Condo vacation rentals in Winter Haven

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!

Tuscana Resort Orlando is a Mediterranean-style villa resort minutes from DisneyWorld. Universal, Sea World & LEGOLAND are close as well. NO EXTRA FEES The amenities are top notch with a beautiful swimming complex that includes pool, hot tub, cabanas, kiddie pool, fitness centre etc. The very spacious 2-bed/2-bath condo is 1200sqft! Recently renovated/painted/new stainless steel appliances! Sleeps 8. Tile Throughout! Gorgeous Kitchen! 55” Smart TVs. FREE WIFI/Cable/Netflix. A/C. Washer/Dryer

A balcony view showcases a round table and two chairs facing the expansive lake. The serene water reflects the clear blue sky, while the railing provides safety and openness to the picturesque landscape.

4.98 out of 5 average rating, 124 reviews

Disney Area Updated Lakefront Resort Condo 2 POOLS

Updated Disney area condo Amazing private lakeview and location! Special Mickey touches Spacious one bedroom plus bunk bed nook & TWO full bathrooms King bed in main bedroom with ensuite Two bunk beds in hall nook Queen size sleeper sofa in living area 2nd bathroom has access from hall Upgraded Stainless Steel kitchen New Washer & Dryer New AC & Heat Balcony overlooking pools & lake New furnishings 885 sq ft Disney 1 mile Seaworld 5mi Convention Center 6mi Universal Studios 8mi MCO Airport 16mi

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 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

Tuscana Resort Orlando, is beautifully landscaped with lush planting and a private woodland. Tuscana Resorts has received the Certificate of Excellence from TripAdvisor for 5 years running! Located 10 minutes from Disney World and overlooking the world famous champions gate golf course, this resort is equipped all the amenities to ensure an enjoyable stay; a large swimming pool complex with separate kiddie pool, hot tub, 30 seat cinema, fitness center, bbq areas, picnic tables, free wifi.

A spacious living area features large glass doors that open to a scenic balcony overlooking the Arnold Palmer PGA golf course. Soft furnishings are complemented by a stylish coffee table and decorative accents. Nearby, a vibrant Star Wars-themed bedroom displays unique decor and multipurpose seating.

4.95 out of 5 average rating, 189 reviews

*Sunset Perch: Views, Reunion Resort, XBox, 2Pools

This modern 3-bedroom luxury condo (with an ELEVATOR right to the door) 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.

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!

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.

A serene pool area is surrounded by lush palm trees, with the ocean visible in the background. Comfortable lounge chairs are arranged around the pool, along with umbrellas offering shade. A 'No Diving' sign is posted, ensuring safety for all guests.

4.85 out of 5 average rating, 115 reviews

peaceful resort condo. 601

Platform fee 18.5% is paid by host. Spacious two-bedroom unit offers approx. 1,400 sft of comfort in community with 24-hour security. Guests enjoy access to pools, a clubhouse, tennis and sand volleyball courts, a scenic nature trail, and an on-site restaurant. Conveniently located just 8 mi from Walt Disney World. A comfortable stay at great value. not perfection or hotel service. **Primary guest registration with ID required through guest portal.

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, 187 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!

4.78 out of 5 average rating, 195 reviews

Amazing Pet-Friendly 3BR condo near Epic Universe!

Luxury meets convenience in this spacious 3BR condo on the third floor with a walkout balcony. Fully equipped kitchen, cozy dining, and pet-friendly for your magical stay. Just minutes from Epic Universe, Walt Disney World, and Universal Studios. Comfortable bedrooms, sleek bathrooms, and nearby stores make it the perfect home base for your Orlando adventure.

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.

4.98 out of 5 average rating, 241 reviews

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, 147 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.

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, 12 reviews

Inviting vacation spot at Reunion Resort close to

Four vibrant murals feature iconic Marvel characters, including Captain America, Iron Man, Vision, Scarlet Witch, and Spider-Man. The striking artwork complements the stylish decor, creating an engaging atmosphere in the sleeping area. Comfy bedding and pillows are visible, enhancing the room's visual appeal.

