Apartment vacation rentals in Winter Park

A welcoming entrance of the Vista Cay resort features a central fountain surrounded by lush palm trees and well-maintained landscaping. The brick pathway leads towards the clubhouse, highlighting the resort's inviting atmosphere and access to amenities.

4.92 out of 5 average rating, 118 reviews

Your condo next to Universal epic universe

This 1247 sq/ft condominium is part of Vista Cay Orlando Fl. I keep my condo clean and in excellent condition for all of my guests. The condominium is centrally located within the entertainment and attractions district of Orlando, only minutes from International drive ,Sea World the Orange county convention center and just 9 minutes from Universal and 15 minutes from Disney. You'll have quick access to great restaurants shops and many local attractions.We just opened up a new pool its beautiful.

Apartment in Winter Garden

A modern living space features a large television mounted on a bright wall, adorned with vibrant floral artwork. A cozy gray sofa is accompanied by a coffee table on lush green carpet, while a dining table for four is set against a well-equipped kitchen backdrop.

StylishAptWtrGrdnOppLake&Prk&Yrd

*Brand new one bedroom apartment near downtown Winter Garden, across from Lake Apopka and Newton Park *Private fenced yard with BBQ, picnic table, and hammock. *Short golf cart ride to shops and restaurants in downtown Winter Garden *Opposite Newton Park with its breathtaking sunset views and many amenities (playground, public pool, boat ramp) and wildlife *Nearby Tanner Hall is available for private events and functions *Less than 30 min to Orlando Airport, Universal, Disney, and major malls

4.89 out of 5 average rating, 105 reviews

Apartment in Doctor Phillips

Studio Apt. Free Breakfast. No clean fee. 2 Kings

2 King Sized Beds. 1 Bathroom. Sleeps 4. Private Studio Apartment attached to left side of hosts house with private equipped Kitchen, private Bathroom & Private Entrance off the left end of the house. Flat Screen smart TV. A one time supply of "make your own" breakfast foods including Eggs, Butter, Buiscuits/Bread, Jelly, Sausage or Cheese, Fruit /Juice, Coffee, tea, cream & sugar are provided and included for free. Self Check in by digital key pad. Free parking on site. No cleaning Fee : )

4.99 out of 5 average rating, 315 reviews

A cozy living area features a dark gray sofa and armchair, complemented by a light rug on the floor. A small desk with a chair sits against the wall, and a wall-mounted television is positioned above. Natural light pours in through the front door with a window.

5.0 out of 5 average rating, 250 reviews

Parent's Retreat!

Whether working in the area, visiting your student or catching a UCF Sporting event. This pet friendly "Parent's Retreat" is just what you're looking for. Located less than 2 miles from campus. this apartment is a great place to land at the end of the day. Kitchen includes microwave, fridge, coffee maker and air fryer. This 380 sq ft newly remodeled mother-in-law suite has private entrance, patio and yard. Suite is completely closed off from the house and has keyless locks for easy check in.

A private terrace is presented with ample lounge chairs facing a scenic waterfront view. Lush greenery surrounds the area, and a bright blue sky is visible above, enhancing the open atmosphere. The cityscape with buildings is visible in the distance.

4.84 out of 5 average rating, 181 reviews

BEST Views~2B2B~Universal~Disney

!! GREAT LOCATION !! Elegant, gorgeous 2B2B condo close to everything! PRIVATE 270-degree HUGE terrace with the best views in Orlando! Clear view of Disney fireworks! Both bedrooms have resort-level amenities. The master bedroom features dedicated makeup space and Tempur-Contour memory foam mattress. The living room has a cozy daybed for extra guest or as a coach. All the rooms can see Volcano Bay! Our kitchen provides basic as well as cool amenities: cup washer. Book for family and friends!

4.9 out of 5 average rating, 231 reviews

Apartment in Winter Park

The Lake House

Welcome to the mid-century Lake House. 370 square feet apartment with a private entrance and original terrazzo floors. Located on a quiet residential street on a small lake, and located within a 5-minute drive to anything you may need! Starbucks and Panera are within walking distance, and dozens of other places to eat. Publix, Walgreens, and Sprouts are just around the corner. A short 10 minute drive to the famous Park Ave, in Downtown Winter Park with shopping and gourmet restaurants.

