive resort like experience: waterpark, beach volleyball, basketball, hammocking, full service for our poolside restaurant and bar, Kayaking, and mini golf. It's magical here.

Guest favourite

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.

Apartment in Kissimmee

4.87 out of 5 average rating, 198 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!

Superhost

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

4.92 out of 5 average rating, 131 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.

Guest favourite

A balcony is depicted with four cushioned chairs arranged around a small table. The railing provides a view of a serene landscape with water and greenery in the background. Light fabric drapes softly from the sliding door frame.

Apartment in Kissimmee

4.9 out of 5 average rating, 164 reviews

Modern Condo with Lake View Near Disney 3151

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!

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

4.86 out of 5 average rating, 161 reviews

Amazing Apartment in Orlando - Kissimmee

Located in Orlando-Kissimmee, just minutes from Disney, theme parks, shopping, and dining. Enjoy free access to a stunning resort with everything you need for an unforgettable vacation: pools, gym, jacuzzi, lazy river, kayaking, mini-golf, restaurant, water slides, and basketball and volleyball courts, plus more amenities. Experience the comfort of home with all the fun of a resort in one place. Perfect for families and groups!

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

4.9 out of 5 average rating, 251 reviews

*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!