
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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Park apartment rentals
Weekly apartment rentals

Cozy Town Suites B

Entire Condo with Water View.

Penthouse With EPIC Views

Modern Orlando APT w/Laundry & Private Patio

Brand New Lakeside Retreat Apartment

Modern downtown apartment

Modern Luxury Kissimmee Retreat

One of a kind!
Private apartment rentals

Large Luxury Apt- Great Orlando Location

Lakeview Garden Studio

Private Rooftop Suite!

Private Apartment, Parking, Queen and Pullout Bed

New*Selva Serenity:A Boho Retreat(FreeParkShuttle)

Charming 1-Bedroom Escape in Kissimmee

LUXE, Fully Equipped Modern Orlando Apt, Sleeps 4+

“The Harmony Loft” Near Airport & Attraction’s
Apartment rentals with a hot tub

Just Renovated 2/2 Resort Home

BEST Views~2B2B~Universal~Disney

Completely Reno 3/2 near Disney & Universal parks

Carmen Romantic Studio W/Private Beautiful Terrace

Modern 3 Bedroom Apartment Near the Theme Parks

Vista Cay Resort Orlando Luxury 3 bed condo W73055

2 Bd/ 2Ba Near Disney! Storey Lake (3120-403 PC)

BRAND NEW 2BR Apt, 5mi to Disney - Storey Lake 401
Quick stats about apartment rentals in Winter Park
Total rentals
70 properties
Nightly prices starting at
R532 ZAR before taxes and fees
Total number of reviews
3.5K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
30 properties have a pool
Destinations to explore
- Orlando Vacation rentals
- Kissimmee Vacation rentals
- Four Corners Vacation rentals
- Saint Johns River Vacation rentals
- Central Florida Vacation rentals
- Tampa Vacation rentals
- Tampa Bay Vacation rentals
- St Petersburg Vacation rentals
- Seminole Vacation rentals
- Fort Lauderdale Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Rentals with a hot tub Winter Park
- Guesthouse rentals Winter Park
- Rentals with a fireplace Winter Park
- Pet-friendly rentals Winter Park
- House rentals Winter Park
- Private suite rentals Winter Park
- Rentals with a patio Winter Park
- Rentals with an EV charger Winter Park
- Waterfront rentals Winter Park
- Fitness-friendly rentals Winter Park
- Family-friendly rentals Winter Park
- Rentals with pools Winter Park
- Rentals with a fire pit Winter Park
- Rentals with outdoor seating Winter Park
- Kid-friendly rentals Winter Park
- Condo rentals Winter Park
- Rentals with lake access Winter Park
- Rentals with a washer and dryer Winter Park
- Apartment rentals Orange County
- Apartment rentals Florida
- Apartment rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Universal Orlando Resort
- Discovery Cove
- SeaWorld Orlando
- Disney's Animal Kingdom Theme Park
- Disney Springs
- Playalinda Beach
- ESPN Wide World of Sports
- Amway Center
- Titusville Beach
- Epcot
- Magic Kingdom Park
- Daytona International Speedway
- Aquatica
- Reunion West
- Walt Disney World Resort Golf
- ChampionsGate Golf Club
- Island H2O Water Park
- Kissimmee Lakefront Park
- Disney's Hollywood Studios
- Blue Spring State Park
- Things to do Winter Park
- Things to do Orange County
- Sports activities Orange County
- Art and culture Orange County
- Things to do Florida
- Sightseeing Florida
- Tours Florida
- Art and culture Florida
- Wellness Florida
- Entertainment Florida
- Nature and outdoors Florida
- Food and drink Florida
- Sports activities Florida
- Things to do United States
- Sightseeing United States
- Wellness United States
- Tours United States
- Sports activities United States
- Food and drink United States
- Entertainment United States
- Nature and outdoors United States
- Art and culture United States