Condo vacation rentals in Winter Park

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Top-rated condo rentals in Winter Park

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Top guest favorite
An aerial view captures a large heated pool surrounded by lounge areas, palm trees, and walkways. Lake Bryan extends in the background, reflecting the blue sky and greenery, providing a serene setting ideal for relaxation.
Condo in Orlando
4.88 out of 5 average rating, 307 reviews

Spacious 1King/2Bath w/stunning lake view

1 KING/ 2 BATH/ 1BALCONY condo for an ideal getaway. Condo located within 10 min. from Disney property, 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 PLUS FIREWORKS over the Disney in the evening. Yep, that's right - your view is SKY HIGH, the best in Central Florida. Parking included in price and there are NO ADDITIONAL RESORT FEES. Newly Renovated Space for MAX enjoyment.

Guest favorite
An aerial view captures a large swimming pool curving gracefully, surrounded by palm trees and lounge chairs. Adjacent to the pool, a kiddie pool is visible. The tranquil waters of Lake Bryan glimmer in the background, bordered by lush greenery.
Condo in Orlando
4.95 out of 5 average rating, 133 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.

Guest favorite
A themed bedroom featuring two beds, one full and one twin, arranged against a vibrant wall adorned with a galaxy motif and Mickey Mouse silhouette. The ceiling is illuminated with colorful LED lights, creating a whimsical atmosphere throughout the space.
Condo in Kissimmee
4.89 out of 5 average rating, 163 reviews

207_ Sparkle Apartment Close to Disney Free Waterp

Newly Remodeled Mickey-Themed Apartment – Perfect for Your Getaway! Experience the magic in our beautifully remodeled apartment, designed to make you feel right at home! Whether you're visiting the parks or exploring Orlando, our space offers everything you need for a comfortable and unforgettable stay. Plus, enjoy free access to an exciting waterpark—the perfect way to relax and cool off after a day of adventure. And don’t miss the breathtaking fireworks featuring Mickey's Bedroom (LED Lights)!

Top guest favorite
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
4.96 out of 5 average rating, 120 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.

Guest favorite
A stylish living room features a large gray sectional sofa complemented by bright orange cushions. A black coffee table stands in the center, while two lamps provide soft lighting. Wall decor includes mirrors and artwork, enhancing the airy ambiance created by the large windows.
Condo in Orlando
4.81 out of 5 average rating, 160 reviews

Newly Renovated Premium Condo, Vista Cay - 2002

Luxury Vacation Condo UPDATE: NOW WITH SMART TVS AND ALL REMOTES WORKING GREAT :) Close to all major theme parks, attractions, shops, and next to the Orange County Convention Center 24 hour Check in/Service desk. Pristine amenities include 2 large pools, 2 hot tubs, pool bars, children’s splash pad, fitness center, business media room, playground, basketball court, 1.5-mile jogging trail. This luxurious condominium, boasting over 2,000 square feet, is tastefully decorated and furnished with

Guest favorite
A large community pool is surrounded by lounge chairs and shaded umbrellas, with clear blue water reflecting the sky. Fenced areas and palm trees offer a serene environment, while a peaceful lake can be seen in the background, completing the setting.
Condo in Orlando
4.84 out of 5 average rating, 127 reviews

Entire Condominium- Luxury Gated Community

Gorgeous, recently renovated 1 bedroom condominium with vaulted ceilings and tons of natural light. This condo has the exclusivity for a single guest or the intimacy for a couple. It is even spacious enough for a small family or group of friends with a Queen Bed and Twin Bed in the bedroom and a comfortable Queen Pull-out bed in the living room. This unit is located in the Heart of Orlando. 8 minutes from the Airport. 25 minutes from Universal. 30 minutes from Disney. 15 minutes from downtown!

Guest favorite
Condo in Orlando
4.88 out of 5 average rating, 140 reviews

3BR Condo w Resort Access near Epic Universe

Experience the most magical stay at this 3BR condo, situated minutes of drive from Universal Studios and close to Walt Disney World & new EPIC Universe. This home is designed for unforgettable family vacations, boasting: -Smart TV and high-speed Wifi, -Resort access: Gym, Pool, hot tub, Game Room, -Patio with outdoor furniture and a BBQ grill, -Family-friendly: High chair and Pack ’n play/Travel crib, -In-unit Washer & Dryer, -Dedicated workspace and dining table, -FREE parking on premises.

