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Hotels in Winter Haven

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Top-rated hotels in Winter Haven

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Superhost
An outdoor pool is framed by a spacious deck featuring lounge chairs and shaded seating areas. The tall building stands nearby, complemented by palm trees and a clear blue sky, creating a relaxing atmosphere for guests seeking leisure and refreshment.
Hotel room in Orlando
4.87 out of 5 average rating, 284 reviews

Free Hot Breakfast + Parking / 2 Queen Beds Hotel

FREE Hot Breakfast- Eggs, Meat, Bread, Fruits, & more... Free Parking and a Pool! We are proud to be a Universal Partner Hotel, chosen based on quality, reputation and proximity to Universal Studios, just 1 mile (5 minute drive) down the road . Enjoy spacious guest rooms featuring a clean and fresh bed, WiFi, a microwave and mini-refrigerator. Our 24-hour business center provides a complimentary computer and printing. Work out in our fitness center or cool off in our relaxing pool and sundeck.

Superhost
Hotel room in Kissimmee
4.67 out of 5 average rating, 3 reviews

Fantastic Room central location

Incredible Room in a Similar Hotel Set Up. Condo-hotel located in the ❤️of Kissimmee, About 5 miles to Disney World main entrance. Ideally situated on the main US-192 Ave, w/ easy access to Celebration & a wide range of tourist attractions such as Universal Studios, Old Town, SeaWorld, Medieval Times, ESPN World of Sports, Fun Spot America, International Dr, Orlando Premium Outlets, & much more! Many options for restaurants, shops, supermarkets -all you need for a comfortable & enjoyable stay!

Guest favourite
Hotel room in Orlando
4.92 out of 5 average rating, 113 reviews

Lovely Two Queen Bedroom + Parking

Our cozy accommodations include everything you need for a productive and relaxing stay in the Sunshine State. Our hotel provides quick access to SeaWorld Orlando, Orange County Convention Center, The Florida Mall and Universal Studios Resort. Following your adventures unwind in our spacious rooms featuring free high-speed Wi-Fi, Smart TVs and comfortable bedding. The Market, our 24-hour convenience store, offers your favorite snacks and beverages any time of day. We do not have shuttle service.

Guest favourite
A spacious bed with neutral bedding is positioned against a backdrop of soft wall art depicting a coastal scene. Two bedside lamps provide gentle illumination. A full-length mirror is visible nearby, along with light wood furnishings that complement the room's color palette.
Hotel room in Orlando
4.82 out of 5 average rating, 82 reviews

International Drive Best Studio king bed

Recently remodeled studio with a kitchenet, one full bathroom, dining area, sofa bed and king bed. The studio is well equipped for up to 4 guests and it has all you need to enjoy your vacation and relax. The community is located at the Enclave Resort. It has 3 swimming pools, one of them is indoors with tempered water. The buildings are located half a block from the International Drive, seven minutes driving to Convention Center. Close to the theme parks and many more Orlando attractions.

Guest favourite
A spacious living area features a large sectional sofa and a stylish coffee table. Expansive glass doors open to a balcony, providing views of the outdoor scenery. Decorative mirrors and soft lighting create an inviting ambiance, enhancing the room's modern aesthetic.
Hotel room in Orlando
4.88 out of 5 average rating, 43 reviews

Blue Heron Resort 1 mile from Disney Amazing view

Enjoy the glamour of this stylish, upscale place. An exhilarating escape awaits at this Orlando vacation rental ! This 1 Bedroom,2 Bathroom condo boasts resort style living and the comforts of home, creating the ideal place for your enjoying the areas attractions WALT DISNEY WORLD ( 1 Mile), UNIVERSAL STUDIOS (8 Miles) , SEA WORLD (4.6 Miles) ,COCOA BEACH (65 Miles), swim in the resorts pools , or dine with a stunning lakefront backdrop .For more fun play a round of mini golf.

