Condo vacation rentals in Winter Park

A bright living area features a cozy gray sofa paired with two stylish yellow chairs. A wooden coffee table sits atop a textured area rug, while large glass doors lead to a balcony that offers views of Lake Bryan.

4.95 out of 5 average rating, 111 reviews

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.

The image shows the exterior view of a multi-story condominium building, showcasing several balconies and large windows. Lush palm trees surround the property, and two outdoor swimming pools are visible in the foreground, adding to the community's appeal.

4.73 out of 5 average rating, 472 reviews

Lake-front view at International Drive & Universal

Renovated Studio Apt with full size balcony, lake-front view & view of Universal Orlando. Located in heart of International Drive. World-class dining, attractions, shopping, entertainment & nightlife all within walking distance. Fully remodeled with many upgrades. Fully furnished with full-size refrigerator, kitchenette, queen bed, & sofa bed! Community has 3 pools & hot tubs, restaurant, basic gym, tennis, laundry facility ($), free wifi & free onsite parking. No "resort fee" or hidden charges.

A modern studio presents a king-size bed with a plush gray comforter, elegantly complemented by a decorative throw. A cozy seating area features a blue tufted ottoman and stylish bar stools. Large windows allow natural light to fill the space, framed by sheer and dark curtains.

4.88 out of 5 average rating, 249 reviews

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 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. FREE PARKING. -Universal Studio 8 minutes by car -Disney park’s 10 to 15 minutes by car. Airport 15 minutes by car. -Seaworld Park’s 8 minutes.

A cozy studio space is highlighted by a spacious bed adorned with a decorative blanket. A comfortable sofa and tufted stool provide additional seating. Light floods in through large windows, illuminating the soft tones of the wallpaper and area rug.

4.89 out of 5 average rating, 174 reviews

Luxury Studio, Near to Universal-Epic ,And Disney!

Beautiful and Comfortable newly renovated studio right in the heart of Orlando! ❤️. One block from International Dr. and Universal Studios Area. Orlando Airport 20m. By car. Disney Park’s 15 minutes by car. Epic and Universal Studios Park’s, 4 minutes by car. SeaWorld Park 5 minutes by car. Icon Park (Orlando Eye) 2 minutes by car. Cocoa Beach 45minutes by car. Prime and Premium outlet shopping mall 5 minutes by car. Orlando Convention Center 5 minutes ,good restaurants, great location.

An aerial view of the clubhouse area is displayed, featuring a large pool surrounded by lounge chairs. Palm trees provide greenery around the poolside, while guests can be seen enjoying the water. The architecture of the clubhouse complements the inviting outdoor space.

4.94 out of 5 average rating, 124 reviews

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

Beautiful updated 3bedroom 2 full bathrooms, sleeps 8; only 200 ft from club house. Located near Universal Studios, Sea World and within walking distance to Orange County convention center and International Drive. For your convenience we offer valet wagon for those heavy bags and electronic door lock for easy access. Our club house has a large hot tub, 2 pools ( 1 large adult and 1 large children's pool ), pools are heated during winter, poolside tiki bar, fitness room, gated community .

4.89 out of 5 average rating, 108 reviews

An aerial view showcases a large pool surrounded by lounge chairs and palm trees. The pool area is defined by well-maintained landscaping, with a hot tub and a nearby shaded structure visible in the background, creating an inviting atmosphere.

Condo in Osceola County

Stunning Orlando Condo 3 BR/2 bath, pets OK

This resort community is amazing to drive around in, let alone stay in. Just 20 to 25 minutes away from Disney World and Universal Studios and everything Orlando has to offer. Convenience stores (7-11), Dunkin' Donuts, CVS pharmacy, restaurants and grocery stores within walking distance. Three gorgeous pools and hot tub Jacuzzis, and world-class gym in the resort in this gated community with security. 5 minute drive to Champions Gate and I-4 highway. Up to 2 dogs/cats ($25/day/animal)

A warm living space features a dark wooden ceiling and an accent wall with textured concrete. Comfortable seating faces a mounted television, while wooden shelves are adorned with books and decorative plants. Natural light enters through large windows, enhancing the inviting atmosphere.

4.87 out of 5 average rating, 104 reviews

5 mins Universal 10 mins Epic park | Rustic LOFT

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!!

4.97 out of 5 average rating, 157 reviews

A spacious living area features a comfortable sofa and two turquoise chairs, inviting relaxation. A large rug with geometric patterns anchors the space, while a modern art piece adds a colorful focal point. Natural light floods in through large windows, highlighting the open layout.

