Charming Vacation Rentals in Winter Park, FL

Located in Winter Park, Florida, this hotel offers free WiFi and an outdoor pool. Rollins College is located 2133 feet from the property. Park Avenue, where guests can shop and dine, is 2461 feet away. A refrigerator and coffee-making facilities are provided in each room at Winter Park’s The Alfond Inn. A cable TV and iPod docking station are also featured. The private bathroom includes a hairdryer. A fitness center, a business center, and laundry facilities are available at The Alfond Inn for guests’ convenience. A daily maid service and a 24-hour front desk are also provided. Hamilton’s Kitchen at The Alfond Inn serves southern-style cuisine for breakfast, lunch, and dinner as well as weekend brunch. The on-site restaurant offers a full service bar as well. The Charles Hosmer Morse Museum of American Art is 2 minutes’ drive from the hotel. Winter Park Country Club, a public golf course, is 3117 feet away. Harry P Leu Gardens is 12 minutes’ drive from The Alfond Inn.

- "Excellent stay & the staff was incredibly!" - "Excellent! We’ll do it again." - "One of the best hotels I have ever stayed" - "Great sleep" - "Can't wait to return" - "Excellent hotel and great staff." - "Amazing place to stay!" - "Art lovers would really enjoy this high end, art filled boutique hotel." - "Best hotel in Winter Park" - "Unassuming excellence with exceptional service" - "The Alfond Inn is a delightful hotel and I look forward to staying there again."

Tuscan-style hotel with a fitness center and a steam room
An outdoor pool, a restaurant, and a fitness center are available at this smoke-free hotel. WiFi in public areas is free. Additionally, a bar/lounge, a poolside bar, and a steam room are onsite.
The Alfond Inn offers 112 accommodations with safes and coffee/tea makers. Pillowtop beds feature premium bedding. 55-inch flat-screen televisions come with premium cable channels. Bathrooms include bathtubs or showers, bathrobes, slippers, and designer toiletries.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include desks and phones; local and long-distance calls are complimentary (restrictions may apply). Additionally, rooms include hair dryers and irons/ironing boards. Housekeeping is provided daily.

- "Very clean and modern." - "Great hotel for adults! Awesome art collection and overall great experience. " - "Amazing property with" - "Excellent, staff A plus" - "Always a fantastic stay. Clean rooms, beautiful grounds, great amenities. Close to everything. We stayed here for our wedding and had our reception at Hamiltons Kitchen. It's always great to come back." - "This is a really nice hotel. very convenient and walking distance to Rollins and downtown 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.

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

Hotel with a restaurant, steps from Winter Park History Museum
This smoke-free hotel features a restaurant, a bar/lounge, and a 24-hour business center. WiFi in public areas is free. Other amenities include a coffee shop/cafe, valet parking, and coffee/tea in a common area.
Park Plaza Hotel offers 28 accommodations with complimentary newspapers and complimentary bottled water. Each accommodation is individually furnished and decorated. Tempur-Pedic beds feature Egyptian cotton sheets, down comforters, and premium bedding. Flat-screen televisions come with premium cable channels. Bathrooms include shower/tub combinations, complimentary toiletries, and hair dryers.

This Winter Park hotel provides complimentary wireless Internet access. Business-friendly amenities include desks and phones; local and long-distance calls are complimentary (restrictions may apply). Housekeeping is offered daily and irons/ironing boards can be requested.

- "Quaint establishment in a wonderful location." - "A bit too old, but classic at the same time" - "The hotel is full of character. If you are looking for updated and modern this is not your place, but if you enjoy eclectic character, historic features, kind employees, friendly atmosphere in a great location this is the best place a round. I would absolutely stay here again. In fact I can’t wait too! The staff was accommodating and went above and beyond. The rooms are old but that is part of what you are paying for in my opinion. They even supply ear plugs if you are concerned about the train. "

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"

Hotel in Winter Park with a fitness center and a 24-hour business center
A restaurant, a fitness center, and a bar/lounge are available at this smoke-free hotel. Free WiFi in public areas and free self parking are also provided. Other amenities include a 24-hour business center, a business center, and a 24-hour front desk.
Hilton Garden Inn Winter Park offers 102 air-conditioned accommodations with laptop-compatible safes and coffee/tea makers. Flat-screen televisions are featured in guestrooms. Bathrooms include bathtubs or showers and hair dryers.

