Best Lodging Options in Winter Park

1BR 1BA in Historic Park Ave Home is a recently renovated apartment in Orlando where guests can make the most of the seasonal outdoor swimming pool and garden. The air-conditioned accommodation is 5.7 miles from Kia Center. There's a sun terrace and guests can use free Wifi and free private parking. Featuring a patio with pool views, this apartment also comes with a flat-screen TV, a well-equipped kitchenette with a microwave, a fridge, and kitchenware, as well as 1 bathroom with a walk-in shower and a hair dryer. For added privacy, the accommodation has a private entrance and is protected by full-day security. The apartment also features outdoor fireplace and a picnic area for a day outdoors. Church Street Station is 5.7 miles from the apartment, while Camping World Stadium is 6.9 miles from the property. Orlando International Airport is 13 miles away.

Internet • Pool • Air Conditioner • Oceanfront • Ocean View • View • Laundry • Sports/Activities • Other • Security/Safety • Fireplace/Heating • Balcony/Terrace

The College Quarters in Winter Park is located in the charming city of Winter Park Historic District. Located within blocks. of SunRail stations, shopping, movie theatres, grocery, gas stations, banks, and golf courses, and Rollins College founded in1885 along the shores of Lake Virginia

- "This is truly a home away from home. We loved our stay. The screened on porch is a cocktail haven. The beautiful fenced in yard a super bonus. You can walk anywhere - to nature, museums, bars, bakeries, the thrifty, park ave...the bank where ever. Loved it so much! Thank you Tony for sharing your lovely space."

The Winter Park Experience offers accommodations in Orlando, 7.6 miles from Kia Center and 7.7 miles from Church Street Station. This property offers access to a patio and free private parking. Outdoor seating is also available at the vacation home. With free Wifi, this 3-bedroom vacation home features a flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance. The vacation home has a picnic area where you can spend the day outdoors. Camping World Stadium is 8.8 miles from The Winter Park Experience, while Addition Financial Arena is 10 miles from the property. Orlando Sanford International Airport is 14 miles away.

- "Despite what I expressed in the previous question, the stay was excellent." - "Charming and clean house convenient to everything in Winter Park" - "Beautiful Winterpark location"

You'll find the convenience of laundry facilities available during your stay.

Parking • Wellness Facilities • Laundry • Child Friendly

Charming Winter Park - Express offers accommodations in Orlando, 7.1 miles from Spectrum Stadium and 11 miles from Church Street Station. The air-conditioned accommodation is 6.7 miles from Addition Financial Arena. The accommodation offers a 24-hour front desk and free Wifi is available throughout the property. The spacious vacation home has 2 bedrooms and 1 bathroom with free toiletries. Towels and bed linen are offered in the vacation home. For added privacy, the accommodation features a private entrance. Kia Center is 11 miles from the vacation home, while Camping World Stadium is 13 miles from the property.

Guest Services • Air Conditioner • Security/Safety • Pet Friendly • Internet

Private 2 bedroom guest suite with its own entry and a separate sitting room. Tandem bedroom include 1 queen sized bed and bunk beds. Easily sleeping 4. We are located very close to downtown Winter Park and steps off Park Ave. Museums, restaurants, golf and shopping are all within walking distance. There is a dedicated desk/work area for corporate guest. Designed to feel like home away from home we want to make sure your stay with us is enjoyable.

- "This is a charming little place with close proximity to the Winter Park restaurants, museums, shopping and scenic boat tours. Also just 15 minutes to downtown Orlando. It was also very quiet for working at the desk and sleeping at night. The mini fridge, microwave and coffee maker allowed me to make a simple breakfast and lunch. Michelle the host provided excellent communications." - "Great option for a stay in Winter Park. Very nice place for a family, quiet, great location, helpful owners and a comfortable home with everything you need."

Quiet Location Duplex House - Minutes Away from Everything - Winter Park, Florida offers accommodations in Orlando, 6.7 miles from Addition Financial Arena and 7.1 miles from Spectrum Stadium. Both free Wifi and parking on-site are accessible at the apartment free of charge. Camping World Stadium is 11 miles away, and Holy Land Experience is 16 miles from the apartment. All of the air-conditioned units feature a private bathroom, flat-screen TV, and fully equipped kitchen. Kia Center is 9.3 miles from Quiet Location Duplex House - Minutes Away from Everything - Winter Park, Florida, while Church Street Station is 10 miles from the property.

