Condo holiday rentals in Winter Haven

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Top-rated condo rentals in Winter Haven

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Top Guest favourite
Condo in Kissimmee
4.95 out of 5 average rating, 185 reviews

3161-305 Resort Lake View Disney Universal Orlando

Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 7 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!

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, 314 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.

Superhost
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
4.82 out of 5 average rating, 140 reviews

Orlando Spacious 2-Suites & Resort-Style Pool

BEAUTIFULLY RENOVATED 2BD/2BA condo next to ChampionsGate golf, 19 min from Disney, and 30 min from Epic Universe & Universal Parks. Enjoy Tuscana Resort’s top amenities—no extra fees! They include a large heated pool with a preservation view and relaxing hot tub. The resort holds TripAdvisor’s Certificate of Excellence. It is near Publix, Walgreens, Panera, Miller’s Ale House, and several cafes and restaurants, making it a perfect choice for exploring Orlando and Central Florida attractions.

Top Guest favourite
A panoramic view captures the lush Arnold Palmer PGA golf course along with the resort pool area featuring a hot tub. The vibrant Star Wars themed bedroom includes wall decorations and arcade features. Inside, a cozy living area is showcased with a large TV and French doors leading outside.
Condo in Kissimmee
4.96 out of 5 average rating, 165 reviews

Fireworks Penthouse: Top Floor, Star Wars, 2 Pools

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 STAR WARS themed bedroom with a classic Arcade machine & Xbox. 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, and only a short drive to Disney.

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
4.85 out of 5 average rating, 123 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
A spacious bedroom features a plush, tufted headboard and a large window allowing natural light to fill the room. Two bedside lamps provide additional illumination, while modern furnishings add contemporary flair. A round mirror is mounted above the bed, reflecting the inviting ambiance.
Condo in Davenport
4.8 out of 5 average rating, 246 reviews

Brand New AwardWinning Renovated Condo Near Disney

Tuscana Resort Orlando, is beautifully landscaped with lush planting and a private woodland. Tuscana Resorts has received the Certificate of Excellence from TripAdvisor for 5 years running! Located 10 minutes from Disney World and overlooking the world famous champions gate golf course, this resort is equipped all the amenities to ensure an enjoyable stay; a large swimming pool complex with separate kiddie pool, hot tub, 30 seat cinema, fitness center, bbq areas, picnic tables, free wifi.

Guest favourite
The exterior features a beige, single-story structure surrounded by lush greenery and palm fronds. Two entry doors are framed by neatly trimmed shrubbery, contributing to a welcoming atmosphere. A clear blue sky is visible overhead, enhancing the bright appearance of the entrance.
Condo in Mulberry
4.89 out of 5 average rating, 105 reviews

Time Out!

Quiet and well appointed, Time Out! Is not a punishment, but a place to relax, regroup, and refresh. Spacious and comfortable, it has all the amenities of a home—fully equipped kitchen, baths, workspace, washer and dryer, WiFi, cable TV, and dining area. A heated community pool is available. The neighborhood has no through traffic—ideal for walking or running. Nearby are shopping and eating establishments, Lakeland-Linder airport, Publix headquarters, and I-4 for travel to Tampa or Orlando.

Guest favourite
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
4.88 out of 5 average rating, 104 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)

Superhost
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, 159 reviews

Premium Tuscana Resort Condo - 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 favourite
A modern dining area features a glass-top table surrounded by sleek white chairs. Elegant artwork adorns the brown accent wall, while natural light fills the space from sliding glass doors leading to a patio with a view of the golf course.
Condo in Four Corners
4.98 out of 5 average rating, 233 reviews

Luxury 3 Bedroom Home at ChampionsGate Golf Resort

This luxurious condo is located in one of the most exclusive golf communities in western Orlando, just 15 minutes from the Disney parks. The property has a direct view of the golf course, offering you the privacy that you deserve on your family vacation. Fully equipped for 10 guests with state-of-the-art furniture and appliances. The property is a two stories condo with private internal stairway that leads to the main social area and bedrooms.

Guest favourite
A large community pool reflects bright blue skies, framed by a spacious clubhouse featuring a yellow exterior. Sun loungers line the pool area, while palm trees add a touch of greenery. The clubhouse provides a welcoming space for relaxation and socializing by the pool.
Condo in Davenport
4.9 out of 5 average rating, 134 reviews

tranquil resort, near Disney, no extra fee.208

Gated community second floor 2 bedroom, 2 bath end unit, Large screened balcony. Guests have access to 4 community pools, a clubhouse, a tennis court, sand volleyball courts, scenic nature walk and an on-site restaurant/pool bar. Less than 10 miles from Walt Disney World. 1176 sqft of comfort and value—Comfortable stay at great value, not hotel-style luxury or perfection. **Primary guest registration with ID required through guest portal.

Guest favourite
The dining area features a large wooden table surrounded by plush gray chairs, creating a comfortable setting for meals. A vase filled with vibrant roses is centered on the table. In the background, a cozy living area is visible with colorful accents and natural light from nearby windows.
Condo in Davenport
4.83 out of 5 average rating, 314 reviews

w POOL 2BR Near Disney & ChampionsGate - Sleeps 5

** PLEASE NOTE — The elevator will be out of service for an upgrade from NOV 3rd to 17th Will require the use or the staircase to the 3rd floor *** A nicely furnished Condo located 15mins from Disney, With Great Amenities, At The World Famous Champions Gate Golf Course! Amenities include swimming pool, hot tub, cinema, fitness center, bbq area, etc. Tuscana Resorts has received the Certificate of Excellence from TripAdvisor for 5 years!

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 $124 NZD per night before taxes and fees

  • Verified guest reviews

    Over 50 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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