This Winter Park hotel provides complimentary wireless Internet access. Business-friendly amenities include desks, desk chairs, and phones.

- "Clean, good breakfast options, friendly staff." - "Definitely staying here again. " - "Nice clean and quiet rooms property is close to so many dining options " - "Amazing room amenities and super quiet! Staff was amazing at check-in, check-out, and dining/bar. " - "Liked it was like new. Breakfast was good (for a price) except for the limp toast. " - "Great property! Loved the convenience of it" - "For all the reasons mentioned above."

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

Hotel in Winter Park with free breakfast and a fitness center
Along with a fitness center, this hotel has a bar/lounge and a snack bar/deli. Free continental breakfast and free WiFi in public areas are also provided. Other amenities include self parking, coffee/tea in a common area, and dry cleaning.
Housekeeping is available on request.
SpringHill Suites by Marriott Winter Park offers 126 air-conditioned accommodations with iPod docking stations and coffee/tea makers. Accommodations have separate sitting areas and are furnished with twin sofa beds. Pillowtop beds feature premium bedding. A pillow menu is available. 45-inch Smart televisions come with premium cable channels and Netflix. Bathrooms include showers with rainfall showerheads, and hair dryers.

This Winter Park hotel provides complimentary wireless Internet access, with a speed of 100+ Mbps (good for 1–2 people or up to 6 devices). Business-friendly amenities include desks and desk chairs, as well as phones; free local calls are provided (restrictions may apply). Additionally, rooms include irons/ironing boards and fans. Change of towels and change of bedsheets can be requested. Housekeeping is provided daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Nice and spacious rooms " - "It was extremely convenient while in town doing business." - "Great facilities at this price. Very clean and comfortable. Very helpful staff." - "The place was spotless. The room and lobby area were spacious. The room was well appointed. " - "Everything was great. Good free breakfast. Clean and spacious rooms." - "This hotel was very clean and quiet. I could not hear any of the adjoining rooms or foot traffic in the halls. Very nice experience."

Offering free WiFi, this Winter Park, Florida hotel is 1148 feet from Rollins College. Historic Winter Park, featuring shops and restaurants, is right outside your door. Just step out of our Hotel onto upscale Park Avenue! A cable TV is featured in all Park Plaza Hotel rooms. An private bathroom with a bath or shower is also included in addition to in-room air conditioning and heating. A 24-hour front desk and valet parking are available for guests’ convenience. The hotel also provides laundry and dry cleaning services, a business center, and a safety deposit box. Winter Park Amtrak is 1640 feet from the Park Plaza Hotel, and The Charles Hosmer Morse Museum of American Art is 1969 feet away. Universal Studios Orlando is 23 minutes’ drive away.

- "Excellent place to stay for a girl's getaway." - "Fun." - "Not as enjoyable as last time" - "The property is over 140 yrs old. It is so unique. A lot of the original frame work, etc are there" - "Hotel is ideally located, pleasant staff, has some old time charm but ultimately too worn and cramped for a return visit" - "Disappointing"

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."

Hilton Garden Inn Winter Park, FL features a fitness center, shared lounge, a restaurant and bar in Orlando. This 3-star hotel offers room service, a 24-hour front desk and free WiFi. Camping World Stadium is 6.7 miles from the hotel and Holy Land Experience is 11 miles away. At the hotel, all rooms come with a desk. Each room is equipped with air conditioning and a TV, and certain rooms at Hilton Garden Inn Winter Park, FL have a safety deposit box. Guest rooms will provide guests with a fridge. The breakfast offers buffet, à la carte or continental options. Kia Center is 5.5 miles from the accommodation, while Church Street Station is 6.3 miles away.

