Vacation rentals with a kayak in Winter Haven

4.89 out of 5 average rating, 172 reviews

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.

Condo in Kissimmee

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)!

4.96 out of 5 average rating, 113 reviews

A spacious living area features a contemporary black sectional sofa complemented by a light coffee table and decorative accents. A large sliding glass door provides access to a balcony with a view. The modern kitchen is visible in the background, along with a dining area.

Apartment in Kissimmee

3161-405 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!

4.98 out of 5 average rating, 150 reviews

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

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 suite in Haines City

A wooden house is situated beside a deep water canal, with lush greenery surrounding the property. A dock is visible at the water's edge, alongside a small area for outdoor seating. The structure features an upper deck and is complemented by a neatly landscaped yard.

1 BR 1BA Lake Apt. Boat slip, Deck, Pets, Laundry

Come wake up to birds singing, looking out your windows to a nice deep water canal view. The canal leads to Lake Hatchineha (great fishing). TVs in every room. Fully loaded kitchen; private entrance. There is a porch, laundry and deck area shared with one other apt. Free laundry . We are 45 min from MCO(airport) 45 min from Disney and 15 minutes to Legoland. Bok Towers is a unique park that is 18 miles away. Star gazing and bicycling or fishing. Port 27 is 20 min with fun food and drinks

4.92 out of 5 average rating, 114 reviews

4.94 out of 5 average rating, 36 reviews

Cottage in Auburndale

Lakefront Cottage • Kayaks • 10 Min Lake Myrtle

Welcome to Still Waters Retreat, a peaceful lakefront cottage just 10 minutes from Lake Myrtle Sports Complex. Perfect for couples, families, and tournament stays, unwind with calming lake views, golden sunsets, cozy boho interiors, kayaks, and s'mores by the fire pit. Enjoy easy access to Lakeland dining and shopping, major highways, and Central Florida attractions, with Disney about 30–35 minutes away in light traffic. Your relaxing lakeside retreat awaits.

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.

4.9 out of 5 average rating, 138 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!

4.99 out of 5 average rating, 152 reviews

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

Beautiful Lake House Boating Fishing near Legoland

Welcome to The Executive Lake House 15 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 2 bedrooms and a kids loft. A full kitchen and laundry and one full bathroom The backyard has a playground and pool area that is on the property in backyard and is shared with other guests who may be staying here.

Superhost

A scenic aerial view captures a resort layout featuring several interconnected pools, water slides, and lounge areas. Lush palm trees provide shade around the pools, traversing pathways lead to various recreational spots, and a serene lake reflects the clear blue sky in the background.

Townhouse in Kissimmee

Disney 4 miles *LazyRiver Club* Private Pool*4B/3B

Discover luxurious comfort at the beautiful Island Paradise home. For your vacation we provide the best family friendly tropical getaway. The entire Townhome is crafted with intentional love. We will enhance your vacation by feeling right at home paired with our amazing amenities that exude an all inclusive resort like experience: waterpark, beach volleyball, basketball, poolside service for our restaurant and bar, kayaking, and mini golf.

4.83 out of 5 average rating, 208 reviews

Vacation home in Kissimmee

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.

*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!

4.9 out of 5 average rating, 253 reviews

4.86 out of 5 average rating, 172 reviews

A modern living area features a mix of seating options, including a blue sofa and an orange-accented couch, arranged around a dark wooden coffee table. A colorful artwork hangs on the wall, enhancing the vibrant atmosphere. The open layout connects to the kitchen area.

Villa in Kissimmee

Unforgettable Villa Storey Lake Resort 6 BR 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.

The exterior of a two-story house is showcased at twilight, featuring a stone-accented façade and a welcoming front door. Lush greenery surrounds the home, and an inviting pool area is visible through the screen enclosure, reflecting the vibrant hues of the sunset.

4.97 out of 5 average rating, 210 reviews

N-Magical 8 Bdr w/Pool & Hot Tub-5 Miles to Disney

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

4.95 out of 5 average rating, 171 reviews

A spacious lawn is framed by large oak trees draped with Spanish moss. Comfortable lounge chairs are positioned facing the tranquil water, creating a serene outdoor space. The lake is visible in the background, enhancing the natural beauty of the setting.

Home in Auburndale

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).

Popular amenities for Winter Haven kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

Superhost

A vibrant children's bedroom features a playful mural depicting classic Disney characters. Two bunk beds with Mickey Mouse accents are equipped with red bedding and curtains. A bright yellow slide connects the upper and lower beds. A cozy orange couch is positioned on an area rug.

4.83 out of 5 average rating, 120 reviews

Magical Mickey Home | 8min->Disney!

A modern living area features a sectional sofa in dark leather, elegantly arranged around a round coffee table. A wall-mounted television is positioned above a sleek metallic console. Large glass doors allow natural light to fill the space, offering views of the outdoor area.

4.97 out of 5 average rating, 132 reviews

Luxury Resort Villa, 5-bdrm 5-baths, Near Disney

4.89 out of 5 average rating, 117 reviews

5BR Themed Resort Escape with Pvt Pool & Spa 4362!

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.

4.92 out of 5 average rating, 132 reviews

Modern 4bdr Storey Lake w/themed rooms near disney

A screened patio features a well-lit spa and a inviting south-facing pool, surrounded by a spacious paver area. A lounge chair with colorful cushions is positioned nearby, alongside a seating arrangement with chairs and a small table, offering views of the tranquil waterfront.

4.95 out of 5 average rating, 121 reviews

Waterfront 8Br5Ba Game Room/Pool/Spa/Office Space

4.97 out of 5 average rating, 29 reviews

The exterior of the lakefront home features a large oak tree providing shade, surrounded by lush greenery and ornamental plants. A brick pathway leads to the entrance, framed by windows that enhance the welcoming appearance of the property.

Home in Cypress Gardens

Stunning Luxury House on the Chain of Lakes

5.0 out of 5 average rating, 72 reviews

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

Juliana Jewel on Lake Juliana - 3B/2B lake house

5.0 out of 5 average rating, 71 reviews

The image captures a serene lakefront view at dawn. A kayak and a small boat are positioned near the water's edge, with the lake's surface reflecting soft hues of morning light. The rustic cabin stands nearby, showcasing its proximity to the water.

Home in Polk City

Lake House Retreat

Cottage rentals with a kayak

5.0 out of 5 average rating, 37 reviews

Cottage in Lakeland

The Cozy Cottage

5.0 out of 5 average rating, 23 reviews

The exterior of a vibrant blue casita is framed by lush palm trees and tropical plants. A charming circular window is situated above the front porch, which features a white railing and steps leading to a brick pathway. Bright sunshine enhances the colorful surroundings.

Cottage in Auburndale

Cozy Oasis: Charming 1-Bedroom Casita

An outdoor dining area is showcased with a long table surrounded by chairs featuring red cushions. Sheer curtains gently sway in the breeze, offering a view of the lake through large windows. A cozy seating nook is positioned in the corner, enhancing the space's comfort.

Cottage in Polk City

Lakefront Retreat

4.94 out of 5 average rating, 36 reviews

Cottage in Auburndale

Lakefront Cottage • Kayaks • 10 Min Lake Myrtle

Cabin rentals with a kayak

5.0 out of 5 average rating, 19 reviews

Cabin in Kissimmee

Authentic Disney Fort Wilderness Cabin near WDW-1

5.0 out of 5 average rating, 4 reviews

Lakeside Cabin Retreat in Lake Wales, Florida

Peaceful Cabin Retreat in Lake Wales, Florida

Charming Cabin Retreat in Lake Wales, Florida