4.84 out of 5 average rating, 57 reviews

@SuperheroesBNB near Disney - Resort Pool - Marvel

A contemporary living area includes a comfortable gray sofa and two matching armchairs arranged around a set of round wooden coffee tables. Vibrant artwork adorns the wall above the sofa, while a pendant light hangs overhead. The space is highlighted by a striped area rug.

4.81 out of 5 average rating, 97 reviews

Charming 2 Bd near Disney @ Champions Gate Resort

A spacious living area features a light-toned sectional sofa facing a large flat-screen television. Two comfortable blue armchairs are positioned at a small table by the window, which allows natural light to illuminate the space. A decorative area rug enhances the wood flooring.

4.86 out of 5 average rating, 28 reviews

Epic Universe Vacation Condo, Vista Cay - 2017

5 out of 5 average rating, 6 reviews

New! Seven Eagles Hideaway at Reunion Resort

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

4.94 out of 5 average rating, 17 reviews

Cozy condo in waterpark resorts and golf course

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

Pet-friendly condo 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, 293 reviews

Magical Champions Gate 3/2 Tuscan Penthouse

4.89 out of 5 average rating, 99 reviews

The thrill of luxurious living just 15 min/Disney!

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, 106 reviews

Penthouse Lakeview Minutes to Disney/ Universal

4.8 out of 5 average rating, 125 reviews

wonderful ap remodeled in july the heart of 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, 147 reviews

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

4.83 out of 5 average rating, 241 reviews

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.

Condo in Kissimmee

Family Friendly I Mins from Disney I Resort Pool

4.98 out of 5 average rating, 162 reviews

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.

Condo in Kissimmee

Condo on the top floor with lake view near Disney!

A welcoming living area features a white sofa and a dark coffee table set against light walls. Two lamps provide soft illumination, while a sleek chair adds comfort. Natural light enters through a large window dressed with sheer curtains, enhancing the tranquil atmosphere.

4.97 out of 5 average rating, 116 reviews

Vista Cay Island Breeze, Next to EPIC & OCCC

Condo rentals with a pool

5 out of 5 average rating, 25 reviews

An inviting bedroom features a Mickey-themed design with two spacious beds, ideal for children. The cozy living area showcases a comfortable sectional sofa, a flat-screen TV, and modern lighting. A stylish dining space with a table and six chairs is also visible, enhancing communal dining.

Condo in Kissimmee

4731-103 Stay Magical • 2BR with Mickey Room & Mor

An aerial view of the clubhouse area is displayed, featuring a large pool surrounded by lounge chairs. Palm trees provide greenery around the poolside, while guests can be seen enjoying the water. The architecture of the clubhouse complements the inviting outdoor space.

4.92 out of 5 average rating, 137 reviews

Location,Location 3bd 2bth near parks conv.ct/Int.

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.

4.93 out of 5 average rating, 54 reviews

Modern & Cozy 3BR Near Disney + Pool Family Ready

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

The living room features a comfortable seating area with a large sectional couch and a sleek coffee table. A modern electric fireplace is mounted beneath a flat-screen TV. The balcony showcases a scenic view of Lake Bryan, offering outdoor seating for relaxing moments.

4.81 out of 5 average rating, 48 reviews

Nicely Furnished Lakeview Condo Near Disney for 8

4.82 out of 5 average rating, 87 reviews

Green View Condo near Disney

The image features a collage of six photos showcasing various aspects of the condo. Highlights include a vibrant water park with dueling slides, a Star Wars themed bedroom with two beds and neon lights, a master bedroom with decorative bedding, a cozy living room with ample seating, and a modern kitchen equipped with stainless steel appliances and granite countertops.

5 out of 5 average rating, 49 reviews

Windsor Hill Fun Condo Starwars, Moana, Pool, Spa

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.