- "My little dog & I stayed to help my daughter move in next door" - "/" - "Just right for our one dayvisit to spend time with family in the area." - "Very convenient, clean and modern hotel." - "Overall it was fine." - "The service was excellent and the accomodations were good." - "Lovely Christmas time with Family" - "Very nice place to stay , but need to fix the parking problem" - "Great place and excellent value for money!"

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

Laundry • Child Friendly • Parking • Wellness Facilities

Located in Orlando, 6.5 miles from Kia Center, SpringHill Suites by Marriott Winter Park has accommodations with a garden, private parking, a shared lounge and a terrace. Among the facilities of this property are a restaurant, a 24-hour front desk and an ATM, along with free WiFi throughout the property. Guests can have a drink at the snack bar. Guests at the hotel can enjoy a buffet breakfast. You can play tennis at this 3-star hotel, and the area is popular for hiking and fishing. There's an in-house bar and guests can also use the business area. Church Street Station is 6.5 miles from SpringHill Suites by Marriott Winter Park, while Camping World Stadium is 7.7 miles from the property.

- "Nice Stay" - "good location to stay when we are in town visiting family and firends" - "Great Stay, will stay again." - "This Springhill suites has a fabulous staff." - "My stay was cozy." - "Very nice" - "The service was excellent and the accomodations were good." - "enjoyed and I’ll be back!" - "The service was excellent and the accomodations were good." - "Great rooms, good breakfast, comfy beds, friendly staff!"

Hotel in Winter Park with an outdoor pool
An outdoor pool, self parking, and free WiFi in public areas are available at this hotel.
Gorgeous property at winter park -131 offers 20 accommodations with irons/ironing boards. These individually decorated and furnished accommodations have separate dining areas. Guests can surf the web using the complimentary wireless Internet access (speed: 250+ Mbps (good for 3–5 people or up to 10 devices)).
Recreational amenities at the hotel include an outdoor pool.

Pool • Parking • Other • Internet • Laundry • Child Friendly • Restaurant

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.

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

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."

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.

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

You'll fall in love with this beautiful historic cottage located in the heart of Winter Park. Filled with charming vintage furniture and homey trimmings. Dine in the luminous sunroom, enjoy a cup of tea or a movie in the warm and inviting living room. Two welcoming bedrooms with DreamCloud mattresses and luxurious linens will ensure you a restful night sleep. Don't let the size fool you, the fully equipped kitchen is mighty impressive! The outdoor deck sheltered by the old oak tree is shaded, private and peaceful.
Don't forget to venture out and walk to the core of the lovely Winter Park. This cottage is located 0.4 miles from Park Ave, 0.7 from Central Park with its Saturday Farmers Market and bi-annual Art Festival and 0.9 miles from the Charles Hosmer Morse Museum of American Art.

Don't hesitate to reach out if you would like to book our cottage for a shorter stay. I will be happy to try to accommodate your needs.

- "Absolutely loved my stay ~ darling home in historical neighborhood. Walking distance to Park Avenue through charming college area. So many things to do nearby. Walkable to everything! Owners were amazing + great communication. Thanks for a wonderful experience!" - "Loved this spot, walking distance to everything we needed in town and on campus, cant wait to come" - "Charming cottage located close to Park Ave and Rollins College campus."

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"

Entire Private Home -
2 bed 2 bath fully furnished unit located just one block from Park Ave in Winter Park. ***Several units are available in the same building so please inquire for accurate availability***

- "Wonderful" - "We loved this place and will stay again! Clean, responsive, efficient. They brought us what we needed when we needed it, and the manager was super nice on the phone for everything! Loved the modern, clean feel. It was such a great stay and a great location- very walkable. My kids and our family had a great time. Highly recommend! Will likely stay again next time I am in town for work. :)" - "Great condo, walked all over down at the lake. No problems with neighbors No problems at all."