Air Conditioner • Fireplace/Heating • Parking • Child Friendly • Other • Security/Safety • Guest Services • Pet Friendly • Internet

This cozy, quaint Winter Park home was built in 1925. The house has updated appliances and plenty of space. There are two big bedrooms with their own bathroom. Plus two single beds for guests. Do not forget our large dining and living room. We are mere minutes from historic Park Avenue where you have the finest in dining available. You can use the entire back yard and the private brick patio area for you and guests. Or take a stroll down to the lake where you may sit down and enjoy the sunset.

We have two bedrooms. Both with Queen beds and 2 Bathrooms. The master bedroom has a private bathroom, but the guests can access the second bathroom easily. We converted the sun room/sitting room to add two additional full size beds. Altogether 6 people can sleep very comfortably. You have access to the entire house and can park in the circular driveway.

The backyard is private and we have seating outside on the patio. You have a full kitchen with updated appliances. Feel free to use the washer and dryer in the laundry room. We will provide the linens and towels for your stay. We have two private rooms with two bathrooms. There is a large dining room and living room. You can use the TV and relax after a long day of travelling. If you want to venture outside we are less than a mile from Park Avenue and Rollins College. Or you can stay at home and cook a nice meal. We have several stores offering organic and healthy choices.

- "We stayed at this property for a month while our house was being renovated and overall had a great stay. The house is so charming and in a lovely, very convenient location. They supplied pretty much everything you would need (especially for a longer stay) but the kitchen was by far our favorite. It was extremely well stocked and had a great layout for us to cook family meals together. Like most older homes in this area, we ran into some minor things like small leaks, pests, older appliances, etc. but the hosts were always very quick to respond and remedy any issue or even potential issue. We would definitely stay here again."

Spacious Modern Japandi Retreat - Winter Park offers accommodations in Orlando, 10 miles from Addition Financial Arena and 10 miles from Spectrum Stadium. This property offers access to a balcony and free private parking. Church Street Station is 11 miles away and Kia Center is 11 miles from the vacation home. With free Wifi, this 1-bedroom vacation home offers a flat-screen TV, a washing machine, and a fully equipped kitchen with an oven and toaster. The accommodation is non-smoking. Camping World Stadium is 12 miles from the vacation home, while Holy Land Experience is 15 miles away. Orlando International Airport is 15 miles from the property.

Parking • Security/Safety • Internet • Air Conditioner • Barbecue/Outdoor Cooking • Child Friendly • Pet Friendly

This 2nd floor apartment is nestled under oaks on a quiet cobblestone street in downtown Winter Park. There are only 3 units on the property, which helps to evoke a quiet, serene atmosphere. When you are ready to explore, Park Ave is only a block away and literally visible from your front door. Shops, bars and restaurants are within a 3 minute stroll. The famous Saturday morning Farmers Market , Rollins College and the Scenic Boat Tour are all within a fifteen minute walk. The Beaches and Theme Parks are easily accessed via the interstates.

- "I just want everyone to be properly prepared for the rental. The location is excellent you walk one block to park ave where all the shopping and restaurants are located First of all when you arrive university beautiful area but the property itself is a much older 1960s building there is some issues with parking, very very tight space and limited to one spot. there is some safety issues with a retaining wall at the front of the property that's collapsing so if you have children be careful. THE NEIGHBORHOOD: excellent THE PROPERTY: very old complex dates with some safety issue at front of the property will a collapsing wall. THE UNIT: on the second floor, overall small two bedroom furnished with very outdated 1970 furniture and green color. BEDROOM:Bedding is excellent with one master with a queen bed and one d Bedroom with two single beds for kids. KITCHEN:: updated and modern with EVERY AMENITY AND COOKING UTENSILS REQUIRED😊. Well stocked!! BATHROOM: updated small well stocked with excellent hair products shampoo conditioner hairdryer and curling iron😊 LINEN AND TOWELS: well stocked. Overall I enjoyed my stay I did not use the kitchen please be aware the door on the refrigerator is very flimsy and doesn't close properly so please be cognizant of this the owner furnishes and supplies you with excellent products I was pleasantly surprised. Overall as I stated an excellent stay but very disappointed in the quality of the furniture and the appearance of the complex"

Prvt 8 guests, pool, Disney, Universal offers accommodations in Orlando, 8.6 miles from Addition Financial Arena and 9 miles from Spectrum Stadium. This property offers access to a terrace, a pool table, free private parking, and free Wifi. The vacation home offers an outdoor swimming pool and private check-in and check-out. The air-conditioned vacation home consists of 4 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 3 bathrooms with a walk-in shower and a hair dryer. Towels and bed linen are offered in the vacation home. The property has an outdoor dining area. Church Street Station is 10 miles from the vacation home, while Kia Center is 10 miles from the property. Orlando International Airport is 14 miles away.