A canopy-covered terrace is accented by a comfortable seating area featuring plush blue cushions. Sun loungers are arranged alongside a dining table with umbrella, offering views of the surrounding landscape and sky.

4.94 out of 5 average rating, 127 reviews

Penthouse With Epic Views

Escape to a stunning, designer-remodeled 2BR/2BA penthouse with breathtaking views of the lake and four theme parks. This luxurious retreat comfortably fits 4 and features a private, wrap-around rooftop terrace, a kitchen, and full access to resort amenities like pools, a gym, and tennis courts. Perfect for a luxury vacation, this premier unit at The Enclave offers an unforgettable experience with high-end finishes and a dedicated workspace, combining comfort with unparalleled style.

Apartment in Thornton Park

The living area features a spacious sectional sofa with rich teal upholstery and colorful accent pillows. Vibrant artworks adorn the walls, while decorative string lights create a warm atmosphere. A unique white sculptural chair and a low coffee table complete the eclectic and inviting space.

Walk to Lake Eola 2 BR Balcony Apt + Free Parking

Stay in the heart of Thornton Park — walk to Lake Eola, downtown dining, nightlife, and coffee shops from this bright 2BR balcony apartment with free parking. Step into elegance & comfort in our spacious 2 bedroom apartment w/ two majestic king beds awaiting your indulgence. From the opulent furnishings, to the unique decor every detail is hand curated & whispers sophistication. We promise an extraordinary stay where luxury meets hospitality in every moment.

4.98 out of 5 average rating, 123 reviews

5.0 out of 5 average rating, 7 reviews

Mills 50 1BR | Sleeps 4 | Workspace | Free Parking

Modern 1BR in Mills 50, Orlando’s walkable arts district packed with murals, eclectic restaurants and nightlife; on the border of Audubon Park Garden District (Leu Gardens, East End Market). Minutes to Downtown Orlando, AdventHealth and Baldwin Park. 12 minutes to Kia Center and Camping World Stadium. Spa-style rainfall shower. Queen bed plus queen sofa sleeper; sleeps up to 4! Dedicated workspace, and two 65” smart TVs. Free private and street parking.

4.93 out of 5 average rating, 54 reviews

A modern living area is highlighted by a large, colorful artwork above a comfortable sectional sofa. A glass coffee table and stylish bar stools complement the space. Natural light enters through windows, illuminating the well-equipped kitchen in the background and providing a warm ambiance.

Apartment in Winter Park

Apt A - Stylish Apt W POOL 3 BLOCKS FROM PARK AVE

Enjoy this PRIVATE and Sparkling clean entire home, first floor 2 bedroom/1 full bath luxury apartment near Park Avenue! Municipal golf course just a few blocks away. Many restaurants and bars nearby. Movie theatre just two blocks away, Publix supermarket two blocks away, Whole Foods 1/2 mile away and Trader Joe's 3/4 mile away. Fast internet speed: 139MBPS download and 21.5 MBPS upload!

A two-story orange house is set among greenery, featuring a spacious driveway with a parked car. Lush plants and bamboo create a natural border around the property, enhancing the serene outdoor environment.

4.96 out of 5 average rating, 195 reviews

UCF home

Ask Us about Long Term Stays. Comfortable private place perfect for long stays (179 days). Lake access, 2 miles from UCF campus. Conveniently located 5 mins from Waterford Lakes Mall, 8 mins from Orlando Speed World Dragway, 15 mins to DT Orlando, 30 mins from Kennedy Space Center, 45 mins to Universal or Disney Parks. Gated parking, RVs friendly. We do not accept kids under 12.

A cluster of multi-story buildings is set against a clear blue sky, reflected in the calm waters below. Lush green palm trees and vibrant landscaping add to the serene atmosphere surrounding the resort.

4.89 out of 5 average rating, 117 reviews

Westgate Lakes + Spa 1 Bed Deluxe Sleeps 4

Offering a one bedroom deluxe apartment at Westgate Lakes Resort & Spa with a King Bed, Sofa Bed and full kitchen and balcony. Ideally located close to the Orlando area attractions and with amazing on site amenities Westgate Lakes & Spa is a fabulous place to stay. A great location to visit the local attractions

Popular amenities for Winter Park apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

4.95 out of 5 average rating, 61 reviews

Epic stay at Vista Cay!