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.

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

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"

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.

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

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"

Featuring a restaurant, Hop Top Rental is located in Orlando in the Florida region, 7.4 miles from Addition Financial Arena and 7.8 miles from Spectrum Stadium. The property is around 11 miles from Kia Center, 11 miles from Church Street Station and 12 miles from Camping World Stadium. All rooms have a patio. At the hotel rooms are equipped with air conditioning, a desk, a terrace with a city view, a private bathroom and a flat-screen TV. Hop Top Rental has some accommodations that have a balcony, and all rooms are equipped with a coffee machine. The rooms in the accommodation are equipped with free toiletries and an iPod docking station. Hop Top Rental has a playground. Guests at the hotel will be able to enjoy activities in and around Orlando, like cycling. Holy Land Experience is 17 miles from Hop Top Rental, while Florida Mall is 19 miles from the property.

Balcony/Terrace • Restaurant • Guest Services • Pet Friendly • Spa • Air Conditioner • Wellness Facilities • Security/Safety • Fireplace/Heating • Child Friendly • Sports/Activities • Barbecue/Outdoor Cooking

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!"

This duplex unit is cozy and comfortable. It's updated with all new appliances, is tastefully decorated and has very comfortable mattresses.

Located just 3 blocks from PARK AVE to the east and 2 blocks from THE WINTER PARK VILLAGE to the west. Vast amounts of restaurants and shops within walking distance. Parks and museums within easy walking distance as well. We have bikes available on property for your use as well, free, of course. Cheesecake Factory and PF Chang's two blocks away. Publix Grocery two blocks, Whole Foods 1/2 mile and Trader Joes 3/4 mile away. And many fantastic local restaurants and shops within a pleasant walking distance.

The Charles Hosmer Morse Museum of American Art is just three blocks away and the Scenic Boat Tour offers a boat tour through the canals to three of the five lakes on the Winter Park Chain of Lakes. The Winter Park Country Club nine hole golf course is just a few blocks away and open to the public.

The property is professionally managed in a "mom and pop" fashion. Your privacy is respected and protected. The amenities are very nice with a lovely pool area that has a massive bouganvillea trellis hedge running atop a wall. The pool area also offers outside dining, a grill station for cooking outside and a hot tub. The pool is heated in winter. Everything is kept very clean. There are seven bikes, including one child's bike and two other relatively small ones available for guests in the fourteen unit complex.

- "Bedrooms were comfortable and having a proper desk was convenient for remote work. Chris was very responsive to a couple of issues that came up during our 2-month stay. Nice to have access to the lovely pool in the property adjacent." - "The home in Winter Park is in a perfect location and has everything you need all in a very comfortable space. Walking distance to Park Avenue, quick drive to downtown Orlando and access to I-4 made this a very convenient location for me on a work trip. Great internet, working area, well-equipped kitchen and comfortable living spaces were so welcomed and appreciated. I also loved having a fenced in space for my dog, and pool area to use. Great space, highly recommend!"

You'll fall in love with this beautifully curated historic home located in the heart of Winter Park. Filled with curated vintage furniture and homey trimmings. luminous rooms with an abundance of windows, warm and inviting living room with luxurious seating and a real fireplace. Two welcoming bedrooms outfitted with DreamCloud mattrasses and luxurious linens will ensure you a restful night sleep. Two full size bathrooms supplied with plush bath towels and toiletry starter set. Don't let the size fool you, the fully equipped kitchen is mighty impressive! Protected and fenced in backyard for the convenience of your furry friends.

This cottage is located 0.4 miles from Park Ave, 0.7 from Central Park with its Saturday Farmers Market and bi-annual Art Festival and 0.9 miles from the Charles Hosmer Morse Museum of American Art.

Please do not hesitate to reach out for shorter stays, I will do my best to accommodate your needs.

