Condo vacation rentals in Winter Haven

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Quick stats about condo rentals in Winter Haven

  • Nightly prices starting at

    Winter Haven vacation rentals start at €60 per night before taxes and fees

  • Verified guest reviews

    Over 70 verified reviews to help you choose

  • Popular amenities for guests

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

  • 4.7 Average rating

    Winter Haven stays receive an average rating of 4.7 out of 5 from guests

Top-rated condo rentals in Winter Haven

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Top guest favorite
A modern living area features a spacious sectional sofa and a light armchair, with a flat-screen television mounted on the wall. A patterned area rug centers the space, while a dining area with chairs and a kitchen can be seen in the background.
Condo in Davenport
4.97 out of 5 average rating, 107 reviews

Airy Resort Condo, Bahama Bay, 10 miles to Disney!

Recently updated, comfortable 3 bedroom condo located within the beautiful Caribbean themed Bahama Bay Resort, this peaceful gated oasis is just 15 minutes from the Disney area, 25 minutes to Universal Studios & premium outlets. The amenities are endless - Splash pad, 5 pools, Restaurant on site - to name a few. This is a three bedroom/two bath SECOND FLOOR condo that will keep you relaxed for days in and rejuvenated for days out! Family friendly unit w/pack n play, floor bed, hi chair, toys.

Guest favorite
An open living space features large French doors leading to a balcony, allowing natural light to brighten the area. Stylish seating is arranged around a coffee table, while artwork resembling a Marvel theme decorates a wall in the adjacent bedroom. Views of palm trees and a nearby pool can also be seen.
Condo in Kissimmee
4.97 out of 5 average rating, 137 reviews

Golf Front Luxury Penthouse: Views, Marvel, 2Pools

This modern 3-bedroom TOP FLOOR (with an ELEVATOR right to the door) luxury condo has one of the most PICTURESQUE VIEWS in the Reunion Resort of the Arnold Palmer PGA golf course. Combining STYLISH DESIGN and LUXURIOUS COMFORT, there are 2 KING bedrooms and a playful MARVEL themed bedroom with a classic Arcade machine & PlayStation. 4 TVs with DirecTV, free high-speed wifi, your own washer & dryer, access to 6 resort pools, 2 of which are only a 3 minute walk away, only a short drive to Disney.

Top guest favorite
A bright living space showcases large windows with lake views, allowing natural light to fill the area. Two comfortable sofas and a round coffee table create a cozy seating arrangement. A dining table is visible nearby, along with modern decor and a wall-mounted TV.
Condo in Orlando
4.96 out of 5 average rating, 109 reviews

Near Disney & Universal Parks, Stunning Lake Views

Just 1 mile to the "Welcome to Disney" property entrance & minutes to all Disney Parks, Universal, SeaWorld, and more! Two bedrooms, two full baths, bunk beds in a hallway alcove (each with a TV). Two balconies: East for stunning sunrises, west for sunsets and fireworks. Full kitchen, pool, hot tub, tiki bar. Free parking. NO RESORT FEE. Unit on 9th flr. Near Premium Outlet Mall, Convention Centers, Golf, Dining, Shops, Mini Golf, and Watersports. This is a perfect spot for an Orlando vacation

Guest favorite
An aerial view showcases a large pool surrounded by lounge chairs and palm trees. The pool area is defined by well-maintained landscaping, with a hot tub and a nearby shaded structure visible in the background, creating an inviting atmosphere.
Condo in Osceola County
4.9 out of 5 average rating, 127 reviews

Stunning Orlando Condo 3 BR/2 bath, pets OK

This resort community is amazing to drive around in, let alone stay in. Just 20 to 25 minutes away from Disney World and Universal Studios and everything Orlando has to offer. Convenience stores (7-11), Dunkin' Donuts, CVS pharmacy, restaurants and grocery stores within walking distance. Three gorgeous pools and hot tub Jacuzzis, and world-class gym in the resort in this gated community with security. 5 minute drive to Champions Gate and I-4 highway. Up to 2 dogs/cats ($25/day/animal)

Top guest favorite
A private balcony offers serene views of Lake Bryan and a swimming pool area. A small round table with two chairs invites relaxation, while warm colors from the sunset enhance the tranquil setting. Lush trees frame the scene, creating a peaceful atmosphere.
Condo in Orlando
4.97 out of 5 average rating, 447 reviews

Waterfront Condo minutes to Disney & Universal

Just minutes from Disney World and Universal Studios, this condo places you in the heart of Orlando’s top attractions, including Disney Springs, Islands of Adventure, SeaWorld, Magic Kingdom, Epcot, two outlet malls, and more. Relax on your private balcony with breathtaking views of Lake Bryan, or enjoy the resort-style pool with a full Tiki bar and dining menu. Additional perks include free parking, 24-hour security, and complimentary HBO & Netflix. No deposit required and no extra fees.

