Apartment holiday rentals in Winter Haven

4.95 out of 5 average rating, 130 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.

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.

4.88 out of 5 average rating, 124 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 four luxurious pools with hot tubs. There's 24/7 security and free parking too!

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, 112 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.

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, 168 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, 138 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, 101 reviews

Renovated Condo 2 miles away from Disney Pool view

Welcome to our Orlando getaway! We’re Patricia and Fahem, esteemed Super hosts committed to curating an exceptional stay for our guests. Nestled in the heart of Orlando our condo offers comfort, style, and easy access to an array of family-friendly attractions. Our space is designed to cater to families, couples, or solo adventurers eager to explore the diverse attractions Orlando has to offer. Beyond the magic of Disney, discover a world of excitement at other nearby family-friendly spots.

4.89 out of 5 average rating, 106 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.

Apartment 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.

Apartment in Osceola County

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.

4.89 out of 5 average rating, 123 reviews

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)

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, 333 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, 103 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, 169 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!

4.87 out of 5 average rating, 103 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!

Popular amenities for Winter Haven apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

4.98 out of 5 average rating, 89 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.

Apartment in Auburndale

Costa 1BD Lake Condo | Paradise | Beautiful Area |

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.

Apartment in Haines City

4.79 out of 5 average rating, 34 reviews

Peaceful modern retreat

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.

4.91 out of 5 average rating, 93 reviews

Gated resort minutes from all major attractions

5 out of 5 average rating, 14 reviews

New! Seven Eagles Hideaway at Reunion Resort

4.95 out of 5 average rating, 40 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.

Apartment in Mulberry

Heron Haven Comfy 2BR condo w/pool Great Location

Apartment in Winter Haven

4.88 out of 5 average rating, 8 reviews

Waterfront Condo |Pool Access |Dock |Patio Views

Apartment in Winter Haven

A spacious community pool is surrounded by lounge chairs and seating areas, offering a relaxing atmosphere. Lush greenery and trees can be seen in the background, while a clubhouse with large windows is visible to the right of the pool.

4.94 out of 5 average rating, 16 reviews

Condo on Lake Lulu

4.96 out of 5 average rating, 24 reviews

Cozy condo in waterpark resorts and golf course

Pet-friendly apartment rentals

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.

4.85 out of 5 average rating, 294 reviews

Magical Champions Gate 3/2 Tuscan Penthouse

The open-plan living area features a spacious dining table surrounded by elegant chairs, complemented by designer lighting. A comfortable sectional sofa is positioned opposite a large TV, while large windows allow natural light to illuminate the room.

4.96 out of 5 average rating, 167 reviews

Vista Cay Luxury Vision, Next to EPIC and OCCC

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.

4.93 out of 5 average rating, 137 reviews

Pet friendly Orlando area near ESPN Center

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, 146 reviews

3 Bedroom w/large patio on Resort Golf Course

Superhost

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, 262 reviews

Brand New AwardWinning Renovated Condo Near Disney

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, 154 reviews

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

A modern living area is showcased with a sectional sofa, lounge chairs, and a coffee table. Open shelving displays decorative items. The kitchen area is visible in the background, featuring pendant lighting and sleek appliances. Natural light enhances the neutral tones of the space.

4.93 out of 5 average rating, 161 reviews

Remodeled 2BR/2BA Near Disney, Pool +WiFi +Parking

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, 185 reviews

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

Apartment rentals with a pool

The image showcases a large outdoor swimming pool reflecting the surrounding buildings and palm trees. The resort's tall structure rises prominently in the background, with numerous balconies visible. Clear blue skies are seen above, adding to the inviting atmosphere of the area.

4.98 out of 5 average rating, 46 reviews

Buena Vista The Perfect Location to Theme Parks!

5 out of 5 average rating, 9 reviews

2 bedroom Balcony King Suite - Lake & Pool view

4.95 out of 5 average rating, 21 reviews

Apartment in Reunion

Exquisite 3rd floor condo w/phenomenal golf views

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, 61 reviews

Beautiful NEWLY remodeled 2BD CONDO close toDISNEY

An aerial view captures the resort's landscaped grounds featuring a large swimming pool surrounded by tropical plants and lounge chairs. Below, the intimate living area displays a light-colored couch and a coffee table, while the bedroom showcases a cozy bed, wood accents, and natural light from the window.

5 out of 5 average rating, 36 reviews

Resort poolside condo/near Disney *no resort fees*

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, 58 reviews

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

A cozy living area is furnished with a light gray sofa and a wooden coffee table. Natural light enters through a large window, revealing a view of a screened-in balcony with seating. A ceiling fan and a flat-screen TV are visible, contributing to a comfortable ambiance.

4.9 out of 5 average rating, 73 reviews

Ken & Tanya's Tropical Retreat (near Disney Parks)