Apartment vacation rentals in Winter Park

A private rooftop terrace features several blue adirondack chairs arranged around a small outdoor rug atop a light-colored floor. Bright sunlight illuminates the space, which is bordered by walls and overlooks a cityscape in the distance. Umbrellas provide shade in select areas.

5 out of 5 average rating, 109 reviews

Private Rooftop Suite!

Enjoy a stylish experience at this centrally-located rooftop terrace. Located at the Enclave Suites, this unit features a rooftop terrace with views overlooking Sandy Lake. Recently remodeled, it boasts practical functionality with beautiful design. This unit is everything you need to enjoy a vacation in Orlando. It is centrally located off of International Drive and minutes from Universal Studios, Volcano Bay, SeaWorld, Disney World and much more. Enjoy a luxurious stay without the hefty price.

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.

4.89 out of 5 average rating, 340 reviews

Carmen Romantic Studio W/Private Beautiful Terrace

Beautiful Studio!! Amazing private TERRACE!! King side bed. Enjoy the Jacuzzi bathtub!! Our Studio It is located one block from the International Dr. in Orlando city. In the center of everything!!! Universal Studios area. Washing the video on YouTube: https://youtu.be/tJ1QXsomuY8 The resort has 2 open swimming pools and 1 swimming pool with a closed roof with tempered water. Pool hours may change due to COVID Enjoy the Gym and movies in Netflix! This property is not recommended for children’s

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.

4.99 out of 5 average rating, 179 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.

Apartment in College Park

A cozy bedroom showcases a queen bed with an orange floral duvet cover and matching pillows. Three pieces of wall art in soft hues are displayed above the headboard. A door leading to the private entrance is visible, providing easy access.

4.94 out of 5 average rating, 248 reviews

College Park/Winter Pk 1 bed/bath private entrance

255 sq ft studio- queen bed, workspace, kitchenette, large bathroom, private yard area & entrance. This gem is clean & quiet w/ complete blackout in bedroom. Bathroom has tons of natural light & 3 shower heads. There’s TV w/Roku, microwave, fridge & Keurig. Comfy, peaceful at I-4 Par exit # 44. $20 pet fee No cleaning fee. Universal 11 mi Kia Center 3 mi Airports (MCO) (SFB) 23 mi Orlando City Soccer 4.6 AdventHealth Orlando 0.6 mi Orlando Health, Arnold/Winnie Palmer 3.8 Rollins College 1.9

Apartment in Altamonte Springs

A spacious outdoor area features a pool surrounded by a tiled patio. Comfortable lounge chairs are neatly arranged around the pool, while decorative planters with blooming flowers add a touch of color. The setting is complemented by manicured lawns and a clear sky.

4.96 out of 5 average rating, 332 reviews

St.John suite

Luxurious space with PRIVATE ENTRANCE, BATHROOM, and breakfast kitchenette. Located on a large lake front property with amenities that include private dock, pool, large manicured lawns and much more. Ideal for canoeing, watching the sun rise or doing nothing at all. Close to theme parks and beaches. Spring Valley is a peaceful community with age old oak tree lined streets, Ample shopping and award winning restaurants very nearby. Come play or rejuvenate your soul in this picturesque setting.

4.9 out of 5 average rating, 174 reviews

The bedroom features a spacious bed dressed in soft blue bedding, complemented by two bedside lamps on wooden tables. Decorative curtains with a water-themed design frame the window, while a subtle area rug adds texture to the room's original terrazzo flooring.

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 cozy sleeping area features a queen-size bed with a light textured coverlet. Green accent pillows add a splash of color. Shelves above display decorative items, while a bedside table holds a clock. Natural light filters through a window, enhancing the inviting ambiance.

4.91 out of 5 average rating, 345 reviews

“The Velvet Escape” Near Attractions & Airport

Get ready to enjoy your vacation in this chic and comfortable apartment in the heart of Orlando. Located directly in front of the Florida Mall, this home is a convenient 15-20 min drive from all the major attractions. This is a private apartment, with it's own free parking and fenced in patio. The open layout, with private full kitchen and private bathroom makes it perfect for couples, solo adventurers, and business travelers. The stay includes FREE wifi, Netflix, and full stocked kitchen

The living area features a comfortable gray sofa adorned with accent pillows, complemented by a wooden coffee table. A large TV is mounted on the wall, with a stylish chair placed nearby. Natural light enters through glass doors, which lead to a balcony.

5 out of 5 average rating, 108 reviews

Chic Vibes Comfy King Bed Next to Parks/Food/shops

Welcome to our stylish oasis in Kissimmee, which seamlessly blends sophistication with a laid-back vibe. Your stay begins in a professionally cleaned apartment for your full enjoyment. Discover resort-style amenities – a sparkling pool, a fitness center, and hammocks, offering the luxuries of a five-star retreat. Conveniently located with in walking distance of theme parks, restaurants, and shopping. Book now. We can't wait to host you in our little slice of paradise!

