Condo vacation rentals in Winter Haven

An inviting swimming pool is surrounded by lush palm trees and well-maintained landscaping. Comfortable lounge chairs are arranged by the water's edge, with a tiki hut visible in the background. The serene blue water reflects the clear sky and the surrounding greenery.

4.89 out of 5 average rating, 111 reviews

Bahama Bay luxury resort, minutes to disney.

Bahama Bay Luxury resort, only 15 minutes to disney world . 2 bedroom condo complete with everything you need to enjoy stay in sunny Florida. Bahama Bay is a first class resort located on the shores of lake Davenport. The resort has a beautiful white sand beach comfortable lounge chairs. there is 4 heated pools and hot tubs located through out the resort. There is also a fun kids splash pool, tradewinds restaurant and bar. lots of activities on site with tennis and pickle ball court, basketball.

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, 335 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.

Two thatched-roof cabanas are set on a sandy area, providing shaded spots for relaxation. Lush greenery surrounds the space, and a hammock can be seen hanging nearby. The clear blue sky enhances the tranquil environment.

4.89 out of 5 average rating, 118 reviews

Bahama Bay Hideaway - Condo by Orlando theme parks

Modern condo in beautiful Bahama Bay resort, in the heart of Orlando's theme park district. Perfect for families, couples or young groups, the condo is just 20 minutes from Disney, 35 from Universal, and a couple of hours from Florida's east or west coast. The spacious condo is on the second floor with two private balconies. The stunning resort includes walking/running routes around Lake Davenport, on-site dining and five luxurious pools with hot tubs. There's 24/7 security and free parking too!

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.

4.92 out of 5 average rating, 165 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.

4.84 out of 5 average rating, 161 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.

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, 136 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!

4.95 out of 5 average rating, 224 reviews

The living area is brightened by large windows offering views over the lake. A comfortable sofa and seating area complement a dining table set for six. A television is positioned adjacent to a ceiling fan, creating a welcoming space for relaxation and dining.

Condo in Orlando

Bird’s-Eye View! 2bd/2 King/2Bath Disney Area

2 KING/ 2 BATH/ 2 BALCONY condo for an ideal getaway. Condo located within 10 min. from Disney, 15 min. for Universal, 25 min. to Downtown Orlando, and 1 hr to the beach. From the 12th floor unit, you can enjoy the sunrise over Lake Bryan in the morning and sunset - book the extra day, you’re gonna wish you did. Yep, that's right - your view is SKY HIGH, the best in Central Florida. Unit is fully equipped and very luxurious. Parking included in price and there are NO ADDITIONAL RESORT FEES.

An aerial view showcases a large pool area surrounded by lush landscaping and palm trees. The complex features a main pool, children's pool, and several cabanas. The orange-roofed building provides a welcoming focal point, while the well-kept grounds invite relaxation and fun.

4.85 out of 5 average rating, 105 reviews

Spacious 2bd/2ba (No stairs) Disney/Championsgate

Tuscan style, *Newly Updated* clean & spacious 2 bd/ 2 ba FIRST FLOOR condo (no steps) located at the beautiful Tuscana Resort in Championsgate. Location is ideal for an Orlando vacation whether you're going to the parks, playing golf, shopping or just want to relax in the Florida sun. Facilities include free WiFi, large pool, jacuzzi, kids pool, free cabanas, gym, playground, grills, restaurant/bar onsite and NO RESORT FEES! We have no doubt that guests of all ages will enjoy their stay.

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, 166 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!

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.

4.89 out of 5 average rating, 143 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.

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, 192 reviews

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

Minutes to Theme Parks, Full-Service Resort, Space for the Whole Family, Pools, Splash Pad & Much More! This 3-bedroom villa at Bahama Bay Resort & Spa is ideal for family or group vacations. Comfortable queen beds are standard in the main bedroom and first guest bedroom, while the second guest bedroom features two twin beds. The villa features two full bathrooms. All resort amenities are free and available to guests. 24/7 guard gate and front desk service.

