Apartment vacation rentals in Winter Park

A serene pool area features clear water with a gentle wave design along the edge. Lush palm trees surround the space, providing a tropical feel. Sunlight reflects off the water, while a floating yellow duck adds a playful touch.

4.89 out of 5 average rating, 167 reviews

Apartment, 7 Min to Orlando Airport/ Lake Nona

Complete private unit . A Private Door inside the room to step out to the pool .1 Bed/1 Bath, 2 TV’s , Netflix Amazon, sitting area, and and a small kitchen, We a Manual Slingshot available for rent, the rent for the Slignshot will be $170 per day. Pool area will be available all the time .We just build a door inside the room that way is easy access. This place is 25 Minutes driving to Disney World and most Parks, Lake Nona is 10 minutes away. We are Close to UCF, lake Nona, MCO, Waterford lakes

5 out of 5 average rating, 111 reviews

Private Rooftop Suite! No resort fees! 5 star

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.

The living area features a modern sectional sofa adorned with decorative pillows. A sleek coffee table is positioned on a patterned rug, while large sliding doors lead to a balcony, enhancing natural light. An adjacent dining area with stylish chairs is visible in the background.

4.97 out of 5 average rating, 153 reviews

3121-402 Resort Lake View Disney Universal Orlando

Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 7 guests, located in the family friendly Storey Lake Resort. FREE Clubhouse & WATERPARK amenities: Heated Pool, Hot Tub, Kids Splash Zone, Water Slides, Lazy River, Gym, Tiki Bar, Ice Cream Shop & more. The apt is located: 10 min drive to DISNEY, 25 min to UNIVERSAL STUDIOS, 18 min to SEA WORLD. FREE Parking. FREE Waterpark. No extra FEES. Gated Resort with Security 24/7 & Self check-in!

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, 183 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, 256 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, 333 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, 176 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, 348 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, 111 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.

4.8 out of 5 average rating, 360 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, 113 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)

4.88 out of 5 average rating, 103 reviews

The living room features a modern sofa bed with colorful accent pillows, complemented by a stylish geometric accent wall. Natural light streams through the windows, illuminating a cozy area with a patterned rug and a compact coffee table, creating a relaxing space for guests.

Apartment in Bay Lake

Sleek Modern Gateway 10 Min to Parks Pets Allowed

Welcome to Your Magical Gateway – Just 10 Minutes from Orlando's Magical Parks! Location: Perfectly located for Disney and Universal, our apartment offers a peaceful retreat with all the comforts of home. Whether you’re here to explore the magic unwind, or even stay for longer terms, you’ll love every moment of our cozy space. The property sleeps 4 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

Popular amenities for Winter Park apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

4.77 out of 5 average rating, 31 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

4.93 out of 5 average rating, 14 reviews

*NEW* Villa Amalfi Boho• FreeParksShuttle•PoolView

A vibrant living space is showcased, featuring a black sectional sofa against a backdrop of colorful walls and playful decor. The dining area holds a white table set for four, while a fully equipped kitchen is visible in the background. Unique lighting adds to the lively atmosphere.

5 out of 5 average rating, 24 reviews

Fully Themed Wizard's Suite near Universal/Epic!

A comfortable living area features a light-colored sofa adorned with decorative pillows. A round coffee table sits in front, complemented by a plant centerpiece. Two abstract artworks in gold and blue are displayed on the walls, while a full-length mirror leans against one side.

4.99 out of 5 average rating, 73 reviews

Modern Orlando APT w/Laundry & Private Patio

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, 41 reviews

Modern Condo: 10 Min to Disney + Fireworks Views!

5 out of 5 average rating, 34 reviews

Yania's Cozy Getaway

5 out of 5 average rating, 17 reviews

Hermosa y Romántica Suite Privada

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

Private apartment rentals

4.97 out of 5 average rating, 258 reviews

A charming two-story exterior of a detached studio apartment is presented, featuring a black facade with white trim. A spacious balcony is adorned with seating, while a paved patio invites relaxation with a small table and chairs set nearby, surrounded by greenery.

Apartment in Sanford

The Carriage House Studio Apartment

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.

4.91 out of 5 average rating, 22 reviews

Cozy Butterfly House

4.93 out of 5 average rating, 15 reviews

Apartment in Ventura

2 Bedroom Illuminating Abode

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.

4.92 out of 5 average rating, 83 reviews

Penthouse With EPIC Views

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

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, 57 reviews

Modern Luxury Kissimmee Retreat

A well-appointed bedroom is highlighted by a spacious bed with a light-colored quilt. Flanking the bed are two lamps on wooden nightstands. Natural light filters through a large window, adorned with sheer curtains. A decorative mirror and wall art complement the serene atmosphere.

4.95 out of 5 average rating, 119 reviews

Cozy Private Apartment - Stylish & Spotless

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.

4.95 out of 5 average rating, 55 reviews

Historic Home Lake Eola Studio Thornton Park

Apartment rentals with a hot tub

Apartment in CHAMPIONS GT

A contemporary bedroom features a spacious bed with a blue throw blanket and decorative pillows. A tufted blue headboard adds style, while sunlight streams through a large window adorned with patterned curtains. A circular mirror and bedside lamps enhance the modern decor.

4.89 out of 5 average rating, 216 reviews

Magical Newly Renovated 10 minutes to Disney 2+2

An aerial view of the expansive resort area is shown, featuring a winding lazy river and a large lagoon-style pool surrounded by lush greenery. Additional images display a modern living room with a leather sectional, an inviting kitchen with sleek appliances, and a cozy bedroom featuring a wooden bed frame and soft bedding.

4.85 out of 5 average rating, 114 reviews

2 BD/2BA 1st Floor Unit - Storey Lake (3120-106P)

A sparkling pool is set in a sunny courtyard, surrounded by palm trees and lounge chairs. The three-story building features yellow exterior with red-tiled roofs, and a secure fence encloses the area for privacy and safety.

4.93 out of 5 average rating, 105 reviews

2 bedrooms 2 baths near Disney Universal Seaworld

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

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, 147 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.

4.96 out of 5 average rating, 113 reviews

Wizard-Themed Condo Near Universal

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.