Condo vacation rentals in Winter Haven

4.95 out of 5 average rating, 132 reviews

Modern Lake view Condo 1 mile from Disney

You will love our updated 1 bedroom, 2 bathrooms, spacious 798 sq ft condo so close to Disney at Blue Heron Beach Resort in wonderful Lake Buena Vista, home to lots of restaurants and shopping! Enjoy spectacular sunrise views from your private balcony overlooking the lake. Resort amenities include large swimming pool, kiddie pool, hot tub, tiki bar, fitness rooms & game room. Located on peaceful Lake Bryan, you have access to water sports like kayaking, boating, jet skis & fishing on the lake.

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.

4.96 out of 5 average rating, 119 reviews

Penthouse Lakeview Minutes to Disney/ Universal

Top floor (21st) PENTHOUSE condo with King bed/ 2 full bathrooms, Full Kitchen & washer/dryer. Sleeps 6. Minutes to Disney & Universal. Penthouse has extra large private balcony with Spectacular LAKE-VIEW. Wood-look tile floors throughout & custom electric fireplace with 65” smart tv. Updated kitchen with granite & SS appliances. Full size washer & dryer. Twin bunkbeds in hallway cove (top bunk has own tv) & super comfy memory foam pullout-sofa in living room. Access to all resort amenities.

4.91 out of 5 average rating, 171 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.

4.85 out of 5 average rating, 171 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.

The open living area is furnished with a comfortable sofa and a modern coffee table, complemented by a large flat-screen TV mounted on the wall. Natural light flows in through glass doors, leading to a balcony. A serene color palette and light wood flooring create a welcoming environment.

4.87 out of 5 average rating, 119 reviews

3176-301 Resort 2BR Apt by Disney World Orlando

Just minutes from DISNEY WORLD ORLANDO FLORIDA, fully renovated 2bed/2bath & fully equipped apartment for up to 6 guests, located in the family friendly Secret Lake Resort. Master suite has a KING bed & 65" Smart TV. Second bedroom has 2 Full beds and a 40" Smart TV. The open floor plan blends Kitchen, Dining and Living room with a 70" Smart TV. Close to Parks, Margarita Ville Water Park, Outlet malls & Retail stores. All amenities included: Wi-Fi, Pool, Gym & BBQ area. NO RESORT FEES

A welcoming living area is highlighted with a comfortable, light-toned sofa adorned with patterned cushions. An open layout leads to a modern kitchen, visible in the background, while ambient lighting creates a cozy atmosphere. Entertainment options are displayed, including Smart TV access to various streaming services.

4.83 out of 5 average rating, 338 reviews

3/2 Lake View King Bed Disney Family Condo Resort

✨ Second-Floor Condo (No Elevator) Completely remodeled 3-bedroom, 2-bath condo in a Caribbean-style resort 🏖️. Features include a Kids Splash Zone, spa, restaurants, lake with dock, and private beach. Smart TVs (Netflix & more). 🌸 Relax on the balcony with peaceful views. Conveniently located, just 15 minutes from Disney, perfect for an unforgettable getaway! 🚗NEED A CAR? Ask us about our 8-passenger minivan. You can plan your stay and car rental all in one go. Ask us for the link!

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.

4.97 out of 5 average rating, 105 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!

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, 171 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!

4.88 out of 5 average rating, 107 reviews

A luxurious living just 15 min/Disney

Get ready for an exciting family adventure at our fabulous 2-bedroom condo in the breathtaking Tuscana Resort. Our unbeatable location places you at the center of all the action, whether you're eager to dive into the thrilling theme parks, tee off on a beautiful golf course, treat yourself to some fantastic shopping, or simply soak up the radiant Florida sun. This is the perfect spot for an unforgettable Orlando vacation—there's endless fun waiting for everyone!

4.88 out of 5 average rating, 138 reviews

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

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

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.

4.96 out of 5 average rating, 107 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.

4.89 out of 5 average rating, 190 reviews

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

"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!

Popular amenities for Winter Haven condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

Superhost

The exterior of the contemporary condo is shown, featuring a stone accent wall and a wide staircase leading to the entrance. Lush greenery and colorful plants frame the pathway, while the upper balconies provide access to the second-floor units.

Condo in Haines City

4.78 out of 5 average rating, 36 reviews

Peaceful modern retreat

A bright bedroom features a spacious bed with light bedding and plush decorative pillows. Two bedside lamps provide soft lighting. Three abstract art pieces in muted tones are arranged above the bed, and soft curtains frame the window, allowing natural light to enter the room.

