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

Aug 4 – 11

G$34,254 GYD 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.

Apr 13 – 20

G$23,214 GYD per night

Superhost

Condo in Orlando

4.85 out of 5 average rating, 246 reviews

BreathtakingView-1BR/2BA-1 MILE TO DISNEY-Sleeps 6

Located 1 mile to Disney Springs in a Gated-Community A NEWLY REFURBISHED Spacious 1-bedroom, 2-bath Condo in Lakefront luxury @ Blue Heron Beach Resort nestled on shores of 400+ acre Lake Bryan, 2 blocks off I4 @ Lake Buena Vista exit. This luxurious condo overlooks the Pool & Lake Bryan. Sleeps 6 It’s all here! The ultimate Walt Disney World vacation right here at your fingertips! From the best of Disney or Work Travel this property offers the perfect environment to spend a lifelong memory

Aug 22 – 29

G$27,203 GYD 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

G$21,966 GYD per night

Guest favorite

Condo in Orlando

4.91 out of 5 average rating, 407 reviews

Cozy Cay Condo Convn Ctr Vista Cay 2BR 2Ba 4 bds

2:2 2nd floor Condo behind Publix in Lake Cay Shopping Center 3/4 mile from Convention Center and right across from Shingle Creek Resort. 1.25 miles to Hilton; 1.5 miles to Hyatt; 1 mi SeaWorld; 3 mi Universal; 6 mi Disney; 3.5 mi Universal; 1 mi Orlando Eye sits beside Little Lake Cay - pool across from parking and hottub. Walk to Larger Lake Cay and over to the Large Amenity Center of the Resort community which has a gym and large pools. 8 miles to OIA. Highly sought after location pixotw

Oct 19 – 26

G$22,838 GYD 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.

Sep 21 – 28

G$29,035 GYD per night

Guest favorite

Condo in Orlando

4.91 out of 5 average rating, 150 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 15 – 22

G$28,087 GYD per night

Guest favorite

Condo in Kissimmee

4.91 out of 5 average rating, 111 reviews

Modern Storey Lake Resort Disney Orlando 3171-206

Minutes from Disney, stylish & modern 2bed/2bath fully equipped apartment for up to 6 guests, located in the family friendly Storey Lake Resort. Enjoy our pond view from the balcony. Master suite has a King bed & 55" TV. Second bedroom has a Queen bed & a Twin bunk bed. The open floor plan blends Kitchen, Dining and Living room. Close to outlet malls & retail stores. Great amenities: Pools, Kids Splash Zone, Water Slides, Lazy River, Gym, Mini Golf, Kayak, Tiki Bar & Ice Cream Shop.

Sep 16 – 23

G$28,588 GYD per night

Guest favorite

Condo in Orlando

4.81 out of 5 average rating, 342 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.

Oct 6 – 13

G$17,419 GYD 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!!!

Nov 25 – Dec 2

G$30,647 GYD 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.

Aug 31 – Sep 7

G$24,052 GYD per night

Superhost

Condo in Orlando

4.88 out of 5 average rating, 109 reviews

UPSCALE townhouse minutes to all attractions

LOCATION! LOCATION! LOCATION! You are going to be centrally located to all Orlando has to offer *Universal Studios less than 8 minutes *Seaworld is 7 minutes away *Disney world 18 minutes *Premium outlets about 8 minutes *MCO airport 20 minutes Conveniently located near major highways to commute anywhere in Orlando. The space is Fully renovated. There are 2 floors in this townhouse, the unit has a central AC that you can set your desired temperature to.

May 22 – 29

G$23,525 GYD per night