Condo vacation rentals in Winter Haven

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.

4.9 out of 5 average rating, 323 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.

A modern living area features a cozy sofa facing a mounted TV, displaying a serene landscape. Behind the sofa, an electric fireplace adds ambiance. The open layout connects to a well-equipped kitchen, enhancing a sense of space within the inviting atmosphere. Accessibility to dining areas is evident.

4.91 out of 5 average rating, 155 reviews

Chic Disney Resort Condo • Pool Access Near Parks

Magical Disney getaway that sleeps up to 6 guests just 7 miles from Disney. Enjoy full resort perks & amenities, fast free Wi-Fi, and year-round pool & hot-tub access. • Enjoy a heated pool, hot tub, game room, and fitness center, and Smart TVs • Full kitchen and cookware • Free parking steps from elevator • Located in a secure, gated community Perfect for families, couples, or business travelers. Near Universal, SeaWorld & top dining! Relax on a balcony & reach every park in under 15min!🏰✨

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.

4.82 out of 5 average rating, 147 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.

A modern living area features a white sectional sofa and a stylish coffee table with gold accents. A flat-screen television is mounted on the wall, complemented by minimalist shelving. Large windows dressed with sheer curtains allow natural light to fill the space, creating a bright and welcoming environment.

4.94 out of 5 average rating, 101 reviews

Resort Style Sunshine Oasis near Theme Parks

Discover Orlando's charm at our resort-style oasis in a gated community with lots of amenities! Nestled near Disney, this modern haven features 2 stunning pools for ultimate relaxation. Delight in nearby restaurants, perfect for foodies. Families will love the kid-friendly atmosphere, and fitness enthusiasts can stay active in the on-site gym. Our clean, contemporary design ensures a comfortable stay, making it an ideal choice for your Orlando getaway. Conveniently located on the first floor.

A serene bedroom features a spacious bed with decorative pillows, flanked by two bedside lamps. A cozy armchair is situated beside a wooden dresser. Two windows allow natural light to illuminate the neutral walls, creating a calm and inviting environment.

4.93 out of 5 average rating, 114 reviews

"Stunning Condo Stay Disney Orlando, 2Bed/2Bath"

Come and enjoy a fun vacation or a business trip in this beautiful and tranquil apartment complex with pool, jacuzzi, beach volleyball court, gym, game room, and spacious parking lot. It is located just a few miles away from Walt Disney World and all the attractions in Orlando / Kissimmee, and 5 min. from I-4, restaurants, supermarkets, shops and other services. This comfortable apartment is on a first floor and has 2 rooms with Queen beds, 2 bathrooms, a double sofa bed, cable TV, free Wi-Fi.

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.

4.86 out of 5 average rating, 127 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!

4.89 out of 5 average rating, 105 reviews

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

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.

4.97 out of 5 average rating, 414 reviews

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

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.

4.95 out of 5 average rating, 147 reviews

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.

Condo in Champions Gate

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.

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.

4.89 out of 5 average rating, 162 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!

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.

4.88 out of 5 average rating, 138 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.

4.87 out of 5 average rating, 181 reviews

Next to Disney and retail therapy

Welcome to Our First-Floor Condo in a Beautiful Resort-Style Community! Our condo is conveniently located on the first floor in a resort-style gated community-and the best part? No resort fees and FREE parking! Guests have access to a variety of amenities, including a charming clubhouse with a game room and a fitness center. Step outside and relax by the serene, free-form heated pool, surrounded by comfortable deck chairs- perfect for unwinding in the Florida sun.

Popular amenities for Winter Haven condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

A well-lit bedroom features a spacious bed dressed in crisp white linens with a deep red throw. Nightstands with lamps are placed on either side, and a framed artwork adorns the wall above the bed. A closet with sliding doors is visible in the background, providing ample storage.

4.85 out of 5 average rating, 71 reviews

Luxury 2BDR Disney Villa in Bahama Bay Resort

An aerial view captures a resort-style pool surrounded by lush greenery. The pool features multiple sections and shaded seating areas. Sun loungers and umbrellas are arranged around the water, with palm trees adding a tropical touch. Nearby, a winding road leads through the community.

4.8 out of 5 average rating, 83 reviews

Lovely 1 Bedroom Apartment with Pool and Jacuzzi!

An airy dining area features a round table with five elegant chairs, complemented by a modern chandelier. A backdrop of mirrors adds depth, while the kitchen with stainless appliances is visible in the background, enhancing the open layout of the space.

4.91 out of 5 average rating, 45 reviews

Beautiful NEWLY remodeled 2BD CONDO close toDISNEY

5 out of 5 average rating, 7 reviews

Disney Area! Modern Luxe King Villa! Resort Pool!

4.75 out of 5 average rating, 4 reviews

The spacious living area features a sofa and two accent chairs arranged around a coffee table, creating a welcoming setting. A dining table for four is visible nearby, and the kitchen area can be seen in the background. Natural light brightens the neutral-toned decor.

