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

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

4.92 out of 5 average rating, 182 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

Aerial view captures the resort's lazy river and multiple pools surrounded by tropical landscaping. An inviting bedroom features a comfortable bed with light teal bedding and decorative pillows. The dining area showcases a modern table set for six, with a large window letting in natural light. The private patio includes a heated pool surrounded by lounge furniture.

Townhouse in Kissimmee

4.97 out of 5 average rating, 153 reviews

❤Gorgeous New Home❤FREE Water Park☆15min to Disney

Welcome to this gorgeous new 5 bedroom 4 bathroom townhouse in the luxurious Storey Lake Resort Community! This beautiful vacation home with a private heated pool is located just around the corner from Disney, Universal and Sea World (~15 minute drive): ★ Walking Distance to Resort Clubhouse, 0.3 mile ★ - Animal Kingdom: 8 miles - Magic Kingdom: 9.6 mile - Hollywood Studios: 7.1 mile - Epcot: 7.7 mile - Sea World: 8.1 mile - Universal Studios: 12 mile - Orlando International Airport - 30 Mins

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, 105 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!

Top guest favorite

The outdoor pool area features a heated saltwater swimming pool with colorful floats, including a swan and a duck. The patio is paved with light-colored tiles and is surrounded by comfortable seating and decorative lighting, reflecting a welcoming space for relaxation and fun.

Home in Winter Haven

5 out of 5 average rating, 64 reviews

Lake*Walk2LEGOLAND*Pool*Putting Green*Dock*Sunsets

"Most beautiful home we’ve ever stayed at. Thank you for your sweet hospitality!" - Jessica "House felt like a spa!" - Kandy Sunset Haven is a luxurious contemporary lake house on beautiful Lake Summit in Winter Haven Florida. From the moment you enter, you are greeted with a view of the lake beyond the pool deck, where many beautiful sunsets can be seen almost nightly. This wonderful home boast an array of amenities for an extraordinary stay.

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

4.9 out of 5 average rating, 121 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!

Top guest favorite

Condo in Kissimmee

4.94 out of 5 average rating, 159 reviews

O-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).