Condo in South Eola

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!!!

4.86 out of 5 average rating, 162 reviews

A modern living area features a large sectional sofa and a glass coffee table. Natural light floods the space through multiple windows, enhancing the warm wooden flooring. A round dining table is set for four, while a decorative artwork piece adorns the wall.

Condo in South Eola

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.

The living area is furnished with a blue couch adorned with patterned pillows. Two matching wooden side tables with lamps provide soft lighting, while a wooden coffee table sits in the center. A decorative wall piece featuring palm trees adds a touch of character to the room.

4.99 out of 5 average rating, 160 reviews

Disney & Epic Free Shuttle, Kitchen

Enjoy a remodeled condo with free shuttle to Disney and Universal, all just minutes away! What’s Included: • 2 Queen Beds • Full Kitchen • Free Keurig Coffee • 55” TV's • Fast Wi-Fi • Free Parking • Heated Pool & Hot Tub • Free Shuttle • Self Check-In Ideal for families, couples, or solo travelers looking to relax after the parks. Disney Springs Magic Kingdom Hollywood Studios Animal Kingdom EPCOT Epic Universe Universal SeaWorld Premium Outlet Mall

4.84 out of 5 average rating, 110 reviews

A modern kitchen is seen, featuring white cabinetry and a speckled granite countertop. Stainless steel appliances, including a microwave and toaster, are positioned conveniently. A small potted plant adds a touch of greenery, while natural light filters in through the window above the sink.

Condo in Winter Park

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.

A spacious terrace features comfortable lounge chairs with blue cushions and a stylish hanging chair. A small table accompanies two chairs, providing a perfect spot for relaxation. An umbrella offers shade, while the expansive view overlooks the surrounding area, enhancing the outdoor experience.

4.86 out of 5 average rating, 515 reviews

Lakefront Studio •Private Terrace• near Universal

Modern, spacious, and serene, this studio offers beautiful lake and pool views from your own private terrace—perfect for unwinding after a day of adventure. Ideally located just off International Drive, you’ll be close to Orlando’s top attractions, dining, and shopping. Enjoy unbeatable convenience with Universal Studios/Epic Universe only 5 minutes away and Disney Parks just 15 minutes away. No deposit required and no extra fees.

Popular amenities for Winter Park condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.99 out of 5 average rating, 67 reviews

Condo Near Disney | Kitchen + Free Shuttle

5 out of 5 average rating, 7 reviews

A modern living area is featured with natural light streaming through large windows. A comfortable white leather sofa faces a sleek entertainment unit. A dining table with white chairs is positioned nearby, and a wooden cabinet adds warmth to the space, accented by indoor greenery.

Condo in Maitland

Chic Oasis in heart of Orlando

5 out of 5 average rating, 5 reviews

The Selena - Luxury Condo w/ Rooftop Pool, Gym

4.88 out of 5 average rating, 67 reviews

A modern living area features a deep green sectional sofa accented by a natural wood coffee table. Two framed botanical prints adorn the wall, while a potted plant adds a touch of greenery. A patterned area rug anchors the space, contributing warmth and texture.

Condo in South Eola

Renovated Condo Lake Eola View Great Location

Condo in Central Business District

A night view from the balcony captures the bright lights of downtown Orlando, showcasing modern buildings and bustling streets below. The calm waters in the distance reflect the city lights, creating a serene atmosphere against the lively urban backdrop.

4.98 out of 5 average rating, 47 reviews

Condo downtown Orlando

A cozy living area is highlighted by a comfortable sofa adorned with decorative pillows. A wall-mounted television displays a familiar Disney scene, while framed photographs add a personal touch. Light from a modern ceiling fixture enhances the inviting atmosphere of the space.

4.87 out of 5 average rating, 87 reviews

Private Home * King Bed Suite *Downtown Orlando*

A private terrace is shown featuring a table with four chairs and two lounge chairs. An orange umbrella provides shade while a view of the lake and surrounding buildings is visible in the background under a clear blue sky.

5 out of 5 average rating, 76 reviews

Modern 2Bed/2Bath Home w/Private Terrace & Kitchen

4.97 out of 5 average rating, 32 reviews

A modern living area features a spacious brown leather sectional sofa with a yellow accent section. Colorful artwork adorns the walls, including a striking piece above the couch. A dining area with wooden chairs and a table is visible in the background.

