Condo vacation rentals in Winter Park

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 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, 162 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.

4.92 out of 5 average rating, 159 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 .

A vibrant living area features a Super Mario-themed mural depicting iconic characters against a blue backdrop. Plush seating surrounds a coffee table styled with bright colors, while a playful rug showcases a character from the Mario universe, creating a fun and inviting atmosphere for relaxation and gaming.

4.95 out of 5 average rating, 194 reviews

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

Welcome to your ultimate Nintendo getaway where every room is artfully and thoughtfully designed with a unique Super Mario theme. From custom decor to playful details, every corner is a tribute to the beloved world of Mario and friends. With classic Nintendo consoles at your fingertips, you’ll have everything you need to relive your favorite gaming memories in style. Unwind, play, and immerse yourself in the colorful world of Nintendo - TRUE SUPER MARIO ENTHUSIASTS ONLY :)

A modern living area features a deep green sectional sofa accented by a natural wood coffee table. Two framed botanical prints adorn the wall, while a potted plant adds a touch of greenery. A patterned area rug anchors the space, contributing warmth and texture.

4.91 out of 5 average rating, 102 reviews

Renovated Condo Lake Eola View Great Location

Rental agreement needs to be e-signed before check in & ID submitted for legality. Info will not be shared. Check in information will not be shared unless rental agreement is signed and valid ID submitted 1bedroom condoz Unit on second floor It overlooks historic Lake Eola 1 designated parking space Owner lives in another unit on property Affordable, no-frills stay in an amazing location. Clean, simple, and budget-friendly — perfect if you value location over luxury

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.

4.94 out of 5 average rating, 129 reviews

Vista Cay Luxury Executive, Next To Epic And Occc

Spacious 3 Bedroom/2 Bathroom 4th floor corner condo. Sleeps 8. Balcony w/seating. Close to Pool/Clubhouse. NEXT TO EPIC, OCCC, Supermarket, Walgreens, Tourist attractions and restaurants. Minutes to Universal Studios, Disney, Aquatica, Discovery Cove & SeaWorld. Upgraded with new flooring, furniture & decor. Free resort amenities & free self-parking for several cars. Dog friendly, for nightly pet fee. Please inquire with host for fee.

4.87 out of 5 average rating, 450 reviews

Lakefront Resort Studio • 5 min to Universal

Modern, spacious studio with stunning lake views from your private balcony. Perfectly located just off International Drive, minutes from Universal Studios & Epic Universe, Disney, ICON Park, dining, shopping, and major attractions. Enjoy a comfortable king bed, kitchenette, fast Wi-Fi, smart TV, indoor & outdoor pools, and free parking. Perfect for couples, solo travelers, or business guests. No deposit or extra fees!

A bright bedroom is presented, featuring a spacious bed with crisp white linens and a decorative orange pillow. Soft overhead lighting highlights the warm tones of the wooden headboard. The room includes an ensuite bathroom, visible through an open door, enhancing accessibility.