- "We had an amazing time in this lovely house so close to Rollins campus and Park Ave. Could not have been better. Host was incredibly helpful and beds super comfortable. We LOVED it!" - "Absolutely awesome 2/2 house, supremely appointed and in an ideal location in Winter Park. House is outfitted with beautiful furniture, essentials, decor and a bunch of charm. As I was working much of the time, WiFi was critical and there were zero issues. The hosts were extremely responsive, and available for any questions. Will absolutely book again any time I’m visiting my son at Rollins College."

Simplicity at its finest. I host like I live and like I like to be hosted- with chocolates and snacks and fluffy towels and fine linens. It’s simple but classy-

Within walking distance of Publix Grocery stores, great restaurants, Winter Park Memorial Hospital and The Mayflower.
Bikes are available, so ride the trails of the Cady way or bike down to famous Park Avenue for a movie in the park and boutique shopping and dining.

We are 2 miles from FullSail and Rollins College. Come check us out!
The space
Not only are you within walking distance of fantastic restaurants, shopping, grocery store, even a hospital, but you may also encounter some great bird watching amongst the mature trees. Hawks, Owls and cardinals have been something to enjoy on the enormous screened porch with your morning cup of joe. Open all the French doors to let in the breeze and still have the privacy you want. Best of both worlds- little hidden gem but still close to everything!
Guest access
Guests have exclusive access to the entire porch. Feel free to open all the French doors and allow the fresh air to flow in.
On cooler nights relax by the fire pit. S’mores upon request!
Other things to note
We go the extra mile to disinfect for covid- 19, we use a hypochlorous acid fogger between each guest and wash everything! I’ve officially shrunk a king size comforter down to a queen - I guess cotton does shrink when you boil it!

- "The host was very helpful and welcoming without being overbearing as some can be. The space was clean, cute, and well stocked." - "We enjoyed our stay. Thanks!" - "This space was so cute! I grew up in the area and decided to book the space for value and closeness to a wedding party I was attending. I initially had cousins staying with me but because the space was a bit smaller than they anticipated, I stayed by myself. The weekend did end up being chillier and the owner was so kind and asked if I needed the winter blankets 😊. Wish I could’ve used the porch too, but FL Spring showers prevented that."

Soak up the Florida sun and explore the Orlando area with ease from this 2-bed, 1-bath vacation rental in Winter Park! You’ll have everything you need for your extended stay, including a well-stocked kitchen, in-home laundry, and free WiFi. Plus, shopping and dining in Winter Park Village or on Park Avenue is just a short walk away! Ready to explore the area? Take the 6-mile drive to downtown Orlando for endless entertainment options. Disney World and Universal Studios are minutes away too!

-- THE PROPERTY --

Pet Friendly w/ Fee | Private Backyard (Unfenced) | Washer & Dryer

Bedroom 1: Queen Bed | Bedroom 2: Queen Bed

HOME FEATURES: Smart TV, dining table, sunroom
KITCHEN: Stove/oven, refrigerator, microwave, cooking basics, dishware & flatware, Keurig & complimentary coffee pods
GENERAL: Free WiFi, central A/C, complimentary toiletries, linens & towels, hair dryer, hangers, iron & board, trash bags & paper towels
FAQ: Small step for entry, Ring doorbell (facing front entry)
PARKING: Driveway (2 vehicles), free street parking

-- THE LOCATION --

NEARBY ATTRACTIONS: The Charles Hosmer Morse Museum of American Art (0.5 miles), Winter Park Village (0.5 miles), Kraft Azalea Garden (1 mile), downtown Orlando (6 miles)
DISNEY WORLD (~21 miles): Walt Disney World Resort, Hollywood Studios, Animal Kingdom, Epcot, Typhoon Lagoon Water Park, Disney Springs, Magic Kingdom
UNIVERSAL STUDIOS (~15 miles): Island of Adventure, Universal Orlando Resort, Volcano Bay, Wizarding World of Harry Potter
AIRPORT: Orlando International Airport (27 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- Pet friendly w/ $50 fee (+ fees & taxes, max 2 pets)
- No events, parties, or large gatherings
- Must be at least 25 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: This property requires a small step for entry
- NOTE: Your safety matters. This property features a Ring doorbell camera on the front door facing the exterior front entry. The camera does not look into any interior spaces. The camera actively records video and sound when motion is detected or when the video doorbell button is pressed

