Apartment holiday rentals in Winter Park

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, 476 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.

4.84 out of 5 average rating, 123 reviews

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.

Apartment in Ventura

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!

A balcony view showcases a round table set for two, with two glasses placed on it. The water glimmers in the sunlight, reflecting blue skies and a bright sun, creating a serene lakeside ambiance.

4.89 out of 5 average rating, 436 reviews

FantasticView, 1 BR/2BA, 1 Mile to Disney-Sleeps 5

Located 1 mile to Disney Springs in a Gated-Community NICELY 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

A bright living space is showcased, featuring a circular dining table set with four plates. A comfortable teal seating area is arranged against the wall, complemented by a nature-inspired wall art piece and greenery. Large glass doors provide a view of the outdoors and invite natural light.

4.86 out of 5 average rating, 127 reviews

Stylish Condo 20 mins to Disney/King Bed

Escape to our lovely vacation villa, nestled in the vibrant heart of Orlando's premier golfing destination. Just a 7-mile drive from Disney attractions and 30 minutes from Orlando International Airport. Discover the awe-inspiring Reunion Resort, offering an array of delights. Indulge in delectable dining experiences, take a dip in sparkling pools, savor refreshing drinks at poolside bars and grill. Embark on an extraordinary getaway that exceeds all expectations. Book your stay with us today!

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, 255 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 private balcony offers serene views of Lake Bryan and a swimming pool area. A small round table with two chairs invites relaxation, while warm colors from the sunset enhance the tranquil setting. Lush trees frame the scene, creating a peaceful atmosphere.

4.97 out of 5 average rating, 414 reviews

Waterfront Condo minutes to Disney & Universal

Just minutes from Disney World and Universal Studios, this condo places you in the heart of Orlando’s top attractions, including Disney Springs, Islands of Adventure, SeaWorld, Magic Kingdom, Epcot, two outlet malls, and more. Relax on your private balcony with breathtaking views of Lake Bryan, or enjoy the resort-style pool with a full Tiki bar and dining menu. Additional perks include free parking, 24-hour security, and complimentary HBO & Netflix. No deposit required and no extra fees.

An open living area features a comfortable seating arrangement with two armchairs and a sectional sofa. A modern coffee table sits atop a soft rug. Large sliding glass doors lead to a balcony, offering a view of the tranquil lake.

4.86 out of 5 average rating, 159 reviews

3171-107 Resort Lake View Disney Universal Orlando

Relax in our Stylish & Modern 2Bed/2bath fully equipped apartment for up to 7 guests, located in the family friendly Storey Lake Resort. Minutes from DISNEY World Theme Parks in Orlando Florida. Close to UNIVERSAL STUDIOS & SEAWORLD. Enjoy our lake view from the balcony. Close to restaurants, supermarkets, outlet malls & retail stores. Great amenities: Heated Pools, Kids Splash Zone, Water Slides, Lazy River, Gym, Mini Golf, Kayak, Tiki Bar & Ice Cream Shop, security guard!

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.

4.86 out of 5 average rating, 109 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, 159 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.

Apartment 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!!!

A modern living area features a sleek black sectional sofa positioned alongside a minimalist coffee table. Above, three framed artworks add visual interest, while potted plants provide a touch of greenery. Natural light filters through vertical blinds, enhancing the bright and airy ambiance.

4.83 out of 5 average rating, 160 reviews

Universal Studios Getaway – Prime Location!

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.

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, 164 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, 112 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.

Apartment 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.

Popular amenities for Winter Park apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

5 out of 5 average rating, 3 reviews

A well-appointed bedroom features a spacious bed with dark bedding and several decorative pillows. Nightstands with lamps are placed on either side. The room is adorned with a wall art piece above the bed and is softly lit by natural light filtering through the window.

Apartment in Ventura

1 Bed 1 Bath Golf Resort Condo (2nd FL)

A bright bedroom is highlighted by two large windows with sheer gray curtains, allowing natural light to fill the space. A plush queen-sized bed with a tufted blue headboard is positioned against the wall. A bedside table with a lamp is placed next to the bed.

4.9 out of 5 average rating, 41 reviews

Carri-Vision Suite, (Theme-Parks)Orlando/Kissimmee

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.

Apartment in Maitland

Chic Oasis in heart of Orlando

A well-appointed living area is highlighted by a soft sectional couch adorned with decorative pillows. A large wall clock with neon lighting serves as a focal point, while a decorative tray holding a potted orchid and the word 'home' adds a welcoming touch to the space.

