Vacation rentals with a kayak in Winter Haven

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Top-rated kayak rentals in Winter Haven

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Top guest favorite

Home in Kissimmee

4.93 out of 5 average rating, 115 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

Superhost

The living area features a large LED Smart TV mounted on an accent wall with vibrant teal color. A comfortable gray sofa and two red armchairs are arranged around a stylish coffee table. Natural light fills the space through sliding glass doors leading to a balcony.

Condo in Kissimmee

4.93 out of 5 average rating, 139 reviews

3191-103 Resort Lake View Disney Universal Orlando

Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 8 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 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, 106 reviews

Disney Area Updated Lakefront Resort Condo 2 POOLS

Updated Disney area 18th floor condo Amazing lakeview and location! Special Disney touches Spacious one bedroom plus bunk bed nook & TWO full bathrooms King bed in main bedroom with ensuite Two bunk beds in corridor Queen size sleeper sofa in living area 2nd bathroom has access from hall Fully upgraded Stainless kitchen New Washer and Dryer New AC & heat Balcony overlooking pools & lake Many new furnishings Disney 1 mile Seaworld 5mi Convention Center 6mi Universal Studios 8mi MCO Airport 16mi

Top guest favorite

A serene canal view is presented, featuring calm waters bordered by lush green grass. Neatly maintained properties line the opposite shore, and a small dock is visible in the distance, with trees and a cloudy sky adding to the tranquil setting.

Home in Auburndale

5 out of 5 average rating, 29 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

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

4.99 out of 5 average rating, 151 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 favorite

Villa in Championsgate Village

5 out of 5 average rating, 103 reviews

Epic 9BR Memory Making 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 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, 81 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!

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

4.91 out of 5 average rating, 166 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

Guest favorite

Two kayaks rest on a grassy area beside a brick pathway leading to the water. The serene lake sparkles under a blue sky dotted with fluffy clouds, while a palm tree stands in the foreground, adding a tropical touch to the scene.

Home in Winter Haven

4.89 out of 5 average rating, 63 reviews

Carefree Cove on Lake Connie - with Hot Tub!

Nestled on the shores of Winter Haven's Lake Connie, this charming 3-bedroom promises a tranquil escape. This cozy lake house has excellent views. Outside, a private hot tub awaits on the deck. A fire pit as well as a screened in patio perfect for lots of outdoor relaxation. A fully equipped kitchen complete with coffee bar. With comfortable bedrooms, and modern amenities, this lakeside retreat ensures a delightful stay.

Top guest favorite

Condo in Kissimmee

4.9 out of 5 average rating, 168 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

Top guest favorite

The exterior of the main house is depicted, showcasing a blue facade with multiple windows. An expansive cement driveway leads up to the entrance, bordered by well-kept landscaping. Mature oak trees provide shade in the foreground, with the lake visible in the background.

Home in Auburndale

4.94 out of 5 average rating, 161 reviews

Lake Whistler Beach House with lakefront pool

The Lake house is a resort with Paddle boards/Kayaks at no cost to our guests. Enjoy the entire yard and non-public lake with a private beach which offers you fishing. The main house has a pool table,air hockey and live darts! Also there is a BBQ, 4 TV's, cable, internet, movie library and washer/dryer, Pool and pool Jacuzzi. Small fenced back yard for pets (pet fee required).

Guest favorite

Home in Kissimmee

4.94 out of 5 average rating, 164 reviews

4926 - Modern Home w/ Splash Pool

Welcome to Your Perfect Storey Lake Escape! Step into our beautifully renovated 4-bedroom vacation retreat, thoughtfully designed to host up to 12 guests in comfort and style. Located in the prestigious Storey Lake Resort in Kissimmee, FL, this home features its very own private splash pool—ideal for soaking up the Florida sunshine after a day of adventures.