Condo vacation rentals in Winter Park

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, 304 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 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, 309 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

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, 129 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 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.

4.8 out of 5 average rating, 171 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

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, 341 reviews

Private Terrace • Epic Fireworks • 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 light and airy living room features plush seating, including a gray sofa and matching chairs, arranged around a coffee table. A large flat-screen TV is positioned against the wall, with natural light streaming in through the broad windows dressed in sheer curtains.

4.85 out of 5 average rating, 163 reviews

Fantastic 3BR Condo close to OCCC & Epic Universe!

Step into your ultimate Central Florida escape! This spacious 3-bedroom condo at Vista Cay puts you minutes from Epic Universe, Universal Studios, Disney World, and the OCCC. Dive into resort perks like a lazy river, hot tub, and gym, then unwind on your private balcony overlooking serene lakes. Fully equipped kitchen, free parking, high-speed Wi-Fi, EV charging — everything you need for an unforgettable, fun-filled getaway with friends or family. Adventure and chill mode? You’ve got both.

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.

4.93 out of 5 average rating, 160 reviews

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

Beautiful updated 3bedroom 2 full bathrooms, sleeps 8; only 200 ft from club house. Located near Universal Studios, Sea World and within walking distance to Orange County convention center and International Drive. For your convenience we offer valet wagon for those heavy bags and electronic door lock for easy access. Our club house has a large hot tub, 2 pools ( 1 large adult and 1 large children's pool ), pools are heated during winter, poolside tiki bar, fitness room, gated community .

4.84 out of 5 average rating, 159 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, 178 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!!!

4.83 out of 5 average rating, 127 reviews

A modern kitchen is seen, featuring white cabinetry and a speckled granite countertop. Stainless steel appliances, including a microwave and toaster, are positioned conveniently. A small potted plant adds a touch of greenery, while natural light filters in through the window above the sink.

Condo in Winter Park

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.

4.85 out of 5 average rating, 110 reviews

Condo in Kissimmee

Andris Luxury Homes Modern 1BR/1ba

Andris Luxury Homes This unique has a style all in its own. This beautiful condo Bali styles condo on its proximity to the world-famous Disney Parks (10 minutes away) and near to Hollywood Studio, Animal Kingdom, Epcot, Island Of Adventure, Volcano Bay, Blizzard Beach, Typhoon lagoon, Aquatica, Sea World, Universal Studio, Island of Adventure, Legoland, Publix, Walmart, and many restaurants are less than 5 miles away.