Top guest favorite
A view of the pool area is visible from the second-floor balcony. The inviting pool features surrounding lounge chairs and well-maintained landscaping. The building's exterior is highlighted by stone accents, with a common area structure visible in the background, framed by greenery and pathways.
Condo in Davenport
4.97 out of 5 average rating, 106 reviews

No Cleaning fee - 3 bed 3 full bath near Disney

New Paint, New Carpets, New bedding, completely refurbished during lockdown and ready for guests. Mediterranean Style resort with 3 pools & Gym. 1,400+ sq. ft Condominium with 3 bedrooms and THREE BATHROOMS, everyone gets their own bathroom. Bella Piazza Resort is a short walk to Publix Supermarket, Irish Pub, English Pub, several other restaurants and take aways, don't want to drive you don't have to. Conveniently located for all the theme parks, especially Disney Parks. NO RESORT FEES!

Guest favorite
A living area features a gray sofa adorned with colorful pillows, a striped area rug, and two green armchairs. A wooden entertainment unit holds a large TV, while natural light filters through large windows dressed in sheer curtains, providing a connection to the outdoors.
Condo in Davenport
4.89 out of 5 average rating, 174 reviews

ChampionsGate Tuscana Resort - Minutes to Disney!

* 10 MINUTES to WALT DISNEY WORLD and other Orlando attractions! * Free access to HEATED RESORT POOL! * Located close to the POOL! * Over 1100 sq. ft of living space! * FULLY EQUIPPED kitchen! * Private SCREENED BALCONY! * WASHER & DRYER in the unit! * LINENS & BEACH TOWELS provided! * Starter supply of toiletries! * PACK 'N PLAY and HIGH CHAIR provided! * ELEVATOR! * FREE PARKING in front of the building! * Walking distance from local RESTAURANTS and GROCERY STORES! * GATED entrance!

Guest favorite
Condo in Davenport
4.84 out of 5 average rating, 103 reviews

Lovely remodeled 2bedroom oasis next to the park

Step onto your spacious balcony to savor breathtaking sunsets each evening. The kitchen comes fully equipped to meet all your culinary needs, and convenient washers and dryers are provided for your ultimate comfort. You'll truly appreciate the exceptional quality of the beds, ensuring restful nights and rejuvenating sleep. In this remarkable gated community, you'll find outstanding amenities, including a vibrant poolside bar and beautifully landscaped grounds.

Top guest favorite
A modern kitchen is featured with elegant cabinetry, stainless steel appliances, and granite countertops. A dining table is positioned to the left, surrounded by several chairs. Natural light enters through a nearby doorway, enhancing the sleek tile and hardwood flooring throughout the space.
Condo in Davenport
4.92 out of 5 average rating, 101 reviews

Gated resort minutes from all major attractions

This beautiful Mediterranean-style villa resort is located just a few miles from Orlando's major attractions. This resort is equipped with all the amenities you’ll need including a large swimming pool and hot tub surrounded by gorgeous palm trees, and a fitness center. Even on vacation you can keep up those new years resolutions. Plenty of parking can be found on the premises and be rest assured that you and your family are safe with the on site 24hr security.

Top guest favorite
A large pool area is prominently featured, surrounded by lounge chairs arranged neatly on the deck. The pool is framed by palm trees and the building stands in the background, displaying a welcoming facade with multiple windows.
Condo in Davenport
4.97 out of 5 average rating, 116 reviews

Home Suite Home #2

Our Vacation Condo has a homey atmosphere and is very bright. The property has a small Gym that all guests are welcome to use. We are located about 25 to 30 minutes from Disney, 45 minutes from Universal and 1 hour from Legoland. We are in the Champions Gate area, in a quiet and safe Gated Community. The Property surrounded by restaurants, an Aldi's supermarket & Publix only 5 minutes away. You're sure to make fantastic memories with a stay at our place.

Guest favorite
The open living area features a round dining table with four chairs, a wall-mounted TV, and a comfortable sofa. Natural light enters through sliding glass doors leading to a scenic outdoor view. A rustic wood accent wall adds texture to the space.
Condo in Four Corners
4.89 out of 5 average rating, 200 reviews

"Ocean's Gate" - 2BD/2BA condo near Disney

Welcome to our beautiful ground-level condo! With the prime location at ChampionsGate Resort near Disney World and major parks, this 2BD/2BA condo unit is designed for your best accommodation. Spread out in 1,558 Sq. Ft., the unit offers a fully equipped kitchen, a cozy living room, a working station, and comfortable bedrooms. With access to the Clubhouse and resort amenities, you’ll spend amazing days in our home!

Guest favorite
A cozy seating area features a blue sofa adorned with yellow and white throw pillows. A wooden coffee table sits in front, complemented by a textured pouf. Sheer curtains allow natural light to filter in, enhancing the inviting atmosphere of the space.
Condo in Lakeland
4.92 out of 5 average rating, 222 reviews

Lovely 3bed/2bath Apartment - Second floor unit!

Spacious and fully remodeled apartment in Lakeland Downtown. This 3 bed/2 full bathroom takes the whole second floor of the building. Comfortable, stylish, and very well located. If you are looking for morning walks by the lake, breakfast at the local coffee shop, or the nicest restaurants in the area; we have it wall walking distance! We also provide a parking lot at the property as well as street parking.

Popular amenities for Winter Haven condo rentals

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