Condo vacation rentals in Winter Park

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Top-rated condo rentals in Winter Park

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Guest favourite

Condo in Orlando

4.89 out of 5 average rating, 327 reviews

FantasticView, 1 BR/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

Nov. 23 – 30

$214 CAD per night

Guest favourite

Condo in Orlando

4.97 out of 5 average rating, 296 reviews

Luxurious Waterfront Resort near Disney &Universal

Located less than a mile from the gates of DisneyWorld , you are right in the middle of all the action with Universal Studios/Islands of Adventure , Sea World, Magic Kingdom,Epcot, two major outlet malls, and many attractions just minutes away.This resort style condo features a private balcony overlooking beautiful Lake Bryan and a beautiful pool that offers a full Tiki bar &food menu.Concierge services for Park tickets available . Free HBO & Netflix .Free parking,24hour security. No extra fees!

Sep. 24 – Oct. 1

$286 CAD per night

Guest favourite

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.

Oct. 3 – 10

$187 CAD 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

$182 CAD per night

Guest favourite

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.

Jul. 27 – Aug. 3

$235 CAD per night

Guest favourite

Condo in Orlando

4.91 out of 5 average rating, 149 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

$221 CAD per night

Guest favourite

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.

Sep. 22 – 29

$138 CAD per night

Guest favourite

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!!!

Jun. 14 – 21

$289 CAD per night

Guest favourite

Condo in Kissimmee

4.95 out of 5 average rating, 110 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. 7 – 14

$161 CAD per night

Guest favourite

Condo in Orlando

4.91 out of 5 average rating, 183 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

$190 CAD 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.

Jun. 24 – Jul. 1

$187 CAD per night

Superhost

Condo in Orlando

4.79 out of 5 average rating, 669 reviews

Location location Downtown Condo Lake Eola View

It overlooks historic Lake Eola. You have all that Thornton Park has to offer at your fingertips. From fine dining, nightlife, the DR. Philips Center and much more. Has Hulu, Netflix & Spectrum cable via the app. Parking: There is 1 designated spot, if you have another car there will be an additional fee for it. Please be respectful owner lives in the building.

May 18 – 25

$195 CAD per night