Bed and Breakfast in Winter Park, FL

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Winter Park, FL bed and breakfast
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30 Bed and Breakfasts in Winter Park, FL

Best Winter Park, FL bed and breakfasts with breakfast included

Room In Downtown Orlando! Close To Everything! - Winter Park, FL
10 1 review

Room In Downtown Orlando! Close To Everything!

B&B, Orlando
This downtown Orlando guest house is situated just over 1.6 kilometres from Church Street Station and Camping World Stadium, and a 17-minute walk from the Kia Centre.
The B&B offers one bedroom, one bathroom, and accommodation for two guests, with free Wi-Fi, air conditioning, and on-site parking provided by a private host.

Best Winter Park, FL bed and breakfasts with a garden

New Mid Century-modern Studio - Winter Park, FL
9.9 329 reviews

New Mid Century-modern Studio

B&B, Orlando
This College Park studio apartment is conveniently located near Edgwater Drive, a 24km drive from Orlando city centre, and within a 48km radius of major theme parks, also a short distance from the historic Dubsdread Golf Club.
The pet-friendly property, sleeping two guests, includes a kitchen with fridge, freezer and microwave, air conditioning, a private courtyard, laundry facilities and the use of two bikes (on request), all within walking distance of local restaurants and bars.
Downtown Lake Eola Historic House 1 Or 2 Bed - Winter Park, FL
9.5 822 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.
Bungalow Near Universal, Disney, And Downtown Orlando - Winter Park, FL
9.3 3 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.
Embassy By Hilton, Orlando 2 Double Suite - Winter Park, FL
No reviews

Embassy By Hilton, Orlando 2 Double Suite

B&B, Orlando
This Orlando bed and breakfast is located in Downtown Orlando, a short walk from Lake Eola Park and close to numerous dining and entertainment venues.
This property offers one bedroom, three bathrooms, and can accommodate up to six guests, featuring a swimming pool, fitness centre, and daily breakfast.

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 day trip, you've got to see the charming Park Avenue district with its shops and restaurants, and the scenic Rollins College campus. And don't miss the beautiful Winter Park Scenic Boat Tour on the chain of lakes, it's a real highlight.
  • 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, Sun Room and Downtown Orlando Tranquility Suite are the most popular ones.

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

    The Park Avenue district is a popular choice for bed and breakfasts, as it's close to the action. You can also find some lovely options in the more residential areas like Hannibal Square, where it's a bit quieter.
  • 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 most of the year. Summers are hot and rainy, while winters are mild and sunny. You can usually enjoy outdoor activities year-round, but be prepared for some humidity in the summer.
  • 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?

    The Park Avenue district has lots of great restaurants for solo travellers, like The Wine Room or Luma on Park. If you're looking for something more casual, there are plenty of cafes and bistros around too.
  • 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 is known for its arts scene, with the Charles Hosmer Morse Museum of American Art and the Albin Polasek Museum & Sculpture Gardens being popular choices. The Winter Park Sidewalk Art Festival is a must-see event 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 Sun Room , Guesthouse W/private Indoor Pool and Private Guest Suite With Enclosed Porch.

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

    There aren't many hiking trails in Winter Park itself, but you can find some good ones in nearby Wekiwa Springs State Park. The scenic Wekiwa Springs Trail is a great option for a leisurely walk.
  • What are the best bed and breakfasts with parking in Winter Park, FL?

    The Oasis W/pool Access En-suite #1, Sun Room and Downtown Orlando Tranquility Suite are the best B&Bs with parking in Winter Park, FL.

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

    Most bed and breakfasts in Winter Park offer a continental breakfast, free Wi-Fi, and private bathrooms. Some also have swimming pools, gardens, and even bike rentals.

Popular destinations

Best Winter Park, FL bed and breakfasts with parking

Ranch Style Tiny Home Retreat Near Downtown Orlando - Winter Park, FL
9.7 32 reviews

Ranch Style Tiny Home Retreat Near Downtown Orlando

B&B, Orlando
This unique barn-style guesthouse is located in Orlando, Florida, a short walk (1.3km) from Camping World Stadium and 3.2km from the Kia Forum, with Orlando International Airport 16km away.
This 188 square metre property offers one bedroom, one bathroom, sleeps five guests, and includes a private terrace, free parking, packed lunches for day trips, and on-site staff to arrange airport shuttles.
Centrally Located Guest Suite Retreat - Winter Park, FL
No reviews

Centrally Located Guest Suite Retreat

B&B, Orlando
This Orlando guest suite, situated 2.3 kilometres from downtown, offers convenient access to attractions including Camping World Stadium (8.3 km), Holy Land Experience (9.7 km), and Church Street Station (5 km).
The 15-square-metre self-catering unit features one bedroom, one bathroom, sleeps two guests, and includes free Wi-Fi, private parking, and air conditioning.
“The Clementine” Boho Home In Orlando’s Food Scene - Winter Park, FL
No reviews

“The Clementine” Boho Home In Orlando’s Food Scene

B&B, Orlando
This Boho-style guest house is located in Orlando, within 2.4 kilometres of the city centre, and is 3 kilometres from Church Street Station, 3.4 kilometres from Kia Centre, and 5.3 kilometres from Camping World Stadium.
This one-bedroom, one-bathroom accommodation sleeps up to nine guests and offers air conditioning, free Wi-Fi, a kitchen with a fridge and microwave, and a private terrace and garden.
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 air conditioning

10 Minutes From Universal - Relaxing Guest Suite - Winter Park, FL
8.5 11 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.
Minutes To Kia Center + Breakfast. Kitchen. Pool. - Winter Park, FL
9.5 13 reviews

Minutes To Kia Center + Breakfast. Kitchen. Pool.

B&B, Altamonte Springs
This Altamonte Springs bed and breakfast is located a stone's throw from Cranes Roost Park and Uptown Altamonte, offering convenient access to local attractions and entertainment.
This accommodation provides two-bedroom suites with full kitchens, sleeping up to five guests, and features an outdoor swimming pool, a BBQ patio, and a fire pit, with complimentary daily hot breakfast included.
Orlando Oasis In The Heart Of Thornton Park - Winter Park, FL
9.9 266 reviews

Orlando Oasis In The Heart Of Thornton Park

B&B, Orlando
This studio apartment is located in the Historic Thornton Park neighbourhood in Downtown Orlando, just a short walk from Lake Eola and 20 minutes by car from Universal Studios and 25 minutes from Disney World. It has consistently received excellent ratings for cleanliness, location, and user experience.
The studio is a self-contained unit with a private entrance and a comfortable queen-sized bed, accommodating up to three guests. It offers a fully equipped kitchen, a private pool and patio, laundry facilities, free on-street parking, and a spacious backyard.
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.
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