Holiday Rentals in Winter Park, FL

This Winter Park holiday home is conveniently located less than 1.6km from the Albin Polasek Museum and Sculpture Gardens and Rollins College, and within 3.2km of the Morse Museum of American Art and Casa Feliz Historic Home Museum, offering easy access to Winter Park Station within a 20-minute walk.
The self-catering property features one bedroom, one bathroom, sleeping up to two guests, and includes free Wi-Fi, a TV, and parking; nearby attractions include the Albin Polasek Museum and Sculpture Gardens.

This Orlando guest suite, situated in Colonialtown North near the Mills 50 district, offers easy access to Disney World (48km), Universal Studios (32km), and Orlando International Airport (48km).
The self-contained unit features a queen bed, ensuite bathroom, wet bar, and high-speed internet; sleeping two guests and conveniently located near the Plaza Theatre and various restaurants.

This lakefront studio apartment in Orlando is located approximately 8 kilometres from Camping World Stadium, Amway Centre, and Church Street Station, and 17.7 kilometres from The Wizarding World of Harry Potter.
The apartment sleeps up to seven guests and features a fully equipped kitchen, complimentary WiFi, air conditioning, and private on-site parking, with a washing machine and tea/coffee maker also provided.

This Casselberry flat is situated in a quiet district, offering convenient access to Orlando's attractions, located 48 kilometres from Walt Disney World Resort and Orlando International Airport, 32 kilometres from Downtown Orlando, and 16 kilometres from Winter Park.
This two-bedroom flat, accommodating up to four guests, features a fully equipped kitchen with a fridge, freezer, and microwave, air conditioning, complimentary WiFi, and free on-site parking, with a private balcony for outdoor relaxation.

This mobile home in Casselberry offers a central location with easy access to major restaurants and is a short distance from Orlando International Airport.
This accommodation provides two bedrooms, one bathroom, and a guest capacity of four, with amenities including air conditioning, internet, and a kitchen equipped with a fridge, freezer, and microwave, all set within a garden and offering parking and pet-friendly options.

This three-bedroom apartment is situated in Colonialtown North, just a few kilometres from Downtown Orlando, offering a peaceful escape from the city's bustle. The property boasts excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The apartment features two bathrooms and comfortably accommodates six guests. It offers a fully equipped kitchen, a garden, parking, and air conditioning, alongside easy access to the interstate and a range of local amenities, including restaurants and shops.

This two-bedroom apartment is located in Winter Park, within a 15-minute walk of the Morse Museum of American Art and Casa Feliz Historic Home Museum, and within 2 kilometres of Rollins College and the Albin Polasek Museum and Sculpture Gardens. The apartment is situated in a quiet and convenient location, perfect for exploring the city's attractions.
The self-catering apartment can accommodate up to 4 guests and has a fully equipped kitchen, a comfortable living area, a private balcony, and a shared outdoor pool. Guests can enjoy free Wi-Fi, air conditioning, and a smoke-free environment.

This in-law suite is located in Orlando's Mills 50 District, offering walking access to dining and nightlife on Virginia Drive, and is a short drive from downtown Orlando and major hospitals like AdventHealth Orlando.
This 2-bedroom, 1-bathroom apartment accommodates up to 3 guests and includes a full kitchen, air conditioning, and private parking, with blackout curtains and sound insulation ideal for comfort.

This College Park studio apartment is ideally situated in Orlando, Florida, a short drive (approximately 16 km) from Downtown Orlando and Lake Eola, offering easy access to I-4 and major theme parks such as Universal Studios (20 minutes away).
The 62 square metre self-catering apartment features a newly renovated kitchen and bathroom, accommodates two guests, includes a private guest house with laundry facilities, and provides two complimentary bicycles for exploring nearby College Park's restaurants and boutiques.

This gated resort condo, part of the 'Gated Resort Condo W/ Porch, Golf, Pools & Gym' offer, is situated in Orlando's Ventura neighbourhood, approximately 24km from Orlando International Airport and 56km from Universal Studios and Walt Disney World.
The self-catering apartment features one bedroom, one bathroom, sleeps four, and boasts a screened porch, access to three pools, a hot tub, golf course, gym, and other resort amenities.

This charming cottage is situated in Altamonte Springs, Florida, just a short distance from the Altamonte Mall and Advent Florida Hospital North, and within easy reach of Interstate-4, Orlando International Airport, and major theme parks. The cottage has received excellent user ratings, making it a popular choice for travellers.
The cottage offers one bedroom and one bathroom, spanning 102 square metres and comfortably accommodating up to four guests. Enjoy a range of features including a private boat ramp, pedal boat, outdoor fire pit, hammock, and outdoor shower, perfect for relaxing and enjoying the outdoors.

This two-bedroom apartment in Winter Park is conveniently located just a short walk from Park Avenue and Winter Park Village, offering easy access to a range of shops, restaurants, and bars. The apartment has received excellent ratings for its location, cleanliness, and overall experience, making it a great choice for travellers seeking a comfortable and well-maintained stay.
The apartment is modern and stylish, with a newly renovated kitchen and a tranquil sunroom, comfortably accommodating up to three guests. Enjoy access to a swimming pool overlooking the lake, paddleboards, shuffleboard courts, picnic tables, and regular housekeeping, ensuring a relaxing and enjoyable stay.