A modern living area is presented with a sleek brown sofa facing a stylish coffee table. A wall-mounted 50-inch smart TV is visible, alongside a fan overhead. Natural light streams through large windows, enhanced by light gray walls, creating a bright and welcoming space.

4.81 out of 5 average rating, 359 reviews

✪ Fashionable ✔Location ✔Netflix ✔Parking ✔Wifi

You also will have ✔FREE parking ✔wifi ✔ Netflix. All at an unbeatable price. Classy, clean and crisp modern decor. Bright white and gray fabrics, with warm golden metal accents. Snug and personal with stylish interior decor, you won't want to leave! Excellent location, 15 minutes from downtown Orlando, Amway Center, Winter Park, UCF and the airport. The theme parks are just less than 30 mins away too. Ideal for small groups, business travel, and traveling with children.

A spacious living area is complemented by a modern kitchen featuring white cabinetry and stainless-steel appliances. A dark sectional sofa with decorative pillows faces the kitchen island, which is paired with two sleek bar stools. Large windows allows ample natural light.

4.94 out of 5 average rating, 112 reviews

DT Orlando High-Rise Free Parking - 8 MIN FROM EDC

Welcome to Downtown Orlando, the City Beautiful! Enjoy the space of this peaceful, high rise apartment with a beautiful sunset view. Perfect for a weekend stay with nightclubs, bars, concert venues, arenas/stadiums and many restaurants nearby. - KIA Center (7 min) - Dr. Phillips Center (6 min) - Camping World Stadium/EDC Tinker Field (7 min) - Central Florida Fairgrounds (10 min) - Orlando City Soccer Stadium (5 min) - Universal Studios (16 min)

The studio features a spacious sleeping area with a large bed adorned with soft bedding. A colorful accent wall provides visual interest behind the bed. A television is mounted on the wall, while a modern dresser and a small dining table with chairs are also visible.

4.86 out of 5 average rating, 111 reviews

*NewRenovatedAPT*KINGbed*PetsOk+Priv Entry

Enhance your stay in this ideally located studio, just minutes from UCF, local eateries, shops, and a short drive to Orlando's top attractions. With its private entrance and secluded, fully-fenced patio, complete with outdoor furniture and a hammock, this haven provides the perfect retreat after a bustling day in Orlando. Recently renovated, this studio features a stylish new bathroom, bedroom, and cozy sitting area.

4.8 out of 5 average rating, 289 reviews

The bedroom features a spacious bed adorned with soft pillows and a textured throw blanket. Flanking nightstands hold stylish lamps, providing gentle lighting. A framed landscape image above the bed complements the neutral color scheme, and doorways to additional spaces are visible in the background.

Apartment in Clermont

Charming Lakefront Apt. Near Disney

Welcome to our Charming Lakefront Apartment, located in South Clermont, just 20 minutes from Downtown Orlando, Walt Disney World, and all the exciting Central Florida attractions. Nestled on the serene Lake Sawgrass, this peaceful countryside retreat offers fishing, kayaking, boating, and other watersports activities.

Popular amenities for Winter Park apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

A dark wood dresser is positioned against a light grey wall, topped with a potted pink orchid and two matching vases. A mirror reflects the arrangement, while a black lamp stands beside the dresser. Decorative wall art adds a touch of color to the space.

4.9 out of 5 average rating, 21 reviews

Cozy Butterfly House

Apartment in Thornton Park

A comfortable living area features a grey sectional sofa adorned with accent pillows. A wooden coffee table sits on a vibrant, leaf-patterned rug. Framed botanical prints adorn the light green walls, and natural light filters through a window with white blinds.

4.88 out of 5 average rating, 64 reviews

Thornton park paradise 1 bedroom Lake Eola

An open living space is presented, featuring a spacious sofa with decorative pillows and a coffee table. A wall-mounted television is positioned above a low media console. The kitchen area includes bar seating and modern appliances, with light flooding in from a nearby window.

5 out of 5 average rating, 11 reviews

Brand New Lakeside Retreat Apartment

5 out of 5 average rating, 10 reviews

A modern bedroom is furnished with a spacious bed featuring a patterned black and white duvet. Two nightstands with lamps flank the bed, and botanical artwork is displayed on the walls. Natural light enters through a large window dressed with blinds.

Apartment in Oviedo

Bright 1BR • 5 mins from UCF

A modern living room is depicted with a full sofa, coffee table, and a smart TV. Natural light enters through the sliding glass door leading to the balcony. Three framed botanical prints decorate the wall, while a floor lamp adds soft illumination.

5 out of 5 average rating, 38 reviews

Modern Condo: 10 Min to Disney + Fireworks Views!

4.9 out of 5 average rating, 51 reviews

Modern King Suite, Resort Amenities & Pet-Friendly

4.87 out of 5 average rating, 77 reviews

A modern living room features a dark sofa accompanied by two cozy armchairs. A glass coffee table sits in the center, complemented by decorative items. Natural light filters through sheer curtains, illuminating the light-colored flooring and minimalist decor.