- "acceptable accommodation, attentive host, room for improvement"

Enjoy your stay at the Winter Park Oasis! This cozy 2 bedroom private unit, is in a charming and historic neighborhood! This Oasis is a short drive from park ave restaurants, Rollins college, downtown Orlando and our beautiful beaches. Wifi and 2 car parking is included.

Wake up in this bright bungalow, located right in the heart of Winter Park. I love the atmosphere in my neighborhood, you will find unique architecture, good restaurants, and beautiful local parks.

- "The location is conveniently located in a quiet neighborhood ! Would recommend to anyone looking to stay in Winter Park" - "Great location and property. Rubi the owner is the best!! We’re already booked for our next trip" - "We really enjoyed our stay. The cottage is roomy, clean, and in a really nice neighborhood just minutes from Rollins university, down town shops, and restaurants. Rubi, your host is very nice and responded to any questions we had in just minutes. We would recommend the cottage to anyone looking for a quiet , private stay."

Pretige Studio is located in Orlando, just 8.6 miles from Addition Financial Arena and 8.7 miles from Church Street Station. Guests can benefit from a patio and a sun terrace. There's free private parking and the property provides paid airport shuttle service. With free Wifi, this homestay offers a cable flat-screen TV, a washing machine, and a fully equipped kitchenette with a microwave and toaster. Towels and bed linen are featured in the homestay. The accommodation offers an air conditioning, a heating, and a private bathroom. Guests can make the most of the warm weather with the property's barbecue facilities. Guests can enjoy the pool with a view and garden at the homestay. Amway Center is 8.9 miles from Pretige Studio, while Spectrum Stadium is 9 miles away. Orlando International Airport is 12 miles from the property.

Barbecue/Outdoor Cooking • Pool • Oceanfront • Balcony/Terrace • Ocean View • Air Conditioner • Internet • Fireplace/Heating • Security/Safety • Transportation/Shuttle • Sports/Activities • Parking

This charming bungalow in the heart of Winter Park's upscale Forest Hills neighborhood is the perfect retreat for your next stay! Million-dollar homes line the walkable brick streets, leading you to this beautiful property featuring two king sized beds, dedicated home office, spacious living area and a fully appointed kitchen that make you feel right at home.

Step out on the back patio to a secluded tropical paradise, complete with patio furniture and grill. Maintained landscaping surround the house to give it a true Winter Park feel!

Minutes from Park Avenue, Rollins College, Downtown Orlando, the Farmers Market, fine dining and the Winter Park Chain of Lakes have you in the middle of it all.

- "This is a great house in the middle of accessing both Winter and Baldwin Park. The house has extensive remodeling but maintains the charm of the original structure. We found it comfortable for a long term stay. The biggest con for the house is that the washer/dryer are in the garage, which can be very warm in certain times of the year. The room dedicated to being an office was great for remote working. It provided privacy and has direct access to the WiFi/router. There is a fair amount of construction going on nearby but it did not bother us."

Magic Studio offers accommodations in Orlando, 8.6 miles from Addition Financial Arena and 8.7 miles from Church Street Station. With garden views, this accommodation features a patio and a swimming pool. There's free private parking, and the property offers a paid airport shuttle service. With free Wifi, this homestay provides a cable flat-screen TV, a washing machine, and a fully equipped kitchenette with a microwave and toaster. Towels and bed linen are provided in the homestay. The accommodation offers an air conditioning, a heating, and a private bathroom. For those nights when you'd rather not eat out, you can have groceries delivered. The homestay has a picnic area where you can spend the day outdoors. Kia Center is 8.8 miles from the homestay, while Spectrum Stadium is 9 miles away. Orlando International Airport is 12 miles from the property.

Breakfast • Security/Safety • Sports/Activities • Fireplace/Heating • View • Guest Services • Ocean View • Pool • Laundry • Other • Oceanfront • Air Conditioner

This ground floor apartment is nestled under oaks on a cobblestone street in downtown Winter Park. There are only 3 units on property, which helps encourage a quiet, serene atmosphere. When you are ready to explore, Park Ave is one block away and visible from your front door. Shops, Bars and restaurants are all within a 3 minute stroll. Golf, the Saturday morning Farmers Market, Rollins College and the Scenic Boat tour are all within a fifteen minute walk. The Theme Parks and Beaches are also easily accessible via the interstates.

