Condo vacation rentals in Winter Park

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Top-rated condo rentals in Winter Park

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Guest favorite

Condo in Orlando

4.82 out of 5 average rating, 397 reviews

Modern Studio with Private Terrace near Universal

Modern studio, renovated, intimate, relaxing and quiet with spectacular lake and pool views from a private large terrace.Perfectly located for the best possible Orlando vacation experience! It is just off International Drive close to Major Attractions, Dining and Shopping. Located minutes from Universal Studios and Disney Parks .You can watch the PARK’S FIREWORKS every night from the private terrace.We offer round-trip SHUTTLE SERVICES to the Parks!Outdoor heated pool,24hr security. FREE PARKING

Mar 31 – Apr 7

R3,311 ZAR per night

Guest favorite

Condo in Kissimmee

4.94 out of 5 average rating, 186 reviews

Lakeview Escape close to Disney&retail therapy

Our condominium is located at resort-style community ( with FREE parking, No resort FEES) with a beautiful clubhouse featuring a game room, gathering rooms, fitness center and outside, a tranquil free-form heated pool with plenty of deck chairs for all the vacationers. This resort also features a second pool, golf cage, tennis, basketball and volleyball courts, a playground, carwash area, picnic pavilions and grills, and scenic walking trails around landscaped wooded areas, fountains and ponds.

Jan 26 – Feb 2

R2,200 ZAR per night

Superhost

Condo in Orlando

4.82 out of 5 average rating, 294 reviews

Completely renovated + amazing location

Enjoy your stay in this newly renovated apartment with a fantastic location, 1.2 miles to The Mall at Millenia, less than 10 min. drive to Universal Studios or the Premium Outlets, 20 min. drive to Disney area Enjoy entire house in complete privacy, beautiful fully equipped kitchen to make light meals, breakfast bar, walk-in closet, completely renovated bathroom, all in a gated community. FREE PARKING! right in front of your apartment. No additional fees. : : Enhanced cleaning protocol : :

May 21 – 28

R1,992 ZAR per night

Guest favorite

Condo in Orlando

4.87 out of 5 average rating, 200 reviews

Airbnb's Choice- Best at Blue Heron- Stunning View

"Airbnb's Choice" - When it was time for Airbnb to select a home to feature in their Instagram ad campaign, of the hundreds of homes in the Orlando area, they selected this one. "Shouldn't it be your choice as well?" Tastefully and professionally decorated - This is a spacious one-bedroom, two-bath lakefront condominium located at the Blue Heron Beach Resort. It's conveniently located just two blocks off I-4 and just 1 mile from the entrance to Disney with breathtaking views of Lake Bryan.

Jun 9 – 16

R2,631 ZAR per night

Guest favorite

Condo in Orlando

4.9 out of 5 average rating, 151 reviews

Huge/Terrace Studio. Universal Studios 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 inside the bathtub. Our Studio is located one block from the famous International Dr. In Orlando City. In the center of everything!!Universal Studio’s area. -Universal Studio 8 minutes by car. -Disney park’s 10 to 15 minutes by car. -Airport 15 minutes by car. -Seaworld Park’s 10 minutes by car.

Dec 27 – Jan 3

R2,636 ZAR per night

Guest favorite

Condo in Kissimmee

4.98 out of 5 average rating, 163 reviews

Remodeled, Stylish and Affordable Close to Disney

Ready to have "The Royal Experience" of your life? Then this is the place for you and your family! Our place is only miles from Disney parks, Old Town and Medieval Times. Quiet and safe area but close to everything and fully remodeled. Very spacious with a large living room, TVs in all bedrooms, fully equipped kitchen, nice deck for the evenings relaxation, assigned parking and much more. We have made sure we got all you need for a perfect vacation and You will be glad you chose us.

Aug 16 – 23

R2,654 ZAR per night

Superhost

Condo in Orlando

4.81 out of 5 average rating, 343 reviews

Luxury Apt on I-Drive & view of Universal Orlando

Renovated Studio Apt with balcony, pool view & view of Universal Orlando Resort. Located in the heart of International Drive. World-class dining, attractions, shopping, entertainment & nightlife are walking distance. Condo was recently remodeled with several upgrades. Fully furnished with full-size refrigerator, kitchenette, queen bed & balcony. Community has 3 pools & hot tubs, restaurant, C-store, gym, laundry, & free on-site parking. No "resort fee." 3rd party shuttle ($) to parks.

Sep 28 – Oct 5

R1,571 ZAR per night

Guest favorite

Condo in Orlando

4.87 out of 5 average rating, 183 reviews

Amazing Views & Location <1 mile Disney - Sleeps 6

I offer a safe, clean, secure and affordable unit in a well equipped complex that is close to all major attractions that offers peace of mind for my guests. It's a spacious one bedroom, two bath unit with a specular lakefront view at the Blue Heron Beach Resort nestled on the shores of 400 plus acre Lake Bryan, just 1 mile to Disney Springs. This luxurious unit is located on the 12th floor with balcony overlooking the pool and Lake Bryan. This unit sleeps a maximum of 6

May 13 – 20

R2,010 ZAR per night

Guest favorite

Condo in Orlando

4.97 out of 5 average rating, 105 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, Amway Arena Concerts and Sporting Events and more!!!

Dec 18 – 25

R2,777 ZAR per night

Guest favorite

Condo in Kissimmee

4.95 out of 5 average rating, 111 reviews

Cheery 2BR Condo w/zero entry pool near Disney

Ideal location 15 minutes from Disney yet removed from the melee! **New Dishwasher** Second floor condo with fully equipped kitchen in gated community. Free WIFI and parking. Everything you need to have a magical Orlando holiday! King master bedroom, 2 twin beds in second bedroom, a queen sofa bed in living room. Private screened balcony facing lake to enjoy a tranquil moment. Community zero-entry pool, fitness center, game room, sports courts. Smoke and pet free.

Oct 24 – 31

R1,792 ZAR per night

Guest favorite

Condo in Orlando

4.91 out of 5 average rating, 184 reviews

Deluxe Studio:Lakeview, parking, pool

Renovated studio on International Drive in 'The Enclave Hotel and Suites' IMPORTANT: *no early check ins/late check outs, luggage hold/drop off or mail/package delivery option *Please read entire listing/house rules. We give a lot of important information about the buildings, WiFi and distance to main attractions. *The buildings have been renovated on the outside but on the inside they are very dated. If you are looking for a modern building this isn't it.

Jun 4 – 11

R2,155 ZAR per night

Guest favorite

Condo in Orlando

4.82 out of 5 average rating, 108 reviews

Designer Orlando Retreat near UCF & Outdoor Space

Free items included: - Free laundry detergent - Coffee kit with delicious toppings - Ultra Fast Wifi and Cable TV - SmartTV w/ Netflix, Disney+, HBO - Premium toiletries and soft towels This condo is quiet, cozy, and located in a quiet neighborhood. Our corner unit allows alot of natural sunlight into the unit. Two bedrooms all have their own private bathrooms. You can enjoy the community pool, basketball, tennis, or go for a nice walk in the nearby trails.

Oct 13 – 20

R2,683 ZAR per night