
Apartment holiday rentals in Winter Park
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Top-rated apartment rentals in Winter Park
Guests agree: these apartments are highly rated for location, cleanliness and more.

Private Rooftop Suite! No resort fees!
Enjoy a stylish experience at this centrally-located rooftop terrace. Located at the Enclave Suites, this unit features a rooftop terrace with views overlooking Sandy Lake. Recently remodeled, it boasts practical functionality with beautiful design. This unit is everything you need to enjoy a vacation in Orlando. It is centrally located off of International Drive and minutes from Universal Studios, Volcano Bay, SeaWorld, Disney World and much more. Enjoy a luxurious stay without the hefty price.

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.

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.

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

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!

🕶Your Private Terrace In The Sky🕶 Great Views
Great location for Universal Studios and EPIC, the Convention Center and amazing restaurants. This beautiful 2/2 apartment isone of the nicest at The Enclave Hotel & Suites. Relax on your own spacious private terrace while enjoying 270° views over Universal Studios, International Drive and the Orlando Eye. Newly renovated with Granite and travertine throughout. Stainless steel appliances and oversized smart TVs. Hotel amenities include indoor and outdoor pools, tennis, food court, pub and gym.

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!

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.

Excellent Condo Minutes from Universal Studios
NEWLY RENOVATED JULY 2023!!!! This Excellent Condo located in the heart of International Drive, the busiest tourist district in Orlando with variety of restaurants, shops and attractions. It is also located one mile from Universal Studios and right across from the new Universal's Surfside and Dockside resorts. Everything is walking distance. This beautiful resort also has some amazing amenities such as, 2 pools, 2 hot tubs, indoor pool, gym, Tennis court, Free Wi-fi and parking."

LOFT style 5/10 mins 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!!

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.
Popular amenities for Winter Park apartment rentals
Weekly apartment rentals

Charming 2/1 Condo on a Lake in Winter Park

Modern super clean condo at Ventura Country Club !

Chic Oasis in heart of Orlando

Deluxe condominium on the golf course. 2 bedrooms

London House | Orlando Airport Private Condo

Renovated Condo Lake Eola View Great Location

2-bedroom condo w/ stunning lake and Disney views

[Lake View, Modern Decor, 1 Mile to Disney!]
Pet-friendly apartment rentals

Magical Champions Gate 3/2 Tuscan Penthouse

Vista Cay Luxury Vision, Next to EPIC and OCCC

Pet friendly Orlando area near ESPN Center

Penthouse Lakeview Minutes to Disney/ Universal

Westgate Palace Resort 2 bedroom

Private Studio near Universal & Disney

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

210 - Disney, Epic Universal, Convention Center
Apartment rentals with a pool

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

NEW APARTMENT WITH WATER PARK AND NEAR DISNEY

Pool-Airport-Golf-Disney Apartment Country Club

Ventura Country Club Home away from home

Luxury 2B2B APT Near Convention Center, Universal

Scenic View Condo Near Disney

Near Disney & Universal Parks, Stunning Lake Views

Fireworks View Studio w/Terrace & Kitchenette
Quick stats about apartment rentals in Winter Park

Total holiday rentals
Explore 10 holiday rentals in Winter Park

Nightly prices starting at
Winter Park holiday rentals start at £45 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

Wifi availability
10 of Winter Park holiday rentals include wifi 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
Destinations to explore
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- Universal's Volcano Bay
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- ESPN Wide World of Sports
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- Kia Center
- Old Town
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