Apartment holiday rentals in Winter Haven

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Top-rated apartment rentals in Winter Haven

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Guest favourite
Apartment in Kissimmee
4.91 out of 5 average rating, 254 reviews

Disney Oasis by the lake

Discover our charming condo near Disney, nestled in a resort-style community. Enjoy complimentary parking and No resort fees!The beautiful clubhouse offers a game room, gathering areas, and a fitness center. Unwind by the serene heated pool or take advantage of the second pool. Engage in activities at the golf cage, tennis, basketball, and volleyball courts, or let kids play at the playground. Stroll along scenic walking trails that wind through landscaped areas and ponds for a tranquil retreat.

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.
Apartment in Davenport
4.9 out of 5 average rating, 331 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.
Apartment in Davenport
4.83 out of 5 average rating, 156 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.
Apartment in Kissimmee
4.86 out of 5 average rating, 133 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
An open-concept living area features a spacious gray sofa with decorative pillows, a coffee table, and a dining set for six. Natural light fills the room through a large window, while a modern ceiling fan provides comfort. The kitchen area, visible in the background, showcases dark cabinetry and pendant lighting.
Apartment in Reunion
4.91 out of 5 average rating, 240 reviews

NEW 3 Bedroom Resort Condo - Disney - Universal

Step into a luxurious three-bedroom condo in the desirable golf-community of Champions Gate Resort. Grab your clubs and take advantage of two award winning PGA golf courses. Also located 8 miles from Walt Disney World and 11 miles from Universal Studios, you will be perfectly situated to all the best Orlando has to offer. This getaway offers stunning nature and water views, an open-floor plan layout with fully equipped kitchen, breakfast bar, and spacious bedrooms that sleep up to 10 guests.

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.
Apartment in Osceola County
4.89 out of 5 average rating, 119 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 favourite
The exterior of a modern two-story building is shown, featuring a combination of light grey and white siding. Lush palm trees frame the front, with a paved driveway visible. A parked vehicle is positioned in front of the entrance, and a sunny blue sky is above.
Apartment in Champions Gate
4.95 out of 5 average rating, 150 reviews

Spacious Condo for 8 Golf Waterpark 15 min Disney

Welcome to your Orlando family getaway! This 3-BR condo at Champions Gate offers a direct Golf Course view and sleeps up to 4 adults and four kids. Two rooms feature King beds, and one has two Full beds. Just 15 mins from Disney Parks! Enjoy complimentary access to the fabulous Oasis Club (3 pools, gym, Tiki Bar) and the Retreat Club. Full kitchen access saves you money. Champions Gate also boasts a 36-hole Greg Norman championship golf course! Location & luxury for all ages.

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.
Apartment in Davenport
4.89 out of 5 average rating, 141 reviews

tranquil resort, near Disney, no extra fee.208

Platform fee 18.5% is paid by host. 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.
Apartment in Davenport
4.83 out of 5 average rating, 334 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!

Top guest favourite
Apartment in Four Corners
4.97 out of 5 average rating, 197 reviews

Orlando Fun: Minutes to Disney and Margaritaville

A cozy, comfortable, and convenient 2-bedroom condominium with 2 full bathrooms, a fully-equipped kitchen (coffee and tea provided), a beautifully decorated living/ dining room, 2 walk-in closets (with plenty of shelves, drawers, and hangers), a washer, a dryer (with laundry detergent provided), an iron, AC (or heating in winter), cable TV, WiFi, and a screened-in balcony.

Top guest favourite
A patio area is presented under a covered porch, featuring a round table set for two with a white tablecloth and colorful cups. Two comfortable chairs with blue cushions are positioned around the table. A scenic view of a lake with greenery can be seen in the background.
Apartment in Kissimmee
4.84 out of 5 average rating, 147 reviews

Stunning view, near Disney.

Very comfortable unit with a stunning view of the pond. Full equipped kitchen , close to everything (grocery, shopping,3 miles from Disney, sea world, universal, etc). Shuttle to Disney and Universal studio. Free access to all amenities to the hotel beside ( mini putt, pools, zip line ($), hot tubs, starbucks). Just waiting for you.

Guest favourite
A living area is presented with a blue sofa and two matching side tables. A large mirror reflects light from an adjacent lamp. A wooden dining table with two chairs is positioned near the sliding glass door, which is dressed with vertical blinds.
Apartment in Mulberry
4.88 out of 5 average rating, 100 reviews

Tranquil Escape

The Tranquil Escape is a peaceful space with a beautiful and serene pond view. The property features a full kitchen and in-unit laundry. Access to the community pool is included as well. Located in the Imperial Lakes area of Mulberry, it offers convenient access to all that South Lakeland has to offer.

Popular amenities for Winter Haven apartment rentals

Quick stats about apartment rentals in Winter Haven

  • Nightly prices starting at

    Winter Haven holiday rentals start at € 60 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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