
Apartment vacation rentals in Winter Park
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Winter Park
Guests agree: these apartments are highly rated for location, cleanliness, and more.

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

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.

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!

NEW Designed Apt 2024 NrUCF PETSOk PrivateEntry
Discover this luxurious, newly renovated Airbnb studio with a FULLY PRIVATE patio featuring a hammock under a shady mango tree. Enjoy PRIVATE LAUNDRY, patio seating, and umbrella. The fenced backyard ensures privacy, minutes from UCF, Universal, Disney, and local amenities. The studio sleeps 4 and is part of a property with a house and a separate private apartment, each with its own kitchen, bathroom, bedroom, sitting room, garden hammock, patio, and entry. Experience tranquility in a quiet area

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.

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

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.

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.

“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

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)

2/2 PentHouse Downtown Orlando
This fully furnished 2/2 Penthouse, 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 bedrooms come with King beds. Our kitchen comes with pots, pans, plates and silverware, and has a FREE Nespresso for your morning wake up! We have our laundry machines in-house and yes, you can use them.

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
Weekly apartment rentals

Thornton Park Luxury Loft | Free Prkg | Balcony

Cozy Town Suites B

Stylish getaway on Lake Eola

Modern Condo: 10 Min to Disney + Fireworks Views!

Bright 1BR • 5 mins from UCF

Premier Resort Condo Suite Near Universal & Disney

Beautiful and Romantic Private Suite

Escape to Orlando near Universal Studios.
Private apartment rentals

Cozy Butterfly House

Penthouse With EPIC Views

Fully Themed Wizard's Suite near Universal/Epic!

Brand New Lakeside Retreat Apartment

Stay A While

Yania's Cozy Getaway

Spacious Apartment In Minneola

Modern Luxury Kissimmee Retreat
Apartment rentals with a hot tub

2 Bedroom Illuminating Abode

Completely Reno 3/2 near Disney & Universal parks

Magical Newly Renovated 10 minutes to Disney 2+2

Carmen Romantic Studio W/Private Beautiful Terrace

Modern 3 Bedroom Apartment Near the Theme Parks

2Bedrooms/2 Bathrooms Storey Lake Resort 3150-404

Wizard-Themed Condo Near Universal

King Bed/Free Shuttle to all Parks/Themed/Pool
When is the best time to visit Winter Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$21,281 GYD | G$23,993 GYD | G$18,777 GYD | G$19,195 GYD | G$17,734 GYD | G$18,986 GYD | G$19,612 GYD | G$16,065 GYD | G$16,900 GYD | G$18,151 GYD | G$17,108 GYD | G$18,777 GYD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Quick stats about apartment rentals in Winter Park

Total vacation rentals
Explore 60 vacation rentals in Winter Park

Nightly prices starting at
Winter Park vacation rentals start at G$6,259 GYD per night before taxes and fees

Verified guest reviews
Over 3,200 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Winter Park vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winter Park rentals

4.8 Average rating
Winter Park stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Winter Park's top spots, include Orlando Science Center, Harry P. Leu Gardens, and Orlando Museum of Art
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Saint Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Four Corners Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- Fitness-friendly rentals Winter Park
- Rentals with a washer and dryer Winter Park
- Pet-friendly rentals Winter Park
- Rentals with a patio Winter Park
- Rentals with pools Winter Park
- Rentals with a fireplace Winter Park
- Private suite rentals Winter Park
- Rentals with an EV charger Winter Park
- House rentals Winter Park
- Rentals with a fire pit Winter Park
- Condo rentals Winter Park
- Family-friendly rentals Winter Park
- Rentals with a hot tub Winter Park
- Rentals with outdoor seating Winter Park
- Guesthouse rentals Winter Park
- Rentals with lake access Winter Park
- Waterfront rentals Winter Park
- Apartment rentals Orange County
- Apartment rentals Florida
- Apartment rentals United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Disney Springs
- Discovery Cove
- Old Town Kissimmee
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Playalinda Beach
- Daytona International Speedway
- Walt Disney World Resort Golf
- Aquatica
- Titusville Beach
- Apollo Beach
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- Things to do Winter Park
- Things to do Orange County
- Sports activities Orange County
- Art and culture Orange County
- Nature and outdoors Orange County
- Things to do Florida
- Wellness Florida
- Sightseeing Florida
- Art and culture Florida
- Food and drink Florida
- Sports activities Florida
- Nature and outdoors Florida
- Tours Florida
- Entertainment Florida
- Things to do United States
- Nature and outdoors United States
- Tours United States
- Wellness United States
- Sightseeing United States
- Art and culture United States
- Entertainment United States
- Food and drink United States
- Sports activities United States

