Holiday homes & B&B in Winter Park
Choose the right place for you
REVIEWS
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9+ Exceptional
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8+ Fabulous
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7+ Very Good
Vacation rental deals in Winter Park
We have selected the best vacation rentals in Winter Park. Save money with Bluepillow by comparing the best deals from major travel websites in Winter Park
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Winter Park - United States
Bedroom in Orlando
- 3 Guests 1Bedroom
10 Exceptional (290)This quaint, clean, and comfortable room is conveniently located near the parks and universities in Orlando. On the morning of your arrival you will receive detailed instructions on how to check-in. ...Check Availability -
Winter Park - United States
Private Bedroom/Bathroom all amenities included!
- 4 Guests 1Bedroom
10 Exceptional (82)We provide: clean towels/sheets, body wash, shampoo/conditioner, bottle water, snacks, Wifi, and a few more things! We also allow dogs in our apartment! ($5 Per Night/Animal) WE HAVE STAIRS, PLEASE KEEP ...Check Availability -
Winter Park - United States
Winter Park Full Sail, UCF, Rollins Room A sleeps4
- 4 Guests 1Bedroom
10 Exceptional (101)One room available with a full-sized bed and a day-bed. Windows overlooking backyard and relaxing pool deck area; quiet neighborhood with little traffic and access to major thoroughfares in Orlando area. We ...Check Availability -
Winter Park - United States
Tranquil and Peaceful Retreat in Maitland, Fl.
- 2 Guests 1Bedroom
10 Exceptional (247)NEW DECORE! The 2nd picture reflects the current look and king size bed! You’ll love my place because of The peace and tranquility, the laid back but energetic vibe, the love that we have for nature and ...Check Availability -
Winter Park - United States
Rm.4 Downtown Orlando Bali Room
- 1 Guest 1Bedroom
10 Exceptional (176)This is a small but cozy room. Perfect for a single guest needing a good night’s rest. My home is a 1925 vintage with lots of character. It is full of positive energy with a nice relaxing and comfortable ...Check Availability -
Winter Park - United States
Comfortable+Welcoming Bedroom w/ private bathroom
- 2 Guests 1Bedroom
10 Exceptional (89)Comfortable, quiet and welcoming home, close to the Winter Park shopping/dining area and Downtown Orlando area. We are surrounded by many supermarkets, restaurants, stores, and banks. It’s a great location ...Check Availability
Save on Bed & Breakfast in Winter Park
Are you looking for an accommodation in Winter Park and do you want to save money? Choose from 16 Bed & Breakfasts in Winter Park
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Winter Park - United States
Sheraton Orlando North
- Hotel
8.1 Fabulous (793)Situated in the Maitland Center corporate community, Sheraton Orlando North is located 650 yards from Interstate 4 and offers on-site dining options and completely non-smoking guest rooms. Begin the ...Check Availability -
Winter Park - United States
The Alfond Inn
- Hotel
9 Exceptional (1263)Located in Winter Park, Florida, this hotel offers free WiFi and an outdoor pool. Rollins College is located 700 yards from the property. Park Avenue, where guests can shop and dine, is 800 yards away. A ...Check Availability -
Winter Park - United States
Quality Inn & Suites Orlando / Winter Park
- Hotel
6.6 Pleasant (418)Quality Inn & Suites Winter Park Village Area hotel is adjacent to a major highway system and offers quick and easy access to all the main Orlando destinations, including Walt Disney World Resort, ...Check Availability -
Winter Park - United States
Park Plaza Hotel Orlando - Winter Park
- Hotel
7.4 Very Good (473)One of our top picks in Orlando.Offering free WiFi and a free continental breakfast, this Winter Park, Florida hotel is 400 yards from Rollins College. Historic Winter Park, featuring shops and restaurants, ...Check Availability -
Winter Park - United States
Days Inn by Wyndham N Orlando/Casselberry
- Hotel
5 Pleasant (366)Situated near the airport, this motel is within 3 miles (5 km) of Maitland Art Center, Lake Lily Park and Secret Lake Park. Enzian Theater and Altamonte Mall are also within 3 miles (5 km). This smoke-free ...Check Availability -
Winter Park - United States
Motel 6 Orlando - Winter Park
- Hotel
6.2 Pleasant (742)The Orlando Motel 6 is located off Interstate 4 and is less than 30 minutes’ drive from Universal Studios. Guests can enjoy an outdoor pool and sun terrace on site at this hotel. Wi-Fi is available ...Check Availability
Farmhouse or Hotel? Choose from the best offers
Choose the accommodation tailor-made for you for your next vacation: sleep in a farmhouse or sleep in a hotel?
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![Farmstays near Winter Park]()
Farmstays near Winter Park -
![Hotels near Winter Park]()
Hotels near Winter Park
The best places to stay in Winter Park
Book an apartment in Winter Park and choose the right accommodation for your needs
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Winter Park - United States
Rm.4 Downtown Orlando Bali Room
- 1 Guest 1Bedroom
10 Exceptional (176)This is a small but cozy room. Perfect for a single guest needing a good night’s rest. My home is a 1925 vintage with lots of character. It is full of positive energy with a nice relaxing and comfortable ...Check Availability -
Winter Park - United States
Modern Private Guesthome near Amusement Parks
- 4 Guests 1Bedroom
10 Exceptional (219)Beautiful Modern Comfy guest home in a private quiet neighborhood, for couple or even small family, completely renovated and separate entrance, one straight highway (I-4) to amusement parks (Universal ...Check Availability -
Winter Park - United States
Private Bedroom/Bathroom all amenities included!
- 4 Guests 1Bedroom
10 Exceptional (82)We provide: clean towels/sheets, body wash, shampoo/conditioner, bottle water, snacks, Wifi, and a few more things! We also allow dogs in our apartment! ($5 Per Night/Animal) WE HAVE STAIRS, PLEASE KEEP ...Check Availability -
Winter Park - United States
Old WP-Walk2restaur-book mo but stay less-WP Code
- 2 Guests 1Bedroom
10 Exceptional (108)(OK with WP Code - more affordable than appears if read details) - Excellent location in Olde Winter Park on 3rd floor walk up and close to Rollins College and the shops and dining of Park Avenue and other ...Check Availability -
Winter Park - United States
Tranquil and Peaceful Retreat in Maitland, Fl.
- 2 Guests 1Bedroom
10 Exceptional (247)NEW DECORE! The 2nd picture reflects the current look and king size bed! You’ll love my place because of The peace and tranquility, the laid back but energetic vibe, the love that we have for nature and ...Check Availability -
Winter Park - United States
Bedroom # 3 for rent in Winter Park
- 2 Guests 1Bedroom
9 Exceptional (35)My space is near the best colleges in Florida, near the famous Park Ave and 20 minutes from Orlando International Airport, very quiet and leafy. My space is good for couples to ride and business travelers. ...Check Availability