5.0 out of 5 average rating, 11 reviews

Luxury 2BR Suite l Downtown, Pool, Gym, Games!

Apartment in Central Business District

Luxury 2BRKing Suite Heart Orlando: Pool GymAccess

5.0 out of 5 average rating, 14 reviews

4.92 out of 5 average rating, 91 reviews

Apartment in Winter Park

Orlando Small Budget Minded Clean Private Eff. Apt

4.88 out of 5 average rating, 76 reviews

Sodo Orlando Apt! 2 Queen Beds | Laundry | Sauna

4.94 out of 5 average rating, 33 reviews

Cozy Convenience

4.91 out of 5 average rating, 44 reviews

Studio 407 | Near Parks, Downtown & Airport

5.0 out of 5 average rating, 29 reviews

Elvis Studio Near UCF | Private | EV | Parking

Private apartment rentals

Apartment in Central Business District

A cozy living area features a light-toned sofa adorned with decorative pillows. A coffee table sits in front, accompanied by a stylish armchair. The room is accentuated by a classic area rug, while a decorative chandelier and green drapes frame the windows, inviting natural light.

Historic Orlando Casita Love Apt A, with backyard.

4.94 out of 5 average rating, 65 reviews

4.8 out of 5 average rating, 15 reviews

2 Bed/2 Bath Apartment in Single Family House

5.0 out of 5 average rating, 49 reviews

Upstairs Apt - 1924 Craftsman in Historic Downtown

A single-story house is framed by large trees and a well-maintained lawn, featuring a driveway and a garage. A pathway leads to the front entrance, which is accentuated by landscaping with colorful plants.

4.97 out of 5 average rating, 78 reviews

"The Sweet Suite" - Private & Quiet, Near 408/417

4.86 out of 5 average rating, 87 reviews

Brand new centrally located full apartment home

4.83 out of 5 average rating, 53 reviews

The entrance to Chris & Tish Suites features a welcoming red facade and a pair of double doors. Flanking the door, potted plants in vibrant colors are displayed, adding a touch of greenery. Decorative lanterns provide soft lighting, enhancing the inviting appeal.

Apartment in Eatonville

Cozy Town Suites B

5.0 out of 5 average rating, 4 reviews

Stunning 4 Bd/ 2 Ba Vista Cay (5048-402 Sl)

Apartment in Meadow Woods

The Vue | Cozy Apartment | Central Orlando!

5.0 out of 5 average rating, 33 reviews

Apartment rentals with a hot tub

A spacious studio is furnished with a large bed and a blue couch. Elegant decor is highlighted by a chandelier above, while a backdrop of a city skyline adorns one wall. Natural light filters through large windows, creating an open and bright atmosphere.

4.87 out of 5 average rating, 396 reviews

Carmen Romantic Studio W/Private Beautiful Terrace

A serene bedroom is presented, featuring a spacious bed dressed in a gray and blue quilt. Two bedside lamps are placed on either side of the bed. Natural light filters through a large window, adorned with light curtains, enhancing the calm atmosphere.

4.77 out of 5 average rating, 106 reviews

Beautiful 2 Bed 2 Bath Condo

An inviting living area features a comfortable light-colored couch, a dark wood dining table with four chairs, and rustic decor on the walls. Large windows allow natural light to fill the space, complemented by warm lighting fixtures. A kitchenette with open shelving is visible in the corner.

4.95 out of 5 average rating, 143 reviews

Wizard-Themed Condo Near Universal

4.96 out of 5 average rating, 114 reviews

A spacious living area features a contemporary black sectional sofa complemented by a light coffee table and decorative accents. A large sliding glass door provides access to a balcony with a view. The modern kitchen is visible in the background, along with a dining area.

Apartment in Kissimmee

3161-405 Resort Lake View Disney Universal Orlando

4.91 out of 5 average rating, 390 reviews

3 Bedroom Condo near Parks & Convention Center

A cozy studio features a stylish dining area with a round glass table and two blue velvet chairs. A comfortable sofa and bed are accompanied by decorative pillows. The backdrop showcases a city skyline mural illuminated at night, adding visual interest to the space.

4.7 out of 5 average rating, 287 reviews

Cozy studio at The Enclave Hotel & Suites Orlando

4.91 out of 5 average rating, 129 reviews

King Bed/Free Shuttle/Kitchen/Pool/Hot Tub/Kitchen