Hotel vacation rentals in Winter Haven

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Top-rated hotel rentals in Winter Haven

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Top guest favorite

The expansive lake is showcased during sunset, reflecting vibrant colors in the sky. Surrounding greenery adds a natural touch, while a dock extends into the water, offering a serene view of the landscape. Soft light illuminates the pathway along the lake's edge.

Hotel room in Orlando

4.96 out of 5 average rating, 185 reviews

PentHouse Suite with 2X View

Located at the gates of Walt Disney World, this Awesome PentHouse Suite offers easy access to area theme parks, and entertainment venues in the surrounding area, including Walt Disney World, Universal Studios, Sea-world, Legoland + Amazing Restaurants, Shopping and many more. Best of all wonderful views with 2 Large Balcony's, 1 for Sunrise @ East Side and 1 for Sunset @ West side overlooking Disney World with amazing fireworks every night, Enjoy! **Security camera for safety @ Entry door only!

A modern living area is showcased, featuring a cozy sofa and a dining space with a table set for four. The kitchen area offers dark cabinetry and essential appliances. Natural light brightens the room, highlighting the warm tones and inviting decor.

Hotel room in Orlando

4.76 out of 5 average rating, 201 reviews

🌞Newly Renovated Apartment Suite Right By Disney

One of the best locations in all of Orlando! ONE MILE from Walt Disney World, a few blocks away from the Orlando Premium Outlets, and extremely close to other parks as well, like Universal and Sea World, with free shuttle service. You can enjoy dinner from a variety of restaurants, all a walking distance from your stay, or relax at the recently renovated suite and take advantage of the pool, hot tub, gym, outdoor cabanas, and basketball court. Truly the perfect spot to take your vacation.

Guest favorite

A spacious guest room features two queen beds with plush pillows, positioned alongside a sleek wooden bench. A modern desk and chair are situated near a large window, which is dressed in light, flowing curtains. A flat-screen TV is mounted on the wall, providing entertainment options.

Hotel room in Orlando

4.89 out of 5 average rating, 333 reviews

Magical Adventure | Free Shuttle to Theme Parks

Our intuitively designed AC Hotel by Marriott Orlando Lake Buena Vista has everything you need and nothing you don’t. Come, immerse yourself into a magical adventure within one of the Theme Parks. Our complimentary scheduled shuttle service to Disney, Universal, SeaWorld and Disney Springs make getting there easy. Come, experience a stay where we’ve carefully crafted and refined every detail. Everything here has been optimized to create a comfortable, elegant and effortless stay.

Guest favorite

An outdoor pool area is surrounded by tropical palm trees and lounge chairs arranged neatly in rows. The water sparkles under the clear blue sky, while shaded cabanas are visible in the background, providing relaxing spots for guests.

Hotel room in Lake Buena Vista

4.92 out of 5 average rating, 270 reviews

2 Bedroom at Bonnet Creek Resort

There is magic in allowing yourself to get lost in your vacation. This resort offers the Mediterranean-inspired design, best-in-class amenities, and well-appointed rooms that prove you don't have to go to Walt Disney World to find something magical in Orlando. (And if you really want to, it's less than a mile away.) Club Wyndham Bonnet Creek is the perfect home-base for easy access to Central Florida's most popular attractions. The magic of Disney. The thrills of Universal Studios.

Guest favorite

An outdoor swimming pool is surrounded by palm trees and lounge chairs under a clear blue sky. Water cascades gently from stone structures into the pool, which features a gradual entry. The resort building stands in the background, complementing the tranquil scenery.

Resort in Orlando

4.85 out of 5 average rating, 47 reviews

By Universal Orlando Marriott Grande Vista studio

Explore popular attractions, including Walt Disney World®, Universal Orlando and SeaWorld®, Start your day with a few swings at the Grande Vista Golf Club or a lesson from the experts at Marriott Golf Academy. Refresh yourself in the outdoor swimming pools and reenergize at our fitness center. Find tasty American cuisine at The Grill at Grande Vista and delectable poolside fare at Copa Loca Bar & GrilL. 8 miles to Disney World 8.3 miles to Universal Orlando 2.4 miles to Sea World

Guest favorite

A fenced outdoor pool area features two colorful inflatable floats, a swan and a unicorn, floating on the clear water. Surrounding the pool are several lounge chairs, and the two-story building with balcony access is visible in the background.