- "Great cottage for my family of 3. Enough space for everything we could need for our 1 month stay. Location was amazing and very convenient to I-4, shopping, and restaurants. The owners are fantastic too. Responsive and friendly. Wonderful place to stay!!!!" - "We did a 5 week stay while my daughter was dancing at Orlando Ballet. The house was perfect for a long stay. Very well stocked had everything we needed, clean, awesome location close to everything. The owner was great to work with. Would 100% recommend."

This duplex unit is cozy and comfortable. It's updated with all new appliances, is tastefully decorated and has very comfortable mattresses.

Located just 3 blocks from PARK AVE to the east and 2 blocks from THE WINTER PARK VILLAGE to the west. Vast amounts of restaurants and shops within walking distance. Parks and museums within easy walking distance as well. We have bikes available on property for your use as well, free, of course. Cheesecake Factory and PF Chang's two blocks away. Publix Grocery two blocks, Whole Foods 1/2 mile and Trader Joes 3/4 mile away. And many fantastic local restaurants and shops within a pleasant walking distance.

The Charles Hosmer Morse Museum of American Art is just three blocks away and the Scenic Boat Tour offers a boat tour through the canals to three of the five lakes on the Winter Park Chain of Lakes. The Winter Park Country Club nine hole golf course is just a few blocks away and open to the public.

The property is professionally managed in a "mom and pop" fashion. Your privacy is respected and protected. The amenities are very nice with a lovely pool area that has a massive bouganvillea trellis hedge running atop a wall. The pool area also offers outside dining, a grill station for cooking outside and a hot tub. The pool is heated in winter. Everything is kept very clean. There are seven bikes, including one child's bike and two other relatively small ones available for guests in the fourteen unit complex.

- "Great property and fair price for the value. Location is great. Can walk to downtown Winter park. Quiet neighborhood. Host is quickly responsive to needs." - "Property was as described. Property manager lives next door. Very friendly and responsive. Outdoor space with pool and grills. Two blocks to Publix, movie theater, restaurants and shops. Three blocks to Park Ave. Have signed up for next year. " - "I stayed here for just short of 3 months. The property is great! Clean, well appointed and a great central location. The pool is great, as well. Can’t wait to visit again!"

It is 1 room.I am near the international airport, Disney World, Universal Studio, Downtown, Good Restaurants, Etc.
This neighborhood is safe and quiet.
Public Transportation Busses,
There are Pharmacies, Gas stations, about 1.0 ml of Full Sail University, and more and more.
The laundry and swimming pool are shared with the owners of the property.
This facility is 1 completely independent room, the entrance and parking as well.(IS ONE ROOM NOT THE WHOLE HOUSE)

- "Stayed here with my partner while visiting family nearby. Space was nice, clean, and perfect for our needs. Parking space in drive and easy flexible check-in. Host was very nice and welcoming. Hope to stay here again next time we visit!" - "Clean, roomy for two, comfortable bed, Met all our needs. Plan to stay there again."

About this space
Cook in or don't in this private and luxurious yet serene studio, where fun mid century meets old florida and cabana style. All furnishings are interior designer specified. It has plenty of basic cooking supplies and ample closet and bathroom storage. Luxe quality bedding. The back wall is papered in handmade papers to provide a soothing natural texture to contrast with the glossy turquoise floors. It has a tropical private garden for eating. our minimum booking time is 28 days.
Guest access
Private studio guest house and garden.
Other things to note
I welcome constructive criticism and ideas. I also love giving activity and dining recommendations.

