Condo vacation rentals in Winter Park

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Top-rated condo rentals in Winter Park

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Top guest favorite

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.

Condo in Orlando

4.96 out of 5 average rating, 103 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.

Superhost

A spacious living area is showcased with a comfortable gray sofa and a round coffee table placed on a light blue area rug. Modern wall art adorns the walls, and a dining table with four chairs is visible in the background. Natural light fills the space, highlighting the vaulted ceilings.

Condo in Ventura

4.83 out of 5 average rating, 119 reviews

Entire Condominium- Luxury Gated Community

Gorgeous, recently renovated 1 bedroom condominium with vaulted ceilings and tons of natural light. This condo has the exclusivity for a single guest or the intimacy for a couple. It is even spacious enough for a small family or group of friends with a Queen Bed and Twin Bed in the bedroom and a comfortable Queen Pull-out bed in the living room. This unit is located in the Heart of Orlando. 8 minutes from the Airport. 25 minutes from Universal. 30 minutes from Disney. 15 minutes from downtown!

Guest favorite

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.

Condo in Orlando

4.88 out of 5 average rating, 241 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.

Guest favorite

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 Orlando

4.97 out of 5 average rating, 148 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, Kia Center Concerts and Sporting Events and more!!!

Top guest favorite

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 Orlando

4.86 out of 5 average rating, 153 reviews

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.

Superhost

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

4.83 out of 5 average rating, 107 reviews

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.

Top guest favorite

Downtown Orlando is depicted with its skyline in the background, framed by a tranquil lake. Three fountains create gentle sprays in the water, reflecting the vibrant blue sky. Lush trees line the water's edge, adding greenery to the urban landscape.

Condo in Orlando

4.72 out of 5 average rating, 341 reviews

Retro lake Eola 1 Bedroom Condo Thornton park

Rental agreement needs to be e-signed before check in & ID submitted for legality. Info will not be shared. Check in information will not be shared unless rental agreement is signed and valid ID submitted. Please send an inquiry not a booking request if you cannot instant book so no payment is required. Parking: There is 1 designated spot, if you have another car there will be an additional fee for it. Please be respectful owner lives on property.

Top guest favorite

A spacious studio interior features a comfortable gray sofa facing a flat-screen TV mounted on the wall. A dining table with four wooden chairs is visible next to the sofa. Natural light filters in through large windows, adorned with light gray curtains.

Condo in Orlando

4.91 out of 5 average rating, 145 reviews

Modern Studio near Epic & Universal - free parking

Renovated studio on International Drive in 'The Enclave Hotel and Suites' Located 5 minutes from EPIC UNIVERSE and UNIVERSAL STUDIOS *no early check ins/late check outs, luggage hold/drop off or free mail/package delivery option. Check out the page: usebounce *Please read entire listing/house rules. W *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

Top guest favorite

A compact kitchen area is equipped with modern appliances, including a stainless steel refrigerator, microwave, and induction cooktop. Light-colored cabinetry complements a decorative wall featuring soft botanical illustrations. Natural light filters in from a nearby window, illuminating the functional workspace.

Condo in Orlando

4.96 out of 5 average rating, 118 reviews

Lovely studio near Epic & Universal, free parking

Renovated studio on International Drive in 'The Enclave Hotel and Suites' Located 5 minutes from EPIC UNIVERSE and UNIVERSAL STUDIOS *no early check ins/late check outs, luggage hold/drop off or free mail/package delivery option. Check out the page: usebounce *Please read entire listing/house rules. *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.

Guest favorite

A spacious living area features a large window providing views of the lake, adorned with sheer curtains. Comfortable seating includes a dark blue sofa beside a wooden side table. A dining area, equipped with metal bar stools, complements the modern decor, highlighted by a ceiling fan.

Condo in Orlando

4.9 out of 5 average rating, 144 reviews

NEW! 1-King BR/2bath - Amazing view! Disney Area

Newly renovated, 1 KING/ 2 BATH/ 1BALCONY condo for an ideal getaway. Condo located within 10 min. from Disney property, 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. Yep, that's right - your view is SKY HIGH, the best in Central Florida. Parking included in price and there are NO ADDITIONAL RESORT FEES.

Top guest favorite

A view of a serene lake is framed by lush greenery and palm trees. A wooden boardwalk leads toward the water, set against a backdrop of distant buildings under a bright blue sky with scattered clouds.

Condo in Orlando

4.87 out of 5 average rating, 380 reviews

Lakefront Resort Studio near Universal & Disney

Modern and spacious studio, with spectacular lake views from the private balcony. Perfectly located for the best possible Orlando vacation experience! It is just off International Drive close to Major Attractions, Theme Parks, Dining and Shopping. Located only 5 minutes from Universal Studios /Epic Universe and 15 minutes from Disney. Parks. No deposit required and no extra fees!

Superhost

A vibrant apartment complex is framed by lush greenery and palm trees, featuring colorful exteriors in shades of yellow and red. A small round fountain is positioned in a serene pond at the front, enhancing the tranquil landscape under a clear blue sky.

Condo in Orlando

4.69 out of 5 average rating, 205 reviews

Cozy Apartment at Waterford Lakes (Orlando)

Warm, relaxing, and comfortable place suitable for couples and small families located minutes from the University Of Central Florida, Full Sail University, Valencia, Seminole State College, Kennedy Space Center, Orlando Speedworld Dragway, Baldwin Park, Downtown Orlando, Orlando Airport (MCO) and short drive to theme parks (Universal Studios, Sea World, Disney) & beach.