- "Great property and awesome location!" - "The apartment is well maintained and has a mid century personality. The vintage furnishings are comfortable. The kitchen provides for all cooking needs which we loved. The best for us was the location which allowed for walking around the town. We look forward to returning." - "The best compliment you can give a host and their property is to return. This is at least our third time to stay in this home. Thanks Michael, you have been so kind and gracious to our family and have been so flexible with all our spur of the moment decisions to visit our grandchildren. The location and decor of your home is unmatched in Winter Park, Rick&Barri"

2 bedroom 2 bath, 1350 sqft detached home
Family friendly layout with master bedroom suite, shared bedroom (2 twin beds), main living room furnished with a coastal feel. Master bedroom has a Westin Heavenly Mattress. Twin Mattresses are Twin XL, one is the Serta CF 3000 Plush Hybrid and the other is the Serta CF 3000 Medium Hybrid. Kitchen with modern conveniences: all top line stainless steel appliances stove top, oven, dishwasher, fridge. Granite countertops and marble floors. Sunroom is set up with breakfast/coffee area and a plush lounging sofa for quiet relaxing reading. The entry way has a desk perfect for working from home while keeping tabs on everything around you. Backyard is huge and perfect for kidsplay, bocce ball and croquet. This yard is gated and pets are able to play outside without worries.

- "This house is in a fabulous location in Winter Park. Such a great place for walking and bike riding. The back yard is so big. I’m so grateful for Diana’s promptness getting in touch with me every time I had a question. Thanks so much for everything." - "A good place for us to stay while our home was under repair. The fenced yard was great for our dog." - "Great place to stay. Excellent neighborhood. Close to everything." - "We were guests for 3 months. The home is fabulously located, furnished and cared for. Diana is responsive to any request or guest need. We are returning next year for the third time."

Enjoy this Romantic and Spacious Villa. Relax on a hammock backyard and enjoy his all time shade. In the midle of everyting: 15min Downtown Orlando, 30min to all major atracction, walking distance to restaurants, supermarkets and pharmacy. Keep it simple at this peaceful and centrally-located place.

- "You can stop looking…this one is perfect! Very clean, quiet, private outdoor sitting area, well equipped, beautiful, modern accommodations!" - "I was in Orlando for about a week at this property and had an amazing experience!!! The process from start to finish was very simple and communication with the property manager was excellent! The entire place was very clean and well kept. The area was nice, quiet and in a pretty convenient location. Would definitely recommend (:"

This is the spot, whether you are having an adventure at Walt Disney World or enjoy exploring the cobblestone roads, shopping, golfing, and canoeing in the river passages at Winter Park. Located in the most desirable neighborhood so that you can walk to a lake or bike to Winter Park Restaurants and shopping.

This home has been professionally renovated and boasts two separate living rooms for extra space to spread out and relax. The pool and outdoor entertainment area offer you more relaxation and the top of the top-of-the-line kitchen is positioned just off the pool area for easy entertainment.
The owners of this home pride themselves in making sure your home away from home is equipped with everything you need to have a memorable stay.

Winter Park is known to be the perfect location for its balance between Walt Disney World's family-friendly vacation and an upscale adult location full of good food and shopping.

Come enjoy and relax, but please, no smoking of any kind or pets.

- "Clean comfortable home in heart of Winter Park. Close to recreation, shopping, Park Avenue/ Rollins and I-4/ Semeron. We did not use inviting pool due to weather. Thoughtful host." - "The home was very comfortable for two people. Quiet neighborhood, but lots of street traffic. Judy was responsive to questions at check-in. Would stay here again, would recommend to a friend." - "We really enjoyed the house and our stay, and would love to stay again, BUT when we arrived the house had not been cleaned. We had to strip the beds, wash the sheets, remake the beds, clean the toilet....all at the end of a day of traveling. I was able to reach the property manager and she promised a cleaner would come the next day, and indeed they did. I was promised a refund on the cleaning fee and have been unable to obtain that refund. It's been two months+ of trying to get a satisfactory answer from the manager. This one star review is my last resort trying to get my refund. "

Enjoy this beatiful and spacious place in the midle of everyting, fully fence backyard, 5 minutes from romantic Park Ave and scenic boat tour of Winter Park. 20 min. Downtown Orlando, 30 min all major atracction, Walk to Pharmacy, Bouling Center, supermarkets and restaurants. Keep it simple at this peaceful and centrally-located place.

- "Lovely and very clean. Beds were comfortable. My only complaint is that the seating could've been more comfortable. The property manager was very responsive and helpful. A really nice stay!" - "Very clean and easy to access property, and the owner did a personalized welcome sign and a bottle of champagne for us which was a wonderful touch! Loved staying here and would definitely recommend it! Convenient to the airport, Rollins campus, and downtown Orlando!"