- "Had a very nice stay in Winter Park this weekend. Host was gracious and attentive." - "Wonderful hosts are available anytime with very helpful knowledge of the entire area. Love the neighborhood- perfect for walking around lovely tree lined streets. Close (easy 5 minute walk) to downtown Winter Park with all the great shops! We would love to come back!!!"

Enjoy our newly renovated home in Winter Park. We are centrally located and within minutes from Rollins College and Park Avenue. Downtown is only a short drive and the theme parks are a 30 minute drive. Our home comes fully stocked with everything you need to feel at home during your stay. The master bedroom comes equipped with a comfortable king size bed and a smart tv. Both t.v's in the house have firesticks so you can log into your streaming accounts. We allow pets(and charge a pet fee). This is a duplex and the back unit has a permanent tenant. We ask that you are respectful of them and our neighbors. You will have access to the garage. We provide smart TVs and a fire-stick which have a streaming service that allows you to watch over 12,000 channels.

- "Very clean! Had all of the necessities. Easy to get in and out of. Great location. Owner was quick to respond to any questions."

Open kitchen / family room with dining area to comfortable seat 4, dining room and living room, screened in porch for watching sunsets, outdoor patio, 2 bedrooms each with a king size bed, large walk in shower in master bedroom, washer and dryer, 6 burner gas top stove and decor that celebrates Winter Park!
Cable TV in Family Room and Master Bed Room.
Games, Puzzles and Books
Outdoor Patio with table/chairs/ umbrella for anytime of day dining with an outdoor gas grill.
For rentals 56 days or longer contact us for potential discounts!

- "What a fabulous property! Perfectly located with everything you could want or need. Two very comfortable king size beds with comfy linens. We could walk to Park Ave and Rollins college and easily drive to many other local attractions. Absolutely loved our month long stay." - "Place and location were great! Property manager was very kind and easy to contact."

This is a downstairs end apartment with a back door that opens directly onto the pool deck near the hot tub. The apartment has wood floors, high ceilings, great furniture, fixtures and finishes and the kitchen has everything you need to prepare meals etc.
Excellent location! Just two blocks to the Winter Park Village and 3 to Park Ave.

- "Christopher is an excellent host. We enjoyed the location and walking to Park Avenue restaurants."

Enjoy an elegant and modern villa in the heart of Winter Park, This home with 3 bedrooms, 2 bathrooms and a spectacular pool in the backyard to enjoy with the whole family are centrally loacated and close to all major theme park, Orlando Downtown and 10 minutes from romantic Park Ave and scenic boat tour of Winter Park. Walk to Pharmacy CVS, Bouling Center, supermarkets and restaurants.

- "In town for a wedding & this house was the perfect place to relax after all the festivities. Newly remodeled and beautiful. The pool was awesome and such a relief from the heat of Florida."

Just outside of Orlando is the enchanting suburb of Winter Park. Known for a quaint shopping area, great restaurants, bike trails, and parks, a great place to relax and unwind during your visit to Central Florida. Winter Park Pines is a community of 900 homes. Cady Way Trail runs through the neighborhood, and Cady Way Park is a short walk away. This home is beautifully upgraded and tastefully furnished. In addition to the 3 well appointed bedrooms, all with queen-sized beds, we also have a beautiful sunroom, a fully-fenced backyard, and a private office to get work done away from the rest of the family. We have some toys available in the closet of one of the bedrooms, so kids are welcome!

Pet Friendly • Internet • Other • Bedding/Linens • Fireplace/Heating • Wellness Facilities • Security/Safety • Laundry • Child Friendly • Air Conditioner

*POOL IS CURRENTLY CLOSED *PERFECT LOCATION! 5 min from Baldwin Park, 10 min ride to the airport, 10 min from Park Ave, 20 min from downtown and Universal Studios, and just 30 min to Disney .

