Bed and Breakfast and Inn in Winter Park, FL

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Winter Park, FL B&B
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30 Bed and Breakfasts and Inn in Winter Park, FL

Best Winter Park, FL bed and breakfasts with breakfast included

The Carriage House @ Oasis In Orlando - Winter Park, FL
9.8 56 reviews

The Carriage House @ Oasis In Orlando

B&B, Orlando
This Orlando apartment, near Downtown Orlando, offers easy access to Universal Studios (18 minutes/29km), Walt Disney World Resort (24 minutes/39km), and Orlando International Airport (20 minutes/32km).
The self-catering flat comprises one bedroom, one bathroom, sleeps two, and includes a queen-size memory foam bed, full kitchen with fridge, freezer and microwave, air conditioning, and a garden; nearby restaurants and shops are within walking distance.

Best Winter Park, FL bed and breakfasts with a garden

Bungalow Near Universal, Disney, And Downtown Orlando - Winter Park, FL
9.0 2 reviews

Bungalow Near Universal, Disney, And Downtown Orlando

B&B, Orlando
This B&B is located in a residential district of Orlando, offering a peaceful alternative to the busy tourist zones and convenient access to the city's major theme parks and entertainment venues.
This 37 square meter guesthouse accommodates up to three guests with one bedroom and one bathroom, featuring complimentary Wi-Fi, air conditioning, a kitchen with a fridge and microwave oven, on-site parking, and a garden with a children's playground.
Atmospheric Studio In The Garden - Winter Park, FL
9.9 261 reviews

Atmospheric Studio In The Garden

B&B, Winter Park
This Winter Park studio apartment is situated in a peaceful residential area, a short drive from Park Avenue and Rollins College.
The self-contained unit, sleeping up to three guests, features a fully equipped kitchenette with a dishwasher, a private garden, and dedicated parking; in-unit laundry facilities are also available for longer stays.
Tiny Unit In Cottage In The Middle Of Downtown - Winter Park, FL
No reviews

Tiny Unit In Cottage In The Middle Of Downtown

B&B, Orlando
This studio apartment is situated 0.96 kilometres from Orlando's city centre, a 9-minute walk from Church Street Station and a 13-minute walk from the Kia Centre.
This property offers air conditioning, free Wi-Fi, and private parking, with a guest capacity of two people and a check-out time of 11:00 AM.
Cozy Studio W/parking, Great Location, Chill Vibes - Winter Park, FL
9.9 104 reviews

Cozy Studio W/parking, Great Location, Chill Vibes

B&B, Orlando
This Orlando studio apartment is situated in a residential neighbourhood, approximately 16km from Downtown Orlando, 24km from Orlando International Airport, and within 32-48km of Universal and Disney theme parks.
The self-contained apartment sleeps four guests, offering a queen-size memory foam bed, a full-size sofa bed, a well-equipped kitchenette with a mini-fridge, and a smart TV with streaming services; on-site parking is available.

Frequently Asked Questions about bed and breakfast in Winter Park, FL

  • What are the must-see sights for first-time visitors on a day trip to Winter Park, FL?

    For a first-time visit, you can't miss the charming Park Avenue, with its shops and restaurants. A walk around the scenic Rollins College campus is a must, and the beautiful Kraft Azalea Garden is a real treat, especially in the spring.
  • What are the best bed and breakfasts in Winter Park, FL?

    Among the B&Bs in Winter Park, FL, The Oasis W/pool Access En-suite #1, Tropical King Room Private Entrance Pool and Sun Room are the most popular ones.

  • In which districts of Winter Park, FL should you consider booking a bed and breakfast?

    The areas around Park Avenue and the charming Hannibal Square are great for finding bed and breakfasts. You'll be close to the action, but still enjoy a peaceful atmosphere.
  • What are the best bed and breakfasts with a pool in Winter Park, FL?

  • What is the typical weather in Winter Park, FL, and how does it affect outdoor plans?

    Winter Park has a subtropical climate, so it's warm and humid for most of the year. Summers are hot and rainy, while winters are mild. You can enjoy outdoor activities year-round, but be prepared for the heat and humidity during the summer months.
  • What are the best bed and breakfasts with a jacuzzi in Winter Park, FL?