Condo in Milk District

City Vibes | Private 2BR•King Suite•Near it All

Pet-friendly condo rentals

4.94 out of 5 average rating, 139 reviews

Condo in Davenport

9 miles from Disney - Bella Piazza spacious condo

4.85 out of 5 average rating, 287 reviews

An aerial view of a resort pool area showcases a winding pool surrounded by lush palm trees and tropical landscaping. Lounge chairs are arranged along the poolside, with shaded cabanas nearby. The resort features a terracotta roof and is set against a backdrop of greenery.

Condo in Champions Gate

Magical Champions Gate 3/2 Tuscan Penthouse

4.86 out of 5 average rating, 173 reviews

10 mins to Disney-Hot tub-Queen Puffy Lux bed

The living room features large sliding glass doors that open to the balcony, providing a view of the lake. A contemporary electric fireplace sits beneath a 65-inch smart TV. Comfortable seating includes a sofa, an armchair, and a coffee table, with warm curtains adding a touch of color.

4.96 out of 5 average rating, 102 reviews

Penthouse Lakeview Minutes to Disney/ Universal

A bright bedroom is presented, featuring a spacious bed with crisp white linens and a decorative orange pillow. Soft overhead lighting highlights the warm tones of the wooden headboard. The room includes an ensuite bathroom, visible through an open door, enhancing accessibility.

4.9 out of 5 average rating, 299 reviews

Westgate Palace Resort 2 bedroom

A spacious living area features comfortable seating with gray sofas and decorative pillows. A coffee table sits at the center, accompanied by a decorative lamp. The open-concept design leads to a modern kitchen with wooden cabinetry, visible in the background.

4.8 out of 5 average rating, 121 reviews

Beautiful Lake View Condo, Vista Cay-1004

4.91 out of 5 average rating, 123 reviews

A resort-style area is depicted, featuring a circular pool surrounded by lush palm trees and vibrant landscaping. The building is visible in the background, with a clear blue sky above. A purple text overlay states 'No Resort Fees' across the image.

Condo in Celebration

Pet Friendly in Orlando Area near Disney.

The master bedroom features a spacious bed with a tufted headboard, complemented by a decorative mirror and framed artwork. Natural light streams in through a large window, revealing views of greenery. A warm color palette and wood accents create a relaxing atmosphere.

4.94 out of 5 average rating, 131 reviews

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

Condo rentals with a pool

4.89 out of 5 average rating, 37 reviews

The living area features a comfortable seating arrangement with a dark leather sofa and loveseat. A rustic coffee table is centered on a wood-style floor, while a stone fireplace adds warmth. Natural light enters through multiple windows adorned with blinds, enhancing the inviting space.

Condo in Lake Mary

3/2 near beaches and theme parks

A spacious living area features a dark sectional couch paired with a round coffee table made of natural wood. A large TV displays a scenic cityscape, while a dining area with round table and yellow upholstered chairs is visible. Light blue walls create a calm ambiance.

4.88 out of 5 average rating, 179 reviews

Next to Disney and retail therapy

A refreshing swimming pool features a large water slide in vibrant green and blue. Palm trees provide shade around the area. Several lounge chairs are positioned beside the pool, inviting relaxation while enjoying the sunny landscape.

4.96 out of 5 average rating, 150 reviews

Luxurious Spot 10 Mins Away to Most Attractions!!!

A modern kitchen is presented with sleek white cabinetry and granite countertops. Stainless steel appliances, including a refrigerator and stove, are visible. A breakfast bar features two high-backed chairs, set with dishes and glassware, creating an inviting dining space. Ample natural light fills the area.

4.77 out of 5 average rating, 180 reviews

Newly Updated 2BR/2BA Luxury Unit at Storey Lake

A balcony is depicted with four cushioned chairs arranged around a small table. The railing provides a view of a serene landscape with water and greenery in the background. Light fabric drapes softly from the sliding door frame.

4.91 out of 5 average rating, 133 reviews

Modern Condo with Lake View Near Disney 3151

A spacious living area features a comfortable sectional sofa and a coffee table atop a textured rug. Light blue walls enhance the bright atmosphere, while artwork adorns the walls. The open kitchen includes wooden cabinetry and modern appliances, with seating available at the countertop.

4.96 out of 5 average rating, 93 reviews

Renovated Condo 2 miles away from Disney Lake view

5 out of 5 average rating, 7 reviews

Tuscana Resort Peaceful 2BR Condo+Resort Amenities