The space
This beautiful 1,200 sq.ft. villa is perfectly centralized in a very safe and quiet part of Winter Park. The perfect location for traveling professionals, as well as families. This home offers 2 bedrooms and 2 full bathrooms. Parking is available for up to 3 cars, there is a washer and dryer located inside the unit, three flat-screen TVs, high-speed internet, three queen beds, and a sleeper sofa. The closet space is incredible! There is also a beautiful backyard area for relaxing and enjoying the beautiful Florida weather. The property has a pool, tennis courts, a basketball court, and a small gym.
Long terms are ideal.
Guest access
When renting this home you get access to a fully equipped kitchen, dining room, living room, smart TVs, washer and dryer, and a beautiful backyard.

Bedding/Linens • Internet • Wellness Facilities • Child Friendly • Other • Air Conditioner • Security/Safety • Laundry • Pool

This cozy vacation Flat is located in Winter Park, Florida, a charming and affluent suburb of Orlando. The interior is tastefully decorated with a farm style theme, creating a relaxed and inviting atmosphere. Part of the amenities, pool and spa surrounded by lush greenery and palm trees, providing a serene of relaxation.

Most visited attraction
-2min Full Sail
-5min Baldwin Park
-8min Park ave
-10min UCF
-20min MCO Airport
-25min Universal Studios/Sea World/International Dr
-30min Disney world

Incredible Farm house style flat, within walking distance to Lake Baldwin Park and college park. This one-bedroom condo offers a stylish and comfortable living space for singles, couples, or small families. The interior is beautifully decorated with a farm house aesthetic, featuring plenty of natural light. The living room is spacious and inviting, and a fully equipped kitchen.

The bedroom has a comfortable queen-size bed, soft linens, and a walk in closet for storage space. A private balcony with outdoor seating, offering a peaceful retreat. The condo complex also offers amenities such as a swimming pool, spa, a communal lounge area. Located in a safe neighborhood, the condo is just a short drive away from local shops, restaurants, and popular attractions, making it an ideal base for exploring the city

Flat is ring protected must specify number of guest!

Our guest will have access to all the amenities (may very due to maintenance) Pool, Spa, Kids field, and of course free parking will be provided.

We also offer self-checkin so please stay in contact with us before arriving to the flat.

Air Conditioner • Laundry • Internet • Child Friendly • Bedding/Linens • Security/Safety • Other • Fireplace/Heating

This property features a fitness centre, shared lounge, a restaurant and bar in Orlando. With free WiFi, this property offers room service and a 24-hour front desk. Camping World Stadium is 13 km away.

At this property, each room is equipped with a desk. Guest rooms will provide guests with air conditioning, a safety deposit box and a flat-screen TV.

Church Street Station is 10 km from this property. The nearest airport is Orlando Executive Airport, 9 km from the accommodation.

Nice and spacious property with Toilet amenities and much more.
If you are a family of more than 4 up to 10 adults, we can arrange multiple rooms on the same floor or inter-connecting rooms to make you all feel comfortable in the same place but it’s subject to availability, and advance notice is required.
We have Multiple Rooms Available in the Same Building with many layouts and designs which will be assigned to you upon your arrival and subject to availability.

there is no additional fees, payment fees, parking fees or taxes required after you book online and pay.
Refundable Security Deposit/incidental charges: 50 USD per night via card need to pay upon arrival.
Pet fee: 75-125 USD depending on the stay need to pay upon arrival.

Standard Check-in Time is 3 PM (15:00 Hrs) but you can check in after 3 PM anytime.
The standard Check-out Time is noon, but you can check out before noon anytime.
24-hour check-in and check-out service is available in some properties please check with us before booking
Early check-in and check-out are possible but subject to availability.
Cash / Visa, Master, American Express Credit or Debit Card also Accepted US Dollars / British Pound / Euro as cash accepted in this property.

Kitchen • Laundry • Child Friendly • Wellness Facilities • Security/Safety • Internet • Wheelchair Accessible • Air Conditioner • Tv • Accessibility