
Condo holiday 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.

3150-106 Resort Pool View Disney Universal Orlando
Minutes from Disney World Orlando Florida, Bohemian & Chic 2bed/2bath fully equipped apartment for up to 6 guests, located in the family friendly Storey Lake Resort. FREE Clubhouse & WATERPARK amenities: Heated Pool, Hot Tub, Kids Splash Zone, Water Slides, Lazy River, Gym, Tiki Bar, Ice Cream Shop & more. The apt is located: 10 min drive to DISNEY, 25 min to UNIVERSAL STUDIOS, 18 min to SEA WORLD. FREE Parking. FREE Waterpark. No extra FEES Gated Resort with Security 24/7 and Self check-in!

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!

Stylish Condo 20 mins to Disney/King Bed
Escape to our lovely vacation villa, nestled in the vibrant heart of Orlando's premier golfing destination. Just a 7-mile drive from Disney attractions and 30 minutes from Orlando International Airport. Discover the awe-inspiring Reunion Resort, offering an array of delights. Indulge in delectable dining experiences, take a dip in sparkling pools, savor refreshing drinks at poolside bars and grill. Embark on an extraordinary getaway that exceeds all expectations. Book your stay with us today!

Amaranta/Studio beautiful balcony LAKE VIEW 🫶❤️
Beautiful Studio 8m. Universal/Epic. 1 queen bed, 1 XL sofa bed, in the living. You can enjoy a wonderful lake view!! Free parking, 2 outside pool and 1 heated inside pool. The Studio have in the kitchen: Top stove with two burners, refrigerator, microwave oven, coffee maker, toaster, blender, pots, plates and silverware, for your convenience. In the bathroom. A nice jacuzzi!! The laundry is two doors away from the Studio. Under cost. This Studio not accept children, baby’s or pets.

Pool/Universal Orlando view at International Drive
Renovated Studio Apt with balcony, pool view & view of Universal Orlando Parks. Located in the heart of International Drive. World-class dining, attractions, shopping, entertainment & nightlife are walking distance. Condo was remodeled with several upgrades. Fully furnished with full-size refrigerator, kitchenette, queen bed & balcony. Three community pools & hot tubs, restaurant, basic gym, tennis, laundry facility ($), free wifi & free onsite parking. No "resort fee" or hidden fees.

5 mins Universal 10 mins Epic park | Rustic LOFT
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!!

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!!!

Beautiful Downtown Condo 1/1
This fully furnished 1/1 apartment, comes fully equipped with all the necessities you need for your vacation or short stay to Orlando, The City Beautiful. We have fully remodeled our house and would like to share the experience with you. The bedroom come with California king bed. Our kitchen has pots, pans, plates and silverware, as well as a Nespresso coffee machine for your morning wake up! We have our laundry machines in-house and yes, you can use them.

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.

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.

VC10-101 - 3 Bedrooms near Universal Studios
Welcome to VC10-101 at Vista Cay Resort! Get ready for an unforgettable Orlando getaway at our warm and inviting 3-bedroom, 2-bathroom condo, just minutes from all the magic. Whether you’re here to explore Disney’s Magic Kingdom, Universal Studios Orlando, or simply relax, this beautiful condo is the perfect home base for your adventures.

Stunning view, near Disney.
Very comfortable unit with a stunning view of the pond. Full equipped kitchen , close to everything (grocery, shopping,3 miles from Disney, sea world, universal, etc). Shuttle to Disney and Universal studio. Free access to all amenities to the hotel beside ( mini putt, pools, zip line ($), hot tubs, starbucks). Just waiting for you.
Popular amenities for Winter Park condo rentals
Weekly condo rentals

Spacious Skyline Studio w/Terrace & Kitchenette

1 Bed 1 Bath Golf Resort Condo (2nd FL)

Pool-Airport-Golf-Disney Apartment Country Club

Chic Oasis in heart of Orlando

London House | Orlando Airport Private Condo

Ventura Country Club Home away from home

Newly Renovated Spacious 2/2 Condo near Airport.

Cozy, yet convenient for both business & holiday!
Pet-friendly condo rentals

Vista Cay Luxury Vision, Walk to EPIC and OCCC

Pet friendly Orlando area near ESPN Center

Penthouse Lakeview Minutes to Disney/ Universal

Westgate Palace Resort 2 bedroom

Cozy single story condo near Disney

Private Studio near Universal & Disney

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

Newly Renovated Premium Condo, Vista Cay - 2002
Condo rentals with a pool

2BD/2BA Condo mins from Universal & Epic Universe

Lakefront Studio-Balcony- 6 mins to Universal-I-Dr

Disney Oasis by the lake

Boho Retreat: 7 min to Universal & Epic!

Carri-Vision Suite, (Theme-Parks)Orlando/Kissimmee

Stunning waterfront Views 1 mile to Disney 2 bath

Deluxe condominium on the golf course. 2 bedrooms

*Close to Disney parks!*By the pool! Ground floor
Quick stats about condo rentals in Winter Park

Total holiday rentals
Explore 10 holiday rentals in Winter Park

Nightly prices starting at
Winter Park holiday rentals start at $85 AUD per night before taxes and fees

Verified guest reviews
Over 360 verified reviews to help you choose

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Winter Park holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Give Kids the World Village
- Magic Kingdom Park
- Discovery Cove
- ESPN Wide World of Sports
- Disney's Animal Kingdom Theme Park
- Epcot
- Daytona International Speedway
- Old Town
- Kia Center
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Playalinda Beach
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Camping World Stadium
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