4.88 out of 5 average rating, 180 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

Condo in Highlands Reserve

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.

4.98 out of 5 average rating, 97 reviews

No Cleaning fee - 3 bed 3 full bath near Disney

4.89 out of 5 average rating, 99 reviews

The thrill of luxurious living just 15 min/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, 89 reviews

Gated resort minutes from all major attractions

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

5 out of 5 average rating, 6 reviews

New! Seven Eagles Hideaway at Reunion Resort

4.8 out of 5 average rating, 5 reviews

A covered balcony features two chairs, one in green and the other in red. Sunlight casts shadows on the floor, while scenic views of the surrounding community and nearby palm trees are visible through the railing.

Condo in Haines City

Second Floor 2-Bedroom Condo in Southern Dunes

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.

4.88 out of 5 average rating, 32 reviews

Bahama Bay Resort and Spa (801) in Central Florida

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.

4.86 out of 5 average rating, 85 reviews

Spacious & Peaceful Condo Near Champions Gate

Pet-friendly condo rentals

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, 141 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, 257 reviews

Brand New AwardWinning Renovated Condo Near Disney

A tranquil pool area is surrounded by palm trees and lounge chairs, offering a refreshing blue water surface. An interior bedroom features a spacious bed with light-colored bedding and yellow walls. An aerial view reveals additional resort amenities, including a hot tub and landscaped gardens.

4.89 out of 5 average rating, 9 reviews

Reunion Resort | Family and a Golf Course Paradise

4.78 out of 5 average rating, 18 reviews

Condo in Reunion

Delightful retreat with golf view close to 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, 241 reviews

Family Friendly I Mins from Disney I Resort Pool

A winding lazy river pool is surrounded by lush palm trees and tropical landscaping. Water features, including slides and spraying elements, create an engaging atmosphere. Steps lead into the pool, which is framed by natural stone and tile, offering a serene escape in a vibrant setting.

4.98 out of 5 average rating, 162 reviews

Condo on the top floor with lake view near Disney!

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.

4.84 out of 5 average rating, 180 reviews

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

Condo rentals with a pool

A kid-friendly bedroom features two twin beds dressed in gray bedding with playful Mickey Mouse designs. A light blue nightstand accompanies each bed, and a whimsical Mickey Mouse wall mural adds charm. A ceiling fan offers comfort with natural light filtering through the window.

4.98 out of 5 average rating, 45 reviews

2bed 2bath remodeled near Disney parks/outlet

A private balcony offers seating with a view of the shimmering lake, highlighting the surrounding landscape. Adjacent images reveal family-friendly amenities, including a vibrant water park with slides, an elegant kitchen space, and a welcoming sleeping area featuring playful decor.

4.89 out of 5 average rating, 188 reviews

NEW APARTMENT WITH WATER PARK AND NEAR DISNEY

A spacious bedroom features a large bed with a textured gray quilted cover. Two stylish bedside tables with lamps accompany the bed. Natural light enters through a window with sheer curtains, revealing lush greenery outside. Coastal art adorns the wall above the bed.

4.91 out of 5 average rating, 485 reviews

Mediterranean Resort! 2 bed/bath. Close to Disney!

A modern bedroom features a spacious bed adorned with red and gray textiles. A large circular light installation highlights the textured wall behind. Two floor lamps provide soft illumination, while a desk with a chair is situated nearby. Floor-to-ceiling curtains frame the window.

4.83 out of 5 average rating, 164 reviews

Intense Space-Themed Condo Near Disney

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.

4.83 out of 5 average rating, 54 reviews

Beautiful NEWLY remodeled 2BD CONDO close toDISNEY

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

A sandy beach area is framed by tall palm trees, featuring several blue lounge chairs arranged beneath thatched-roof umbrellas. The view extends to a calm lake in the background, creating a tranquil setting surrounded by lush greenery.

4.84 out of 5 average rating, 87 reviews

Florida Family Resort. The best in Bahama Bay.