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Vacation rentals with a kayak in Winter Haven

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Winter Haven

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

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Top guest favorite
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, 124 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 favorite
A modern living area features a plush blue sectional sofa complemented by two stylish lounge chairs. A light area rug sits under a chic coffee table, while large sliding glass doors provide a view of the outdoors and allow natural light to enhance the space.
Condo in Kissimmee
4.93 out of 5 average rating, 212 reviews

3171-206 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
An aerial view showcases a spacious yard bordering a peaceful canal, leading to a large lake. The well-maintained property features lush greenery and a swimming pool, inviting relaxation. The surrounding homes reflect a tranquil community atmosphere, enhancing the serene waterfront setting.
Home in Auburndale
5 out of 5 average rating, 38 reviews

Little Castle on the canal on lake Arietta

Serenity and Beauty in the wonderful canal front house sitting on nearly 1 acre lot hidden in a secluded cul-de-sac. Enjoy the pool, volleyball on the yard, kayaking, paddle board on the canal that leads to a big lake. Well landscaped yard. Enter the front door, you'll greeted by high vaulted ceiling great room. Total 2300 sqft with 3 bedrooms and 2 full bath. Two indoor dining areas. Open floor one story layout, with wood and tile floor throughout, there is no carpet. Immaculately clean.

Top guest favorite
Villa in Citrus Ridge
4.98 out of 5 average rating, 119 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!

Guest favorite
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.
Condo in Kissimmee
4.84 out of 5 average rating, 237 reviews

Disney 4 miles NEW * 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.

Top guest favorite
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, 99 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!

Top guest favorite
A spacious living area features a striking mural of a serene lake scene, complemented by a cozy seating arrangement. Tropical-themed decor and unique ceiling fixtures add to the ambiance. Natural light filters in, highlighting the stone floor and creating a welcoming environment.
Home in Winter Haven
4.99 out of 5 average rating, 146 reviews

Beautiful Lake House Boating Fishing near Legoland

Welcome to The Executive Lake House ten minutes from Lego Land in beautiful Winterhaven, Florida. The brand new rental home sits on a lake and offers a dock, with boats, fishing gear and beautiful views of the lake. The home offers one bedroom a full kitchen and laundry and one full bathroom The backyard has a playground and pool area that is ( not) included at this price point. If wanting an additional charge of 20 dollars per night Will be charged. Let me know at booking.

Top 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
4.97 out of 5 average rating, 109 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 collection of four images showcases various bedrooms and living areas. A dining space is presented with modern furnishings. A colorful bedroom features mural accents and two full beds with vibrant decor. Another bedroom displays a spacious bed with soft linens, accentuated by warm lighting.
Condo in Kissimmee
4.96 out of 5 average rating, 201 reviews

201-Luxury Apartment close to Disney - Free Waterp

Your Perfect Getaway Starts Here! Just completely remodeled! Welcome to our cozy apartment, thoughtfully prepared to make you feel right at home. Whether you're here for the thrills of Orlando’s parks or shopping, we've got everything you need for a relaxing stay. Plus, enjoy unlimited access to the amazing waterpark—it's the perfect way to unwind after a fun-filled day! About this space • Community: Storey Lake Resort • 3 Bedroom/2 Bathroom/Sleeps 10

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, 188 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

Top guest favorite
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.
Condo in Kissimmee
4.92 out of 5 average rating, 143 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!

Guest favorite
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.
Apartment in Kissimmee
4.89 out of 5 average rating, 142 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!

Popular amenities for Winter Haven kayak rentals

When is the best time to visit Winter Haven?

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Avg. priceﺩ.ﺇ496ﺩ.ﺇ540ﺩ.ﺇ544ﺩ.ﺇ525ﺩ.ﺇ477ﺩ.ﺇ496ﺩ.ﺇ533ﺩ.ﺇ499ﺩ.ﺇ463ﺩ.ﺇ503ﺩ.ﺇ533ﺩ.ﺇ577
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Quick stats about vacation rentals with a kayak in Winter Haven

  • Total vacation rentals

    Explore 20 vacation rentals in Winter Haven

  • Nightly prices starting at

    Winter Haven vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 1,560 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Winter Haven vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winter Haven rentals

  • 4.9 Average rating

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

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