Guest favourite
The hotel exterior is characterized by a multi-colored facade with geometric patterns, complemented by a spacious outdoor pool area lined with lounge chairs. Lush landscaping frames the property, and large windows reflect the surrounding scenery under a partly cloudy sky.
Hotel room in Orlando
4.85 out of 5 average rating, 252 reviews

Near SeaWorld & Universal. Free Breakfast & Pool

Stay close to Orlando’s top attractions at Tru by Hilton Orlando Convention Center, conveniently located just off I-4. We're only a mile from SeaWorld® Orlando, Aquatica Orlando, and the Orange County Convention Center—with Walt Disney World® and Universal Orlando™ just a quick 10-minute drive away. As a Universal Orlando Resort partner, guests enjoy exclusive perks alongside inviting amenities like board games, a vibrant outdoor pool, and a modern fitness center.

Top guest favourite
Hotel room in Orlando
5 out of 5 average rating, 18 reviews

Swanky Studio

Swanky Studio offers a prime location near major attractions like Universal Studios, Disney World, International Drive, SeaWorld, and the Orange County Convention Center. Guests can unwind after a long day at the nearby theme parks by relaxing at the pool or enjoying a drink at The Cabana Bar & Grill, providing both convenience and relaxation in a central location. It's the perfect spot for anyone looking to experience everything Orlando has to offer.

Superhost
Hotel room in Orlando
4.75 out of 5 average rating, 255 reviews

Near Walt Disney World Resort + Pools. Spa. Dining

Escape to Wyndham Grand Orlando Resort Bonnet Creek, just minutes from Walt Disney World®. Enjoy five shimmering pools, a lazy river, two splash zones, and a relaxing spa. Dine at five on-site restaurants, sip cocktails by the pool, or catch the free shuttle to Disney parks. With spacious rooms, a lakefront setting, and endless family fun, this resort is perfect for magical getaways, romantic escapes, or adventure-filled vacations in Orlando.

Superhost
Hotel room in Orlando
4.89 out of 5 average rating, 485 reviews

Near Disney Parks | On-site Bar Free Shuttle. Pool

Stay steps from Orlando’s world-famous theme parks at AC Hotel by Marriott Orlando Lake Buena Vista, where sleek design meets effortless comfort. Whether you’re here for Disney days, Universal thrills, or a quiet recharge between parks, this hotel blends European-inspired style with Orlando energy. Enjoy a refreshing outdoor pool, a 24/7 fitness center, and complimentary park shuttles that get you straight to the magic.

Superhost
Hotel room in Kissimmee
4.88 out of 5 average rating, 122 reviews

Newly Renovated Sanctuary w/ Private Bath + Pool

Experience the perfect blend of comfort and convenience just minutes from Orlando’s top attractions. Explore Disney Springs, only 6 miles away, or dive into the thrills of Disney’s Wide World of Sports. After a day of adventure, unwind by the outdoor pool or take in serene lake views from the gazebo. Enjoy family-friendly amenities, spacious rooms, and easy access to Orlando International Airport, just 18 miles away.

Superhost
Hotel room in Orlando
4.82 out of 5 average rating, 106 reviews

Castle Comfort & Class | Restaurant. Pool Bar. Gym

Castle Hotel, Autograph Collection invites you to an elegant boutique stay on Orlando’s lively Universal Blvd. Moments from International Drive’s entertainment, Pointe Orlando, and theme parks, this refined retreat offers inviting amenities, stylish onsite dining, and effortless access to attractions. Discover shopping, dining, and adventure just steps away—perfectly placed for exploring Orlando’s best.

Guest favourite
Hotel room in Orlando
4.85 out of 5 average rating, 106 reviews

Private Resort Studio with Pools & Hot Tub

Escape to our modern lakeside studio retreat for two! Located in the serene Tower 2, this stylish space features a king bed, private balcony with distant city skyline views, and a full kitchenette. Enjoy access to resort amenities including indoor/outdoor pools, hot tubs, and a fitness center. Perfect for a romantic getaway or a solo adventure, offering both relaxation and convenience.

Popular amenities for Winter Haven hotels

When is the best time to visit Winter Haven?

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Quick stats about hotels in Winter Haven

  • Total vacation rentals

    Explore 30 vacation rentals in Winter Haven

  • Nightly prices starting at

    Winter Haven vacation rentals start at $110 CAD per night before taxes and fees

  • Verified guest reviews

    Over 20 verified reviews to help you choose

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Winter Haven vacation rentals include wifi access

  • Popular amenities for guests

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

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