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

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.

Best Winter Park, FL bed and breakfasts with a garden

Tiny Home Barn Style In Backyard With Animals - Winter Park, FL
9.7 32 reviews

Tiny Home Barn Style In Backyard With Animals

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.
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.

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'd want to see the charming Park Avenue district with its shops and restaurants, the beautiful Rollins College campus, and the scenic Winter Park Scenic Boat Tour on the canals.
  • 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 best areas for bed and breakfasts are the Park Avenue district, known for its vibrant atmosphere, and the area around the Winter Park Village, offering a more relaxed feel.
  • What are the best bed and breakfasts with a pool in Winter Park, FL?

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

    For solo travellers, I'd recommend checking out the cozy cafes and restaurants along Park Avenue, like The Wine Room or The Ravenous Pig. They offer a great atmosphere and delicious food.
  • What are the best bed and breakfasts with a jacuzzi in Winter Park, FL?

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

    Winter Park has a vibrant arts and culture scene. Check out the Morse Museum of American Art, the Charles Hosmer Morse Museum of American Art, or the annual Winter Park Sidewalk Art Festival.
  • 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.

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

    For hiking, try the scenic trails at the Wekiwa Springs State Park, about 15 minutes from Winter Park. There are also several trails in the nearby Central Florida Zoo & Botanical Gardens.
  • 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.

  • 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.

Popular destinations

Best Winter Park, FL bed and breakfasts with parking

Comfortable Studio - Winter Park, FL
9.6 52 reviews

Comfortable Studio

B&B, Fairview Shores
This Fairview Shores studio apartment enjoys a convenient location near Interstate 4, placing it within easy reach (under 8km) of Rollins College, AdventHealth, Winter Park, and Downtown Orlando.
The self-contained unit sleeps two guests and features a kitchenette with a fridge and microwave, air conditioning, parking, and excellent guest reviews; no pets are permitted.
H8 Private Room With Smart Tv Near Everything - Winter Park, FL
No reviews

H8 Private Room With Smart Tv Near Everything

B&B, Orlando
This Orlando bed and breakfast is situated approximately 9.2 kilometres from Church Street Station, offering straightforward access to downtown attractions and the airport.
This accommodation provides a private bedroom and bathroom for up to three guests, featuring air conditioning, complimentary WiFi, and on-site parking, with towels and bed linen supplied.
A Space For Peace - Winter Park, FL
No reviews

A Space For Peace

B&B, Rio Pinar
This Orlando homestay in Rio Pinar is located approximately 9 kilometres from Orlando International Airport and 14 kilometres from Church Street Station and Amway Center.
This comfortable B&B offers a peaceful retreat with one bedroom and one bathroom for up to one guest, featuring free WiFi, air conditioning, on-site parking, and kitchen facilities, with Universal Islands of Adventure 24 kilometres away and Florida Mall 19 kilometres distant.
Private Entrance/bathroom 10 Min From Dt Orlando - Winter Park, FL
9.9 237 reviews

Private Entrance/bathroom 10 Min From Dt Orlando

B&B, Eatonville
This charming bed and breakfast is located just 10 kilometres outside of downtown Orlando, making it a convenient base for exploring both the city and the nearby attractions. It's also just a short drive from Eatonville, a historic town with a rich cultural heritage. The accommodation has consistently received excellent reviews for its cleanliness, location, and overall experience.
The guest house offers a cosy and comfortable double room with a private bathroom, perfect for a couple's getaway. Guests can enjoy a range of amenities including air conditioning, free parking, and complimentary Wi-Fi.

Best Winter Park, FL bed and breakfasts with air conditioning

Pily's Vintage Stay Room Full Bed - Winter Park, FL
8.8 8 reviews

Pily's Vintage Stay Room Full Bed

B&B, Orlando
Pily's Vintage Stay Room Full Bed is located in Orlando, approximately 13 kilometres from downtown attractions including Church Street Station and the Amway Center.
This Orlando guesthouse offers a 16-square-metre room with a full bed, sleeping up to three guests, and features a shared kitchen, free Wi-Fi, on-site parking, a swimming pool, and a tennis court.
Your Great Stay - Winter Park, FL
No reviews

Your Great Stay

B&B, Rio Pinar
This guest house in Rio Pinar, Orlando, is situated approximately 9 kilometres from Orlando International Airport and within a 24-kilometre radius of attractions including Church Street Station, Amway Centre, and Universal Studios Florida.
Offering a homestay experience for up to two guests in one bedroom with one bathroom, this property provides complimentary WiFi, air conditioning, and private on-site parking, with multilingual reception staff available.
Private Guest Suite | Pool Access | Winter Park - Winter Park, FL
10 1 review

Private Guest Suite | Pool Access | Winter Park

B&B, Goldenrod
This private guest suite is located in a peaceful Winter Park neighbourhood, approximately 32 kilometres from downtown Orlando and 56 kilometres from Disney World.
This one-bedroom, one-bathroom bed and breakfast accommodates up to four guests and offers Wi-Fi, air conditioning, a swimming pool, and parking, with AdventHealth Winter Park just 1600 metres away and Orlando International Airport (MCO) a 40-kilometre drive.
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