  • What dining options are recommended for solo travelers staying at bed and breakfasts in Winter Park, FL?

    For solo travelers, there are plenty of charming cafes and restaurants along Park Avenue, like The Wine Room or The Ravenous Pig, offering a relaxed atmosphere and delicious food.
  • What are the best bed and breakfasts for families and kids in Winter Park, FL?

    The best B&Bs for families and kids in Winter Park, FL are Sun Room , Guesthouse W/private Indoor Pool and Private Guest Suite With Enclosed Porch.

  • What are the best cultural activities and events in and around Winter Park, FL?

    Winter Park has a thriving arts scene. Check out the events at the Charles Hosmer Morse Museum of American Art, or the Winter Park Sidewalk Art Festival, which happens in the spring.
  • What are the best pet friendly bed and breakfasts in Winter Park, FL?

    The best pet friendly B&Bs in Winter Park, FL are Tropical King Room Private Entrance Pool, Sun Room and Guesthouse W/private Indoor Pool.

  • Which hiking trails are recommended for exploring in and around Winter Park, FL?

    For hiking, head to the Wekiwa Springs State Park, just outside Winter Park. The trails there are perfect for a morning or afternoon hike.
  • What are the best bed and breakfasts with parking in Winter Park, FL?

    The Oasis W/pool Access En-suite #1, Tropical King Room Private Entrance Pool and Sun Room are the best B&Bs with parking in Winter Park, FL.

  • What amenities are commonly offered in bed and breakfasts in Winter Park, FL?

    Bed and breakfasts in Winter Park usually offer a continental breakfast, private bathrooms, and some even have swimming pools or hot tubs. Many also have beautiful gardens or patios.

Popular destinations

Best Winter Park, FL bed and breakfasts with parking

K11 Private Room With Smart Tv Near Everything - Winter Park, FL
8.0 30 reviews

K11 Private Room With Smart Tv Near Everything

B&B, Orlando
K11 Private Room, a single-bedroom guesthouse in Orlando, Florida, is situated approximately 8.8km from Orlando International Airport, 8.9km from the Kia Center, and 8.8km from Church Street Station.
This self-catering unit offers air conditioning, parking, a smart TV, and sleeps one guest, providing towels, bed linen, and is within reasonable driving distance of other attractions including the Holy Land Experience and Addition Financial Arena.
Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool And Patio - Winter Park, FL
9.6 17 reviews

Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool And Patio

B&B, Orlando
This charming bed and breakfast is located in Lake Eola Heights, a peaceful neighbourhood just half a kilometre from Orange Avenue and within easy reach of Orlando's main attractions. The property has received excellent reviews from previous guests, highlighting its tranquil setting and convenient location.
The guest house offers a single bedroom with one bathroom, comfortably accommodating up to two guests. Guests can enjoy a range of amenities, including a swimming pool, a garden, and a terrace, perfect for relaxing and soaking up the Florida sunshine.
10 Minutes From Universal - Relaxing Guest Suite - Winter Park, FL
8.7 10 reviews

10 Minutes From Universal - Relaxing Guest Suite

B&B, Azalea Park
This guest house is located in Azalea Park, a short distance from local attractions.
This family-friendly accommodation offers 400 square meters of floor area with one bedroom, one bathroom, and can host up to five guests, featuring air conditioning, internet, and parking.

Best Winter Park, FL bed and breakfasts with air conditioning

Downtown Lake Eola Historic House 1 Or 2 Bed - Winter Park, FL
9.5 821 reviews

Downtown Lake Eola Historic House 1 Or 2 Bed

B&B, Orlando
This apartment is ideally located in downtown Orlando, just a short walk from Lake Eola, the Dr. Philips Center and Amway Arena. The surrounding area is lively and vibrant, offering a wide range of restaurants, bars, and shops. Guests have consistently rated this property as excellent for its cleanliness, location, and overall experience.
The apartment is spacious, with 65 square metres of living space and can accommodate up to 4 guests. You can enjoy the convenience of a fully equipped kitchen, a comfortable living space with entertainment options, and a relaxing front porch.
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