Hotel room in Kissimmee

4.87 out of 5 average rating, 273 reviews

Epic Place / Free Shuttle, Parking & WiFi

*FREE SHUTTLE TO DISNEY, PARKING & Wi-Fi.* Discover the perfect blend of style & comfort at this inviting second-floor through staircase, offering a serene pool view. Ideally located on Avenue 192, in the heart of a tourist district, you'll be JUST MINUTES from world-famous theme parks, a wide array of attractions, & excellent dining options. Enjoy complimentary gifts, excellent service & shuttle transportation to the parks. Book now and explore the magic of the area!!

Top guest favorite

Private room in Winter Haven

4.97 out of 5 average rating, 125 reviews

Cypress Casita

Welcome to our home. Enjoy this cozy stay in a luxury 1 bedroom studio with private bath. The studio offers an extra queen sofa sleeper for additional guests. This is a prime location, 5 minutes drive to Legoland and 10 minutes to downtown Winter Haven. This location is ideal for families, traveling workers, and tourists. Spacious unit that allows for much needed privacy. Amenties include washer/dryer, private wifi, bathroom essentials, and bedroom comforts.

Superhost

An exterior view of a contemporary hotel building is visible, featuring three stories with large windows. The entrance is covered by a portico, and palm trees are planted nearby. A well-maintained parking lot is seen in the foreground, with manicured landscaping enhancing the overall appearance.

Hotel room in Orlando

4.81 out of 5 average rating, 341 reviews

Magical Oasis | Free Shuttle To Theme Parks

At our Hotel at the theme parks, we pride ourselves on taking care of our guests. Our contemporary flair and modern amenities offer easy access to everything you need. From on-site dining to well-equipped Fitness Center, Business Center, heated outdoor pool, we have it all. We are near Orlando’s top attractions. Our friendly shuttle staff can escort you to and from Walt Disney World Resort®, Universal Orlando®, and SeaWorld®, free of charge.

Superhost

A spacious hotel room is presented with two queen beds, accented by modern artwork on the headboards. Natural light enters through a large window, illuminating a work station with a stylish chair. A flat-screen TV and ample storage options contribute to the room's functionality.

Hotel room in Orlando

4.88 out of 5 average rating, 134 reviews

Adorable Two Queen Bedroom + Parking

Following your adventures unwind in our spacious rooms with two queen beds featuring free high-speed Wi-Fi, Smart TVs and comfortable bedding. With access to our fitness center and outdoor pool, you can maintain your wellness routine with a heart-pumping workout and refreshing swim. Our rooms offer two queen size beds, work station, iron with board, mini fridge, coffee maker, and microwave. We do not have shuttle service.

Superhost

The exterior of the Castle Hotel features a striking architectural design with a pointed turret and green accents. A large circular pool is visible in the foreground, surrounded by palm trees and lounge chairs, inviting relaxation under the sunny sky.

Hotel room in Orlando

4.83 out of 5 average rating, 115 reviews

Castle Elegance Awaits | Pet-friendly. Pool Bar

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.

Superhost

The hotel room features two spacious queen beds with crisp white bedding. A modern nightstand with a lamp sits between them. Abstract artwork adorns the walls, and sheer curtains allow soft light to fill the room.

Hotel room in Kissimmee

4.81 out of 5 average rating, 232 reviews

Beautiful Room Near Walt Disney-Universal Studio

Beautiful and comfortable hotel room, in the tourist area of the corridor of US192 in Kissimmee. Close to the main attractions of Central Florida. 10 minutes from Walt Disney Word, 20 minutes from Universal Studio, Sea Word Aquatica. You can walk to Celebration, OldTown and FunSpot America. Large outdoor pool, backyard and playground, Free parking during your stay, with security.

A bird's-eye view showcases the sprawling Wyndham Bonnet Creek Resort, featuring a tranquil lake surrounded by palm trees. The surrounding high-rise buildings reflect the warm hues of sunset against a clear sky, creating a harmonious blend of nature and architecture.

Resort in Orlando

5 out of 5 average rating, 3 reviews

Disney-Wyndham Bonnet Creek Resort

Closest to Disney Magic! Located in Lake Buena Vista, Wyndham Bonnet Creek Resort is mere minutes from the gates of Walt Disney World®. You’ll will enjoy a very rewarding stay on site. From the full activities calendar to special touches like the tranquil Lazy River, beautiful pool and private lake, this is no ordinary stay. Shuttle available directly to Disney World for a fee.