Condo holiday rentals in Winter Haven

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Top-rated condo rentals in Winter Haven

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Guest favourite
An inviting swimming pool is surrounded by lush palm trees and well-maintained landscaping. Comfortable lounge chairs are arranged by the water's edge, with a tiki hut visible in the background. The serene blue water reflects the clear sky and the surrounding greenery.
Condo in Davenport
4.89 out of 5 average rating, 110 reviews

Bahama Bay luxury resort, minutes to disney.

Bahama Bay Luxury resort, only 15 minutes to disney world . 2 bedroom condo complete with everything you need to enjoy stay in sunny Florida. Bahama Bay is a first class resort located on the shores of lake Davenport. The resort has a beautiful white sand beach comfortable lounge chairs. there is 4 heated pools and hot tubs located through out the resort. There is also a fun kids splash pool, tradewinds restaurant and bar. lots of activities on site with tennis and pickle ball court, basketball.

Guest favourite
The living room features a comfortable sofa and two accent chairs, complemented by a wooden coffee table. A flat-screen TV is mounted on the wall, and natural light fills the space from sliding glass doors that lead to a private outdoor area.
Condo in Davenport
4.9 out of 5 average rating, 334 reviews

Amazing 2 Bed, 2 Bath condo only 10 min to Disney

Tuscana Resort Orlando is a Mediterranean-style villa resort minutes from DisneyWorld. Universal, Sea World ,LEGOLAND are close as well. A family friendly villa resort the amenities are top notch with a beautiful swimming complex that includes pool, hot tub, cabanas, kiddie pool, fitness centre. The very spacious 2-bed/2-bath condo is 1200sqft! Recently painted with fully equipped kitchen and washer and dryer! The unit has 1 King size bed in Master room and two twin beds in the spare bedroom.

Guest favourite
A resort-style pool area is surrounded by palm trees and lush landscaping, with inviting lounge chairs arranged nearby. The clear water reflects a bright sky, and a separate lounge area with a decorative façade is partially visible in the background.
Condo in Davenport
4.84 out of 5 average rating, 161 reviews

Orlando Spacious 2 Suites & Resort-Style Pool

Freshly renovated condo featuring TWO SPACIOUS PRIVATE SUITES, each with its own full bathroom — ideal for families, couples, and business stays. Located in ChampionsGate, 19 minutes from Disney and 30 minutes from Epic Universe and Universal Parks. Only 4 minutes from the Omni Orlando Resort at ChampionsGate, popular for golf, conferences, and special events. Enjoy full access to Tuscana Resort amenities at no extra cost, including a heated pool with conservation views and a relaxing hot tub.

Guest favourite
A bright living space is showcased, featuring a circular dining table set with four plates. A comfortable teal seating area is arranged against the wall, complemented by a nature-inspired wall art piece and greenery. Large glass doors provide a view of the outdoors and invite natural light.
Condo in Kissimmee
4.86 out of 5 average rating, 136 reviews

Stylish Condo 20 mins to Disney/King Bed

Escape to our lovely vacation villa, nestled in the vibrant heart of Orlando's premier golfing destination. Just a 7-mile drive from Disney attractions and 30 minutes from Orlando International Airport. Discover the awe-inspiring Reunion Resort, offering an array of delights. Indulge in delectable dining experiences, take a dip in sparkling pools, savor refreshing drinks at poolside bars and grill. Embark on an extraordinary getaway that exceeds all expectations. Book your stay with us today!

Guest favourite
The image features a collage showcasing Bahama Bay Resort. A tropical exterior with vibrant orange and white colors is presented alongside an elegantly styled bedroom. An inviting dining setup with wine bottles is highlighted next to a serene beach scene, complete with palm trees and lounge chairs.
Condo in Davenport
4.93 out of 5 average rating, 175 reviews

Island Style at Bahama Bay - Minutes to Disney!

* 15 MINUTES to WALT DISNEY WORLD and other Orlando attractions! * PRIME LOCATION next to the resort’s pool, restaurant, and lakeside beach! * SPLASH PARK for kids! * Over 1200 sq. ft of living space! * FULLY EQUIPPED kitchen! * Two screened balconies with WATER VIEWS! * WASHER & DRYER in the unit! * FREE PARKING in front of the building entrance! * GATED entrance with 24 hour SECURITY! * LINENS & BEACH TOWELS provided! * Starter supply of toiletries! * PACK 'N PLAY and HIGH CHAIR provided!

