Vacation Rentals in Winter Park, FL

This holiday home is located in Casselberry, Florida, just a short drive from the attractions of Orlando, approximately 30 kilometres away. The accommodation has received excellent ratings for location, cleanliness, and user experience.
The property offers 4 bedrooms and 2 bathrooms, comfortably accommodating up to 8 guests, with an optional guest house for additional space. Guests can enjoy a fully equipped kitchen, a private pool and garden, a Jacuzzi, and a covered garage with ample parking space.

This renovated studio apartment in Altamonte Springs is located within 500 metres of the Altamonte Springs Mall, a park, and a Publix supermarket, offering convenient access to local amenities and a peaceful retreat close to Orlando's attractions. This pet-friendly self-contained unit accommodates up to three guests with flexible sleeping arrangements, featuring a kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, a garden, fitness centre, and ample parking.

This luxury villa is situated in Reunion Resort, Kissimmee, Florida, a gated community approximately 24 kilometres from Walt Disney World and 48 kilometres from Orlando International Airport.
This 237 square metre villa offers five bedrooms for up to ten guests, featuring a private pool and spa, a large gourmet kitchen with new appliances, and a covered lanai, all complemented by complimentary internet access.

This spacious four-bedroom house is situated in the Ventura gated community in southeast Orlando, Florida, approximately 9.6km north of Orlando International Airport, offering easy access to attractions such as the Orlando State Diving School and Leroy Hoequist Park.
The 177 square metre property sleeps eight guests, boasting a fully equipped kitchen, private swimming pool, games room with table tennis, and high-speed internet; making it ideal for family holidays in Orlando.

This Altamonte Springs studio apartment is located 16-17.7 kilometres from Orlando's Camping World Stadium and Kia Centre, and 17.7 kilometres from Church Street Station.
This 70 square metre flat offers accommodation for up to seven guests with a fully equipped kitchen, air conditioning, free WiFi, and private parking, alongside a garden and bicycle parking facilities.

This Longwood flat is situated in a quiet residential area, offering easy access to local dining, shopping, golf courses, and is a short drive to Orlando's theme parks and the downtown area, with nearby parks and nature preserves for outdoor pursuits.
This family-friendly accommodation sleeps up to 8 guests across three queen-sized bedrooms and features a fully equipped kitchen with a microwave oven and dishwasher, air conditioning, and parking, with a check-out time of 11:00 AM.

This Orlando apartment, situated in the South Eola district, offers lakefront views and is conveniently located near Thornton Park's restaurants and the Dr. Philips Center for the Performing Arts, with major attractions such as Universal Orlando Resort and the Florida Mall within a reasonable driving distance (distances vary depending on traffic).
The one-bedroom, one-bathroom flat sleeps two guests and includes a kitchen with a fridge and microwave, air conditioning, parking, internet access, and in-unit streaming services (Hulu, Netflix, and AT&T TV app).

This Orlando property, near Ventura Golf and Country Club, is conveniently located approximately 13.7 kilometres from Church Street Station and 13.8 kilometres from the Kia Centre.
This four-bedroom, three-bathroom house offers 178 square metres of living space, sleeping up to 11 guests and boasting a garden, free Wi-Fi, and parking; nearby attractions include Camping World Stadium and Florida Mall (both approximately 16 kilometres away).

This three-bedroom Orlando apartment is situated 0.6 km from the city centre and 14 km from Orlando International Airport.
The 186 square metre corner suite sleeps eleven guests and boasts two bathrooms, a fully equipped kitchen, in-unit laundry, a fitness centre, concierge service, and free Wi-Fi.

This newly constructed luxury tiny home, ideal for couples or solo travellers, is located in downtown Orlando, offering convenient access to premier dining and entertainment venues, with the Kia Centre and Camping World Stadium within 2 kilometres.
This one-bedroom, one-bathroom flat accommodates up to four guests and features a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a terrace/balcony, parking, and an on-site fire pit area, with the option for a private chef experience.

This Orlando dwelling is situated 8.05 kilometres from Church Street Station and 8.19 kilometres from the Kia Centre, with Orlando International Airport a mere 8.05 kilometres away.
This 76 square metre holiday home accommodates up to seven guests and features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, hot tub, balcony, garden, fitness centre, and tennis courts, with free Wi-Fi provided.

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 one-bedroom flat in Rio Pinar is located a 4-minute drive from Country Club Rio Pinar and a 5-minute drive from Ventura Country Club, with Lake Eola Park a 12-minute drive away.
This pet-friendly apartment sleeps two guests and offers air conditioning, internet, a dryer, and towels, with proximity to Universal Orlando Resort and Florida Mall for entertainment.

This studio apartment is conveniently located in central Orlando, just 4.5 kilometres from Church Street Station and Amway Center, placing you within easy reach of the city's main attractions. The apartment has consistently received excellent ratings for its cleanliness, location, and overall experience.
The self-catering studio offers a modern and comfortable layout, perfect for a relaxing stay. Guests can enjoy a range of amenities including a private hot tub, outdoor fireplace, garden, free parking, a fully equipped kitchen, and a washing machine.

This apartment in Rio Pinar is situated a 4-minute drive from Country Club Rio Pinar and 5 minutes from Ventura Country Club, with Lake Eola Park 12 minutes away and Tinker Field 15 minutes away by car.
This pet-friendly flat accommodates up to six guests, offering air conditioning, Wi-Fi, a dryer, and basic toiletries, and is conveniently located for access to Florida Mall, Orlando International Premium Outlets, Universal Orlando Resort, and Universal Epic Universe.

This two-bedroom apartment is located near Downtown Orlando, just 30 kilometres from major theme parks like Disney, Universal, and the Orange County Convention Center. Guests have consistently rated the apartment excellent for its cleanliness, location, and overall experience.
The apartment has two bathrooms and can comfortably accommodate up to five guests. It features a private entrance, patio, full kitchen, washer/dryer, and keyless entry, making it ideal for families and groups looking for a comfortable and convenient stay.