Condo in Winter Haven

Cozy 2BR Lake Condo w/ Pool Access

4.91 out of 5 average rating, 11 reviews

Cozy condo in waterpark resorts and golf course

4.92 out of 5 average rating, 38 reviews

A large resort-style pool is viewed in the foreground, surrounded by a spacious deck featuring lounge chairs. A clubhouse sits in the background, with palm trees lining the perimeter under a clear blue sky scattered with clouds.

Condo in Four Corners

2BD Champions Gate Magical Near Disney (CG 1177)

4.96 out of 5 average rating, 75 reviews

A spacious living area features modern furnishings in a light color scheme. A large sectional sofa is complemented by a decorative throw. A wall-mounted television displays a colorful animation. Natural light fills the space, highlighting the wooden accent wall.

Condo in Four Corners

Orlando Family Retreat – 3BR Near Parks

Pet-friendly condo rentals

4.94 out of 5 average rating, 141 reviews

9 miles from Disney - Bella Piazza spacious condo

4.85 out of 5 average rating, 289 reviews

An aerial view of a resort pool area showcases a winding pool surrounded by lush palm trees and tropical landscaping. Lounge chairs are arranged along the poolside, with shaded cabanas nearby. The resort features a terracotta roof and is set against a backdrop of greenery.

Condo in Champions Gate

Magical Champions Gate 3/2 Tuscan Penthouse

The image captures a vibrant pool area surrounded by lush palm trees and comfortable lounge chairs. An inviting infinity pool is centrally located, accompanied by cabanas and umbrellas. Multiple water slides are visible in one corner, enhancing the family-friendly atmosphere of the space.

4.92 out of 5 average rating, 121 reviews

Pet friendly Orlando area near ESPN Center

4.96 out of 5 average rating, 103 reviews

The living room features large sliding glass doors that open to the balcony, providing a view of the lake. A contemporary electric fireplace sits beneath a 65-inch smart TV. Comfortable seating includes a sofa, an armchair, and a coffee table, with warm curtains adding a touch of color.

Condo in Orlando

Penthouse Lakeview Minutes to Disney/ Universal

The living room features a spacious sectional sofa and a flat-screen TV mounted on a wooden console. Large glass doors provide a view of the patio and golf course, while natural light fills the room through the sheer curtains. A potted plant adds a touch of greenery.

4.94 out of 5 average rating, 139 reviews

3 Bedroom w/large patio on Resort Golf Course

A cozy sleeping area features a spacious bed dressed in crisp linens, accompanied by two bedside tables topped with lamps. A wall-mounted television offers access to various streaming services. Light-colored walls and a vibrant orange accent wall enhance the inviting atmosphere.

4.77 out of 5 average rating, 275 reviews

King Bed Small Studio Disney World Universal

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.

4.79 out of 5 average rating, 248 reviews

Brand New AwardWinning Renovated Condo Near Disney

A clear view of a pool surrounded by lounge chairs and palm trees, reflecting the sunlight. Umbrellas provide shade, and green lawns are visible in the background. The calm water enhances the serene environment, creating a relaxing outdoor space.

4.82 out of 5 average rating, 233 reviews

Family Friendly I Mins from Disney I Resort Pool

Condo rentals with a pool

The aerial view captures the inviting resort-style pool area surrounded by lush landscaping. Colorful canopies and seating areas enhance the outdoor space. Palm trees frame the scene, while the clubhouse is visible in the background, indicating a range of amenities available for guests.

4.91 out of 5 average rating, 95 reviews

Coastal Retreat | 15 min to Disney

A dining area features a wooden table with six chairs, set with neutral table runners. A mirror is mounted on the wall, reflecting light, and a decorative piece is displayed nearby. The space opens to a living area, showcasing a TV and access to the balcony.

4.79 out of 5 average rating, 43 reviews

Haven Hideaway at Tuscana Resort - Close to Disney

Resort stay 15 minutes to Disney

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.

4.92 out of 5 average rating, 83 reviews

Gated resort minutes from all major attractions

4.89 out of 5 average rating, 149 reviews

The open living space features a well-equipped kitchen with modern cabinetry and stainless-steel appliances. A dining table with white chairs is positioned near a window, while a sofa bed is located in the living area. Soft lighting is provided by a stylish ceiling fixture.

Condo in Orlando

Suites at Lake Buena Vista close Disney Spring A2

A spacious living area features a light blue sectional sofa adorned with patterned throw pillows. A flat-screen TV is mounted on the wall opposite a coffee table, with large windows allowing natural light to brighten the room.

4.81 out of 5 average rating, 115 reviews

Superb 2 bed 2 bath condo sleeps 6, lovely resort!

4.97 out of 5 average rating, 132 reviews

Sol and Mar Resort Style Condo - NO RESORT FEES

A spacious living area is showcased with modern furniture, including a comfortable sectional sofa. A large smart TV is mounted on the wall, and natural light fills the room through sliding glass doors leading to a balcony. Decorative elements enhance the inviting ambiance.