Top Guest favourite
The living area is brightened by large windows offering views over the lake. A comfortable sofa and seating area complement a dining table set for six. A television is positioned adjacent to a ceiling fan, creating a welcoming space for relaxation and dining.
Condo in Orlando
4.95 out of 5 average rating, 224 reviews

Bird’s-Eye View! 2bd/2 King/2Bath Disney Area

2 KING/ 2 BATH/ 2 BALCONY condo for an ideal getaway. Condo located within 10 min. from Disney, 15 min. for Universal, 25 min. to Downtown Orlando, and 1 hr to the beach. From the 12th floor unit, you can enjoy the sunrise over Lake Bryan in the morning and sunset - book the extra day, you’re gonna wish you did. Yep, that's right - your view is SKY HIGH, the best in Central Florida. Unit is fully equipped and very luxurious. Parking included in price and there are NO ADDITIONAL RESORT FEES.

Guest favourite
An aerial view captures the sandy beach area lined with palm trees and shaded cabanas. Lounge chairs are arranged neatly in front of the beach, while a pool area with vibrant blue water is visible in the background surrounded by lush landscaping.
Condo in Davenport
4.85 out of 5 average rating, 192 reviews

Full-Service Gated Resort, Disney, Universal, MCO!

Minutes to Theme Parks, Full-Service Resort, Space for the Whole Family, Pools, Splash Pad & Much More! This 3-bedroom villa at Bahama Bay Resort & Spa is ideal for family or group vacations. Comfortable queen beds are standard in the main bedroom and first guest bedroom, while the second guest bedroom features two twin beds. The villa features two full bathrooms. All resort amenities are free and available to guests. 24/7 guard gate and front desk service.

Guest favourite
The living area features a light-filled open layout with two comfortable sofas facing a wooden coffee table. Colorful artwork adorns the walls, and a ceiling fan provides airflow. The modern kitchen is visible in the background, complemented by a dining area with stylish lighting.
Condo in Four Corners
4.88 out of 5 average rating, 128 reviews

Waterpark View, MickeyTheme 3BR Near Disney 1039

Welcome to Our Stunning 3-Bedroom condo– Perfect for Families & Groups! Experience luxury, comfort, and top-tier hospitality in our brand-new 3-bedroom, 2-bathroom home, designed to accommodate up to 8 guests. Whether you're planning a family vacation or a getaway with friends, our spacious retreat has everything you need for an unforgettable stay. Prime Location at Champions Gate Resort, just a few miles from the Disney area. Free Resort-Style Amenities

Guest favourite
A serene pool area is surrounded by lush palm trees, with the ocean visible in the background. Comfortable lounge chairs are arranged around the pool, along with umbrellas offering shade. A 'No Diving' sign is posted, ensuring safety for all guests.
Condo in Davenport
4.85 out of 5 average rating, 115 reviews

peaceful resort condo. 601

Platform fee 18.5% is paid by host. Spacious two-bedroom unit offers approx. 1,400 sft of comfort in community with 24-hour security. Guests enjoy access to pools, a clubhouse, tennis and sand volleyball courts, a scenic nature trail, and an on-site restaurant. Conveniently located just 8 mi from Walt Disney World. A comfortable stay at great value. not perfection or hotel service. **Primary guest registration with ID required through guest portal.

Guest favourite
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
4.88 out of 5 average rating, 180 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!

Top Guest favourite
A serene sunset over Old Lake Davenport is captured, with vibrant hues of orange and purple reflecting on the calm water. Silhouettes of trees line the horizon, creating a peaceful atmosphere as day transitions to night.
Condo in Davenport
4.93 out of 5 average rating, 118 reviews

Fabulous condo-Bahama Bay Resort, Close to Disney

Bahama Bay is a gated resort Bahama Bay Resort with a'colonial island vibe' on Old Lake Davenport. Disney parks are approximately a 20-minute drive away. Close to all resort amenities which include free use of charcoal and gas grills, pools, hot tubs, sauna, fitness center, dock, nature trails, children’s play area, pickle ball, tennis, basketball and more. Complimentary Wi-Fi is resort wide.

Top Guest favourite
A balcony view captures a vibrant sunset over Lake Bryan, with hues of pink and orange reflected on the water. Outdoor seating includes two chairs and a small round table, inviting relaxation while enjoying the scenic surroundings.
Condo in Orlando
4.98 out of 5 average rating, 239 reviews

Lakefront Resort Condo near Disney and Universal

Your magical getaway starts here—just minutes from Disney & Universal Parks ! Relax on your balcony overlooking stunning Lake Bryan, splash in the heated pool, sip at the Tiki bar, and stream your favorite shows with HBO & Netflix. Concierge for park tickets, free parking, 24-hr security. No deposit, no extra fees—just fun, sun, and memories waiting!

Popular amenities for Winter Haven condo rentals

Quick stats about condo rentals in Winter Haven

  • Nightly prices starting at

    Winter Haven holiday rentals start at $120 NZD per night before taxes and fees

  • Verified guest reviews

    Over 60 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winter Haven rentals

  • 4.8 Average rating

    Winter Haven stays are highly rated by guests—averaging 4.8 out of 5!

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