4.92 out of 5 average rating, 59 reviews

Cozy Family-Friendly Condo Near Disney + Pools 3BR

Superhost

4.67 out of 5 average rating, 240 reviews

Cozy Condo near Disney and Parks

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, 96 reviews

Gated resort minutes from all major attractions

5 out of 5 average rating, 16 reviews

New! Seven Eagles Hideaway at Reunion Resort

4.93 out of 5 average rating, 41 reviews

The living area features a blue couch with decorative pillows, a wooden coffee table, and a small dining table with white chairs. Natural light fills the space from sliding glass doors that open to a view of the outdoors, where patio chairs are positioned.

Condo in Mulberry

Heron Haven Comfy 2BR condo w/pool Great Location

4.96 out of 5 average rating, 25 reviews

Cozy condo in waterpark resorts and golf course

4.92 out of 5 average rating, 85 reviews

3Bd/ 2 Ba Modern Condo - Vista Cay (4024-203 BD)

Pet-friendly condo rentals

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.

4.95 out of 5 average rating, 148 reviews

3 Bedroom w/large patio on Resort Golf Course

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, 264 reviews

Brand New AwardWinning Renovated Condo Near Disney

4.9 out of 5 average rating, 136 reviews

A resort-style area is depicted, featuring a circular pool surrounded by lush palm trees and vibrant landscaping. The building is visible in the background, with a clear blue sky above. A purple text overlay states 'No Resort Fees' across the image.

Condo in Celebration

Pet Friendly in Orlando Area near Disney.

4.97 out of 5 average rating, 173 reviews

Magically Close to Disney- Serene LakeView Condo

The master bedroom features a spacious bed with a tufted headboard, complemented by a decorative mirror and framed artwork. Natural light streams in through a large window, revealing views of greenery. A warm color palette and wood accents create a relaxing atmosphere.

4.92 out of 5 average rating, 156 reviews

*NEW* Adventureland Stay / Sleeps 6 / 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.

4.83 out of 5 average rating, 252 reviews

Family Friendly I Mins from Disney I Resort Pool

4.87 out of 5 average rating, 517 reviews

The exterior of the Westgate Vacation Villas showcases an elegantly designed building with multiple levels. Soft lighting from street lamps illuminates the entrance. Rows of golf carts are parked in front, surrounded by manicured landscaping and palm trees under a clear blue sky.

Condo

Westgate Vacation Villas - 1 Bedroom

Superhost

The vibrant pool area is framed by tall palm trees and features a clear blue water surface. Loungers and umbrellas are positioned around the pool, with a fountain visible in the background, creating a relaxing outdoor space.

4.83 out of 5 average rating, 186 reviews

Disney Adorable Condo in the heart of it ALL! 1/1

Condo rentals with a pool

The living area features a spacious sofa and a cozy armchair arranged around a wooden coffee table. Light is provided by two table lamps on side tables. A large mirror and sliding glass doors open to a balcony, complementing the soft-coloured walls and patterned area rug.

5 out of 5 average rating, 21 reviews

Be Our Guest | Bahama Bay Resort

An open living space features large glass doors leading to a balcony, offering lake views. A comfortable gray sofa is paired with two accent chairs, while a round coffee table sits on a colorful area rug. Soft natural light fills the room, enhanced by decorative plants.

4.82 out of 5 average rating, 93 reviews

Lake View | Pool View | King Bed | Bunk | 2 bath

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.

4.84 out of 5 average rating, 64 reviews

Beautiful NEWLY remodeled 2BD CONDO close toDISNEY

5 out of 5 average rating, 25 reviews

Lake & Pool View 3BR Condo • Spacious Near Disney

4.94 out of 5 average rating, 69 reviews

Condo in Four Corners

Guest favorite! Near Disney

A spacious outdoor pool area is surrounded by lush palm trees and vibrant landscaping. Lounge chairs are arranged around the pool, which is accented by umbrellas. Cobblestone paving offers a sturdy surface, inviting relaxation in a sunlit setting.

4.87 out of 5 average rating, 93 reviews

Spacious & Peaceful Condo Near Champions Gate

A spacious bedroom features a king-size bed with gray bedding and decorative pillows. A large clock adorns the blue accent wall. Light enters through sliding glass doors, leading to a private balcony adorned with yellow curtains. Two nightstands with lamps flank the bed.

4.93 out of 5 average rating, 41 reviews

Relaxing Getaway, 3BR near Disney

A dining area features a sleek glass table with six white chairs, complemented by a modern chandelier overhead. A living space is visible in the background, showcasing a cozy sofa and bright natural light filtering through window treatments.