4.88 out of 5 average rating, 49 reviews

Newly Renovated Spacious 2/2 Condo near Airport

4.89 out of 5 average rating, 74 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.

Apartment in South Eola

Renovated Condo Lake Eola View Great Location

Apartment 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, 51 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.

4.88 out of 5 average rating, 90 reviews

Private Home * King Bed Suite *Downtown Orlando*

A modern studio suite is displayed with a spacious layout. Large sliding glass doors lead to a private terrace, allowing natural light to fill the room. A comfortable queen bed is surrounded by stylish furnishings, including two armchairs and a small dining table.

4.97 out of 5 average rating, 59 reviews

Exclusive Studio w/Private Terrace, Kitchenette

Pet-friendly apartment rentals

Apartment in Champions Gate

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.

4.85 out of 5 average rating, 289 reviews

Magical Champions Gate 3/2 Tuscan Penthouse

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, 103 reviews

Penthouse Lakeview Minutes to Disney/ Universal

A dining area features a sizable wooden table accompanied by six upholstered chairs. Natural light streams through large windows, illuminating a cozy living space with a sofa and a patterned rug. A decorative light fixture hangs from the ceiling, adding functional elegance.

4.77 out of 5 average rating, 162 reviews

Beautiful Deluxe Condo, Vista Cay, Orlando - 3008

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, 398 reviews

Westgate Palace Resort 2 bedroom

A spacious living area features large windows allowing natural light and views of green trees outside. A sectional sofa in a neutral tone is complemented by decorative blue cushions. A glass coffee table rests on a textured area rug, and a television is positioned on a low media console.

4.9 out of 5 average rating, 121 reviews

Home away from home for the Parks!

4.86 out of 5 average rating, 166 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.

Apartment in South Eola

Beautiful Downtown Condo 1/1

A clear view of a pool surrounded by lounge chairs and palm trees, reflecting the sunlight. Umbrellas provide shade, and green lawns are visible in the background. The calm water enhances the serene environment, creating a relaxing outdoor space.

4.82 out of 5 average rating, 233 reviews

Family Friendly I Mins from Disney I Resort Pool

The open living area showcases a comfortable sofa and spacious kitchenette, designed in soft blue tones. Large windows allow natural light to fill the room. A dining table occupies one side, with a modern television mounted on the wall, displaying various streaming service logos.

4.83 out of 5 average rating, 353 reviews

Lake View Family Condo Disney Universal Orlando

Apartment rentals with a pool

The aerial view captures the inviting resort-style pool area surrounded by lush landscaping. Colorful canopies and seating areas enhance the outdoor space. Palm trees frame the scene, while the clubhouse is visible in the background, indicating a range of amenities available for guests.

4.91 out of 5 average rating, 95 reviews

Coastal Retreat | 15 min to Disney

4.99 out of 5 average rating, 72 reviews

Condo Near Disney | Kitchen + Free Shuttle

4.92 out of 5 average rating, 73 reviews

Boho Retreat: 7 min to Universal & Epic!

A serene view of downtown Orlando is captured at dusk, showcasing colorful reflections on a calm lake. City buildings are illuminated against a vibrant sky featuring soft purple and pink hues, creating a peaceful ambiance.

4.95 out of 5 average rating, 59 reviews

London House | Orlando Airport Private Condo

A bright living area showcases large glass doors that open to a balcony with views of the lake. A comfortable couch is complemented by a coffee table, while a dining table with black chairs accommodates multiple guests. Natural light fills the space, enhancing the decor.

4.98 out of 5 average rating, 62 reviews

Beautiful Lake & Disney Views. Stylish 2 Bedroom

A modern living area features a chic futon couch adorned with decorative pillows. A round marble coffee table is positioned at its center, accompanied by a small side table with a lamp. A vibrant pink throw blanket drapes over a comfortable chair, with greenery adding a touch of nature.

4.91 out of 5 average rating, 67 reviews

Newly Renovated Condo near Disney & Universal

The exterior of Wyndham Bonnet Creek Resort is framed by palm trees, showcasing a large building with multiple stories and a welcoming entrance. A landscaped area with pools and seating is visible in the foreground. Mickey Mouse is illustrated in the corner, enhancing the family-friendly atmosphere.

4.98 out of 5 average rating, 64 reviews

Wyndham Bonnet Creek ツ 1 Bedroom Deluxe!

A comfortable living area is equipped with a light-colored sofa and armchair, arranged around a wooden coffee table. Large sliding glass doors provide access to a private balcony overlooking the lake, surrounded by greenery and outdoor furniture.