Apartment in Metro West

Escape to Orlando near Universal Studios.

Apartment in Thornton Park

A spacious studio is visible through an open doorway, featuring a queen size bed with a rust-colored bedspread. A black armchair and a glass coffee table sit on a patterned rug in the foreground, while a bright chair and window are seen in the background.

4.94 out of 5 average rating, 54 reviews

Historic Home Lake Eola Studio Thornton Park

Private apartment rentals

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, 37 reviews

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

An outdoor patio area is shown, featuring a wooden picnic table positioned on a paved surface. A grassy patch lies nearby, and a door leads into the house. Greenery can be seen in the background, contributing to the outdoor setting.

4.9 out of 5 average rating, 52 reviews

“Cozy Studio apartment “

Apartment in Winter Garden

A spacious living area features a sectional sofa and a round coffee table, complemented by soft lighting. A television is placed on a low cabinet, while decorative plants and a wall art piece add visual interest. Natural light enters through a window, enhancing the inviting atmosphere.

4.91 out of 5 average rating, 152 reviews

Stay A While

The living area features a spacious gray sectional sofa arranged around a white coffee table, with decorative items adding style. A large window provides natural light, complemented by modern shelving and a lamp. The open kitchen is visible in the background, emphasizing a comfortable layout.

5 out of 5 average rating, 55 reviews

Modern Luxury Kissimmee Retreat

A well-maintained outdoor area features a sparkling pool surrounded by lounge chairs. A bar with shaded seating stands nearby, framed by palm trees and manicured landscaping. The building in the background includes balconies, allowing for a relaxed atmosphere.

4.92 out of 5 average rating, 51 reviews

Premier Resort Condo Suite Near Universal & Disney

A modern sectional sofa in dark upholstery is positioned against a neutral wall. Two decorative pillows are placed on each end, complementing the sleek design. Above the sofa, two framed art pieces and a vibrant print are displayed, adding a touch of character to the space. A potted plant stands nearby.

5 out of 5 average rating, 17 reviews

Luxury king suite; gym, pool, lake

Apartment in Wadeview Park

A spacious living area features a light-colored tiled floor, with a gray sofa and a brown armchair facing a wooden media console. A large wall art piece adds visual interest, while natural light fills the space from a nearby window.

4.96 out of 5 average rating, 24 reviews

Modern SODO Loft

The living room features a modern layout with a large television mounted on the wall, complemented by comfortable seating arrangements, including a blue sofa and a pink armchair. Natural light is invited in through sliding glass doors that lead to a balcony with outdoor seating.

4.96 out of 5 average rating, 112 reviews

3161-401 Resort Lake View Disney Universal Orlando

Apartment rentals with a hot tub

A panoramic view showcases a spacious pool area surrounded by greenery, with lounging spaces and palm trees. The tranquil waters of the lake are visible, reflecting the sky above, while the distant shoreline is lined with trees, enhancing the natural setting.

4.93 out of 5 average rating, 70 reviews

Orlando 10th Floor - 5 min From Disney. Blue Heron

A bright living area features a light-colored couch with decorative cushions, a patterned armchair, and a wooden coffee table. Natural light enters through large windows adorned with blinds. A ceiling fan hovers above, and a potted plant adds a touch of greenery.

4.9 out of 5 average rating, 145 reviews

Modern 3 Bedroom Apartment Near the Theme Parks

An aerial view reveals a sprawling lagoon-style pool surrounded by lush green landscapes, highlighted by winding water features. A well-appointed bedroom presents a spacious bed framed by modern decor and natural light filtering through a window. The living area showcases an elegant dining setup alongside a stylish sofa, while a vibrant children's room features a bunk bed and playful accents.

4.84 out of 5 average rating, 201 reviews

2Bedrooms/2 Bathrooms Storey Lake Resort 3150-404

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, 109 reviews

Wizard-Themed Condo Near Universal

A spacious room with two neatly made beds, each featuring blue bedspreads. Decorative art hangs above the beds, with a small lamp and a chair visible in the corner. Light wooden flooring adds warmth to the space.

4.86 out of 5 average rating, 21 reviews

Studio apartment near all parks

A private balcony features outdoor seating with a view of a tranquil lake. The railing provides an unobstructed sight of the serene water and surrounding greenery, illuminated by natural light on a clear day.

4.99 out of 5 average rating, 70 reviews

Apartamento em Orlando

A modern living room features a sectional sofa adorned with vibrant throw pillows and a geometric rug underfoot. A large window allows natural light to fill the space, framed by dark curtains. A table of circular design sits nearby, enhancing the contemporary decor.

4.89 out of 5 average rating, 102 reviews

King Bed/Free Shuttle to all Parks/Themed/Pool

A modern kitchen features crisp white cabinetry and sleek stainless-steel appliances. A spacious island is complemented by contemporary stools, with an organized countertop housing kitchen essentials. Gray tile backsplash adds a subtle texture, while natural light brightens the open layout.