Holiday rentals with a kayak in Winter Haven

Find and book unique kayak rentals on Airbnb

Top-rated Accommodation with a Kayak in Winter Haven

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

%{current} / %{total}1 / 1
Top Guest favourite
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
4.98 out of 5 average rating, 203 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

Top Guest favourite
A balcony view showcases a round table and two chairs facing the expansive lake. The serene water reflects the clear blue sky, while the railing provides safety and openness to the picturesque landscape.
Condo in Orlando
4.98 out of 5 average rating, 120 reviews

Disney Area Updated Lakefront Resort Condo 2 POOLS

Updated Disney area condo Amazing private lakeview and location! Special Mickey touches Spacious one bedroom plus bunk bed nook & TWO full bathrooms King bed in main bedroom with ensuite Two bunk beds in hall nook Queen size sleeper sofa in living area 2nd bathroom has access from hall Upgraded Stainless Steel kitchen New Washer & Dryer New AC & Heat Balcony overlooking pools & lake New furnishings 885 sq ft Disney 1 mile Seaworld 5mi Convention Center 6mi Universal Studios 8mi MCO Airport 16mi

Top Guest favourite
The living area features a modern sectional sofa adorned with decorative pillows. A sleek coffee table is positioned on a patterned rug, while large sliding doors lead to a balcony, enhancing natural light. An adjacent dining area with stylish chairs is visible in the background.
Apartment in Kissimmee
4.98 out of 5 average rating, 163 reviews

3121-402 Resort Lake View Disney Universal Orlando

Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 7 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!

Guest favourite
A cheerful lake house is presented under a clear blue sky, featuring a yellow exterior with a metal roof. Lush palm trees are positioned by the entrance, complemented by manicured landscaping. The spacious driveway allows for parking, with a glimpse of the lake visible in the background.
Home in Auburndale
5 out of 5 average rating, 55 reviews

Juliana Jewel on Lake Juliana

Welcome to our charming 3 bed/2 bath lake house in sunny Auburndale, FL! Enjoy stunning lake views and sunsets, Florida wildlife and private lake access. Take out our kayaks for a fun day on the water or bring your own boat! Grill up some delicious meals on the BBQ and gather around the fire pit to roast marshmallows under the stars. Sleeps up to 7 guests comfortably and has all the amenities you need for a memorable vacation. Located just a short drive from Orlando theme parks and attractions.

Superhost
A winding lazy river glides through a tropical landscape, surrounded by palm trees and colorful plants. A wooden bridge crosses above, leading to a play area. The clear blue water sparkles under a bright sky with scattered clouds.
Holiday home in Kissimmee
4.88 out of 5 average rating, 130 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 favourite
A balcony view overlooks a serene lake, framed by lush palm trees and vibrant green foliage. Bright blue skies and scattered clouds add to the tranquil setting, while glimpses of the driveway and nearby structures can be seen in the distance.
Apartment in Winter Haven
4.98 out of 5 average rating, 163 reviews

Florida Penthouse in luxurious mansion!

Stay in your own themed Florida apartment . Tropical, palm trees, beaches ,marine life, flamingos throughout this stunning apartment in a multimillion dollar home. After parking on gated driveway walk up to your own private entrance way to paradise. Keyless entrance. One flight up and your viewing gorgeous lake views second to none. Executive kitchen with everything you need to cook a 5 course meal. Outdoor balcony that will leave you amazed. Opulence, security, with Florida Style awaits you!

Top Guest favourite
Villa in Championsgate Village
4.98 out of 5 average rating, 117 reviews

9BR Highly Themed Villa with Free Pool Heat!

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!

Top Guest favourite
An aerial view captures the expansive backyard featuring a large, fenced saltwater pool surrounded by a sunbathing area. The well-maintained lawn leads to the upgraded lakefront home, showcasing its brick exterior and covered patio, with trees and neighboring properties visible in the background.
Home in Winter Haven
4.98 out of 5 average rating, 97 reviews

Family Friendly Lake House W/ Pool Near Legoland

At this spacious, upgraded lakefront home, with a sandy beach and private dock, spend your days fishing, floating, and boating through the lake. Back at the house, the brand-new saltwater pool has a sun shelf, color-changing lights, and jets the kids will love! Relax on the expansive covered patio while you grill and grab drinks from the mini-fridge, or take a break to enjoy the 900 sqft game room with a pool table, foosball, basketball, darts, and arcade games. 10 min from Legoland!

Superhost
A spacious balcony is equipped with woven seating and a glass-top table. Views of a tranquil waterway and lush greenery are visible, framed by modern railings. Soft clouds drift across the sky, enhancing the overall serene atmosphere of the outdoor space.
Apartment in Kissimmee
4.8 out of 5 average rating, 122 reviews

★BRAND NEW APT with LAKEVIEW - Close to Disney★

★GORGEOUS★ 2 bedroom apt in new luxury community Storey Lake. The unit has a master bedroom with a king bed and an en-suite bathroom, and a second bedroom with a full bed with twin bunk bed. Also, we have a single sofa bed and Full size Murphy bed just in case that you need it. Washer and dryer on suite. Fully equipped Kitchen. On suite Security box. Enjoy waterpark, kayak rentals and mini golf. Only 5 miles away from Disney and 3 miles away from the Orlando Premium Outlets*

Guest favourite
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
4.97 out of 5 average rating, 103 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 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
4.88 out of 5 average rating, 108 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!

Top Guest favourite
A modern kitchen features a spacious island with stylish wooden stools arranged around it. The cabinetry showcases a sleek gray finish, and a crystal chandelier hangs above. A large window allows natural light to illuminate the marble countertops, creating an inviting culinary space.
Home in Auburndale
4.98 out of 5 average rating, 62 reviews

Lake Arietta - Vacation and Events

Escape to our stunning vacation home on Lake Arietta! This serene oasis sleeps 8 comfortably, with room for an extra guest on an air mattress. Enjoy a fully equipped kitchen, a coffee bar, and aquatic adventures with a kayak and canoe. Three full bathrooms, including one with a charming claw foot tub, provide ultimate comfort. Dive into our pool, fish off the dock, and soak in the natural beauty of Lake Arietta - your perfect getaway awaits!

Popular amenities for Winter Haven kayak rentals

When is the best time to visit Winter Haven?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$223 NZD$243 NZD$245 NZD$237 NZD$215 NZD$223 NZD$240 NZD$225 NZD$209 NZD$227 NZD$240 NZD$260 NZD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

Quick stats about holiday rentals with a kayak in Winter Haven

  • Total holiday rentals

    Explore 20 holiday rentals in Winter Haven

  • Nightly prices starting at

    Winter Haven holiday rentals start at $66 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,560 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Winter Haven holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Winter Haven rentals

  • 4.9 Average rating

    Winter Haven stays are highly rated by guests—averaging 4.9 out of 5!

Destinations to explore