Condo holiday rentals in Winter Park

A dining area features a glass table surrounded by six upholstered chairs, creating a welcoming space. A sideboard is positioned against the wall, and artwork adorns the adjacent walls. Natural light filters in through a set of sliding glass doors, leading to the balcony.

4.9 out of 5 average rating, 308 reviews

Vista Cay Orlando Lakeview Condo

Modern luxury apartment (1800 sqft). 3 bedrooms, 2 bathrooms and 2 living rooms. Self catering. Sheets, pillows, towels, kitchen utensils are provided Corner balcony with view to Sea World Vista Cay has 2 pool areas with a nice club house, exercise room, game room, cinema, tennis/basket Easy checkin - guests receive a code to the condo so they are able to self-checkin without any delay on their arrival Local agent on site that can assist if there are any problems during your stay Free WI-FI

4.95 out of 5 average rating, 138 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.

A modern studio presents a king-size bed with a plush gray comforter, elegantly complemented by a decorative throw. A cozy seating area features a blue tufted ottoman and stylish bar stools. Large windows allow natural light to fill the space, framed by sheer and dark curtains.

4.9 out of 5 average rating, 296 reviews

Maria Luz Studio-Huge Terrace/Universal area.

We are sure that you will fall in love with our STUDIO! Beautiful, Romantic and incredible lake view Studio!! King side bed and sofabed. Enjoy a LARGE PRIVATE TERRACE. Enjoy the jacuzzi bathtub. Our Studio is located one block from the famous International Dr. In Orlando City. In the center of everything!! Universal Studio’s area FREE PARKING. Universal Studios and Epic 8 minutes. Disney park’s 10 to 15 minutes. Airport 15 minutes, Seaworld Park’s 8 minutes WE HAVE BEEN SUPER HOSTS FOR 11 YEARS.

A spacious living area is showcased with a comfortable gray sofa and a round coffee table placed on a light blue area rug. Modern wall art adorns the walls, and a dining table with four chairs is visible in the background. Natural light fills the space, highlighting the vaulted ceilings.

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!

A dining area on a spacious terrace features a wrought-iron table with seating for six. The table is set with plates, glasses, and utensils, accompanied by a bottle of sparkling wine. A large umbrella provides shade, with distant views of nearby buildings.

4.88 out of 5 average rating, 338 reviews

Private Terrace • Epic Fireworks • 2/2 - King Bed

• Stunning 270° views from a private wraparound terrace. • Located at the heart of International Drive. • Watch rocket launches, nightly fireworks and drone shows from Universal Studios and EPIC. • Newly renovated 2-bed/2-bath with King Bed. Enjoy hotel amenities like pools, hot tubs, gym, and tennis court. Perfect for Universal Studios & the Convention Center. A rare terrace unit with kitchen, smart TVs and work area. Great for families or professionals, comfortably sleeps 4. Self Check In.

A bright living space showcases large windows with lake views, allowing natural light to fill the area. Two comfortable sofas and a round coffee table create a cozy seating arrangement. A dining table is visible nearby, along with modern decor and a wall-mounted TV.

4.96 out of 5 average rating, 108 reviews

Near Disney & Universal Parks, Stunning Lake Views

Just 1 mile to the "Welcome to Disney" property entrance & minutes to all Disney Parks, Universal, SeaWorld, and more! Two bedrooms, two full baths, bunk beds in a hallway alcove (each with a TV). Two balconies: East for stunning sunrises, west for sunsets and fireworks. Full kitchen, pool, hot tub, tiki bar. Free parking. NO RESORT FEE. Unit on 9th flr. Near Premium Outlet Mall, Convention Centers, Golf, Dining, Shops, Mini Golf, and Watersports. This is a perfect spot for an Orlando vacation

A decorative display featuring a Mickey Mouse-shaped shelf with a deck of Bicycle playing cards. The shelf is flanked by two potted green plants, placed on a textured runner that complements the natural elements of the arrangement.

4.99 out of 5 average rating, 107 reviews

Classy Disney Themed Condo with FREE shuttle!

Love Disney but still want to feel like you are on a luxurious vacation? With neutral and vintage Disney decor colors, you will be reminded that this vacation is for the adults too! Relax and unwind after an amazing (and probably very long ) day at the parks, or take a break mid-day to rejuvenate young & old minds & bodies alike. Yes we are that close! We offer a free shuttle to the parks running several times a day and if needed we are so close an Uber/Lyft ride won’t cost you an arm & leg!

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.

4.93 out of 5 average rating, 239 reviews

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.

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.

4.87 out of 5 average rating, 564 reviews

Lakefront Studio •Private Terrace• near Universal

Escape to this luxurious and serene studio retreat, featuring beautiful lake and pool views from your private terrace - the perfect spot to unwind after a day of adventure. Ideally located just off International Drive, you’ll be minutes from Orlando’s top attractions, dining, and shopping. Enjoy unbeatable convenience with Universal Studios and Epic Universe only 5 minutes away and Disney Parks just 15 minutes away. End the day by watching the Magic Kingdom fireworks from the terrace.

4.84 out of 5 average rating, 154 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!!

A spacious living area features a comfortable sofa and two turquoise chairs, inviting relaxation. A large rug with geometric patterns anchors the space, while a modern art piece adds a colorful focal point. Natural light floods in through large windows, highlighting the open layout.

4.96 out of 5 average rating, 176 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!!!