Vacation Rentals in Winter Park, FL

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 Altamonte Springs holiday home is situated near the coast, less than 1.6km from Altamonte Mall and Cranes Roost Park, and approximately 4km from Sanlando Park.
This three-bedroom property, boasting 153 square metres of floor space, offers a swimming pool, jacuzzi, and garden, accommodating up to six guests and including amenities such as a fully equipped kitchen and laundry facilities.

This Altamonte Springs holiday home, conveniently located near Interstate 4, offers easy access to Orlando's theme parks and is within a short distance of Altamonte Springs' shopping and dining areas.
Sleeping up to nine guests, this four-bedroom, two-bathroom property boasts a private backyard with a pool, hot tub, mini-golf, and yard games, plus a fully equipped kitchen, home gym, and multiple large-screen TVs.

The Tiny Cottage in the Springs/ Central FL is located in Orlando, just 19 kilometres from Church Street Station and 19 kilometres from Amway Center, offering easy access to the city's attractions. This charming cottage has excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The cottage, covering 46 square metres, has two bedrooms and one bathroom, comfortably accommodating up to five guests. It offers a fully equipped kitchen, a dining area, a flat-screen TV, a terrace, a garden, free parking and Wi-Fi, plus a welcome package with wine or champagne, chocolates or cookies, and a delicious American breakfast.

This smoke-free apartment building is situated in Ventura, close to Ventura Country Club, just a short distance from Lake Conway and Hoffner Plaza Shopping Center. It has received excellent user ratings, making it a popular choice for travellers. The two-bedroom apartment comfortably accommodates up to four guests and offers a range of amenities, including a swimming pool, jacuzzi, and a terrace or balcony. Guests can also enjoy a fully equipped kitchen, free Wi-Fi, and a smart TV, along with a washing machine and dryer.

This newly remodelled 2-bedroom flat is located in Orlando's College Park district, offering vintage appeal and convenient access to downtown's dining and entertainment, and is a short drive from major theme parks.
This furnished duplex sleeps 4 guests and includes high-speed WiFi, smart TVs, a kitchen, air conditioning, parking with EV charging, and a quiet atmosphere.

This Winter Park guest house offers a prime location, a short 9.6km drive from Rollins College and under 16km from both Orlando and Winter Park city centres.
The self-catering property sleeps up to four guests in one bedroom with one bathroom, featuring a queen bed and a queen sleeper sofa, plus a kitchen equipped with a fridge and microwave, air conditioning, parking and excellent guest reviews.

This one-bedroom flat is situated in the Milk District, just a short walk from downtown Orlando, with its many restaurants, coffee shops, and breweries. The apartment has excellent user, location, and cleanliness ratings, making it a great choice for travellers.
The flat has one bedroom and one bathroom, and can accommodate up to three guests. Amenities include a kitchen with a fridge and microwave, air conditioning, internet, a garden, parking, and coffee provided. Guests can also enjoy nearby breweries, a billiard hall, a park, and a food truck park.

This four-bedroom apartment is located in the Thornton Park district of Orlando, just a short walk from the Amway Center and Church Street Station, offering easy access to downtown Orlando's attractions. The apartment is close to the vibrant nightlife and restaurants of Thornton Park, providing a lively atmosphere.
The apartment offers 195 square metres of space, comfortably accommodating up to eight guests. The apartment features a fully equipped kitchen, a private balcony, free parking, and free Wi-Fi, making it an ideal choice for families or groups of friends visiting Orlando.

This Ivanhoe Village flat is conveniently located near Orange Avenue, within 5km of Camping World Stadium and less than a 25-minute walk from Lake Eola.
The self-catering apartment sleeps three guests and boasts a private balcony, on-site fitness centre and swimming pool, plus free Wi-Fi and in-unit laundry facilities.

This serviced apartment in Downtown Orlando is situated just 3.2 kilometres from Orlando International Premium Outlets and 4.8 kilometres from Universal Orlando Resort.
This 54 square metre, one-bedroom flat for two guests offers a fully furnished interior with a kitchen and laundry, plus access to building amenities including a pool and fitness centre.

Lake House, situated in Orlando near the city centre, is a short drive (approx. 3km) from the Amway Center and Camping World Stadium, and within easy reach of Universal Studios Florida and the Florida Mall.
This one-bedroom, two-bathroom property sleeps seven guests and boasts a private pool, Jacuzzi, sauna, fully equipped kitchen with minibar, free Wi-Fi, private parking, and a relaxing garden – perfect for exploring Orlando's attractions.

This one-bedroom flat in Orlando, Florida, is located 6.4 kilometres from Universal Studios and Islands of Adventure and 43.5 kilometres from Walt Disney World Resort, with downtown nightlife, dining, and live music venues a short walk away.
This pet-friendly apartment offers accommodation for four guests, featuring a fully equipped kitchen with stainless steel appliances, air conditioning, a swimming pool, fitness centre, and in-unit laundry facilities.

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.

Downtown Groovy Studio offers a central Orlando location, approximately 4.6km from Church Street Station and 4.7km from the Amway Center.
This 920 square metre apartment sleeps four, features a fully equipped kitchen, free Wi-Fi, and air conditioning, and is conveniently located near Universal Studios and ICON Park.

This two-bedroom flat is situated east of Orlando's city centre, close to Lake Underhill and the Milk District, offering easy access to public transport, shops, and eateries.
This 84-square-metre residence accommodates up to four guests and features a private enclosed garden, a work-from-home station, and is within 500 metres of Lake Underhill's biking trails.