Guest favorite
Condo in Orlando
4.83 out of 5 average rating, 140 reviews

Cozy space 5/10 universal & epic

Take it easy at this unique oasis and tranquil getaway that is located in the heart of Orlando!! Want to have fun?! Literally walking distance from Universal Studios, Want to go shopping?! 5 mins from Millenia Mall and Premium Outlets. Want to experience Orlandos hottest nightlife or stroll through the city it’s 15 mins from Downtown , Do you want to meet Mickey Mouse or shamu?! 15 mins from Disney and sea-world. Even take a dip in the complex pool or play tennis!!

Top guest favorite
A bright living area features large windows offering expansive views of greenery. A gray sofa is complemented by two vibrant blue chairs. A round table is positioned between the chairs, while a contemporary rug adds texture to the cement flooring.
Condo in Orlando
4.96 out of 5 average rating, 172 reviews

Downtown Condo w/ Treetop Views & Free EV Charging

Rooftop Deck with Skyline Views - Free Downtown Parking - Free EV Charging - Fast WiFi Lots to love about this condo! We are just four blocks from Lake Eola. Plenty of great restaurants and nightlife options close, yet we are just far enough from the noise and traffic of downtown to enjoy some quiet too. Walk to Grocery Store (Publix), Fine Dining, Bars, Clubs, Performing Arts Center, Lake Eola Farmer's Market, Kia Center Concerts and Sporting Events and more!!!

Guest favorite
An aerial view captures the centrally located pool surrounded by landscaped gardens and palm trees. The octagonal-shaped pool is bordered by a smooth stone deck, with lounge areas and a gazebo visible nearby. The surrounding buildings exhibit a harmonious architectural style.
Condo in Winter Park
4.84 out of 5 average rating, 125 reviews

Lovely Winter Park Home close to Hospitals !

Lovely Condo close to Full Sail, Rollins College, Valencia College, UCF and Advent Health Winter Park Hospital. Close to Park Avenue - Winter Park’s shopping, dining and cultural gem – boasts more than 140 boutiques, sidewalk cafes, and museums, all in the shadow of oak-canopied Central Park. In addition to the shops, dining and cultural offerings, you can plan a trip around special events that include seasonal art shows, concerts and fashion events.

Guest favorite
A balcony is depicted with four cushioned chairs arranged around a small table. The railing provides a view of a serene landscape with water and greenery in the background. Light fabric drapes softly from the sliding door frame.
Condo in Kissimmee
4.91 out of 5 average rating, 153 reviews

Modern Condo with Lake View Near Disney 3151

STOREY LAKE RESORT A premier vacation community just 8 miles from Disney and minutes from Universal & SeaWorld, this community is surrounded by restaurants, shops, and top malls. Only 30 minutes from Orlando Airport, it offers easy access to everything you need. Book your stay for 7 days or more and unlock an exclusive 5% discount ! Stay 30+ nights and save 10% (Discount will apply on selected stays) Reserve now! we would love to be your host!

Top guest favorite
A spacious terrace features comfortable lounge chairs with blue cushions and a stylish hanging chair. A small table accompanies two chairs, providing a perfect spot for relaxation. An umbrella offers shade, while the expansive view overlooks the surrounding area, enhancing the outdoor experience.
Condo in Orlando
4.87 out of 5 average rating, 556 reviews

Lakefront Studio •Private Terrace• near Universal

Modern, spacious, and serene, this studio offers beautiful lake and pool views from your own private terrace—perfect for unwinding after a day of adventure. Ideally located just off International Drive, you’ll be close to Orlando’s top attractions, dining, and shopping. Enjoy unbeatable convenience with Universal Studios/Epic Universe only 5 minutes away and Disney Parks just 15 minutes away. No deposit required and no extra fees.

Popular amenities for Winter Park condo rentals

Quick stats about condo rentals in Winter Park

  • Total vacation rentals

    Explore 10 vacation rentals in Winter Park

  • Nightly prices starting at

    Winter Park vacation rentals start at €52 per night before taxes and fees

  • Verified guest reviews

    Over 380 verified reviews to help you choose

  • Vacation rentals with a pool

    10 properties feature pools

  • Wi-Fi availability

    10 of Winter Park vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winter Park rentals

  • 4.9 Average rating

    Winter Park stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    Winter Park's top spots, include Orlando Science Center, Harry P. Leu Gardens, and Orlando Museum of Art

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