Condo holiday 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, 330 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 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.

4.83 out of 5 average rating, 151 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.

4.92 out of 5 average rating, 106 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, 132 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!

4.85 out of 5 average rating, 115 reviews

A spacious living room is highlighted by a large television displaying a castle scene. A cozy sectional sofa in grey is complemented by vibrant green accent chairs. A contemporary coffee table sits in front, and the kitchen area features modern appliances visible in the background.

Condo in Four Corners

Magic Gate: Amazing Condo Near Disney Delights

Nestled in the prime locale of ChampionsGate Resort, just moments away from Disney and other major attractions, this 3BD/2BA unit awaits to make your vacation dreams come true. Spanning 1,558 Sq. Ft. has a fully equipped kitchen for culinary adventures, a cozy living room for family gatherings, a dedicated working station with desk and chair, a delightfully themed bedroom for the young, and a private game room ensuring endless family fun. Your ultimate retreat for cherished moments together!

4.91 out of 5 average rating, 239 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.

4.9 out of 5 average rating, 117 reviews

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

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)

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.

The open living and dining area features a large L-shaped sofa and a glass table, with natural light flowing through French doors. A wall mural showcases a Star Wars theme, while the private balcony offers expansive views of the Arnold Palmer PGA golf course and sunset skies.

4.91 out of 5 average rating, 110 reviews

Gorgeous Views: Golf Front, StarWars, XBox, 2Pools

This modern 3-bedroom 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.

4.98 out of 5 average rating, 231 reviews

A balcony view captures a vibrant sunset over Lake Bryan, with hues of pink and orange reflected on the water. Outdoor seating includes two chairs and a small round table, inviting relaxation while enjoying the scenic surroundings.

Condo in Orlando

Lakefront Resort Condo near Disney and Universal

Your magical getaway starts here—just minutes from Disney & Universal Parks ! Relax on your balcony overlooking stunning Lake Bryan, splash in the heated pool, sip at the Tiki bar, and stream your favorite shows with HBO & Netflix. Concierge for park tickets, free parking, 24-hr security. No deposit, no extra fees—just fun, sun, and memories waiting!

A cozy living area is furnished with a turquoise sofa and matching loveseat. A wooden coffee table is topped with decorative items. A television is positioned against the wall, displaying a vibrant image, while a lamp adds warm lighting beside it. An open layout reveals the kitchen area in the background.

4.95 out of 5 average rating, 139 reviews

Lovely family-friendly condominium close to parks

Lovely accommodation for the whole family to create unforgettable memories. Close distance to the parks plus all Bahama Bay Resort amenities to your disposition. Disney parks 15 minutes. Universal Studios and Sea World 25-30 minutes. Relax in a cozy condominium or play and enjoy of a whole community designed for great vacation experience.

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.

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.

Popular amenities for Winter Haven condo rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.99 out of 5 average rating, 72 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 |

4.85 out of 5 average rating, 65 reviews

Condo in Reunion

Beautiful 3 bed/3 bath condo on golf resort

4.95 out of 5 average rating, 38 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

A modern living area showcases a light grey sofa adorned with orange accent pillows, paired with two blue chairs. A round glass coffee table sits on a textured area rug. Artwork hangs on the walls, and natural light streams in through a large window with sheer curtains.

4.84 out of 5 average rating, 79 reviews

Spacious Modern 3BR/2BA Condo in Champions Gate

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.

4.86 out of 5 average rating, 50 reviews

Beautiful NEWLY remodeled 2BD CONDO close toDISNEY

5 out of 5 average rating, 9 reviews

Disney Area! Modern Luxe King Villa! Resort Pool!

4.83 out of 5 average rating, 6 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

A bright living area showcases a round glass dining table surrounded by six chairs. A comfortable seating arrangement with light-colored wicker furniture offers a casual atmosphere. Soft natural light filters through plantation shutters, while a floral centerpiece adds a touch of color.

4.93 out of 5 average rating, 54 reviews

Terrace Ridge 3BR/2BA Condo Near Disney, Universal

Pet-friendly condo rentals

4.94 out of 5 average rating, 143 reviews

9 miles from Disney - Bella Piazza spacious condo

4.85 out of 5 average rating, 292 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, 125 reviews

Pet friendly Orlando area near ESPN Center

Superhost

A well-maintained exterior of a two-story condo is displayed, featuring a combination of yellow siding and red brick accents. Large windows allow for ample natural light, while neatly trimmed hedges line the walkway leading to the entrance, creating an inviting and accessible entry point.

4.78 out of 5 average rating, 110 reviews

Waterview Condo Close to Disney

4.96 out of 5 average rating, 106 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

The exterior of the condo presents a welcoming appearance with light yellow siding and a distinctive arch window. A well-maintained pathway leads to the entrance, bordered by manicured landscaping. Trees from the conservation area provide a natural backdrop, enhancing the serene environment.

4.92 out of 5 average rating, 145 reviews

Cozy single story condo near Disney

A spacious living area features large windows allowing natural light and views of green trees outside. A sectional sofa in a neutral tone is complemented by decorative blue cushions. A glass coffee table rests on a textured area rug, and a television is positioned on a low media console.

4.9 out of 5 average rating, 125 reviews

Home away from home for the Parks!

Condo rentals with a pool

4.82 out of 5 average rating, 467 reviews

A cozy living area features a spacious gray sofa positioned in front of a large window, allowing natural light to fill the room. A decorative vase of vibrant flowers is placed on a dark dining table. A wall adorned with imagery adds character to the space.

Condo in Orlando

Amaranta/Studio beautiful balcony LAKE VIEW 🫶❤️

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, 45 reviews

South Orlando Family Condo near Disney

5 out of 5 average rating, 10 reviews

Magic Spring

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, 105 reviews

Fireworks Nightly Penthouse, Two Exits From Disney

The entrance to Bahama Bay Resort & Spa is marked by a decorative sign featuring tropical imagery. Surrounding greenery includes palm trees and flowering plants, providing a vibrant first impression of the resort. The clear blue sky enhances the welcoming atmosphere of the location.

4.87 out of 5 average rating, 31 reviews

Bahama Bay Resort and Spa (801) in Central Florida

A spacious bedroom features a large bed with white linens, complemented by bedside tables with lamps. A ceiling fan is mounted above, and large windows with elegant curtains allow natural light to illuminate the room. A decorative globe and a bench provide additional accents.

5 out of 5 average rating, 10 reviews

Pet Friendly Reunion Condo Minutes from Disney!

An aerial view captures the sandy beach area lined with palm trees and shaded cabanas. Lounge chairs are arranged neatly in front of the beach, while a pool area with vibrant blue water is visible in the background surrounded by lush landscaping.

4.85 out of 5 average rating, 190 reviews

Full-Service Gated Resort, Disney, Universal, MCO!

A modern living room is featured with a plush gray sectional sofa and an accent chair. A sleek coffee table sits in the center, surrounded by a soft area rug. A large television displays a serene beach scene, while a dining area can be seen in the background, illuminated by a contemporary light fixture.