Condo vacation rentals in Winter Haven

A spacious bedroom is adorned with a blue accent wall featuring a starry pattern. A large, plush bed covered in a soft blue throw and white linens is centrally placed. A framed picture is mounted above the bed, and a small plant adds a touch of greenery.

4.9 out of 5 average rating, 249 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.

The living room features a grey sofa adorned with decorative pillows, paired with a glass coffee table and a vibrant area rug. The open space leads to a dining area and modern kitchen, highlighted by yellow bar stools at the countertop under soft lighting.

4.86 out of 5 average rating, 331 reviews

BreathtakingView-1BR/2BA-1 Mile to Disney-Sleeps 5

Located 1 mile to Disney Springs in a Gated-Community A NEWLY REFURBISHED Spacious 1-bedroom, 2-bath Condo in Lakefront luxury @ Blue Heron Beach Resort nestled on shores of 400+ acre Lake Bryan, 2 blocks off I4 @ Lake Buena Vista exit. This luxurious condo overlooks the Pool & Lake Bryan. Sleeps 4 It’s all here! The ultimate Walt Disney World vacation right here at your fingertips! From the best of Disney or Work Travel this property offers the perfect environment to spend a lifelong memory

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 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, 126 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!

A Pirates of the Caribbean themed bedroom is presented with two twin beds, featuring bedding adorned with nautical maps. The wall is decorated with a large mural of a pirate skull, and a bedside lamp provides soft lighting. Dark curtains frame a window.

4.95 out of 5 average rating, 110 reviews

Themed Resort Condo-Pool | Spa | Beach | 1st Floor

The Magic Treasure – an affordably luxurious 3-bedroom, 2-bath first-floor condo in the family-friendly Bahama Bay resort, known for its cleanliness and thematic allure. A short drive from Disney parks, the master suite features a king bed and en-suite bathroom. Guests can enjoy the Pirates of the Caribbean themed bedroom or the Finding Nemo themed bedroom. Resort amenities include multiple pools, hot tubs, a sandy beach, splash pad, game room, day spa, tiki bar, restaurant, and sundry shop.

4.91 out of 5 average rating, 234 reviews

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.

Condo in Reunion

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.

An expansive view of a lake is captured, complemented by a large pool area surrounded by lounge chairs and palm trees. A thatched-roof hut is visible near the water, creating a serene setting under a clear blue sky.

4.89 out of 5 average rating, 141 reviews

tranquil setting Resort condo, no extra fee 610

Platform fee 18.5% is paid by host. 3bedroom 2 bath condo on second floor, updated king bed in master. Bahama Bay resort includes access to beach-style community pools, a clubhouse, a tennis court, sand volleyball courts, scenic nature walk and an on-site restaurant/pool bar. It's a short drive to Walt Disney World, Sea World, Universal, and Legoland as well as a wide variety of shops, restaurants, and parks to explore. **Primary guest registration with ID required through guest portal.

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.

4.97 out of 5 average rating, 413 reviews

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!

4.98 out of 5 average rating, 237 reviews

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

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.

A spacious dining area features a modern table set for six, complemented by a chandelier above. A living space is visible in the background, with a comfortable couch and large windows allowing natural light. Decorative elements include a floral arrangement on the table.

4.81 out of 5 average rating, 178 reviews

3BR/2BA Mediterranean Style Condo Near Disney

Newly renovated and refreshed. 10 mins from Disney, this Mediterranean-inspired condo is located at the World Famous Champions Gate Golf Course! Amenities include swimming pool, hot tub, cinema, fitness center, bbq area, tavern bar, spa services, restaurants etc. Tuscana Resorts has received the Certificate of Excellence from TripAdvisor for 5 years running!

Popular amenities for Winter Haven condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

5 out of 5 average rating, 66 reviews

The exterior features a single-car garage with a white door and steps leading to a private entrance. The adjacent yard is bordered by a fence, providing a sense of privacy. Inside, a modern kitchen is visible, showcasing sleek cabinetry, a spacious island, and ample natural light from large windows.

Condo in Auburndale

Costa 1BRD LakeFront Condo | Peaceful | Paradise

4.82 out of 5 average rating, 17 reviews

Lullaby Loft

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

5 out of 5 average rating, 5 reviews

Disney Area! Modern Luxe King Villa! Resort Pool!

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

4.82 out of 5 average rating, 90 reviews

Newly Remodeled 2-bedroom 15 minutes to the parks

5 out of 5 average rating, 10 reviews

Cozy condo in waterpark resorts and golf course

4.92 out of 5 average rating, 39 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)

Pet-friendly condo rentals

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

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, 102 reviews

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, 138 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, 247 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

4.78 out of 5 average rating, 194 reviews

Amazing Pet-Friendly 3BR condo near Epic Universe!

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.

4.85 out of 5 average rating, 119 reviews

Westgate Vacation Villas - 1 Bedroom

The open living area showcases a comfortable sofa and spacious kitchenette, designed in soft blue tones. Large windows allow natural light to fill the room. A dining table occupies one side, with a modern television mounted on the wall, displaying various streaming service logos.

4.83 out of 5 average rating, 353 reviews

Lake View Family Condo Disney Universal Orlando

Condo rentals with a pool

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.

4.79 out of 5 average rating, 82 reviews

Lovely 1 Bedroom Apartment with Pool and Jacuzzi!

The living room and dining area feature a spacious layout with two brown leather couches, a beige armchair, and a wooden dining table seating four. A large flat-screen TV is mounted on the wall, and natural light enters through the large windows dressed with dark curtains.

4.98 out of 5 average rating, 42 reviews

South Orlando Family Condo near Disney

A spacious dining table, surrounded by six chairs, is positioned on a balcony. A clear view of the sunset illuminates the sky with warm colors, while the surrounding landscape and nearby amenities are visible in the background.

4.98 out of 5 average rating, 41 reviews

Golden Sunrise Getaway Cozy Family Home

The image showcases a resort pool surrounded by lounge chairs with palm trees in the background. A comfortable living area features a sectional couch and large windows allowing natural light. A themed bedroom displays a bed with a Mickey Mouse design. A backdrop of Cinderella Castle and Disney characters concludes the collage.

4.94 out of 5 average rating, 99 reviews

Fireworks Nightly, Only Two Exits From Disney

4.98 out of 5 average rating, 51 reviews

The living area features a brown leather sofa, two green accent chairs, and a wooden coffee table atop a grey rug. A dining area with metal chairs is visible in the background, along with kitchen cabinetry and pendant lighting that provides a modern touch.

Condo in Four Corners

Condo Near Theme Parks!

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, 146 reviews

Orlando Spacious 2-Suites & Resort-Style Pool

An inviting outdoor area features a circular table surrounded by four chairs under a patterned umbrella. The scene includes a swimming pool with clear water, palm trees lining the surroundings, and well-maintained buildings in the background against a bright blue sky.