
Condo vacation 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.

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.

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.

ORLANDO SUITE@ UNIVERSAL/DISNEY/CONVENTION CENTER
The suite is spacious, very nice with swimming pool view from windows and located just one block from famous international Drive. The suite is just walking distance to shops, nightlife, restaurants, boutiques, easy access to the Orlando International Airport and close to all orlando major attractions: Convention center (5 min.) Universal/vocano bay (7 min.), Disney world (15 min.), Seaworld (7 min.), Millenia Mall & Outlet mall (10 min.) and Orlando international airport (20 min). FREE PARKING

🕶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.

2-bedroom condo w/ stunning lake and Disney views
Enjoy a stylish and comfortable stay at our modern 2 bedroom lakefront condo located at the Blue Heron Resort, which offers spectacular lake views and a very convenient and private alternative to neighboring resorts in Lake Buena Vista (perfect location for Disney attractions). Beautifully designed and furnished, our condo features an open plan living room, dining room and a full modern kitchen with stainless steel appliances. Stunning views of a lake and Disney fireworks from 2 balconies.

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.

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!!!

Sensational Water View, Only 1 mile to Disney!
• Awesome location (No Tolls & Traffic Jams!) ★ 5 mins to Disney ★ 10 mins to Universal Studios / Seaworld-Aquatica / Orlando Convention Center • Unique Lake view from Spacious Balcony 14th floor unobstructed view • Large Swimming Pool and Jacuzzi • 24H Reception • Free High Speed Wi-Fi • Free Parking • Secured Resort in a safe neighborhood • 900 feet (85 m) of Lakefront Footage • Fully equipped kitchen • Washer & Dryer • Gym • Water-Sports at the lake (Cost)

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.

Modern Condo with Lake View Near Disney 3151
STOREY LAKE RESORT A premier vacation community just 8 miles from Disney and minutes from Universal & SeaWorld, this community is surrounded by restaurants, shops, and top malls. Only 30 minutes from Orlando Airport, it offers easy access to everything you need. Book your stay for 7 days or more and unlock an exclusive 5% discount ! Stay 30+ nights and save 10% (Discount will apply on selected stays) Reserve now! we would love to be your host!

Westgate Palace Resort 2 bedroom
Offering a 2 Bedroom apartment at Westgate Palace with queen bed, twin beds and kitchen. Near Universal Studios® for an unforgettable vacation onsite dining options a variety of activities, splash about in the coral reef pool. Just off International Drive and within minutes of area attractions. Sleeps 4 A great location to visit the local attractions
Popular amenities for Winter Park condo rentals
Weekly condo rentals

2 bedroom Balcony King Suite - Lake & Pool view

Modern super clean condo at Ventura Country Club !

Exquisite 3rd floor condo w/phenomenal golf views

Pool-Airport-Golf-Disney Apartment Country Club

Deluxe condominium on the golf course. 2 bedrooms

London House | Orlando Airport Private Condo

Renovated Condo Lake Eola View Great Location

Chic 2BR Condo w Balcony Near Epic Universe
Pet-friendly condo rentals

Luxurious Living 15 minutes from Disney.

Pet friendly Orlando area near ESPN Center

Penthouse Lakeview Minutes to Disney/ Universal

Modern Condo 5min to Conv Center with balcony

Vista Cay Resort | Minutes to Parks & Magic!

Cozy, yet convenient for both business & holiday!

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

Vista Cay Island Breeze, Next to EPIC & OCCC
Condo rentals with a pool

Classy Disney Themed Condo with FREE shuttle!

Near MCO, USTA, and Medical City in Lake Nona

Lakeside Resort Condo minutes to Disney, Universal

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

2 BR home with in balcony and panoramic views

Near OCCC | Pool | Hot Tub | BEST Location

8-108 Legacy Dunes, Lake View, Close to Disney

Sea World Orlando Apts - Parks/Convention Centre
Quick stats about condo rentals in Winter Park

Total vacation rentals
Explore 10 vacation rentals in Winter Park

Nightly prices starting at
Winter Park vacation rentals start at G$12,549 GYD per night before taxes and fees

Verified guest reviews
Over 360 verified reviews to help you choose

Vacation 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 vacation rentals include wi-fi 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
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